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Vacation Rentals near Kai Kanani Sailing Charters

5400 Makena Alanui, Kihei, Maui, Hawaii 96753-8435
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    Travelers to Kihei are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 100 Rentals in Kihei
    Grand Champion - 3b/2b Resort Condo - A Perfect Family Getaway!1 / 25
    (1)Excellent
    0.3 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Rainbow Deluxe Cottage - Simply Wonderful!1 / 44
    (6)Excellent
    0.3 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    0.4 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    0.3 miles from Kai Kanani Sailing Charters
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book with confidence, this gorgeous, newly remodeled, 4 bedroom, 2 bathroom home that has beautiful ocean views, a stunning resort style backyard with a sand bottom pool with a waterfall, hot tub, tikki torches, and tropical landscaping. This home is managed by PMI Maui, a local Real Estate...
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    Kihei, Maui
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.2 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmosphere as the buildings are spread out across the lush tropical foliage. Wailea Ekolu has two lovely pool areas as well as a large pavilion area for...
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    Kihei, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.5 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    New Inventory!!! This beautifully decorated 3 bedroom condo is located in the heart of Kihei. This condo features a cozy and elegant living for your home away from home. Master bedroom has a king size bed, a king in the 2nd bedroom and 2 twins in the the 3rd bedroom. Condo has a fully equipped...
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    Kihei, Maui
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.3 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Located in the quietest corner of Grand Champions Villas, this 3-bedroom condo backs to the 8th hole of the golf course at the base of Haleakala, the dormant volcano meaning 'house of the sun'. The views from the lanai and sense of peace and privacy are extraordinary. Tropical flowers and Maui's...
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    Kihei, Maui
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.6 miles from Kai Kanani Sailing Charters
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    This is the perfect one bedroom getaway. With a fantastic ocean view from the lanai, watching the sunset is an experience not to be missed. Keawakapu Beach is a short walk down the beautifully landscaped greenbelt with no streets to cross. And Wailea is a golfers' paradise, boasting some of the...
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    Kihei, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    0.4 miles from Kai Kanani Sailing Charters
    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
    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, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.7 miles from Kai Kanani Sailing Charters
    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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    0.3 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Situated in an exclusive gated enclave, this 3BR/2BA condo boasts $******* of recent upgrades. Enjoy a prime location, just seven minutes from some of the island’s best beaches. Spend days snorkeling the clear waters, or simply relaxing with a good book and working on your tan....
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    Kihei, Maui
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    I HAVE up to TWO WEEKS AVAILABLE IN TWO WEEKS IN 2017 TO RENT IN KIHEI (MAUI) HAWAII Book one or both weeks. AT THE MAUI SCHOONER RESORT MARCH 18-25, 2017 MARCH 25-APRIL 1 2017 SWIMMING POOL, HOT TUB, TENNIS COURT, PUTTING GREEN ON SITE. FULL KITCHEN-LARGE & SMALL APPLIANCES. BEACH CHAIRS,...
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    Kihei, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.4 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Hot Tub
    • Grill
    • Air Conditioning
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    • 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, 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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    0.3 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekolu is a beautiful 148-unit condominium development nestled in the heart of Wailea on the Wailea Golf Course and across the street from the Wailea Tennis Club. Like to golf, play tennis, shop, dine or spend the day at the beach? It is the perfect location for everyone! With Mokapu and...
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    Kihei, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.3 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just minutes from Ulua Beach, Keawakapu Beach, and Wailea Blue Golf Course, Grand Champion Villa 29 is perfectly situated for your ideal Hawaii getaway! Find a variety of upscale shopping, fine dining, and plenty of activities for the whole group in the vicinity while enjoying the privacy...
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    Kihei, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.6 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    About this property
    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.3 miles from Kai Kanani Sailing Charters
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just minutes from Ulua Beach, Keawakapu Beach, and Wailea Blue Golf Course, Grand Champion Villa 29 is perfectly situated for your ideal Hawaii getaway! Find a variety of upscale shopping, fine dining, and plenty of activities for the whole group in the vicinity while enjoying the privacy...
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    Kihei, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.6 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Private Outdoor Pool (Heated)
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    • Waterfront
    • Air Conditioning
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    100 YARDS FROM THE BEST BEACHES IN MAUI Our three bedroom home has a great ocean views, excellent amenities and a spectacular pool. *** Please be sure to click on the right to 'Send a Message' and check for available dates prior to booking.*** (We also have a 4 bedroom home as well just in case...
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    Kihei, Maui
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    0.7 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
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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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    0.4 miles from Kai Kanani Sailing Charters
    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
    Suitability
    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, 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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    0.2 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just minutes from Ulua Beach, Keawakapu Beach, and Wailea Blue Golf Course, Grand Champion Villa 29 is perfectly situated for your ideal Hawaii getaway! Find a variety of upscale shopping, fine dining, and plenty of activities for the whole group in the vicinity while enjoying the privacy...
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    Kihei, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.3 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua Beaches are just a 10 minute stroll down the hill from...
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    Kihei, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.2 miles from Kai Kanani Sailing Charters
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmosphere as the buildings are spread out across the lush tropical foliage. Wailea Ekolu has two lovely pool areas as well as a large pavilion area for...
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    Kihei, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Elua Lani 803 + Concierge Services1 / 34
    (1)Excellent
    0.6 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    • Balcony
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    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    I can’t say enough about our time at Elua Lani 803, it is the best condo we’ve stayed at in the complex. Newly renovated with some of the best finishes I’ve seen. While you...
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    About this property
    Stay in style for your next luxury vacation at Elua Lani 803. Located in a gated beachfront community, Wailea Elua Village, on Ulua Beach and only a short walk from restaurants and shopping, Elua Lani is in the ideal spot for an escape. This luxurious 1,609 square foot condo has 3 bedrooms, 2 baths...
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    Kihei, Maui
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.2 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Wailea Ekolu resides on the Wailea Blue Golf Course offering panoramic views of the Pacific Ocean. This 2 bedroom and 2 bathroom unit is spacious and can house up to 4 guests - perfect for a family or group of friends. Wailea Ekolu is a quiet, low-density village consisting of eighteen two-story...
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    Kihei, Maui
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.6 miles from Kai Kanani Sailing Charters
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to my sunny South Maui Paradise! Wailea Ekahi #45-F is a second-floor condo has fantastic ocean and garden views and is the perfect spot for a romantic getaway or family vacation. Keawakapu Beach is just a short walk away through beautifully manicured tropical gardens, fantastic snorkeling...
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    Kihei, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.3 miles from Kai Kanani Sailing Charters
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the 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...
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    Kihei, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    0.3 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Washer
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the 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...
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    Location Information
    Kihei, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.3 miles from Kai Kanani Sailing Charters
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua Beaches are just a 10 minute stroll down the hill from...
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    Location Information
    Kihei, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    0.3 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Hot Tub
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The ground floor unit features easy access and a reserved parking space in front of the unit, as well as use of convenient guest parking. It features two large bedrooms with comfortable King sized beds, a living room, two large futons, a full kitchen, dining area and a second kitchenette, two full...
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    Kihei, Maui
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.6 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
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    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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    Kihei, Maui
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.3 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Washer
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    • Grill
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan the ultimate getaway to Hawaii when you book this remodeled 2-bedroom, 2-bathroom condo that comfortably sleeps 6 in the beautiful Wailea area of Kihei. Situated in the Grand Champions Condo Complex, this second-floor condo features stunning ocean views and two luxurious Master Suites, perfect...
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    Location Information
    Kihei, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Outstanding Luxury Condo for Couples in Paradise - Ocean and Beacfront1 / 74
    (5)Very good
    0.7 miles from Kai Kanani Sailing Charters
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Waterfront
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 22, 2017
    Good location to many activities and restaurants. Clean and well supplied with anemities. Beach and pool are somewhat difficult to find.
    Reviewed January 22, 2017
    This condo was great for location and proximity to good walking in Wailea. The pool and beach area was amazing. The Barbecue facilities were at the opposite side of the...
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    About this property
    We are pleased to offer our new 1 bedroom,1 bath upper level condo for rental. It has been redecorated throughout, is newly furnished and equipped to high standards, is very comfortable and located in well maintained lush Ekahi Village. The condo is close to the best of everything we enjoy, 3+...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Maui Wailea Townhouse, 2BR, 2.5 Ba, air conditioned, sleeps 8, ocean view1 / 15
    (1)Excellent
    0.2 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Reviewed March 29, 2015
    We were very pleased with our stay. Condo fully stocked. Beautiful views. Convenient location. Comfortable and roomy. Would stay here again.
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    About this property
    Our spacious Wailea Ekolu Condominium is fully appointed and includes phone, radio, CD/DVD player, cable TV, and WiFi Internet connection. Three flat screen TVs have been installed. Personal touches for your enjoyment and convenience. This unit is a 2,000-square-foot townhouse, occupying both the...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    0.2 miles from Kai Kanani Sailing Charters
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FREE HIGH SPEED WIRELESS INTERNET AND UNLIMITED PHONE CALLS TO US MAINLAND AND CANADA!! Experience island life in our luxurious, spacious, one-bedroom Condo at Wailea Grand Champion Villas. Steve and Tamara are intent on providing you with the ultimate vacation rental experience - clean,...
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    LUXURY FOR LESS! Best value in Hoolei Wailea!1 / 24
    (3)Excellent
    0.6 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Grill
    • DVD Player
    • Sauna
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 21, 2017
    Highly recommend . Beautiful house , it's a good place for a few family to stay , if you like to save money,and cook is the one you should rent
    Reviewed June 21, 2017
    This villa in Ho'olei was beautiful--wonderful location with easy access to restaurants, shopping, and of course, the beach! The pool was relaxing, not crowded at all. Some of...
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    About this property
    TAKE ADVANTAGE OF THE BEST DEAL IN HOOLEI. SPECIAL CANCELLATION RATE IS FOR MINIMUM 7 NIGHT BOOKING DURING 5/7-17/2016. Check availability and BOOK before its gone! Newly built state-of-the-art luxury townhome. Beautiful three bedroom, three and one-half baths, 3363 square foot villa with large...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Beautiful Modern Wailea!  From $1501 / 25
    (11)Excellent
    0.3 miles from Kai Kanani Sailing Charters
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 4, 2017
    It was very nice staying at a condo, where you could walk to the beach, do slides, do yoga, and see turtles, what an enjoysble week!
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    About this property
    FREE HIGH SPEED WIRELESS INTERNET AND UNLIMITED PHONE CALLS TO US MAINLAND AND CANADA!! Experience island life in our luxury, spacious, one bedroom. This rental is offered to you directly from a local couple intent on providing you with the ultimate vacation rental experience - clean,...
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.6 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come relax and enjoy the good life at our spectacular ocean-view luxury villa, located directly across from the Grand Wailea Hotel & Spa on the beautiful island of Maui. Situated on the third row at Ho'olei, this beautiful two-story villa boasts dramatic Pacific Ocean views from both upper and...
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    Wailea, Maui
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Charming Private Studio!  From $1151 / 18
    (12)Very good
    0.3 miles from Kai Kanani Sailing Charters
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Hot Tub
    • Washer
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 7, 2016
    Steve and Tamara's studio was just what I was looking for. A gated community central to everything in Wailea area. Nicely appointed studio, includes washer/dryer on lanai. Large...
    Reviewed August 30, 2015
    This spacious studio was perfect for my needs. it was super comfortable and very very clean and there were little touches of extras like the chips and Karens bread in the...
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    About this property
    FREE HIGH SPEED WIRELESS INTERNET AND UNLIMITED PHONE CALLS TO US MAINLAND AND CANADA!! NEWLY RENOVATED BATHROOM Enjoy sunny South Maui in one of our lovely and affordable Wailea studio units at the award-winning Wailea Grand Champions Villas. Both studios have been upgraded. Unit #22A has dark...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    0.7 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Hot Tub
    • Sauna
    • Ocean Views
    • Mountain Views
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come relax and enjoy your stay at our spectacular ocean-view luxury villa, located directly across from the Grand Wailea Hotel & Spa on the beautiful island of Maui. Situated on the third row at Ho'olei, this beautiful two-story villa boasts dramatic Pacific Ocean views from both upper and lower...
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    Location Information
    Wailea, Maui
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Wailea Ocean View, 2Bed, 2Bath Beautiful Update1 / 25
    (6)Excellent
    0.3 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Children's Pool
    • Balcony
    • Hot Tub
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 7, 2017
    This villa was in a very nice condo development (Grand Champions), only minutes away from several of the best beaches on Maui, as well as convenient to shopping and dining. The...
    Reviewed May 23, 2017
    The condo was very nice - not the most luxurious I've ever stayed in but very good. Pics were accurate. Well stocked dishes/utensils/cookware. 4 nice beach chairs/ large beach...
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    About this property
    Live luxuriously while on vacation! Beautiful Hawaiian art, travertine floors, granite countertops, tall bath vanities, and elegant new furniture make this condo a place of comfort and serenity. The two bedrooms are private, each with an en suite bathroom. The master bedroom offers a California...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sweeping Ocean Views; Private High End Condo!1 / 22
    (1)Excellent
    0.5 miles from Kai Kanani Sailing Charters
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Ocean Views
    • Patio
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 18, 2017
    We LOVE Maui and while we've only stayed in West Maui, this was the first time we stayed in South Maui and this is definitely a Wailea...wow! So many beaches to choose and only...
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    About this property
    Unit: Wailea Ekolu 507 | Maui Guidebook Summary Sweeping ocean and breathtaking neighbor island views from the living, dining, kitchen, bedroom and both lanais. Private ground floor corner location. Minutes from the very best beaches in Maui. Minutes from both luxury and down to earth shopping and...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    One-of-a-Kind Maui Getaway1 / 28
    (5)Excellent
    0.4 miles from Kai Kanani Sailing Charters
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Mountain Views
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 10, 2018
    As many have said, the Butterfly House is a stunning getaway! The home provided lots of room for my wife, our three kids and their mates, to have privacy. but was also perfect...
    Reviewed March 27, 2017
    Our family booked this home after much time searching various websites for something that would fit our needs. We were a group of 4 adult couples and one toddler looking for...
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    About this property
    This One-of-a-Kind Maui Getaway is just the vacation destination you have been dreaming of! Owner and architect Kyron Brimmer, 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...
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    Wailea, Maui
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA1 / 24
    (34)Excellent
    0.5 miles from Kai Kanani Sailing Charters
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Washer
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This was by far the best and most comfortable accommodations we've ever stayed at on Maui over multiple prior vacations. The bungalow is a perfect size for a couple to use, and...
    Reviewed March 7, 2018
    Perfect cottage for two to enjoy Maui away from the crowds. Close to all the beaches to get a morning run or snorkel in. well kept clean cottage with all the amenities. Both...
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    About this property
    This is a designer upgraded one bedroom cottage with stunning ocean views. Designer appointments throughout, including gourmet kitchen with beautiful granite counters and top of the line appliances, designer bath with custom tile work, tropical Asian hardwood furnishings, and tasteful local art and...
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    Location Information
    Wailea, Maui
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    Updated Spacious 3 Bdrm. Wailea Ocean View Condo1 / 22
    (9)Excellent
    0.3 miles from Kai Kanani Sailing Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 28, 2018
    We had a fantastic 2 weeks at the condo. The place is reasonably quiet and has everything you need. It is clean, nice and functional. There are a few things that could be...
    Reviewed October 30, 2017
    My husband, 11-year old daughter and I stayed in this condo along with another family with an 11-year old daughter. This unit was clean, spacious and comfortable. The lanai had...
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    About this property
    This ground floor corner villa at Grand Champions Resort features three bedrooms, two baths, a fully equipped gourmet kitchen, and two lanais. Surrounded by the manicured fairways of Wailea's famed Blue Golf Course and the spectacular grounds of the Wailea Tennis Club, this quiet, well-managed...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.3 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 2BR/2BA Condo in Wailea located in the amazing Grand Champions Villas complex. Only a 5 minute walk to the beach, Grand Champions provides a luxurious, relaxed vibe in the beautiful town of Wailea. Close to numerous restaurants, shops and beaches. Relax in the two pools on property or...
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    Location Information
    Wailea, Maui
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wailea Ekolu #406 2 BD 2BA Panoramic Ocean View, Full A/C, Sleeps 41 / 47
    (1)Excellent
    0.3 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 6, 2017
    Clean, beautiful, nightly panoramas of the ocean & sunsets. Ideal. We were sad to leave and can’t wait to get back there. This was magic.
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    About this property
    If you love sitting on a large, comfortable lanai and luxuriating in multi-million dollar views with the most amazing sunsets imaginable, there is no better place for you than Wailea Ekolu 406! This unit offers one of the best views in the entire complex and all of South Maui -- 180-degree...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.7 miles from Kai Kanani Sailing Charters
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Mountain Views
    • Children's Pool
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stop dreaming about it--make your perfect Maui vacation a reality today. Lovingly cared for, very clean. Our one bedroom one bath Unit is ideal for honeymooners and any couple that wants to get away from it all. From this incredible home base with ocean views you can venture out into the tropical...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4.1 / 47
    (3)Excellent
    0.2 miles from Kai Kanani Sailing Charters
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 5, 2018
    We were very happy with our stay in Waliea, at Grand Champions, #151. The condo was very large, for a 1 bedroom, and was very clean! It was great having 2 bathrooms! The...
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    About this property
    THE VILLA LOCATION: Our REMODELED and PROFESSIONALLY DECORATED villa overlooks the gorgeous fairways of the Wailea Blue golf course, our location is known as GOLF FRONT. Watch the putting on the 1st green! We are located in a very private and serene corner of the complex. Looking across the...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    0.2 miles from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua Beaches are just a 10 minute stroll down the hill from...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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