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Kihei Villas

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    Travellers to Kihei are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    44 Matching Rentals in KiheiView all 1,183 rentals
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Wailea Inn Villa1 / 53
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    14 Bedrooms, 13 Bathrooms, Sleeps 32 Quick View
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. This Wailea beach penthouse villa is perfect for a couples retreat, small family vacation, or romantic honeymoon. With two-bedrooms, walking access to the...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. With a spectacular ocean view and easy walking access to Wailea Beach, Destination Residences Hawai’i’s luxurious penthouse is the vacation home of your...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. At this luxurious penthouse, the ocean views are spectacular, and the beach is just a short walk from home. Located in Destination Residences Hawai’i, this...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Located in the gorgeous Wailea Beach Residence, this luxurious two-bedroom apartment is the perfect home base for your next amazing Luxury Retreat. Have fun in...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Located within Maui’s prestigious Wailea Beach Community, this luxuriously outfitted two-bedroom apartment is perfect for a small family vacation, or a...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    • Mountain Views
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    • Waterfront
    • Private Outdoor Pool (Heated)
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    About this property
    This home defines the best of Maui with direct access to a sandy, swimming beach on one side and a lava rock beach on the other side. This unique beachfront estate is perfectly situated for both privacy and beach access to south Maui's Polo Beach and is within walking distance to Maui's best...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. This two-bedroom penthouse is located within Wailea Beach Villas on thw estern shore of Maui, part of a constellation of world-class resort communities owned...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beachfront - Hibiscus Suite, Dolphins Point Maui1 / 15
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Reviewed 12 December 2017
    We have stayed at Dolphins Point several times over the years, and we have never been disappointed! Our numbers have varied from just the two of us to several members of our...
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    About this property
    From your private lanai to your toes in the sand - less than 50 paces! Our property is in the Kihei / Wailea area on Maui's sunny south shore and is direct beachfront on Kamaole I (aka Charley Young) Beach. Here you'll find year round postcard sunsets and can winter whale watch right from the...
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    Kihei, Maui 96753
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Smoking allowed
    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Discover one of Hawaii’s best-kept secrets from this top floor residence at Makena Surf Resort. Surrounded by lush, tropical greenery, enjoy some of Maui’s...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Wake up to spot sea turtles and snorkel boats and end the day with sunsets over the Pacific at Makena Surf F208. This oceanfront Maui vacation rental puts the...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Revel in expansive ocean views, warm sea breezes and a 5-minute walk to the beach at Wailea Beach Villa PH403. This luxury penthouse residence is also close to...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Make the most of your Maui vacation at Makena’s balmy two-bedroom oceanfront-apartment, just a short stroll from Paipu Beach. You’ll love the open-air layout,...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. From ocean views from a wraparound lanai to one of Maui's best beaches just minutes away, Wailea Beach Residence F202 has everything you need in a Hawaii...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Just a short walk from the gorgeous white sand and crystal clear waters of Wailea Beach, this luxurious two-bedroom resides in one of Maui’s most prestigious...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
    • Hot Tub
    • DVD Player
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-5280-01 Modern Maui I404 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the U.S....
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
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    Pet friendly
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. With Paipu Beach downstairs and an incredible ocean view from your living room and terrace, you won’t have any trouble finding the perfect spot to soak up the...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Hot Tub
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    Pet friendly
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    Smoking allowed
    About this property
    Come enjoy the pleasure of a private Maui vacation villa while getting the personal service of a five-star hotel at Wailea Beach Villas – Penthouse vacation home. Offering high-end private living, you will have the Hawaiian getaway of a lifetime! Become enchanted by over 10 acres of lush  grounds,...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. This beautiful, two-bedroom suite is located within Polo Beach Club, a residential resort on Polo Beach along the west shore of Maui. Managed by Destination...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Just minutes away from the gorgeous sandy shores of Wailea Beach, this three-bedroom open-concept luxury villa is perfect for your next amazing beach or golf...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Making the most of Maui’s gorgeous weather and balmy beach environment is easy in Wailea’s open-air beach residence. Just a short walk from the villa and...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. When Paipu Beach and all of the Destination Residences Hawai’i’s luxurious amenities are just steps outside your door, life is easy. From this open-air...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Find a designer haven just minutes from one of Maui's best beaches at Wailea Beach Residence F201. Pairing Hawaiian art and traditional furnishings with Asian...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Situated within the Wailea Beach Resort, this bright and cheerful three-bedroom apartment is the perfect home base for an unforgettable Hawaiian, family...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. The Hawaiian islands and the blue expanse of the Pacific are spread out before you at Wailea Beach Villa PH512. This top-floor Maui vacation rental looks out...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Find a secluded oceanfront retreat just minutes from popular beaches and the attractions of Wailea at Makena Surf F106. Part of a luxury community on...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Sunset views, a location close to the beach and newly redecorated interiors are the perfect mix at Wailea Beach Villa PH502. This luxury penthouse residence is...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-9392-02 County of Maui Short-Term Rental License #Hotel-Zoned Resort Amore Aloha Villa 813 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Just steps from the beach, this breezy open-concept three-bedroom celebrates Hawaii’s gorgeous natural environment in luxurious fashion. With its wrap-around...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    About this property
    This superb Wailea Beach villa is a short walk from the resort's beach and pools and offers 2,300 square feet of beautifully furnished living space. Two ample king suites and outstanding amenities for cooking and entertainment form an ideal haven for two couples, while additional bedding can...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Located on the sandy shores of Wailea Beach, the Destination Residences Hawai’i estate has everything you could hope for in a beachfront luxury resort. This...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the white sands of Kamaole I Beach in Kihei/Wailea on the sunny side of Maui. Enjoy spectacular sunsets, winter whale watching from the lanai, or just basking in the sun. From your lanai to the sand is less than 50 paces. The Ginger Suite at Dolphins Point Maui is a beachfront, ground...
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    Kihei, Maui 96753
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. With quick and easy walking access to the beach and an amazing ocean view from the living room couch, Wailea Beach Residence has everything you need to enjoy...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. This superb, three-bedroom suite is located within the world-renowned Andaz Maui at Wailea, one of the finest destinations on the island's sunset coast. Just...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. With a gorgeous corner vista looking over the tops of palm trees and on to the turquoise ocean, this breezy three-bedroom offers the best of luxurious island...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Just minutes from Wailea’s shopping mall, golf course, and gorgeous beachfront, this luxurious ground-floor villa’s three-bedrooms are perfect for a family...
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    Location Information
    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Washer
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    p class='rtejustify'>Ohana Hale is a charming two bedroom, two bath ground floor suite. Each bedroom has one full bathroom and its own private entrance to the pool. Each bedroom has your choice of a King bed or 2 Twin beds.  They also include two beach towels and each bathroom has two bath towels,...
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    Location Information
    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lele Penthouse, located at the top of our grand staircase at the second level is this a luxurious penthouse with 4 bedrooms and 2 loft sleeping areas. Four bedrooms on the main floor, and two of these have your choice of King beds or 2 Twins. The Master bedroom has a Queen bed. The fourth room has...
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    Location Information
    Kihei, Maui 96753
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Balcony
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Located in the Destination Residences Hawai’i resort complex on Wailea Beach, this two-bedroom penthouse’s most prized possession is its panoramic view of the...
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    Location Information
    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-9392-01 County of Maui Short-Term Rental License #Hotel-Zoned Resort SeaSpirit Villa 811 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April...
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    Location Information
    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Ocean Views
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    p class='rtejustify'>Lele Hideaway is a 3 bedroom, 3 bath condominium suite that sleeps up to 6 people, and is part of the Wailea Inn villa. This luxury villa is a gated tropical oasis only 50 steps away from beaches, snorkeling and surfing. Enjoy the conveniences of shopping, restaurants,...
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    Location Information
    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    p class='rtejustify'>Poolside Bungalow is a three bedroom, 3 bath two-level suite. Two bedrooms each have a full bathroom and are located on the ground floor. The third bedroom and bath is located below ground level, down a spiral staircase from the living room. The large 350 square foot third...
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    Location Information
    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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