Kihei Vacation Rentals by Owner

On your next trip, consider a Kihei vacation home rental for your accommodations. There are 6 vacation homes in Kihei resorts. Vacation home rentals are generally appealing for many reasons. Some of the foremost being cost savings, more space, and no tips or service charges that are associated with hotel rooms. Vacation rental homes have kitchens for cooking, living rooms for gathering together and offer the appeal of living in a real neighborhood and soaking up the rhythm of the locals.

With our friendly, responsive customer service and extensive informational website, renting a Kihei vacation home from Owner Direct Vacation Rentals is a breeze. Find your perfect location and home size to suit your needs, no matter what your criteria. We have vacation homes in Haleakala Shores, Hale Hui Kai, Hale Kamaole, Hale Pau Hana, Island Surf Condominiums and many more locations.

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Kihei last minute deals on vacation homes will be highlighted in red if available. Start your accommodation search in Kihei now. Just enter your travel dates, number of travelers, and click 'search' for a list of properties for rent.

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6 Vacation Rentals

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  • High Quality, Quiet Two

    Kihei: Maui Kamaole: Townhouse in a complex
    • 2 BDR
    • 2 BA
    • Sleeps 5
    • #211635
    avg $287 USD/night Credit Card Paypal
    Be our guests at our beautiful South Maui condominium located on the border of Wailea, across from Kamaole III Beach Park. Our condo is in the newest section of the Maui Kamaole resort near the tennis courts, and the tropical lava pool and sand bottom Jacuzzi. Spacious and up to date, impeccably maintained, and with all the amenities of home, our condo is equally suited for families or newlyweds. The master suite is quiet and cozy. The second bedroom is perfect for another couple, or children or both. Your comfort is our highest priority. This is a true TWO bedroom, upstairs unit with a loft-style master bedroom. It is very quiet, no traffic sounds or noise coming from above. Our condo is at the top of the hill and faces a greenbelt and the tennis courts. The private master suite has a king-sized bed, a full bath and oversize shower. The second completely private bedroom, has a queen-sized bed with an additional single bed and a full bathroom. Both bedrooms have lanais and lovely views of Haleakala and Upcountry. High efficiency 'mini-split' air conditioning in the master bedroom will keep you as cool as you want to be. If you prefer a more natural island experience, each room has a ceiling fan to keep you cool. A fully stocked kitchen awaits you with all cooking amenities. Thoughtfully furnished with your comfort in mind, your stay will be a pleasure. A washer and dryer in the unit contribute to the convenience of your stay and private high speed wireless internet is at your fingertips. The living/dining room is a large, open great-room with vaulted ceiling, plenty of light, and a big sectional to stretch out on. Plush carpeting was recently installed for the benefit of our neighbor below. The spacious lanai has great greenbelt views, has one lounger and a dining table with five chairs. Wailea beaches are nearby---Keawakapu Beach, Ulua Beach, Wailea Beach, are all close by. All are great for swimming, relaxing, and beach walking. Ulua is a great spot for calm paddle boarding, and a coral reef that is great for beginner snorkelers. Enjoy browsing The Shops at Wailea. There are great dining choices there. Championship golfing is very convenient at Wailea and Makena courses.
  • Amazing. Walking Distance

    Kihei: Home
    • 3 BDR
    • 3 BA
    • Sleeps 8
    • #205988
    avg $250 USD/night Credit Card Star Rating
    Walking Distance to everything. Cove Beach, Kalama beach Park, Kihei Town Shopping Center, Starbucks around the corner each morning. So many Restaurants to choose from, Italian, Sushi, Mexican, I could go on and on. All of this is just within walking distance of the house.
  • Luxury Unit in a Fourplex;

    Kihei: Fourplex
    • 3 BDR
    • 4 BA
    • Sleeps 7
    • #201648
    avg $931 USD/night Credit Card
    Located ocean side in Kihei, this is a townhouse style villa in a privately gated fourplex. This Kihei villa has its own private entry, as well as 2 master suites, full kitchen/dining area, a separate laundry room, air conditioning, hardwood/travertine/tile flooring, and a large balcony with a glass folding-door system. Granite counter-tops, Sub-zero fridge, tile lanai, hardwood and tile flooring, front loading washer/dryer; quality appliances and furnishings. The glass doors to the lanai fold together to allow an unobstructed view. A wonderful feature of this seaside town is its views of Kaho'olawe, Molokini, Lana'i and West Maui. From this vantage point, the West Maui Mountains appear to be a separate island, a mysterious Shangri La in the distance. If shopping is high on your list, there are no fewer than ten shopping malls of varying sizes. The town has a wide selection of restaurants from fast food and moderately priced chains to a number of upscale dining establishments featuring Hawaiian Regional and Pacific Rim cuisine. These luxurious beachfront villas consist of 4 separate 3-bedroom units, each approximately 2,000 sq. ft., that could be rented either as a 12-bedroom complex or 4 individual villas. This property is perfect to accommodate a wedding group, family reunion or just a large group.
  • Two Level Luxurious Kihei

    Kihei: Fourplex
    • 3 BDR
    • 4 BA
    • Sleeps 7
    • #201641
    avg $931 USD/night Credit Card
    Located ocean side in Kihei, this is a townhouse style villa of a fourplex. This Kihei villa has its own private entry, as well as 2 master suites, full kitchen/dining area, a separate laundry room, air conditioning, hardwood/travertine/tile flooring, and a large balcony with a bi-folding glass door system to integrate the lanai with the inside rooms.. Granite counter-tops, Sub-zero fridge, tile lanai, hardwood and tile flooring, front loading washer/dryer; quality appliances and furnishings. If shopping is high on your list, there are no fewer than ten shopping malls of varying sizes, including The Shops at Wailea. The town has a wide selection of restaurants from fast food and moderately priced chains to a number of upscale dining establishments featuring Hawaiian Regional and Pacific Rim cuisine. The fun doesn't stop with the setting sun. Kihei's nightlife includes dance clubs, karaoke spots and several sports bars. These luxurious beachfront villas consist of 4 separate 3-bedroom units, each approximately 2,000 sq. ft., that could be rented either as a 12-bedroom complex or 4 individual villas. Perfect for weddings, family reunions or just a large vacation group.
  • Maui Oceanside Vacation

    Kihei: Fourplex
    • 3 BDR
    • 3 BA
    • Sleeps 7
    • #201606
    avg $1,060 USD/night Credit Card
    Located ocean side in Kihei, this is the lower level of a fourplex. This property's "twin" is located directly above it, and is ID 201532. This Kihei villa has its own private entry, as well as 2 master suites, full kitchen/dining area, a separate laundry room, air conditioning, hardwood/travertine/tile flooring, and a large balcony with a bi-folding glass door system to integrate the lanai with the inside rooms. Granite counter-tops, Sub-zero fridge, tile lanai, hardwood and tile flooring, front loading washer/dryer; quality appliances and furnishings. A wonderful feature of this seaside town is its views of Kaho'olawe, Molokini, Lana'i and West Maui. From this vantage point, the West Maui Mountains appear to be a separate island, a mysterious Shangri La in the distance. If shopping is high on your list, there are no fewer than ten shopping malls of varying sizes. The town has a wide selection of restaurants from fast food and moderately priced chains to a number of upscale dining establishments featuring Hawaiian Regional and Pacific Rim cuisine. Kihei's nightlife includes dance clubs, karaoke spots and several sports bars. These luxurious beachfront villas consist of 4 separate 3-bedroom units, each approximately 2,000 sq. ft., that could be rented either as a 12-bedroom complex or 4 individual villas. It is perfect for weddings, family reunions and large vacation groups.
  • Experience this Luxury

    Kihei: Fourplex
    • 3 BDR
    • 3 BA
    • Sleeps 7
    • #201532
    avg $1,060 USD/night Credit Card
    This portion of this luxurious fourplex villa is located on the upper level of the oceanside of the villa. It has its own private entry, as well as 2 master suites, full kitchen/dining area, a separate laundry room, air conditioning, hardwood/travertine/tile flooring, and a large balcony with a bi-folding glass door system to integrate the lanai with the inside rooms. This property's "twin" is located directly below, on the groundlevel, and is ID 201606. Granite countertops, Sub-zero fridge, tile lanai, hardwood and tile flooring, front loading washer/dryer; quality appliances and furnishings. A wonderful feature of this seaside town is its views of Kaho'olawe, Molokini, Lana'i and West Maui. From this vantage point, the West Maui Mountains appear to be a separate island, a mysterious Shangri La in the distance. If shopping is high on your list, there are no fewer than ten shopping malls of varying sizes, including The Shops at Wailea. The town has a wide selection of restaurants from fast food and moderately priced chains to a number of upscale dining establishments featuring Hawaiian Regional and Pacific Rim cuisine. Kihei's nightlife includes dance clubs, karaoke spots and several sports bars. These luxurious beachfront villas consist of 4 separate 3-bedroom units, each approximately 2,000 sq. ft., that could be rented either as a 12-bedroom complex or 4 individual villas. Perfect for weddings, family reunions or large vacation group.

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