Wailea Vacation Rentals

Wailea Travel Guide
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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15 Vacation Rentals

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  • One-of-a-Kind Maui Getaway

    One-of-a-Kind Maui Getaway

    Wailea: House
    • 4 BDR
    • 4 BA
    • Sleeps 10
    • #228113
    $1,550 to $1,750 USD/night Credit Card
    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!!!!
  • Remodelled Villa in Wailea with Lots of Beach Gear and Tempur-Pedic Beds

    Remodelled Villa in Wailea

    Wailea: Grand Champions Villas: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #212816
    $260 to $350 USD/night Credit Card Paypal
    Located in sunny Wailea, our home is furnished with many extras that most owners do not provide: Ocean and fairway Views Boogie boards Beach chairs Beach umbrella Beach cooler Beach towels Sand toys 3 flat-screen TV's Free WiFi Well-stocked granite kitchen Coffee maker/grinder Rice cooker Blender Cookie sheets Shampoo, conditioner, and body wash Quality linens All Tempur-Pedic beds Queen-sized sofa-bed with memory foam topper and much more We pride ourselves on providing personalized attention to make your vacation memorable. We have been blessed with many returning guests. We have every confidence that you will want to return again and again as well. Plan your vacation of a lifetime today. Maui Awaits. Aloha.
  • Walk to the Shops, Beaches - Watch Sunset from Lanai

    Walk to the Shops, Beaches

    Wailea: Wailea Ekolu: Condo in a complex
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #209066
    $265 to $611 USD/night Paypal Pet Friendly
    Closest Building in Ekolu to The Shops of Wailea. Bus Stop 1/2 block out side. Walk to over 10 different Restaurants. Tennis just across the street. Wailea Blue Course right out side. Kitchen over looks Molokini. Very comfortable Condo - fully remodeled inside with Beautiful African Mahogany wood throughout. Black Granite counters in Tropical Bathrooms and Kitchen. Complex has 2 heated pools, Great Books in Community Room. 26 Acre complex. BBQ area or BBQ on lanai. Wailea is the Beverly Hills of Maui. The weather is unique - when the Island is raining usually the weather is mild. Wailea has a Community Association that keeps the area pristine. TAT GE 094 066 6880 01, TA 094 066 6880 01
  • Wailea Grand Champions

    Wailea Grand Champions

    Wailea: Grand Champions Villas: Vacation Rental
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #219157
    $199 to $299 USD/night Credit Card
    Wailea Grand Champions is a beautiful 2 Bd 2 Ba condo that can sleep 6. It has a full kitchen, washer and dryer, AIR CONDITIONING and high speed internet service Minutes from Wailea Tennis Club and the Wailea and Makena Golf courses.. The nearby Ulua and Mokapu Beaches are a quick drive down the hill from The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and barbecue grills. In addition the championship golf courses of Wailea and Makena are minutes away as well as the famous Wailea Tennis Club. Wailea Grand Champions consists of 188 units in 20 two- and three-story buildings. Each unit offers a lanai with garden views. A 2nd floor unit with a garden view at the Grand Champions in Wailea. This unit has a fully equipped kitchen, king bed in the master, king bed in the guest room and a queen sofa bed in the living room. This unit can sleep up to 6 people. The view is of lush tropical landscaping and has a good location to the pool and parking. This property has AIR CONDITIONING, Washer and Dryer, Cable TV/DVD, and internet service. Tax ID: W00691368-01
  • Enjoy this newly remodeled

    Enjoy this newly remodeled

    Wailea: Vacation Rental
    • 2 BDR
    • 2 BA
    • Sleeps 4
    • #244744
    $149 to $329 USD/night Credit Card
    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
  • An Upstairs Ocean View 2 Bedroom 2 Bath Condo

    An Upstairs Ocean View 2

    Wailea: The Palms at Wailea: Vacation Rental
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #219232
    $295 to $495 USD/night Credit Card
    An upstairs ocean view 2 bedroom 2 bath condo with a fully equipped kitchen, washer and dryer, AIR CONDITIONING in the master bedroom and ceiling fans throughout. The condo can sleep 6.. The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for sunbathing and has a magnificent view of the ocean from the pool area. We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their website. These properties were chosen because of their superior quality and great rates. Without a doubt Palms has one of the best ocean views that The Palms at Wailea has to offer. This private 2 bedroom upstairs condo has a lovely sundeck with private gas grill and outside dining on your lanai. There is a fully equipped kitchen, washer and dryer, room AIR CONDITIONING in the master bedroom and ceiling fans throughout. There is a queen bed in the master bedroom, a queen bed in the guest room and a sofa bed in the living room. In addition there is free long distance to the US mainland and Canada.The condo can sleep 6. Tax id: W79698793-01
  • Enjoy a prime view

    Enjoy a prime view

    Wailea: Vacation Rental
    • 2 BDR
    • 2 BA
    • Sleeps 4
    • #244743
    $129 to $349 USD/night Credit Card
    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
  • Keawakapu Beach

    Keawakapu Beach

    Wailea: The Palms at Wailea: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #219273
    $225 to $449 USD/night Credit Card
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for sunbathing and has a magnificent view of the ocean from the pool area. We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their website. These properties were chosen because of their superior quality and great rates. A fully remodeled, 2 bedroom / 2 bath unit with a tropical garden view, with a partial ocean view from the lanai and living room. Located on the ground floor, this spectacular condo has a fully equipped kitchen, Cable TV, complimentary wireless internet, washer / dryer, AIR CONDITIONING in the master bedroom and ceiling fans throughout. This unit is the perfect fit for those seeking luxury, the unit is meticulously maintained, and built with only the most quality materials available. Unit sleeps 6. Registration #: W78970280-01
  • A 3 Bd / 2 Ba

    A 3 Bd / 2 Ba

    Wailea: Vacation Rental
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #243504
    $350 to $600 USD/night Credit Card
    A 3 Bd / 2 Ba 2nd floor unit on the golf course with a partial ocean view. Partial AIR CONDITIONING, full kitchen, W/D, TV, free WIFI, Sleeps 6. The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and barbecue grills. In addition the championship golf courses of Wailea and Makena are minutes away as well as the famous Wailea Tennis Club. Each unit offers a lanai with garden views. A 3-bedroom, 2 bath unit on the golf course with a partial ocean view. It has window air conditioning in the living room, and two bedrooms. Bedroom #3 does not have air conditioning but all rooms have ceiling fans. There is a fully-equipped kitchen, washer and dryer, 2 flat-screen TVs, free Wifi, and telephone. Beds include a California king, 2 twins convertible to a king, and a queen murphy foldaway. For outdoor activities, supplied with beach chairs, beach towels, boogie board, snorkel gear, and sand toys. Note: A $300 refundable security deposit is required for this unit. Sleeps 6. Tax ID: TA-1008600064-01
  • Enjoy a gorgeous view

    Enjoy a gorgeous view

    Wailea: Vacation Rental
    • 1 BA
    • Sleeps 2
    • #244756
    $149 to $269 USD/night Credit Card
    Enjoy a gorgeous view from this condo in the heart of Wailea!! Beaches, turtles, and fine dining are just minutes away - and only 30 mins to the airport!!. The Wailea Ekahi Village 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 just a few minutes from the championship golf courses of Wailea and Makena. From our condo you are a quick walk 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 cozy studio condo comes with a gorgeous garden view from the lanai. This well-appointed floor unit has a full kitchen, TV, Blu-ray player, washer & dryer, queen bed, sleeper sofa, WiFi, gas BBQ, and 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. Hawaii Tax ID: TA 184-588-0832-01
  • Wailea Ekahi - Spacious

    Wailea Ekahi - Spacious

    Wailea: Wailea Ekahi: Vacation Rental
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #218302
    $295 to $380 USD/night Credit Card
    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 gorgeous garden

    Enjoy a gorgeous garden

    Wailea: Vacation Rental
    • 1 BDR
    • 2 BA
    • Sleeps 4
    • #244754
    $179 to $339 USD/night Credit Card
    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
  • Full Kitchen, Washer &

    Full Kitchen, Washer &

    Wailea: Vacation Rental
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #228206
    $199 to $345 USD/night Credit Card
    Full kitchen, washer & dryer, flat-screen TV, wifi, sleeps 6.. The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long white sandy shoreline. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for sunbathing and has a magnificent view of the ocean from the pool area. We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their website. These properties were chosen because of their superior quality and great rates. A ground floor 2 bedroom, 2 bath unit close to the pool. It features split system air conditioning throughout the unit, a fully-equipped kitchen, washer & dryer, 3 flat-screen televisions, telephone with long distance to the US mainland and Canada, and wireless Internet. There is a California king bed in the master bedroom, a queen bed in bedroom 2, and a queen sofabed in the living. Each room has a television. Both bedrooms has a bathroom. For outdoor activities, unit has beach chairs, beach towels, cooler, boogie board, snorkel gear, and a private gas grill on the lanai. This unit sleeps 6. Tax ID: TA-031-515-4432-01
  • A Very Spacious Ground

    A Very Spacious Ground

    Wailea: Vacation Rental
    • 1 BDR
    • 2 BA
    • Sleeps 4
    • #243445
    $175 to $299 USD/night Credit Card
    A very spacious ground floor 1 bedroom, 2 bath garden view unit with a private lanai, partial air conditioning, full kitchen, washer & dryer, TV/DVD, wifi, sleeps 4. The fabulous Keawakapu Beach is just a short 10 minute stroll. This beach is world famous for its great snorkeling and long walking beach. The property is a gorgeous property, lush with tropical landscaping. There is a large pool and hot tub that is perfect for sunbathing and has a magnificent view of the ocean from the pool area. Ground floor 1 bedroom, 2 bath garden view unit with air conditioning in the bedroom only, a fully-equipped kitchen, washer & dryer, 2 flat screen TVs, DVD player, telephone, and wireless Internet. The bedroom features a California king bed, split air conditioning, a flat screen TV, and a full bathroom. There is a queen sofa bed in the living room along with a ceiling fan (no air conditioning), a flat screen TV, and a DVD player. For outdoor activities, unit is equipped with beach chairs and beach towels. Sleeps 4. Tax ID: TA-051-084-2880-01
  • A 2bd/2ba Condo with

    A 2bd/2ba Condo with

    Wailea: Vacation Rental
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #243465
    $225 to $399 USD/night Credit Card
    A 2Bd/2Ba condo with an ocean view, tile floors throughout, contemporary furnishings, king bed in master, two twins in guest room, and queen sofabed, air conditioning, w/d, sleeps 6.. The property is located on the southern end of the Island offering endless sandy beaches, peaceful surroundings, short walks to the beaches, excellent restaurants, your choice of 2 swimming pools, The Shops of Wailea, world-renowned golf courses and the Wailea Tennis Club nearby. We are proud to show the brand new renovation of unit 1207, almost everything is brand new. The 2-bedroom 2-bath ground floor end unit is perfectly located on the 16th fairway of the Wailea Blue golf course with stunning ocean views from the condo. This 1277 square foot fully air-conditioned home, sleeps 6 and has new kitchen cabinets, new stainless steel appliances, granite countertops, 20 inch tiles everywhere, beautiful furniture, 55 inch HD TV with DVD player in living room and flat screen TV’s in the bedrooms. A telephone and charging station are provided together with an assortment of beach chairs, towels, boogie boards, beach umbrella, lunch coolers and some snorkel gear. The kitchen is fully equipped and on the lanai is a private gas barbecue and new patio furniture for guests to relax and enjoy the expansive golf fairway and ocean views. In the morning watch from the lanai as you see the snorkel and dive boats race across the Bay to the small island of Molokini for a day of fun. At dusk, grab some beach chairs and take a few steps in front of the unit to experience Hawaii’s incredible sunsets. TAX ID: TA-208-170-8032-01
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  • Condo, 1 Bedroom + Convertible Bed(S), 1 Bath, (Sleeps 2-4)

    Condo, 1 Bedroom +

    Maalaea: Lauloa: Condo
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #241974
    $160 to $260 USD/night Credit Card
    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.
  • Maui Ocean View Condo/ Central Air Conditioning

    Maui Ocean View Condo/

    Kihei: Maui Vista: Condo
    • 2 BDR
    • 1 BA
    • Sleeps 4
    • #225638
    $220 to $253 USD/night Credit Card Paypal
    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.
  • Condo, 2 Bedrooms, 2 Baths, (Sleeps 2-4)

    Condo, 2 Bedrooms, 2 Baths

    Maalaea: Milowai: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 4
    • #242015
    $180 to $280 USD/night Credit Card
    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!
  • Outstanding Penthouse Two-Story Condo

    Outstanding Penthouse Two

    Maalaea: Maalaea Kai: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 4
    • #243520
    $220 to $375 USD/night Credit Card
    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.
  • Dream your Days Away in Beautiful Maui Gazing out at the Crystal Blue Pacific

    Dream your Days Away in

    Kaanapali: Papakea Resort: Condo in a complex
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #210310
    $160 to $285 USD/night Credit Card
    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.
  • Oceanfront Penthouse, Top Floor, all Remodeled, with A.C. Newly Installed. .

    Oceanfront Penthouse, Top

    Kihei: Menehune Shores: Condo in a complex
    • 1 BDR
    • 1 BA
    • Sleeps 2
    • #201040
    $219 to $299 USD/night Paypal Star Rating
    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.
  • Cute and Clean Ground Floor one Bedroom Condo at the Hale Kamaole, Maui

    Cute and Clean Ground

    Kihei: Hale Kamaole: Condo in a complex
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #233784
    $125 to $220 USD/night Paypal
    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.
  • Your Dream Vacation Starts Here!

    Your Dream Vacation Starts

    Maalaea: Milowai: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 4
    • #243434
    $300 to $400 USD/night Credit Card Paypal
    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.
  • 5 Star Ocean View Luxury on the Dry Side of Haiku on Maui's Northshore

    5 Star Ocean View Luxury

    North Shore Maui: Home
    • 1 BDR
    • 1 BA
    • Sleeps 2
    • #204838
    $151 to $236 USD/night Credit Card Paypal Star Rating
    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 and entertainment 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.
  • Beachfront and Golf Resort

    Beachfront and Golf Resort

    Maui Eldorado Kaanapali: Apartment
    • 2 BDR
    • 1 BA
    • Sleeps 4
    • #206516
    $200 to $220 USD/night Credit Card Paypal
    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..
  • Newly Remodeled Kitchen! New Updates!

    Newly Remodeled Kitchen

    Maalaea: Maalaea Yacht Marina: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #204782
    $185 to $295 USD/night Credit Card Star Rating
    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.
  • Emerald Bldg. Ocean and Pool View. 2nd Floor Privacy.

    Emerald Bldg. Ocean and

    Maui Kaanapali Villas: Condo in a hotel
    • 1 BA
    • Sleeps 2
    • #235375
    $250 to $390 USD/night Credit Card Paypal
    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.
  • Kamaole Sands Condo - near Kamaole Beach Iii- Large Lanai - Partial Ocean View

    Kamaole Sands Condo - near

    Kihei: Kamaole Sands: Condo in a complex
    • 1 BDR
    • 2 BA
    • Sleeps 4
    • #228294
    $150 to $194 USD/night Credit Card Paypal
    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.
  • Ocean View Spacious 2 Bed 2 Bath

    Ocean View Spacious 2 Bed

    Kaanapali: Kaanapali Royal: Condo in a gated community
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #67696
    $215 to $440 USD/night Credit Card Star Rating
    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.
  • 2 Bedroom Oceanfront Condo!

    2 Bedroom Oceanfront Condo

    Maalaea: Lauloa: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 4
    • #202054
    $200 to $300 USD/night Credit Card
    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!
  • Papakea- Renovated Completely-Ground Floor -20 Steps to Ocean

    Papakea- Renovated

    Kaanapali: Papakea Resort: Condo
    • 1 BDR
    • 1 BA
    • Sleeps 2
    • #231887
    $199 to $299 USD/night Paypal
    Welcome to our tropical paradise at beautiful Papakea Resort. Our unit is conveniently located on the ground floor with easy access to the beach and the pool area in building E. The kitchen has been remodelled with maple cabinets, granite counters, recessed lighting and appliances. It is fully equipped with brand new dishes, glassware, utensils and all the cookware you can imagine to make a gourmet meal. The bathroom has also been remodelled with a travertine stone shower, new frameless glass shower doors, new toilet and separate vanity area with blowdryer. The Master bedroom has a newer king size mattress (replaced Jan 2014), hotel style bedding, a flat screen HDTV, a ceiling fan and plenty of closet and dresser space. The living room has a newer queen sofa sleeper (replaced Jan 2014) with a deluxe 8 inch mattress, new area rugs, lamps and local art work, a new flat screen TV, and free wifi. There is also a new dining room table and chairs. Take advantage of the afternoon shade and trade winds to keep the entire condo cool naturally. The unit is also equipped with new super quiet air conditioning, ceiling fans in the living room and bedroom, new sliding doors as well as a new BOSCH washer/dryer. We provide beach chairs, a cooler, boogie boards, beach umbrella and golf putters for the putting green located right in front of our condo. Wake up to the sound of the ocean and enjoy the morning sun as you sip coffee on the spacious lanai. As VRBO renters ourselves for years we have tried to provide everything possible to make your stay amazing. PLEASE NOTE OUR CONDO IS NOT SUITABLE FOR CHILDREN UNDER 6 YEARS OLD. The location of Papakea couldn't be better. While Mother Nature removed Papakea's seasonal beach several years ago, you are just a short walk across the beautiful Papakea grounds to famous North Kaanapali Beach, which stretches almost two miles all the way south to Black Rock. That means you have all the access to one of the best beaches in the world without the intrusion of crowds of beachgoers right outside your window. You are just steps from a terrific snorkelling reef, where you can enjoy swimming with the gorgeous Hawaiian fish and sea turtles. PAPAKEA RESORT FEATURES: Complimentary Wi-Fi, cable television and free local calls Two swimming pools and jetted spas with adjacent cabanas which accommodate up to 35 people each Lighted tennis courts with complimentary round-robin doubles with our tennis pro Shuffleboard court Two 12-hole putting greens (we provide putters and balls) Complimentary fitness classes and activities year-round Multiple picnic and barbecue areas ideal for gathering Complimentary continental breakfast and island orientation on your first morning at The Resort Kiosk in the lobby for boarding pass printing Conveniently located within walking distance to Times Market in Honokowai Plaza, an ABC Store and many other shops Weekly activities including a free Mai Tai Party on Thursday afternoons, putting tournament on Sundays and farmers market at Honokowai Beach Park Monday, Wednesday and Friday Papakea is adjacent to North Kaanapali Beach and a short drive to the harbour town of Lahaina. There are wonderful restaurants and shops within walking distance. We have a local Farmer's Market 3 times a week one block away so you can buy all the local produce. *There is a strict NO SMOKING policy in place at Papakea, both in our condo and on the Lanai.
  • Gorgeous Condo, Spectacular View, Fabulous Beach and Fantastic Sunsets.

    Gorgeous Condo

    Kihei: Kihei Akahi: Condo in a complex
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #38758
    $135 to $150 USD/night Credit Card Star Rating
    Luxurious Condo, a perfect spot for relaxing. Beautiful view of the ocean with views of Molokini, Kahulawe, Lanai and the West Maui coastline. Amenities: Free High Speed Broadband/Cable Internet. AIR CONDITIONING and 2 ceiling fans, Cable flat screen 27" TV/DVD/VCR/CD/Tuner/Home Theater system in LR and second 24" wall mounted flat screen TV in BR. Fully-equipped kitchen with Microwave, D/W. Extra quiet washer and dryer in condo. Quality queen-sized bed in BR, queen-size sofa bed with extra thick mattress in LR. Free reserved parking. 2 swimming pools with pool side gas barbecues and tennis court. The complex has: tennis court, two swimming pools, two gas BBQ's at each pool.
  • Penthouse Ocean Front Ocean View Condo Free Wi-Fi

    Penthouse Ocean Front

    Kihei: Kauhale Makai: Condo
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #226104
    $156 to $389 USD/night Credit Card Paypal
    KAUHALE MAKAI ALSO KNOWN AS VILLAGE BY THE SEA features one bedroom (sleeps four), bedroom and bathroom just updated with new tile in living room, bedroom and bath.HIGH SPEED INTERNET, central air conditioning, TV in living room. The bedroom has a queen size bed with a Sealy mattress, nicely furnished sofa sleeper with queen mattress, stove, microwave, refrigerator, and a dishwasher. A sliding glass door in the living room and bedroom leads out to private lanai, and offers an ocean and mountain view. 2 pay washers and dryers on each floor. This is a six floor complex and we are located on the sixth floor, there is an elevator. Pets are NOT allowed and No Smoking. The beach is only a 100 foot walk across the complex lawn. See below under 'Links to more information' for more information and photos.
  • Dinner for 2 Oceanfront on your Lanai!

    Dinner for 2 Oceanfront on

    Maalaea: Milowai: Condo
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #241966
    $160 to $260 USD/night Credit Card
    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!
  • Spacious Corner Unit

    Spacious Corner Unit

    Maalaea: Maalaea Yacht Marina: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 5
    • #208735
    $171 to $195 USD/night Paypal
    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.
  • Awesome View from Your Lanai While Watching the Whales

    Awesome View from Your

    Kihei: Kihei Akahi: Condo in a complex
    • 1 BDR
    • 1 BA
    • Sleeps 3
    • #20020
    $115 to $115 USD/night  
    This is a top floor condo with an ocean view from your lanai. $110 per night comparable to $175. 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.
  • Exceptional, 5 Star. Big Blue Ocean View, Beautiful New Kitchen & Spa Bathrooms

    Exceptional, 5 Star. Big

    Kihei: Maui Kamaole: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 4
    • #226508
    $239 to $399 USD/night Paypal
    Welcome to our home in Paradise. Hawaii State Tax #W64510290-01 The wonderful Maui Kamaole Resort has a AAA 3-diamond rating, and a Certificate of Excellence. Our spacious, beautifully decorated unit is set back on the property, in the newer, desirable 'J' building, giving you quiet, peaceful tranquility, while still providing sweeping ocean views. Our kitchen has undergone a complete remodel, with new cabinets, granite counter tops, and stainless steel appliances. The kitchen is fully stocked with everything you need to cook a wonderful meal. There is a queen bed in the Master bedroom, and a queen in the second bedroom. Beds are outfitted with high end Egyptian cotton linens. We have a new 50' flat screen Smart LED TV in the living room with complementary Netflix and Hulu, as well as a flat screen in each bedroom. NHL Network, NFL Red Zone, NBA TV, and many more. Mattresses are new, comfortable and luxurious, for an excellent night’s sleep! :) 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 200 channels on cable. Plus Time Warner sports pass. Channels include, NHL Network, NFL Network, NFL Red Zone, NBA TV, ESPN 2, and many more. You will be able to enjoy an ocean view in the living room as well as on the lanai. We have binoculars at the ready for enjoyable whale watching. Our lanai has a retractable awning for shade or rain. There is onsite security, and reserved complimentary parking is conveniently located right outside our condo. BBQs are located a few steps outside. Beach chairs, umbrellas, boogie boards, and all things necessary for a great day on the beach are supplied. Maui Kamaole Information: South Maui has the best weather in Maui. Climate is warm and sunny year around with afternoon trade winds and very little rainfall compared to other areas of Maui, which means that it’s like summer with clear blue skies year around. Maui Kamaole resort is one of Kihei's newer properties. We are centrally located in that you are only 2 miles away from Wailea for upscale restaurants, shopping, world class golf and wedding resorts - or a 3-5 minute walk to Kihei, with a variety of restaurants to fit any taste or budget. We are just a few short miles to Makena beaches, some of the most beautiful in Maui. Our condo is directly across from the popular Kamaole Beach and Park. Kamaole Beach is a wonderful beach with excellent swimming, snorkeling, and has a grassy area for picnicking. It is only a 5 minute walk away from our condo. From this beach, you can stroll over to Keawakapu Beach which is one of the most beautiful beaches in all of Hawaii. You can walk this breathtaking stretch of beach to the resorts of Wailea – one of our favorite morning activities. Amenities at Maui Kamaole include tennis courts, two swimming pools, Jacuzzi spa, and gas barbecue areas. This is our second home, not just a rental, and we have taken care of every detail we can think of to make our place comfortable and welcoming. We are certain you will love it as we do!
  • Deluxe Ocean Front Unit at the Mahana at Kaanapali in Maui

    Deluxe Ocean Front Unit at

    Kaanapali: Mahana: Condo in a complex
    • 1 BDR
    • 1 BA
    • Sleeps 2
    • #113371
    $325 to $410 USD/night Credit Card Paypal
    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
  • Full Ocean Views with Large Master

    Full Ocean Views with

    Kihei: Maui Kamaole: Condo
    • 1 BDR
    • 2 BA
    • Sleeps 4
    • #236276
    $155 to $240 USD/night Credit Card
    ** Whale Watching right in front of you. ** 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 in 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. Also FREE Internet/WIFI. 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.
  • Spectacular Oceanfront View, Immaculate 2-Br/Ba-- Maalaea, Maui

    Spectacular Oceanfront

    Maalaea: Maalaea Kai: Condo in a complex
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #208812
    $205 to $280 USD/night Credit Card Star Rating
    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.
  • Full Oceanfront with Sliding Doors to Lanai from Master Bedroom and Living Room

    Full Oceanfront with

    Maalaea: Lauloa: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 4
    • #202051
    $200 to $325 USD/night Credit Card Star Rating
    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!
  • Sweeping Ocean Views  on the Dry Side of Haiku  1, 2 Or 3b/2b

    Sweeping Ocean Views on

    Haiku: House
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #205305
    $271 to $400 USD/night Credit Card Paypal Star Rating
    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 W30594828-01 * 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.
  • Closest Condo to the Beach! -- Recently Remodeled- on Special

    Closest Condo to the Beach

    Kihei: Maui Banyan: Condo in a complex
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #202843
    $165 to $245 USD/night Credit Card Paypal Star Rating
    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.
  • The Best Oceanfront on Maui is in Kihei at The Royal Mauian.

    The Best Oceanfront on

    Kihei: Royal Mauian: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 4
    • #203717
    $285 to $385 USD/night Star Rating
    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.
  • 2 Bedroom, 2 Bathroom, Sleeps 4. Upscale Paradise with Streaming Netflix!

    2 Bedroom, 2 Bathroom

    Maalaea: Lauloa: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 4
    • #206327
    $180 to $280 USD/night Credit Card
    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.
  • Fall Asleep to the Sound of the Waves!

    Fall Asleep to the Sound

    Maalaea: Lauloa: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #241479
    $175 to $275 USD/night Credit Card
    Located on a quiet, dead end street with a 5-mile sandy beach at one end and a small harbor at the other. Some restaurants and shops at the harbor and boats available to go snorkeling, diving, on sunset cruises, etc. The master bedroom is oceanfront so you'll fall asleep to the sound of the waves. When you look up you'll see the moon and stars. This condo is located oceanfront in a central location of Maui so you're not in your car for long periods of time while visiting other parts of the Island. The trade winds blow almost constantly so you'll be cooled after a day of sightseeing.
  • The Best Oceanfront Hotel in Lahaina. Easy 2 Block Walk to Lahaina.

    The Best Oceanfront Hotel

    Lahaina: Apartment in a hotel
    • 1 BA
    • Sleeps 2
    • #242932
    $200 to $270 USD/night Paypal
    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!
  • Oceanview - Newly Decorated Condo across the Street from a Beautiful Beach!

    Oceanview - Newly

    Kihei: Kamaole Sands: Condo
    • 1 BDR
    • 2 BA
    • Sleeps 4
    • #203571
    $178 to $267 USD/night Credit Card Paypal
    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.

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 ...
Experience the difference, no waiting
 
Experience the difference, no waiting
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