Wailea Travel Guide

Wailea Vacation Rentals

Are you dreaming of the perfect Hawaii vacation staying in Maui accommodations? Sun, sand, warm ocean waters ... a vacation to Wailea may be exactly what you need. Couples looking for a romantic escape or families looking for the ultimate fun-filled getaway will find exactly what they’re searching for in Wailea, Maui.

Wailea is located on the Hawaiian Island of Maui and makes for a fantastic spot for your next sun vacation. Great weather, fantastic restaurants, spectacular shopping, world-class golf courses and plenty of ocean activities are just a few of the reasons so many people chose to vacation in Wailea. Wailea is home to several popular resort properties.

With several high-end lodging options, you can’t go wrong when choosing your Wailea accommodations. Choosing accommodations comes down to location, amenities and atmosphere. There are plenty of vacation rentals to choose from, as well. Many vacationers travelling to Wailea have discovered the ease of choosing a Hawaii accommodation and enjoy the luxuries of condo rentals, villa rentals and vacation home rentals.

Shopping is a major attraction in Wailea. When you tire of the sun, take a break and hit the Shops at Wailea. You will find favorite luxurious stores such as Coach, Fendi, Gucci and Louis Vuitton. As can be expected from such a popular tourist destination, finding a place to eat your meal brings about plenty of choices as well. Of course, while you could cook a gourmet meal inside your fully-equipped vacation rental, you may also want to taste the local cuisine. Some of the popular restaurant choices include Ruth’s Chris Steak House, Spago, Cheeseburger Mai Tais and Nick’s Fish Market.

Driving north from Wailea, you will drive past condos in Kihei, Maalaea villas, Lahaina rentals, Kaanapali vacation rentals and Kapalua vacation rental.

If you are planning a trip to Wailea, you can rest assured that Owner Direct Vacation Rentals will look after all of your vacation rental needs.

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Wailea Vacation Activities

6 Vacation Rentals

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  • One-of-a-Kind Maui Getaway

    Wailea: House
    4 BDR • 4 BA • Sleeps 10 • #228113
    1,600 to 1,750 USD/night
    This One-of-a-Kind Maui Getaway is just the vacation destination you have been dreaming of. Owner, and Architect, designed this unique and modern 4 bedroom, 4 bath Hawaiian style home with the guest in mind. From pencil sketch to sustainable masterpiece, it captures Maui’s tropical climate and anticipates all of your needs. Prepare for your day in pure luxury. The second level master suite is beautifully furnished with a tropical flair. You will awake in the comfort of 800 thread count Egyptian cotton sheets on a luxurious king size bed. Pull open the floor to ceiling drapes for panoramic views of the glittering Pacific Ocean and neighboring islands. The master bath is pure opulence, a double sink marble countertop, spacious champagne bubbler tub and walk-in European tile shower with his/hers shower heads. An additional master suite is located on the first floor, plus two more bedrooms on the second level. Each room has its own special design touches and all are furnished with king size beds. Each bathroom comes complete with wonderfully soft organic cotton towels and tropical shower gel. Enjoy your morning Kona coffee on any of the private terraces or head up to the second story pool pavilion for an amazing bird’s eye view, where you may catch a glimpse of humpback whales breaching on the horizon. Then gather the family in the spacious and stylish gourmet chef’s kitchen and dining room to plan your day. You’ll be living in luxury, in a home which transitions seamlessly from the tropical breeze of the outdoors to a cozy and comfortable interior. When you’re ready to seize the day, know that your private and secluded oasis at Pulelehua Nani is no more than a 5 minute drive from the adventure of your choice-be it snorkeling, sunbathing, sightseeing, deep sea fishing, stand up paddle boarding, kayaking, swimming with turtles…..The choices are endless. Indulge in a day of high end retail shopping at the shops in Wailea or enjoy a taste of the local cuisine. The area has numerous five star restaurants, from the big resorts to new local digs, all dishing out Maui’s fresh catch of the day. Test out your swing at one of the award winning Wailea Blue, Gold or Emerald golf courses. Take your camera to capture photos on a whale watching voyage or spend a day in crystal clear waters snorkeling with tropical fish at the best beaches in South Maui. Unwind from your adventures of the day, while lounging next to the salt water infinity edge pool and enjoy the impeccable view. Relax in the warm water of the magical spa or choose to schedule a private massage pool side. For an evening in with the kids, pop a bowl of popcorn and watch a movie on the 60 inch flat screen TV in the cozy family room. As the light fades and the sun melts into the ocean, pour your favorite libation and toast the day. Stretch out on a chaise lounge and enjoy the soothing tropical breeze while watching shooting stars…….This is Maui!!!!
  • Wailea Ekahi - Spacious

    Wailea: Wailea Ekahi: Vacation Rental
    2 BDR • 2 BA • Sleeps 6 • #218302
    295 to 400 USD/night
    Wailea Ekahi - Spacious, 2 bedroom, 2 bath Condo w/ 3 Lanai's ~ Garden w/ partial Ocean views in the Upper Village, just above the top pool!. Wailea Ekahi - Nicely appointed 2 bedroom, 2 bath condo with garden and partial oceanview in the Upper Village over looking the top pool. Kitchen along with both batrooms was just freshly renovated. There is a King, 2 twin beds and a queen sofa sleeper and 3 separate lanai's with a gas bbq on the main lanai. 5 night minimum stay required. Complimentary high speed internet + WIFI. TAT #W40843690-01
  • Enjoy a prime view

    Wailea: Vacation Rental
    2 BDR • 2 BA • Sleeps 4 • #244743
    169 to 304 USD/night
    Enjoy a prime view from this condo with dual master suites in the heart of Wailea!! Beaches, turtles, and fine dining are just minutes away!!. Wailea Ekolu is a beautiful 148-unit condominium development in luxurious Wailea, Maui. It is centrally located within a mile of The Shops at Wailea and many elegant restaurants such as Spago, Humble Market and Humuhumu. It is also a few minutes from the championship golf courses of Wailea and Makena. From our condo you are only minutes to beaches where you can see pods of Humpback whales migrating from Alaska (when in season) or take in a stunning Hawaiian sunset. You can swim, snorkel, bike, or walk along some of Maui's most scenic coastlines. This is the perfect place to make your temporary home, to sit back and soak in the island sun. Our unit is a two bedroom, two bath condo with a panoramic ocean view. This second floor unit has a full kitchen, vaulted ceilings, TV, Blu-ray player, WiFi, and plentiful air conditioning. The resort-like complex also provides a sparkling pool area with gas barbecue facilities and ocean views. Parking is open and free, located just outside the unit for easy access. This is a beautifully furnished unit, sure to make your stay all the more memorable! Please note, this is a second floor unit. Access to this condo is only provided by stairs (no elevator). TA -083-171-9424-01
  • Enjoy a gorgeous garden

    Wailea: Vacation Rental
    1 BDR • 2 BA • Sleeps 4 • #244754
    160 to 334 USD/night
    Enjoy a gorgeous garden and partial ocean view from this condo in the heart of Wailea!! Beaches, turtles, and fine dining are just minutes away!!. Wailea Ekahi is a beautiful 287-unit condominium development in luxurious Wailea. It is centrally located within a mile of The Shops at Wailea and many elegant restaurants such as Spago, Humble Market and Humuhumu. It is also a few minutes from the championship golf courses of Wailea and Makena. From our condo you are only minutes to beaches where you can see pods of Humpback whales migrating from Alaska (when in season) or take in a stunning Hawaiian sunset. You can swim, snorkel, bike, or walk along some of Maui's most scenic coastlines. This is the perfect place to make your temporary home, to sit back and soak in the island sun. This unit is a one bedroom, two bath condo with a gorgeous garden view. This well-appointed floor unit has a full kitchen, TV, Blu-ray player, washer & dryer, king bed, sleeper sofa, WiFi, gas BBQ, and plentiful air conditioning. The resort-like complex also provides a sparkling beach front pool pavilion, three auxiliary pools, and shuffleboard. Parking is open and free, located just outside the unit for easy access. This is a beautifully furnished unit, sure to make your stay all the more memorable! TA-064-305-5616-01
  • Enjoy this newly remodeled

    Wailea: Vacation Rental
    2 BDR • 2 BA • Sleeps 4 • #244744
    159 to 313 USD/night
    Enjoy this newly remodeled, garden-view condo in the heart of Wailea. Beaches, turtles, and fine dining are just minutes away!. Wailea Ekolu is a beautiful 148-unit condominium development in luxurious Wailea, Maui. It is centrally located within a mile of The Shops at Wailea and many elegant restaurants such as Spago, Humble Market and Humuhumu. It is also a few minutes from the championship golf courses of Wailea and Makena. From our condo you are only minutes to beaches where you can see pods of Humpback whales migrating from Alaska (when in season) or take in a stunning Hawaiian sunset. You can swim, snorkel, bike, or walk along some of Maui's most scenic coastlines. This is the perfect place to make your temporary home, to sit back and soak in the island sun. Our unit is a two bedroom, two bath condo with a relaxing garden view. This newly remodeled, second floor unit has a full kitchen, vaulted ceilings, TV, Blu-ray player, WiFi, and plentiful air conditioning. The resort-like complex also provides a sparkling pool area with gas barbecue facilities and ocean views. Parking is open and free, located just outside the unit for easy access. This is a beautifully furnished unit, sure to make your stay all the more memorable! Please note, this is a second floor unit. Access to this condo is only provided by stairs (no elevator). TA-016-884-3264-01
  • Beaches turtles shopping

    Wailea: Vacation Rental
    1 BDR • 2 BA • Sleeps 4 • #244755
    169 to 354 USD/night
    Beaches, turtles, shopping and fine dining are just minutes away!!. People return again and again to this wonderful Wailea Maui condo resort location for it's convenience to golf, tennis and the beauty of Keawakapu Beach. This Maui condo resort location spans 35 lush acres, and offers guests a truly memorable Maui vacation experience. Surrounded by lushly landscaped terraces that slope gently toward the Pacific, Ekahi Village overlooks beautiful Keawakapu Beach with its well-padded, sandy bottom and gentle surf is ideal for active couples and families. The reefs beyond offer great snorkeling and swimming. Here, you'll enjoy four swimming pools – one overlooking the ocean – paddle tennis, shuffleboard and a beachfront pavilion. In addition, Ekahi Village offers quick access to all the Wailea resort area has to offer, from world-class golf and tennis to gourmet cuisine and exceptional shopping. Hawaii Tax ID: W-20105030-01
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  • 5 Star Ocean View Luxury

    North Shore Maui: Home
    1 BDR • 1 BA • Sleeps 4 • #204838
    175 to 189 USD/night
    This freestanding OCEAN VIEW home in the Old Pineapple Cannery Town of HAIKU on MAUI'S NORTH SHORE is luxuriously furnished with Oriental Antiques and Vintage Hawaiiana. Spacious and comfortable with a large and private furnished OCEAN VIEW and a covered lanai including gas BBQ and dining table. Equipped with a full GOURMET KITCHEN that includes filtered drinking water and a great variety of spices, oils, and other basics to get you started cooking on our state of the art ceramic glass cooktop. VERY Private and conveniently located .... A three minute walk to Cafe, grocers, restaurants, Post Office, business center, entertainment and Maui Bus stop in HAIKU town !! OCEAN VIEWS from every room. A FIVE STAR Experience for a fraction of the price. STPH 2016/0003 *NO SMOKING in house, garage or on Lanai *QUIET TIME 9p-8a. **Please keep in mind your neighbors are not on vacation!! *NO AMPLIFIED SOUND *NO PARKING ON STREET **We have 2 spaces on site for home *Max occupancy no more than 2 adults per bedroom including children over 2 House Policy with TIPS for ENJOYING your MAUI HOME available upon request at booking AND in home.
  • 2 Bedroom, 2 Bathroom

    Maalaea: Lauloa: Condo
    2 BDR • 2 BA • Sleeps 4 • #206327
    180 to 280 USD/night
    Streaming Netflix Blue Ray, gourmet kitchen, reverse osmosis water system, special star gazing binoculars, a special bath pillow, marble bath, 440 thread count sheets. Plus peace and serenity is what you'll find here in the Village of MA'ALAEA and in particular this condo. Beautiful furnishings...All the little extras. The direct oceanfront view is so outstanding you'll have a hard time leaving the lanai to visit other parts of the Island.
  • Oceanfront Penthouse, Top

    Kihei: Menehune Shores: Condo in a complex
    1 BDR • 1 BA • Sleeps 2 • #201040
    239 to 335 USD/night
    HUGE Makeover, this unit is lovely with granite counter tops, new maple cabinets, custom tile floors, beautiful step in shower in bath, tropical furniture all new, lovely decor, new dishes, stainless steel appliances, Tropitone outdoor table and chairs as well as chaise lounge, modern decor to enjoy the best of Maui. The King bed (with temper-pedic mattress) in the master, with Hawaiian quilt completes the picture of luxury. Menehune Shores is a popular destination on the Kihei coast, as the building is built so close to the water. There are 3 elevators to get you to the top penthouse level. You feel like you are on a cruise ship, when you enter!! Sunsets, whales, turtles, and ocean vistas with stunning sunsets, await your arrival. Stay in a home taken care of with pride of ownership. Free parking, free internet (WIFI), shuffleboard, heated pool, and a restaurant on property complete the amenities.
  • Watching People Watching

    Kihei: Royal Mauian: Condo
    2 BDR • 2 BA • Sleeps 4 • #203717
    319 to 419 USD/night
    The Royal Mauian is built on a lava flow at the oceans edge. The lava extends several hundred feet into the Pacific providing ideal habitat for tropical fish and turtles. Snorkeling here is excellent. On each side of the point are two excellent white sand beaches-great for swimming, boogie boarding and relaxing in the sun. Our remodeled suite is well located in the building being secure on the fourth floor. We are far enough south so we get no road noise yet far enough north that only a little direct sun reaches us in the late afternoon so the suite stays a comfortable temperature. Enjoy sitting on our Lanai with your morning coffee watching sea turtles come up for air at the shoreline. From December to April Humpback whales are plentiful. One of the great treasures of the Royal Mauian is the landscaped Roof Garden. Here you can enjoy 360 degree views of dormant Haleakala Volcano, three nearby islands, the West Maui mountains and unforgettable sunsets. A kitchen, Bar-B-Ques and patio seating are an idyllic setting for your favorite dinners. Bring your food and wine to what we call the best restaurant on the island. There is shopping and fine restaurants within easy walking distance just across the street. Just a five minute drive to the south is Wailea with its championship golfing, hotels, shopping and restaurants. Maui, Kihei and The Royal Mauian are the best. Maui, NO-KA-OI.
  • Your Dream Vacation Starts

    Maalaea: Milowai: Condo
    2 BDR • 2 BA • Sleeps 4 • #243434
    300 to 400 USD/night
    You'll know you really reached Paradise when you open the door to this magnificent 2-bedroom/2 bath luxury condo. The view from the double lanai is panoramic and steps away from the ocean. Beauty, comfort, the ultimate vacation spot. Everything in this condo is upscale. You will not want for anything. You'll see the turtles at water's edge all year round and in the winter from December to April the humpback whales will entertain you right from your lanai or sitting inside looking out. You will be mesmerized by the sight of the ocean and will only step inside to prepare a meal in the gourmet kitchen. Everything is the high thread content sheets, plump towels, pillows for every liking. Professionally decorated with every detail in mind.
  • Gorgeous Maui Banyan

    Kihei: Maui Banyan: Apartment
    1 BA • Sleeps 2 • #248526
    172 to 182 USD/night
    Studio with 1 bathroom & Kitchenette - Sleeps 2 NEWLY RENOVATED. This charming tropical retreat is located an easy three-minute stroll from the beach, across from the fantastic sandy Kamaole Beach II. It is a walking distance to shops, dining and a short drive to Wailea. Enjoy swimming, snorkeling, paddle boarding, sailing, fishing, golfing, scuba diving, and everything else Maui has to offer. This unit is on the ground floor in a peaceful setting with garden view and a small private lanai. The property amenities include two swimming pools, hot tubs, tennis court, free parking, and BBQ facilities. This affordable Maui Banyan studio has just been remodeled and tastefully furnished. It has a king size bed with a brand new comfortable mattress, a bachelor’s chest for storage, a closet, two nightstands, lamps, a Smart HDTV with cable channels and Netflix. The small kitchenette has everything you need to prepare meals. The bathroom has been newly renovated to include a walk-in shower, a vanity, quartz countertop and a toilet. Please note that there is NO washer/dryer in this unit. The grounds at the Maui Banyan are well maintained and you will enjoy going for a walk in the tropical gardens or taking a nap on the grass area. Studio features: - Private lanai with a table and two chairs. - Kitchenette with mini fridge, microwave, toaster, coffee maker, blender, dishes, cups, utensils. - Air conditioning and ceiling fan. - Smart HDTV with cable channels and Netflix - Hair dryer - Iron and ironing board - Linens and bath towels - Clothes drying rack - Beach towels, beach chairs, small cooler, and umbrella - Free WiFi * We also have a one-bedroom condo for rent that sleeps 4 : (https://www.Ownerdirect.Com/maui-banyan/vacation-rentals/247358)
  • Cute and Clean Ground

    Kihei: Hale Kamaole: Condo in a complex
    1 BDR • 1 BA • Sleeps 4 • #233784
    125 to 200 USD/night
    Welcome to the Hale Kamaole, one of Maui’s most family friendly complexes. It boasts 2 pools, 2 BBQ pits with 6 grills each, a tennis court, and concierge desk. It is steps from Kamaole III and other great south Kihei beaches. Great restaurants and shopping are within walking distance and beautiful sunsets are provided daily. My unit has convenient parking, and because it is ground floor, you are steps away from the pools, BBQ pits and tennis court. It is on the cooler side of the complex, allowing for a comfortable temperature inside the unit throughout the day and night. There are 2 TVs and DVD players for your convenience as well as a stereo.
  • Dream your Days Away in

    Kaanapali: Papakea Resort: Condo in a complex
    1 BDR • 1 BA • Sleeps 4 • #210310
    155 to 400 USD/night
    Sitting on the lanai (balcony) nestled above the tranquil koi pond, the peaceful sound of its fountain drifting sleepily in the air, you look out over one of the two pools and putting green of this resort and out to the crystal blue Pacific and Molokai. Nothing short of post card perfect. Unlike so many condos in Maui this one allows amazing views not just from its lanai but from the Living room, dining area and kitchen and to top it off, its always cool and comfortable, with breezes blowing in from the ocean and no West facing afternoon sun to drive the heat way up. Papakea resort is a relaxing beach front haven on 13 acres of expansive lawns, and lush gardens, offering two swimming pools with Cabanas, hot tubs, putting greens, shuffle board and tennis courts. High quality BBQ’s are provided and located around the two pools in large enough numbers that you never have to wait your turn to access one. This 1 bedroom was remodeled as of Nov 2013. Remodel included: new kitchen and appliances, tile floor, new tiled shower with bench, granite counters in kitchen and marble counters in bathroom, new storage doors and cupboards-fresh coat of paint throughout. Rattan furnishings and a 42' flat screen TV in the living room make for very comfortable living. A window air conditioner in the living room cools the entire condo. Bring your laptop and enjoy free property wide wireless internet access. $1/phone call will apply to all calls.
  • Sweeping Ocean Views on

    Haiku: House
    3 BDR • 2 BA • Sleeps 6 • #205305
    310 to 450 USD/night
    This freestanding OCEAN VIEW home is luxuriously furnished with Oriental Antiques and Vintage Hawaiiana. Spacious and comfortable with a large OCEAN VIEW great room that opens onto an 800 sf covered fully furnished lanai including gas BBQ and dining table and several seating areas for conversation. Perfect for family visits and/or private moments ... Equipped with a full GOURMET KITCHEN that includes filtered drinking water and a great variety of spices, oils, and other basics to get you started cooking on our state of the art ceramic glass cooktop. Private home very conveniently located in Haiku Town .... A three minute walk to Cafe, grocers, restaurants, Post Office, business center and LIVE entertainment in HAIKU town !! OCEAN VIEWS from every room. A FIVE STAR Experience on a travelers budget. STRP 2016/0003 126-058-7008-01 *NO FOOTWEAR IN HOME * NO SMOKING in house, garage or on Lanai. * QUIET Hours 9p-8a. Your neighbors are not on vacation!! * NO amplified sound. * NO Parking on street, we have parking for 4+vehicles on site * NO extra persons other than those whose specific names are on your vacation rental agreement. *Max occupancy 2 adults per room **House Policy and Rules with tips for enjoying your Maui will be in home.
  • Sweeping Ocean View

    Kaanapali: Kaanapali Shores: Condo in a complex
    1 BDR • 1 BA • Sleeps 4 • #1538
    220 to 325 USD/night
    NEWLY UPDATED. Our beautiful one bedroom condo is now even better, as we've completely refurnished our living room with a new, upscale but comfortable look. This is the perfect accompaniment to our remodeled kitchen and bath featuring a luxury, walk-in shower.The non-smoking condo has both a comfortable king-size bed and a sofa/bed. There are two TVs - one in the bedroom and a true HDTV in the living room with a cable box and blu-ray player. Our tropical fans invite you to harness the ocean breezes or choose the central air conditioning. This oceanview, one bedroom condo has a breathtaking eighth-floor view of the Pacific Ocean and dramatic Molokai Island. Kaanapali Shores is a popular, first-class resort. Our Ocean Pool is just steps from the ocean, with its own Beach Club restaurant. In additions, we have a new beautiful Tropical Pool which features something for everyone. Swim under a bridge and thru a water falls or just relax in a water chaise. At night, water jets put on a colorful show. Full hotel amenities (available for an additional fee) include a health club, beauty salon, florist, and Hawaiian gift shops; all add to the Kaanapali Shores experience. Enjoy all the conveniences of a condo and the amenities of a full-size resort where you can enjoy the 'Aloha' life!
  • Spectacular Oceanfront

    Maalaea: Maalaea Kai: Condo in a complex
    2 BDR • 2 BA • Sleeps 6 • #208812
    205 to 280 USD/night
    Spectacular Ocean Views at Maalaea Kai-- Clean, well-maintained Maui two-bedroom, two-bath condo away from the crowds, with fantastic views, located in Maalaea Bay with easy access to local beaches and towns. The building is on a cul-de-sac so there is little vehicular traffic. You can see the ocean from the front bedroom as well as the living room. Quality Interior Features & Amenities-- The unit includes high-end kitchen, bathrooms and amenities, with tile floors throughout, Hawaiian décor, new furniture, bedding and linens. Central air conditioning is provided, but you may prefer to let the trade winds breeze flow through the unit. Upgraded Custom Kitchen Includes Quality Appliances-- Beautiful cabinets, large refrigerator-freezer, range, oven and dishwasher, with blender, toaster and coffee maker are provided. The kitchen is a chef’s dream, it has everything you need to prepare a meal that you would make from your own home kitchen—glassware, flatware, utensils, dishes, pots, pans, etc. You can dine on the lanai and breakfast area. Enjoy eating breakfast on the lanai in the morning while looking out at the sunrise and ocean!!! Breathtaking Views from the Lanai, Master Bedroom & Living Area-- See amazing views of the ocean, Humpback whales frolicking with their calves (December-May), turtles, the Island of Kahoolawe, sunrise over Haleakala (Maui's dormant volcano 10,000 feet above sea level) and watch beautiful sunsets. Table and chairs on the lanai provide outdoor comfort. Two Large Bedrooms and Living Room Sleeps up to Six-- Each bedroom has a new queen bed with dressers and large closet space to store your belongings. Quality linens are provided. The front bedroom window has shutters opening to the ocean view and you can hear the ocean sounds at night. Perfect choice for two couples as each bedroom has its own private bathroom. The living room has a quality queen-size hide-a-bed sofa. Large screen television, DVD/CD player and free Wi-Fi are provided. Included are board games. Children are welcome; quite hours are observed. Deluxe Full Bathrooms & Privacy-- Each tiled bathroom is accessible from the adjoining bedroom, and includes hairdryer, fluffy towels, shampoo, conditioner and lotion. Outdoor Swimming, Snorkeling, Sunning & BBQing on the Condominium Grounds-- The complex provides the largest swimming pool in the Maalaea district, reef access to the ocean with a short walk to four-mile secluded beach. The unit includes boogie boards, picnic cooler, beach chairs, tons of beach towels and sand toys. Use the cooler to keep your wine chilled while sitting out at night on the lounge chairs listening to the ocean among the Coconut Palms on the two-acre lush grounds. On weekend evenings the manager lights tiki torches near the sea wall at the edge of the beautifully manicured putting green lawn with tropical landscaping. Nearby Maalaea Harbor and Village and Access to Maalaea Beach-- A short westerly walk provides access to restaurants, stores, boats for scuba diving or Humpback whale watching (December-May), while an easterly stroll to the end of the street provides access to a four-mile long beach. Convenience and Relaxing Experience-- The onsite Manager is very helpful. You might be so comfortable that you are tempted to forego excursions!!! We provide ease-of-booking, checking-in and checking-out.
  • Maui Ocean View Condo/

    Kihei: Maui Vista: Condo
    2 BDR • 1 BA • Sleeps 4 • #225638
    220 to 253 USD/night
    Wailea-style luxury at Maui Vista. Gorgeous turnkey penthouse in coveted building 3 offers mesmerizing ocean views away from the noise of S Kihei Rd. Prime location, stainless appliances, crown moulding and sumptuous furnishings make this vacation rental the best currently available at Maui Vista. The completely redone kitchen has an enlarged galley and open design conducive to entertaining. The lofted upper bedroom has been enclosed to offer more privacy, closet space and accommodate the central air conditioning. Full-sized washer dryer upstairs. Maui Vista amenities include lushly landscaped grounds, multiple pools, tennis courts, outdoor BBQ and a fantastic location walking distance to S Kihei's sandy shores, including Cove Beach Park, Charley Young Beach, Kam I, II and III. Dining and shopping is an easy stroll away making your vacation stress-free.
  • Full Oceanfront with

    Maalaea: Lauloa: Condo
    2 BDR • 2 BA • Sleeps 4 • #202051
    200 to 325 USD/night
    Two bedroom, 2 bathroom condo. The master bedroom and living room have sliding glass doors to oceanfront lanai. Incredible unobstructed view of the ocean from kitchen, living room, and master bedroom. Partial view of the mountains from the 2nd bedroom and kitchen. The elevator for this third floor unit is in a separate tower, and the unit is nearly at the end of the building so it is very private. Located on a very quiet street-----all you hear is the sound of the ocean. Binoculars provided. The lanai has a round table with 4 deck style chairs. Due to the tradewinds, when you have the sliding doors to the lanai open as well as the louvers in the kitchen, the air circulates so well through the unit that there is lovely fresh air carried through almost all of the time. Hardly any need to use the air conditioner!
  • Oceanview - Newly

    Kihei: Kamaole Sands: Condo
    1 BDR • 2 BA • Sleeps 4 • #203571
    178 to 267 USD/night
    Enjoy the vacation of your dreams and live "Hawaiian" in this upscale and professionally decorated condominium that offers our guests all the amenities of home with a tropical touch. Rich hues make the condo warm and inviting. Fully equipped kitchen, complete with granite counters, new cabinets and tile floors throughout. Living room features a large new flat screen TV and makes this a "Paradise" inside as well as out. The bedroom is a romantic haven - rich golds, reds & greens with a luxurious queen size bed with new pillow top mattress that molds to your body. The ultimate in comfort and sleeping pleasure. New Plantation Style shutters add privacy and elegance ~ A personal safe is available for your use at no extra charge. The En Suite bath has a large walk in shower with bench, hand held shower head. Counters are Granite and tile floors. Enjoy FREE Wifi and Cable TV on one of 2 Flatscreens or listen to music on our iPhone compatible stereo and CD player. On the practical side, you will find a new stack washer/dryer, beach towels, boogie boards, beach chairs and ice chests - things you will want, but won't have to buy or rent when you get here - all included at no extra charge. We understand your desires and really want to make your vacation unforgettable so you will want to return again and again.
  • Best Value in Kihei, 42"

    Kihei: Kihei Bay Surf: Condo in a complex
    1 BA • Sleeps 3 • #113592
    189 to 279 USD/night
    A 500 square feet island style tropically decorated top floor studio unit inside the resort complex of Kihei Bay Surf in sunny Kihei, Hawaii. The lanai is overlooking a tropical garden, tennis court, and mountain in the quiet area of the resort complex. Kihei Bay Surf resort complex was featured on HGTV's Open House in 2008. Resort complex amenities includes, swimming pool, hot-tub/Jacuzzi, tennis court, 2 barbeque grills, picnic table area, laundry facilitity. The swimming pool and hot tub was resurfaced in 2015. New washers/dryers were also replaced in 2015. Walk ways was replaced in 2014. Parking is complimentary, however parking permit must be returned to the unit prior to checking out. A replacement fee will automatically be deducted from the damage deposit. New in 2018: Split-airconditioner (Sept 2018) New futon/sofa (full-size mattress), office chair and a Brother multi-function printer/copier/scanner. Fully-equipped kitchen feature a reverse-osmosis water filtration. Air conditioner & 2 large ceiling fans to create a nice breeze inside. Fridge, dishwasher and queen SERTA bed & futon/sofa. Unlimited TV episodes, and movies on a 42" LCD HDTV, BLU-RAY DVD player, clock radio with iPod dock, STEREO system featuring Hawaiian music CD collection, High speed/WI-FI Internet, Free calls to USA, Canada, and UK. Linens,towels & starter supplies are provided. Tiled bathroom throughout feature a shower filtration and towels provided. Two Tommy Bahama beach chairs, beach towels, tennis rackets/balls, complimentary STARBUCKS coffee, desktop computer provided. This is a beautiful condo, nicely decorated with all amenities that you could need. The complex was quiet and close to everything. The owners were wonderful to work with and very helpful in suggestions of the area. I have referred friends and returning again in 2011. Kat (Marysville-WA)
  • Newly Remodeled Kitchen

    Maalaea: Maalaea Yacht Marina: Condo
    2 BDR • 2 BA • Sleeps 6 • #204782
    195 to 395 USD/night
    Owners just left and there's new new new...new flat screen TV, new twin beds, new window coverings, new lanai furniture, new kitchen and you can be one of the first to enjoy it all. Our beautifully appointed, large oceanfront condo is a 2 Bedroom, 2 Bath unit (960 sq ft including the lanai), located on the 4th floor of a 4 story building in Ma'alaea. There are miles of beaches and reefs right outside our windows. From the kitchen, the living room and master bedroom, exceptional views await you. The master bedroom has private access to the lanai and a comfortable pillow-top king-size bed. The second bedroom has 2 new Posturpedic firm pillow top twin beds. Our condo is situated in the Ma'alaea Yacht Marina building located off a quiet street about 15 minutes from the airport. We are 20 minutes from Lahaina and 10 minutes from Kihei. There are miles of beaches and reefs right outside our windows. Typically the only sounds you hear are from the surf or trade winds blowing through the palms. Ma'alaea Village is located within walking distance from the unit. There, you can find a deli, convenience store, the Pacific Whale Foundation store, Maui Ocean Center Aquarium, shopping center, and a miniature golf park. Ma'alaea harbor village is also the departing point for sea adventures, snorkeling, snuba, scuba, sunset cruises, fishing, whale watching, etc. For delicious meals, walk to the local Maui favorites such as Beach Bums and Buzz’s Wharf and newly opened Porto a flame fired artisan pizza restaurant....and soon to re-open award winning Waterfront Restaurant. At the end of our street is Haycraft Park, just a short walk from the condo. This is where you can enjoy swimming in sparkling clear waters or start your walk along four miles of beautiful, uncrowded, sandy beach bordering the Kealia National Wildlife Refuge. It's a 6 blocks walk, or you can drive there and use the small parking lot. The beach ends in Kihei at Sugar Beach. There is also a small beach right under our window where you can enjoy the sun or the kids can make sand castles. From November through April, experience the breathtaking views and Superb Whale Watching from your Private lanai!!! The whales routinely surface 100 yards from our windows right outside the harbor. For your convenience, high power binoculars are provided. The friendly management staff in the building can offer tips about the area. This charming unit to stay in while on Maui has it all, but it’s missing you!!!. Come to Maui, enjoy life and know why we say “Maui No Ka Oi” (Maui is the best!!!) Our condo has a large amount of amenities to make your stay feel like being at home: Free, assigned parking Elevator with private code Air Conditioning Fully equipped kitchen Beach towels and Beach chairs Dish Washer Electric hot water kettle (for the tea drinkers out there) Free WiFi and wired Internet Cordless telephone with answering machine with free long distance calling to anywhere in the USA, Puerto Rico and Canada. iPod player/radio/charger Portable office desk with chair and printer (computer not provided) Large lanai with a table and 6 chairs Binoculars, a Collection of Hawaiian music and Road to Hana CD Hairdryers in each bathroom Secured solar heated oceanfront pool with new lounge furniture All new dishes, linens, and silverware and sharp knives The entrance has a screened door, which is perfect for letting the cool breezes into the condo There is a washer and dryer room located about 20 steps from the unit. The laundry room has 2 washers and dryers and there are similar setups on the other 3 floors. They take U.S. quarters.
  • Closest Condo to the Beach

    Kihei: Maui Banyan: Condo in a complex
    1 BDR • 1 BA • Sleeps 4 • #202843
    175 to 245 USD/night
    As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan. We bought our condo with a long term goal in mind... Retirement later but fun now. We shopped countless others all over Maui until finding the Banyan. Once we did we waited until the perfect condo was available. We are literally less than 90 feet from Kamaole Beach 2, a four minute walk to the tennis court, a three minute walk to one of the private pools, dedicated wireless internet, beach equipment included, and a seven minute walk to the gardens and the Shops of Wailea are just a short eight minute drive away. (Plus lots more included in the condo!) Welcome to PARADISE.
  • Deluxe Ocean Front Unit at

    Kaanapali: Mahana: Condo in a complex
    1 BDR • 1 BA • Sleeps 2 • #113371
    325 to 410 USD/night
    One Bedroom on 3rd floor with breath taking views of Lanai and Molokai. Remodeled in 2017 with top of the line appliances and all the comforts of home. Listen to the ocean as you dream in the King Size bed with luxury linens. Fully equipped kitchen, Bathroom updated in 2008. This is a place that you will never want to leave. Private Lanai with fabulous sunsets. Watch the whales play (in season) and you have a beautiful back drop with the islands of Lanai and Molokai
  • Closest Condo to the Beach

    Kihei: Maui Banyan: Condo in a complex
    1 BA • Sleeps 2 • #122789
    145 to 203 USD/night
    As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan. We bought our condo with a long term goal in mind... Retirement later but fun now. We shopped countless others all over Maui until finding the Banyan. Once we did we waited until the perfect condo was available. We are literally less than 90 feet from Kamaole Beach 2, a four minute walk to the tennis court, a three minute walk to one of the private pools, dedicated wireless internet, beach equipment included, and a seven minute walk to the gardens and the Shops of Wailea are just a short eight minute drive away. (Plus lots more included in the condo!) Welcome to PARADISE.
  • 2 Bedroom, 2 Bathroom

    Maalaea: Lauloa: Condo
    2 BDR • 2 BA • Sleeps 4 • #206326
    200 to 300 USD/night
    All the comforts of home here in this direct oceanfront condo in the Village of MA'ALAEA. You can't get any closer to the water than here. This 2 bedroom/2 bath condo is located on the 4th floor (with elevator) for a maximum panoramic view. The view is breathtaking and there always seems to be something to watch on the water, particularly during prime whale watching season. MA'ALAEA Harbor is a wonderful location, with shops and restaurants, cruises and deep sea fishing excursions, The Maui Ocean Center, Sugar Beach for miles of beach walking. It's simply a great spot and this condo is perfect to call your home away from home while on holidays!
  • Family Beach Headquarters

    Kihei: Maui Banyan: Condo in a complex
    2 BDR • 2 BA • Sleeps 8 • #204924
    189 to 239 USD/night
    This two-bedroom condo unit was awarded a Certificate of Excellence from TripAdvisor in 2017 for service quality and customer satisfaction. If you love to swim in the ocean, if you have kids who like to play in the sand and go wading, if you want to stroll on a beach holding hands as the sun sets, then our well-equipped, clean-and-comfy ground-floor condo at the Maui Banyan in Kihei is your ideal headquarters. We give you a great base for sightseeing. Just turn your head, and you can watch the play of clouds around Haleakala mountain. Snorkel trips to Molokini leave just down the road, and golf courses in Wailea are a few miles away. Our condo is a mere one-minute walk to the beach. In fact, at night or early morning, you can hear the waves as you lie in bed. The condo complex as a whole is attractive and peaceful. Right out the door of our unit is a sizeable shaded, grassy area with a BBQ grill and stone table that feels quite private and is suitable for reading a book, playing with the kids or hosting a family reunion. Just three minutes up the road you'll find four restaurants - a Mexican place, steak/burgers, a bistro and deli. Within a 10-minute walk in a lively shopping plaza are eight more - Hawaiian, Indian, Thai, natural food, pizza, tacos, steak/seafood and more. (Indeed, so convenient is the location that some of our guests have managed quite well without a rental car.) Luxurious spas and world-class golf are a short drive away, and there's even a three-times-a-week yoga class you can walk to. For an affordable, comfortable, fully equipped condo at the beach, we're it. Here is what some recent guests said: "Location, location, location. Wow, this could not have been a better spot for our family of four We appreciated being so close to the beach AND the swimming pool. We also loved having the options of eating in, cooking on the grill or walking a short distance to Maui Tacos or Fred's Mexican, not to mention the ice cream place whose name I forgot. The condo was clean, with lots of towels, toys for the kids and wine glasses for the grownups. Reasonably priced for what you get." - S.G. Anderson, Calgary, Canada
  • Kamaole Sands Condo - near

    Kihei: Kamaole Sands: Condo in a complex
    1 BDR • 2 BA • Sleeps 4 • #228294
    155 to 194 USD/night
    Aloha and a warm welcome to our spacious (818 sq ft) condo located in the Kamaole Sands Resort located in South Kihei directly across the street from the famous Kamaole Beach Park III. The condo is located in building 4 on the third floor, away from the busy part of the resort, offering lots of privacy. Enjoy beautiful mountain views from the bedroom and partial ocean views from our large shaded lanai. There are tile floors throughout and two newly remodeled bathrooms. There are air conditioners in both the living room and bedroom, plus ceiling fans to keep you cool. This unit provides a cool oasis when returning back from a fun day at the beach. The kitchen is fully equipped. There is a large LED Smart TV in the living-room with available Netflix plus a smaller TV in the bedroom, both with free cable and free high speed Wi-Fi. ABOUT KAMAOLE SANDS RESORT: Kamaole Sands has been voted the "Best Condominium Complex on Maui" three times by the travel industry. This upscale property is located in beautiful, sunny South Kihei directly across from the Kamaole Beach Park III. The complex is set on 15 acres of lush tropical gardens including fountains and waterfalls. This property is within walking distance of nearby beaches, restaurants, shopping and nightlife. Kamaole Sands features a pool area, outdoor showers, lounge chairs, two separate Jacuzzis, a kid's wading pool and a game area with table tennis as well as an exercise room. Nine BBQ areas are spread throughout the property, with one being right next to our building. There are also four tennis courts on the property. Hawaii Tax ID: TA/GE-203-031-3472-01 R e n t a l P o l i c i e s Reservation not secured until the 25% deposit is received. Balance is due 60 days prior to arrival. A reservation confirmation code will be e-mailed to you after final payment has been received. All guests need to check in at the front desk to receive their assigned free parking spot and check in paperwork. Check in is after 3 P.M. And Check out is 11:00 am. Late checkout available for an additional fee if requested at time of reservation. A separate one time resort fee of $35 is required by the resort.
  • Condo, 2 Bedrooms, 2 Baths

    Maalaea: Milowai: Condo
    2 BDR • 2 BA • Sleeps 4 • #242015
    180 to 280 USD/night
    New bathrooms. New fixtures, new wall and floor tile, new block glass shower, new bathtub, new towels. New carpeting, new refrigerator and stove...A wonderful, comfortable place to stay when in Maui. This 2 bedroom/2 bath condo has a double lanai with the master bedroom located in the front of the condo. The bright colors really make it feel tropical. There's a washer/dryer located right in the condo so you don't have to spend your precious time in Maui in a laundry room. There's covered, assigned parking so you will never be parked in that beautiful, warm sunshine. You'll have to decide where you want to eat each day as there's a table and chairs inside and outside on the lanai. There's a fully equipped kitchen to prepare meals at home, or walk up to the harbor to Beach Bum's where there's nightly entertainment. So many choices...You can sit on the lanai in the morning watching the whales in the winter while you decide what to do, where to go and where to eat....Or just relax at the pool. The warmth and sunshine awaits you in Maui!
  • Maui one Bedroom/Two Bath

    Kihei: Maui Banyan: Condo
    1 BDR • 2 BA • Sleeps 4 • #248945
    159 to 259 USD/night
    This recently renovated Condo has a wonderful luxury feel at an affordable price. Once you check in, all your comforts will be waiting for you. It's located in the middle of the second floor for privacy and quiet. You will have a washer and dryer in the condo along with beach chairs, boogie boards, beach umbrellas, beach towels and an ice chest. Paradise awaits - have fun!
  • Awesome View from your

    Kihei: Kihei Akahi: Condo in a complex
    1 BDR • 1 BA • Sleeps 3 • #20020
    125 to 125 USD/night  
    This is a top floor condo with an ocean view from your lanai. You are 2 minutes from the time you leave the condo until you are on the Kamaole 2 beach. Fantastic location, right next to some of the newest restaurants in Kihei. Shopping and golf are only minutes away. The condo has 2 pools and a great tennis court. Wailea is 1 mile away and there is upscale shopping and beautiful hotels and golf courses. This a fabulous opportunity to truly enjoy your vacation. New bamboo flooring throughout the condo. New upgrading has just taken place.- New fridge has been added, as well as new lighting fixtures in the kitchen and bathroom. New paint for bathroom as well as very pretty shower curtain and matching carpet. New table lamps in living room have also been put in. New coffee maker,and blender for the kitchen. A new cordless telephone with built in answering machine is now in place. Beautiful new verticle blinds in the living room and newly painted throughout.
  • Upscale Condo Newly

    Kihei: Maui Banyan: Condo
    1 BDR • 1 BA • Sleeps 4 • #247358
    215 to 245 USD/night
    Swimming pools, hot tubs, outdoor showers, tennis court, BBQs, covered parking... NEWLY RENOVATED. Welcome to Pacific Pearl located in South Coastal Kihei Maui. This condominium is situated directly across from the popular Kamaole Beach Park II, a walking distance to the restaurants, shops, and a short drive away to Wailea. A perfect place to hang out with your family and friends. Enjoy swimming, snorkeling, paddle boarding, sailing, fishing, golfing, scuba diving, and the natural beauty of this tropical Island of Maui. The grounds at the Maui Banyan are well maintained and offer gorgeous lush tropical vegetation, two swimming pools, hot tubs, outdoor showers, tennis court, barbecue/picnic areas and covered parking. This completely remodeled condo is a ground floor unit in a peaceful quiet setting with a private lanai. The living room, dining room, and kitchen form a spacious open-concept layout with a tropical garden view from the lanai. Enjoy the laid-back comfort of brand new furnishings and the convenience of high-end electronics, appliances, fixtures, and free high-speed Internet Wi-Fi. Enjoy breakfast or relax in the evening in your private lanai after a day at the beach. For your entertainment, we provide brand new flat screen Smart TVs, Netflix, Cable TV channels and free Wi-Fi. We supply beach towels, beach chairs, beach umbrellas, and a cooler. One covered reserved parking spot comes with the unit and additional parking is available in the complex. The renovated master bedroom has a brand-new King size bed with a top of the line mattress, a closet, and a bachelor’s chest for storage. It has its own lanai, TV, AIR CONDITIONING and ceiling fan. You will enjoy the natural light from the large sliding doors. The master bath has a walk-in shower, a sink with quartz countertop and a toilet. For extra convenience, there is a large washer and dryer. The living room is comfortably furnished with a leather sleeper-sofa bed that can accommodate two more guests, leather armchair, coffee table, end table, and lamps for a cozy ambiance. It is equipped with its own AIR CONDITIONING, ceiling fan and TV. The kitchen has quartz countertops and is fully equipped with everything you need to prepare meals. It has new stainless-steel appliances, utensils, cookware, dishes, toaster, blender, coffee-maker. There is also an island with two bar stools. The dining area comfortably seats four people. Additional features include: - Pools, tennis court, barbecue grills - Cable TV, Netflix - Free Wi-Fi - Air conditioning & Ceiling Fans - Large capacity washer/dryer - Beach chairs - Beach umbrellas - Pool & beach towels - Fully equipped kitchen - Sleeper-sofa in living room - Hair dryer - Iron & board - Clothes drying rack - Free covered parking - 24-Hour security
  • Beautiful Oceanfront Condo

    Kahana: Valley Isle: Condo in a complex
    1 BDR • 1 BA • Sleeps 4 • #1498
    185 to 210 USD/night
    This condo has been completely remodeled and is lovely. From solid maple cabinets to quartzite in bath and kitchen, new carpet in bedroom, new tile throughout everywhere else. Live in complete luxury for our extremely reasonable prices. All new rattan furniture, including on the lanai. This is our favorite place to stay. We are just a brief elevator ride and a few steps to the beach. You can't get any closer than this. Our condo has one bedroom with a queen size bed, queen sized sofa sleeper in the living room, a large lanai facing the ocean, dining room, full kitchens with stove, refrigerator, microwave, dishwasher all appliances including washer and dryer. The dressing room is separate from the bathroom for ease of getting ready for your day. Linen is provided. This condo is suitable for children. We offer free on island telephone service, answering machine, TV with VCR and cable, free high speed wireless internet and free parking. We do not offer any hidden fees! (smiles) We pride ourselves on our customer service. Our condos are light & airy with beautiful tropical open views. There is a lanai (balcony), with a table and chairs. Air conditioning is not necessary as we get trade winds from the West Maui Mountains rainforest behind us. We have all the sunshine, which shines up on these mountains causing daily rainbows and double rainbows. All island telephone calls are free, off-island phone calls must be made via credit card. Your cell phone will work on island. There is a heated swimming pool for the complex. There is a barbeque area next to the pool.
  • Full Ocean Views with

    Kihei: Maui Kamaole: Condo
    1 BDR • 2 BA • Sleeps 4 • #236276
    185 to 285 USD/night
    ** Whale Watching from your Lanai ** Located in South Kihei-Wailea area, across the street from beautiful Kamaole III beach and Keawakapu Beach. Maui Kamaole is an upscale low-rise condo complex on 23 acres. Beautifully Decorated with Views of the Whales Breaching from Your Lanai.The condo comes equipped with boogie boards, beach chairs and towels, coolers, and umbrellas. As our guest at Maui Kamaole, you'll have access to two swimming pools(one with waterfalls), two spa tubs, tennis courts, gas barbeque grills, and a concierge desk. The spacious 1 bedroom, 2 bath condo is a ground floor unit featuring both a lanai off the living room with Ocean Views that opens onto the nicely manicured lawn and a private courtyard off the master bedroom where you can see Haleakala. This configuration allows the trade winds to flow through with constant cooling breezes. In addition, both the living room and the bedroom have ceiling fans and air conditioning. You will be able to enjoy an ocean view from the living room as well as on the lanai. We have binoculars at the ready for enjoyable whale watching. There is onsite security, and reserved complimentary parking is conveniently located right outside our condo. BBQs are located a few steps outside. The Jasmine building that my condo is in, is in the newest complex at Maui Kamaole and is located away from S. Kihei Road, so the condo is extremely quiet. Just a short walking distance there are convenience stores and restaurants such as Five Palms Beach Grill(0.3mi), Sarento's on the Beach(0.4mi), Maui Taco(0.7mi), Fred's Mexican Restaurant(0.3mi) Cafe O'lei(0.7mi), and Moose McGilly Cuddy's(0.3mi) A movie theatre and grocery store are within two miles of the condo. South of Maui Kamaole are the beautiful Shops at Wailea with high-end stores. Resorts with day spas and massages along with the best luaus and restaurants. Also there are several World Class golf courses within a few miles of Maui Kamaole. Enjoy Ocean Views from your Lanai, your Living Room while watching Cable TV on your flat screen , and even from your Kitchen while cooking. Master bedroom has King size Bed with adjoining full size master bath. Living room has large comfy Queen Sofa Bed, easy pull out and easy put away. Free high speed WIFI internet access is provided for your enjoyment. Free long distance calling to the U.S. And Canada is also provided, along with many channels on cable. Netflix and Hulu are also available. It has FREE unlimited calling anywhere in the U.S., Canada and Puerto Rico. Our unit in the Jasmine Building has a harmonious blend of island tranquility with exceptional ocean views. Make Maui your next destination and relax and rejuvenate.
  • Spacious Corner Unit

    Maalaea: Maalaea Yacht Marina: Condo
    2 BDR • 2 BA • Sleeps 5 • #208735
    171 to 195 USD/night
    This is a corner unit, located on the second floor. Big windows wrap the corner so the view is stunning even from the kitchen. You can easily host dinner for six at the large lanai table and enjoy the spectacular sunset skies. Custom kitchen with beautiful cabinets is well equipped with all necessities. Large master bedroom with sliding glass door leading into the lanai offers a full view of the water. The comfy king-sized bed has upgraded linens and lots of closet space. Separate vanity with large, tiled walk-in shower gives the feeling you're in a home and not a cramped hotel room. Many upgrades throughout, including broadband and cable TV. New queen size sofa sleeper in living room sleeps an additional 2 people.
  • 2 Bedroom Oceanfront Condo

    Maalaea: Lauloa: Condo
    2 BDR • 2 BA • Sleeps 4 • #202054
    200 to 300 USD/night
    This upscale, high end condo has all the amenities and comforts you could ever want in a vacation rental. A dining table is located on the lanai where you can sit and watch the whales, boats and surfers. The weekend brings the canoe club and kayakers going by your ocean window. The master bedroom features a queen size bed and is located in the front of the condo so you are ocean side. There's a sliding glass door from the master bedroom right out to the lanai. Watch the water and view the stars as you are in bed. The second bedroom features twin beds that can be pushed together to form a king size bed. The living room has comfortable furniture and there's a telescope for viewing the stars. Enter the pool area through a lobby where you can sit and read. Poolside there are chairs to relax in and a barbecue for cooking your steaks. A large size elevator takes you right up to the 3rd floor!
  • Paradise Condo in Lush

    Kihei: Kihei Resort: Condo in a complex
    1 BDR • 1 BA • Sleeps 4 • #250473
    144 to 188 USD/night
    Aloha and welcome!! This unit is a large, tastefully furnished, one bedroom, one bath condo with a huge lanai overlooking the lush tropical gardens of Kihei Resort Kihei Resort is a perfect private little getaway, it is lushly landscaped, with a pool, spa and BBQ area. There are only 64 units in the whole complex, so you are not over run with hundreds of vacationers. The well-maintained gardens are resplendent with tropical flowers, ponds and birds. You’re only steps from the private pool & hot tub and barbecue areas. Directly across the street is Kalepolepo Beach Park with a protected swimming area and lovely sunsets. A short walk north takes you to Sugar Beach and Mai Puno Oehau Beach which combine to form Maui’s longest uninterrupted stretch of beach (5 miles!). It’s perfect for walking, swimming or sun bathing. KITCHEN & LAUNDRY The new, fully equipped, kitchen includes appliances (refrigerator, stove, microwave, and dishwasher), blender, coffee pot, pots & pans and dishes. The new wide granite counters easily seats four on solid teak stools. There is also a dining table for more formal meals and for entertaining. Adjacent to the kitchen is your own private en-suite laundry with new front-loading washer and dryer. LIVING ROOM & LANAI The large living room is equipped with a brand new comfortable queen sized sofa bed, 42“ flat screen HD TV, Blu-ray / DVD player and stereo with CD player. For true Hawaiian indoor/outdoor living, the large patio doors open to a generously sized lanai with lovely teak chairs and ottomon for relaxing evenings with a mai tai. BEDROOM & BATH The bedroom is an oasis to escape to after a busy day in the sun. Walk across the cool floors and relax on the king sized canopy bed with quilted mattress and high quality linens. The bathroom is brand new and offers a spa like experience with rain shower. PROPERTY MANAGER Lives on site and in the resort a few doors from the condo. Any questions or issues can be promptly resolved. FOR YOUR CONVENIENCE For your convenience we've provided beach chairs, beach umbrella, beach towels & a couple coolers for your excursions to the beach or other explorations. . When it’s time to go shopping for food / souvenirs, there are lots of options nearby ranging from farmers markets to arts & craft fairs, and shopping centers such as Azeka or Piilani. Keywords: North Kihei, beach, pool, remodeled, wi-fi, quiet, ground floor, ocean, parking CANCELLATION POLICY: there is a $250 non-refundable deposit due at booking. Should you cancel the booking (60 days prior to arrival date), this deposit is not refundable.
  • Emerald Bldg. Ocean and

    Maui Kaanapali Villas: Condo in a hotel
    1 BA • Sleeps 2 • #235375
    290 to 460 USD/night
    Ocean View Studio in the Emerald Building. Fully upgraded to premium level. MKV was designed and built before the age of the mega resorts. The majority of the property consists of 2 story condos with plenty of green space between buildings. The homeowners association has worked for decades to improve the grounds with a wide variety of trees, flowering plants, gardens and landscape features. This also means the beach has fewer people especially due to the Kaanapali Golf Course to the south and private residences to the north. The unit is a second floor corner studio which gets the morning sun on the lanai - a great place to have your breakfast and protection from the sun in the heat of the day. As it is on the second floor you can leave the doors wide open at night to let in the breeze and sound of the waves. The lanai over looks the main swimming pool and has a view of the ocean.
  • Circle Penthouse 2bd/2ba

    Kaanapali: Mahana: Condo
    2 BDR • 2 BA • Sleeps 8 • #203686
    475 to 725 USD/night
    Palm trees do NOT block any views. This condo is on the 12th floor......THE OCEAN PANORAMIC VIEW. 100% BEACHFRONT - OCEANFRONT CORNER PENTHOUSE. You will absolutely delight in the absolute BEST incredible Panoramic Ocean & Outer Islands views on Kaanapali Beach RENTED by OWNER ONLY. So you save - hotel charges about 40% more. This "PREMIUM" SUITE and only this very unit has the BEST VIEW ON KAANAPALI BEACH and at this Mahana at Kaanapali Leisure & Family Resort - LANAI building....NOT not not blocked by 9-10 story high palm trees, as most condos here at the MAHANA are....3/4 circle VIEW on the SOUTH SOUTH SOUTH side (facing down Kaanapali Beach UNLIKE the BLOCKED north-side of the two buildings. COMPLETE PRIVACY, No one is above this unit. No Resort Fee. No Parking Fee. View our 20 piece Hawaiiana Gallery of Artwork. Centrally Air-conditioned. In condo Washer & Dryer. BOSCH SS Dishwasher. LG 42" Television Set. Pineapple chandelier - unusual. Dining seating for two/ Boutique. TWO - 3D Whale- jumping toilet seats -very special. Keurig coffee/tea maker. "THICK" L.R.Rug/4 Giant Hawaiian flowers- very Gorgeous. HUGE antique Hard-carved Pineapple TABLE & Chairs. European hand-carved Head board MASTER BED. New Terrace Tiling. New Gallery of 20 paintings Reading Library. Brand new refrigerator and new oven hood. New red Kitchen-aid toaster, teapot, also, red kitchen-aid blender all from Macy’s NYC. New knife set, new Pyrex set. New Plush towels. New Beach Towels. Freshly painted closets. New Rugs. Stroll along the Great Boardwalk for Sunrise & Sunset Walks and WHALE WATCHING.Watch Divers jump from Black Rock every evening from the High high CLIFF. Giant Green Turtle Watching five minutes North. Nearby Attractions: Whale Watching/Scuba/Night Dining Excursions, Submarine Rides, 3 of the Greatest Beaches in the Hawaiian islands. Next door: Famous Dukes Beach House RESTAURANT, & the Aina Gourmet Market/Deli. Great Farmers' Market just Down the Road: M,W,F: 7 AM - 12 PM, Don't Miss It!!!! Enjoy this Kaanapali Oceanfront Penthouse near three world class golf courses, two world class beaches (Napili Beach and Kaanapali Beach), and with a private beach directly in front and a private tennis court on property. Across the street from the "TIMES" Supermarket/Mall. The town of Lahaina: whaling and boat excursions five minutes south. Free Library of Gourmet Cook books/lending Library. The Famous 'Whaler's Village' offers great dining, and classy shopping. World famous luaus within 10 minutes drive. Just three blocks from the Farmers' Market. Enjoy swimming and snorkeling and scuba diving and surfboarding and the OCEANFRONT heated Olympic swimming pool. Ask about the Kahekili Marine Reserve.
  • Outstanding Penthouse Two

    Maalaea: Maalaea Kai: Condo
    2 BDR • 2 BA • Sleeps 4 • #243520
    220 to 375 USD/night
    When in the master bedroom bed you'll feel as if you are on a cloud with the stars and moon above. The bedroom wall is all glass facing the ocean. You'll feel as if you are floating away to sleep on a magical cloud. You can open the side windows to hear the surf or use the central air. This outstanding penthouse two-story condo also has a front row seat for whale watching right from the lanai in the winter. You won't find any better accommodations for your Maui vacation. This condo is for the person who wants the ultimate in executive luxury. The best in location, view and furnishings all come together here. You will definitely want to stay forever once you arrive. This 4th floor 2 bedroom/2 bath condo will make you feel as pampered as you deserve. It's filled with many antiques and one of a kind artistic pieces. It's equipped with all the extras and modern conveniences you can think of. Central air conditioning system, newly painted, new furniture in the guest bedroom all of high quality. A 3 minute walk to the start of Sugar Beach...5 miles of white, sandy heaven. The Aquarium, shops, restaurants and a small harbor where you can go out whale watching, sunset cruises, and snorkeling are all a walk away. Surf, snorkel and dive right in front with the turtles.
  • Condo, 1 Bedroom +

    Maalaea: Milowai: Condo
    1 BDR • 1 BA • Sleeps 4 • #241974
    160 to 260 USD/night
    Relax by the water's edge, read a book, watch the turtles in front of you, or just take a snooze. This is the place for you....Direct oceanfront....With the surf, turtles and whales right in front of you. Sit on your oceanfront lanai and have a front row seat. This location is a also golfers paradise. This condo is centrally located to numerous golf courses all provided to you upon reservation. Located in the desirable Village of Ma'alaea on the Island of Maui this one bedroom, one bath condo is new to the vacation rental market. Not only is Ma'alaea a central location to all the golf courses, it's a small village on a dead-end road that features a 5-mile white sandy beach at one end and a small harbor with boats to take you snorkeling, whale watching, on sunset cruises or deep sea fishing at the other end. There's no highway noise, strip malls or traffic on our street....Just the residents who live here and the guests visiting. The whales are a special treat. Relaxing on the lanai during the months of November through April, you will be entertained by the humpback whales who have returned to Maui from summering in Alaska. For the last 2 years we have all watched a mother give birth to a calf and then watch as she spends the rest of the season teaching her calf how to swim, breech and have fun. All this visible right from the lanai. Year-round there are turtles bobbing their heads just before sunrise and you'll also see the occasional endangered monk seal sunning on the rocks in front of the condo. This condo is fully equipped with beach chairs and towels, books to read on the beach, movies to watch while you are at home relaxing, comfortable bed, fully equipped kitchen, a panoramic view of the ocean in front of you with Haleakala (our volcano) in the background. You'll find all the supplies you'll need such as paper towels, toilet paper, dishwasher detergent, dish detergent, garbage bags, soap...And more. There's even a washer-dryer right in the condo so you don't even have to bring many clothes with you. It's the only condo building on the street with covered parking and it's assigned so your parking spot is waiting for you each time you return home. Check our calendar, get away from the cold, rain ice and snow....Call with a deposit and get on that plane to de-stress, enjoy the warmth and sunshine and to recharge your batteries.
  • The Best Oceanfront Hotel

    Lahaina: Apartment in a hotel
    1 BA • Sleeps 2 • #242932
    200 to 270 USD/night
    This fourth floor Mountain View apartment is located right on Lahaina beach and only 5 minute walk from Lahaina Town where you will find a large selection of restaurants, shops and other entertainment. We have 2 bicycles for you to cruise Front St. Enjoy a full kitchen for preparing meals. Excellent dining and a sports bar right next door. Snorkeling equipment, surf and standup boards for rent at activity desk in the lobby. Onsite covered parking is available for a small $4.00/day fee. You should know Lahaina was the ancient capital of the Hawaiian kingdom, chosen by the chiefs for it's beaches and perfect weather. Being able to walk to Lahaina for dinner or shopping without having to hassle with parking is a real bonus. No designated driver needed!
  • Ocean View Spacious 2 Bed

    Kaanapali: Kaanapali Royal: Condo in a gated community
    2 BDR • 2 BA • Sleeps 6 • #67696
    259 to 495 USD/night
    Aloha. Our 3rd floor (top) unit has great ocean views and is located in the world famous Kaanapali Resort of the 17th fairway of the Kaanapali Golf Course. Our condo is stocked and decorated as a second home, cozy, warm and inviting, not a cold corporate space. Though we are on the 3rd floor, we are only one flight of stairs up from the parking lot, the view is worth it. Just a short 5-10 minute walk to the beach and Whalers village. The unit has central air-conditioning and a wonderful huge lanai, full size clothes washer and dryer, we provide all linens including beach towels. You will find many beach toys such as boogie boards, floats, chairs, and misc. Snorkel equipment for your use. The kitchen is fully stocked with cookware to make just about anything. We have probably 3x the amount of dishes than a typical unit. Other important notes: Ka'anapali Royal charges a $80 parking fee per car, no matter the length of the stay...Compare that to "resort" fees at most other condos. We include cleaning with minimum 5 night stays. Shorter stays are prorated.
  • Dinner for 2 Oceanfront on

    Maalaea: Milowai: Condo
    1 BDR • 1 BA • Sleeps 4 • #241966
    160 to 260 USD/night
    Can you picture yourself sitting right here on the lanai with the ocean right in front of you sipping a glass of wine, or enjoying a great dinner you just barbecued downstairs on the barbecue at the edge of the ocean. Well it's all yours with terrific upgrades from the new owners. Relax on the lanai of our oceanfront, air conditioned, remodeled condo in Ma'alaea. It is located on the third floor for maximum viewing of the whales in winter and turtles all year around. Ma'alaea is centrally located to all you will want to do in Maui so you will spend minimal time in your car and more on the beach and visiting all there is to see here. The condo building has an elevator, covered, assigned parking and is equipped with beach chairs, beach towels, a king size bed, plenty of linens and kitchen supplies. You will not be disappointed staying here!
  • Maui Beach Headquarters

    Kihei: Maui Banyan: Condo in a complex
    1 BA • Sleeps 2 • #203049
    137 to 137 USD/night
    From early January through mid- May, this studio rental across from Kamaole Beach Park II serves as your inexpensive headquarters for a memorable beach vacation. The ground-floor unit has two double beds, a bathroom with shower, air conditioning, private shaded lanai. The Maui Banyan complex where it is located offers free parking, free WI-FI, two swimming pools, a tennis court, plenty of outdoor BBQ grills and gorgeous tropical landscaping. Included in the unit are plenty of beach chairs, snorkel sets, beach towels, beach umbrellas, children's beach toys and more. This unit is suitable for a couple, two adult friends traveling together or a small family with one or two young children. Our rental is a one- or two-minute walk to the beach. In fact, at night or early morning, you can hear the waves as you lie in bed. The condo complex as a whole is attractive, quiet and peaceful. Right out the door of our unit is a sizable shaded, grassy area with a BBQ grill and picnic table that feels quite private and is suitable for reading a book, playing with the kids or hosting a family reunion. Just three minutes up the road you'll find four restaurants - a Mexican place, steak/burgers, a bistro and deli. A block further, in a lively shopping plaza, are eight more - Hawaiian, Indian, Thai, natural food, pizza, tacos, steak/seafood and more. (Indeed, so convenient is the location that some of our guests have managed quite well without a rental car.) Luxurious spas and world-class golf are a short drive away. Here's what some of our guests have said... "This place can't be beat for price and location. The beach is right across the street and we enjoyed perfect sunsets every evening, including one night where a group of 5 humpback whales were playing less than 100 yards offshore. We loved being in walking distance to a grocery store, restaurants and bars as well as being so close to great snorkeling. Kihei is so charming, and I'M very glad we chose this location over any other. Thanks for letting us stay in your condo, as we really enjoyed everything about our trip. " - Tyler, Kirkland, WA "I stayed in this great condo exactly a week as part of a family reunion. It has a nice lawn outside with a BBQ where we had several meals during the week, or just relaxed with a drink and a guitar (the management cleans the grill every day so it's always clean). The condo was clean but still felt more homey then a hotel room. The beach is literally 60 yards away. It's good for swimming, relaxing and snorkeling (great). The beach for surfing is one mile down the road. You have bars, cafes and everything a relaxing walk away. Have a great vacation, like I did. Aloha!" - Galjah, Israel Maximum stay: 14 nights. Tax ID: W11072302-01
  • Beachfront and Golf Resort

    Maui Eldorado Kaanapali: Apartment
    2 BDR • 1 BA • Sleeps 4 • #206516
    210 to 230 USD/night
    Aloha -- Welcome to our condo apartment. It is a 1200 sq ft ground floor corner unit located in the Maui Eldorado Beach Resort, beside the 4th fairway of the Royal Kaanapali Golf Course. The condo has two queen size beds - each in a separate sleeping room with direct and private access to the dressing room, bathroom and shower. There is a clothes washer/dryer in the apartment. A fully equipped kitchen has been recently renovated - complete with stove, fridge, microwave, coffee maker, and toaster. Cutlery, linens, and a complete range of cooking utensils are provided. The large living room and dining area, is complete with a flat-screen TV, CD and DVD players. Free WI-FI service is available throughout the apartment. There are sliding glass doors across the front and side of the apartment which provide an open and fresh atmosphere with lots of light. The apartment is fully air-conditioned. The living room and bedroom open out onto the lanai which is furnished with a dining suite, two lounge cots and an electric grill. The lanai fronts onto the garden and quiet lawn area beside the Golf course. Maui Eldorado Resort has a private cabana for the use of guests on Kaanapali Beach, accessible by just a 4 minute walk from the apartment through the gardens. Three swimming pools are available at the resort, with barbecues and dining areas located on the upper deck of the on-site guest parking building. Kaanapali has a wide selection of restaurants, shopping and entertainment - all within an easy walk from the resort. Come to Maui and enjoy the wonderful weather, beaches, scenery and the peacefulness of the area. It is our favorite place..
  • Located in the Beautiful

    Kihei: Hale Kamaole: Condo in a complex
    1 BDR • 1 BA • Sleeps 2 • #204432
    147 to 215 USD/night
    Our recently upgraded and re-modeled unit features beautiful ocean views as well as views overlooking the expansive complex green space and one of the two swimming pools that are on property. Our unit has been beautifully renovated from front to back. The interior furnishings were personally selected, not only for comfort but also with an eye on style. All of the art works are original pieces created by the CO-OWNER of the condo. She is an accomplished artist and her work hangs in public and private collections worldwide. Your private lanai looks out to the ocean and lush interior of the complex and offers comfy indoor / outdoor living, with table and chairs to start the day with morning coffee, enjoy your meals or just for relaxing and enjoying a cool tropical drink while watching the most spectacular sunsets you will ever see at the end of another great day of windsurfing, golfing or shopping. The bedroom has a king size bed complete with high quality cotton bed linens and blankets as well as a flat panel television. There is an air conditioner in the bedroom for your comfort on that rare occasion. The spacious living area rounds out a totally comfortable beach flat. One of the sofas opens to a full size bed for that additional third traveler. The additional features include a 42” flat panel television, DVD player, cable television, high speed wireless internet service and both local and long distance calling to Mainland US and Canada. (Hawaii Tax ID W58368569-01)
  • Unique Boutigue Remodeled

    Kihei: Kihei Sands: Condo in a complex
    1 BDR • 1 BA • Sleeps 3 • #26028
    239 to 295 USD/night
    The Perfect Getaway here at our Unique Boutique Condo's. With free long distance calls to US and Canada Welcome to the Beautiful Land of Aloha. This Vacation Condo is Located along the Western shores of South Maui on the longest Sandy beach known as Sugar Beach. The beach here will transport you to a world of warmth and relaxation. Experience the peaceful sound of the waves and the delicate mist of the warm sea. Drag your toes through the warm and soothing sand. Whether you are seeking a peaceful retreat, a romantic getaway, or simply want to experience a natural wonder, you will find what you are looking for here on Sugar Beach. This is one of the few Unique Boutique complexes on Maui!! Just short distances brings you to the quaint beach towns, where you will find charming shops, bike rentals, and beach side restaurants. Less than a 15 min drive from the Kahalui airport, Centrally located in the center part of the island. Close and central to all the activities of the island. No reasons to worry that if some of the roads are closed you can still make it to the airport. The condos combines the magic of a old Hawaii getaway with the convenience of a nearby activities. Come stay with us and you will understand why Sandy Sugar Beach and our complex is considered Maui's best kept secret. No need to drive to beach you are right on the beach. Throw your towel over your shoulder and lounge on our comfortable lounges by the oceanfront pool or on the grassy lawn right next to the sand. (CHO 268

Wailea News and Events

About Wailea - Owner Direct Vacation Rentals: Nestled along 1.5 miles of Maui's spectacular southern coastline, Wailea Resort is one of the world's leading luxury destinations. Wailea is 16 miles from Kahului Airport.

For golfers,Wailea’s Blue course, designed by Arthur Jack Snyder is a true resort course, featuring tropical foliage, fountains and wide fairways. The Gold course is the most intriguing, requiring strategy and finesse to play well. The Emerald course is women friendly, with a lush style of landscape. At the Southern end is another championshop course, the Makena Golf course. It's difficult layout and unique flavor make it a favorite of many of the island's residents.

The beaches of Wailea (which means 'Joyful Waters') are crescent moon shaped with white sand. At both ends lava outcroppings protect the bay. This makes for sheltered swimmable waters and good snorkeling and scuba.

Due to the climate, there is always something to do, no matter what your preferences are for activities, sports or cultural events. Check this website for the latest information on all community events on Maui ...
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