borderkihei/wailea Vacation Rentals

Kihei and Wailea Vacation Rentals

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If you’re planning a family vacation or you’re traveling with a large group to Maui, a vacation rental in Kihei or Wailea can be the perfect solution. Located in South Maui, the peaceful resort areas of Kihei and Wailea are close to many popular attractions including Makena Beach State Park, Wailea Beach, and some great Maui golf courses. Plus, a furnished vacation rental with a kitchen will allow you to feel at home here in paradise. Find Kihei and Wailea vacation rental options below:


  • (888) 943-0085


    001Maui.com

    Luxurious Maui Hawaii vacation condo rental by owner, located on one of the most famous beaches in South Maui. Link to Discount Hawaii Car Rental Maui, Kauai, Oahu Honolulu and Waikiki, Big Island Kona and Hilo. Jeep Wranglers, SUV, vans and convertible.
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  • (650) 854-9600
    3800 Wailea Alanui
    Wailea, HI 96753
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    Aloha Baby Grand at Wailea Beach Villas

    Luxurious Aloha Grand at Wailea Beach Villas ON Wailea Beach, footsteps from The Shops of Wailea & Grand Wailea Resort Hotel & Spa. Combining the best of hotel & condo for Family or Golf Vacations, Weddings, or Honeymoons. Full Ocean Views, Spacious, Exquisite Furnishings with Baby Grand and current technology.
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  • (808) 856-2020
    146 Hoolei Circle
    Wailea, HI 96753
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    Ho'olei at Grand Wailea

    Located adjacent to the Grand Wailea Resort Hotel & Spa on Maui's southern shore, the Ho’olei at Grand Wailea consists of two-story luxury town homes in a private world of luxury. The Ho'olei boasts finely appointed interiors, modern kitchens, private elevators, attached garages, and exclusive services.
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  • 35 Walaka St
    Kihei, HI 96753
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    Kihei Vacation Condo

    Enjoy a truly rewarding & eco-friendly vacation experience at an affordable rate at our Kihei vacation condo in the heart of Kihei Maui. Solar hot water, Reverse osmosis filtration system, Organic cotton towels & linens, HD TV, Free Internet & calls.
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  • (808) 874-0001
    161 Wailea Ike Place
    Wailea, HI 96753
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    Maui Rental Group

    Luxury vacation rental manager in the resorts of Wailea, Makena, Kihei, and Kapalua on Maui. Featuring Condo and Home rentals at Wailea Ekahi, Ho'olei, Wailea Elua, Wailea Grand Champions, Makena Surf, Maui Kamaole and Kapalua Bay Villas. Maui Rental Group is a full service real estate brokerage.
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  • (808) 264-4715
    155 Wailea Ike St.
    Wailea, HI 96753
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    Maui Snow Vacation Rentals

    Maui Snow Vacation Rentals- Rent our vacation properties Owner Direct: -2 Master Suites (sleeps 6) at the fabulous Grand Champion Villas. -2 Bedroom (sleeps 4) Condo located across the street from world class Keawakapu beach.
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  • 2619 South Kihei Road, Unit A206
    Kihei, HI 96753
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    1 Cheap Maui Condo

    Owner-direct Kihei Vacation rental. 2 bedroom/2 bath professionally decorated condo; directly across from Kamaole Beach.
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  • (800) 688-7444
    3200 Wailea Alanui Drive
    Kihei, HI 96753
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    Outrigger Palms at Wailea

    Outrigger Palms at Wailea occupies a scenic hillside overlooking Maui’s renowned Wailea Beach Resort. Spacious one- and two-bedroom units feature contemporary furnishings, full kitchen, dining area, washer/dryer and spacious lanai.
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  • (808) 879-2700
    2463 S. Kihei Rd. A-22
    Kihei, HI 96753
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    Rentals Maui Inc.

    Rentals Maui proudly offers over 100 fully equipped condos in Maui for every taste and budget. Each condo can be individually chosen and booked online. We offer great rates and are based in Maui should you need assistance while on island.
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  • (808) 240-1311
    679 South Kihei Road
    Kihei, HI 96753
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    Sunny Maui Condos

    Affordable, spacious, and conveniently located in South Maui just minutes from luxurious Wailea. One and two bedroom condos are directly across from the beach and feature full kitchen, W/D, A/C and free wifi and parking. Private lanai overlooks the pool and whirlpool in this small, quiet complex.
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