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Kihei Villas

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    Travellers to Kihei are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    41 Matching Rentals in KiheiView all 1,254 rentals
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    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 best views from this beachfront corner unit, located in a building that takes its cues from traditional Hawaiian design. The resort backs onto...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Reviewed 13 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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
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    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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    Beachfront - The Plumeria Suite, Dolphins Point Maui1 / 12
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Reviewed 20 December 2017
    The location can't be beat. Gorgeous beach at your doorstep. You will not be disappointed. Owners are very friendly as well. Located in the heart of Kehei with a ton of things...
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    About this property
    The Plumeria Suite at Dolphins Point Maui is a beachfront, ground floor, 2 bedroom, 2 bath suite, with private lanai - only 50 paces from the sand on beautiful Kamaole I beach. A gated and very private estate setting - only 12 maximum guests at any time on the property. There's nothing quite...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    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 vacation or getaway with friends. You’ll love exploring Hawaii’s amazing coast, and with so many different resorts in the area, there’s plenty...
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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 7 Quick View
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    • Hot Tub
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    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 6 Quick View
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    • Grill
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-5280-01 Modern Maui I404 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor's 2016 Travelers' Choice Awards! Maui island was also voted #1 best island in the U.S. by Conde Nast Traveler's Readers' Choice...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    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 life. Spend your days on the beach or the golf course, and your nights relaxing in a beachfront bar or on your private balcony. At Wailea...
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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
    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 Po’olenalena Beach, this Maui vacation rental affords access to shared amenities along with incredible sunset views. Its two bedrooms are the perfect...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Luxury Villa Steps From The Beach1 / 53
    (7)Very good
    14 Bedrooms, 15 Bathrooms, Sleeps 32 Quick View
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    • DVD Player
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    • Ocean Views
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    Pet friendly
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    Smoking allowed
    Reviewed 2 weeks ago
    We hosted our wedding at Wailea Inn on 5/26/18 and could not be more pleased with our experience. Not only did we host 90 people for a beautiful reception we also had 30 of our...
    Reviewed 28 July 2015
    Stayed for 5 nights with my wife and two teenage sons in the Poolside Bungalow. Everything about the place is first class, the location, the villa and the service. Nothing...
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    About this property
    This luxury villa is a private tropical oasis only 50 yards from beaches, snorkeling and surfing. The perfect location for any family while shopping, restaurants, playground, movies, tennis and skate-park are all within walking distance. Wailea Inn may be booked as a private residence offering...
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    Kihei, Maui 96753
    Holiday Rental House - 14 Bedrooms, 15 Bathrooms, Sleeps 32
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    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, voted #1 best island in the WORLD by TripAdvisor's 2016 Travelers' Choice Awards! Maui island was also voted #1 best...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    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 dreams. In just a couple minutes, you’ll be on the white sand of Wailea Beach, enjoying the crystal clear waters and relaxing atmosphere. If...
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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
    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 shopping, dining, golf and more on Maui’s gorgeous west coast. Three bedrooms make this villa a wonderful choice for a family holiday,...
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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
    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 Residences Hawaii, the resort offers outstanding amenities including a pool, hot tub, and tennis court, while the private villa provides an...
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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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    About this property
    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 steps from Mokapu Beach, the villa features more than 3,200 square feet of indoor and outdoor living space with breathtaking views, while the...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    • DVD Player
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    • Private Outdoor Pool (Heated)
    • Internet Access
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    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, voted #1 best island in the WORLD by TripAdvisor's 2016 Travelers' Choice Awards! Maui island was also voted #1 best...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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 best of the island at your doorstep, from ocean views and beach access to shopping and golf. Two bedrooms make this villa an ideal choice...
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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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    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 accents, this beautifully appointed three-bedroom vacation rental welcomes up to six guests in true island elegance. What's more, it's only...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    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 vacation. With private-elevator access, a spacious great room, and a private lanai just above the tree top, you'll have the space and privacy...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    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 vacation rental. This three-bedroom luxury villa boasts thoughtfully designed indoor and outdoor living spaces that make the most of its gorgeous...
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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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    About this property
    <div class='propertyContent'> Kihei, Maui - Tropical paradise is made even more magical with this luxury apartment villa. With a third-story location that has views of the Pacific and ample entertaining space both indoors and out, we’re certain your Maui vacation will be unforgettable. The open...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    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 by Destinatoin Residences Hawaii. The two-bedroom suite is ideal for a small family or group of friends, with an ample lanai patio, spacious...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    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 two-bedroom penthouse suite features king beds and instant walking access to the white sand and calm water of Wailea Beach. There’s plenty of...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    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 just steps from Wailea Beach and a short drive from other Maui must-sees such as golf and shopping. Its two bedrooms are ideal for a small...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    About this property
    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 sun and enjoy Maui’s gorgeous environment. Palm trees and white sand are the decor at Destination Residences Hawai’i, and on their gorgeous...
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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
    Situated within the Wailea Beach Resort, this bright and cheerful three-bedroom apartment is the perfect home base for an unforgettable Hawaiian, family vacation. Just steps away, you’ll have access to one of Maui’s most prestigious beachfront, Wailea Beach. Its rocky borders are great for...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    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 seaside three-bedroom features two king en-suites and the third bedroom with a pair of twin beds; it’s perfect for a family getaway. On Wailea...
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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
    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 Pacific Ocean and its short walking access to the beach. Try out snorkeling, paddle boarding, or kayaking in Wailea Beach’s crystal clear,...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    About this property
    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 resorts, Destination Residences Hawai’i. With two king beds and a scenic ocean view from the living room, this penthouse is perfect for a...
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    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    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 two-bedroom apartment, you’ll have everything you need to make the most of your relaxing Maui vacation. Perfect for a romantic honeymoon, an...
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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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    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 your next unforgettable Luxury Retreats vacation. Perfect for a small family, couple retreat, or friends on a golf trip, this ocean view...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just steps from the beach, this breezy open-concept three-bedroom celebrates Hawaii’s gorgeous natural environment in luxurious fashion. With its wrap-around lanai and unobstructed floor-to-ceiling opening, fresh ocean air and warm natural sunlight fill the penthouse with ease. When it’s time to...
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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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    Amenities & Details
    • Grill
    • Terrace
    • Washer
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, which invites the beautiful Hawaiian weather to flow freely within Makena’s luxurious walls. Nearby, you’ll have easy access several other...
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    Location Information
    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located within Maui’s prestigious Wailea Beach Community, this luxuriously outfitted two-bedroom apartment is perfect for a small family vacation, or a romantic beach honeymoon. With incredible ocean views from your spacious balcony, you'll instantly fall in love with Maui’s gorgeous coast. For a...
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    Location Information
    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • Wi-Fi
    • Grill
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Wailea beach penthouse villa is perfect for a couples retreat, small family vacation, or romantic honeymoon. With two-bedrooms, walking access to the beach, and plenty of amenities within the Destination Residences Hawai’i estate, you’ll have everything you need for an amazing vacation, just...
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    Location Information
    Kihei, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 the sun on Kihei’s sandy coast. One of Hawaii’s top beach communities, Kihei offers a dynamic range of aquatic activity, from surfing to...
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    Location Information
    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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    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
    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 bedroom has a separate...
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    Location Information
    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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