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Holiday Rentals near Kai Kanani Sailing Charters

5400 Makena Alanui, Kihei, Maui, Hawaii 96753-8435
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    Travellers to Kihei are booking December dates now. Secure your holiday 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
    0.5 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    0.5 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    0.4 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    1.1 kilometres from Kai Kanani Sailing Charters
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
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    Pet friendly
    Kid friendly
    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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    0.7 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Wi-Fi
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious 3 Bedroom 2 bath condo completely renovated and beautifully remodeled. Total living area includes 1383 interior sq ft and 325 sq ft of outdoor covered lanai(s) space. Features include a new expanded granite kitchen, ceramic tile baths with custom bamboo vanities and granite tops, and...
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    Kihei, Maui
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rainbow Deluxe Cottage - Simply Wonderful!1 / 43
    (6)Excellent
    0.6 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Mountain Views
    • Cable/satellite TV
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    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 October 2017
    My husband and I found the Rainbow Deluxe cottage after another booking we had made (with someone else) fell through. It really was a blessing in disguise though, because we...
    Reviewed 22 July 2014
    My wife and i spent one week at the Rainbow Deluxe house, exploring Maui's sights, beaches, and restaurants. We both agree that everything about this property was fantastic...
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    About this property
    Rainbow Deluxe is a standout 2 bedroom / 2 bath vacation home conveniently located in Maui Meadows, along the south shore of Maui, Hawaii. For 42 more TripAdvisor verified reviews and to view the seasonal rates, please visit our website. Rainbowdeluxe. com This 700 square foot luxury Polynesian...
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    Kihei, Maui
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.4 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    • Washer
    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    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 - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.5 kilometres from Kai Kanani Sailing Charters
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.1 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Wi-Fi
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.5 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    • Terrace
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    • Balcony
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Wailea, this top-floor unit will astound you with ocean views, comfort, and an incredible location. Take advantage of two pools, a hot tub, grills, and on-site tennis during the day. In the evening, come back to the condo to enjoy the sunset, cable TV and Netflix streaming,...
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    Kihei, Maui
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.8 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Patio
    • Hot Tub
    • Wi-Fi
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    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    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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    0.5 kilometres 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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    0.3 kilometres 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
    • Cable/satellite TV
    • Air Conditioning
    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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    0.5 kilometres 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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    1.1 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1.0 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
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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
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    0.4 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    0.5 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
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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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    1.1 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.5 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Patio
    • Grill
    • Wi-Fi
    Suitability
    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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    0.8 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Washer
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • DVD Player
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    • Internet Access
    Suitability
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.1 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean In addition the property has two swimming pools with hot tubs. It has an ocean front barbecue/...
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    Kihei, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.5 kilometres from Kai Kanani Sailing Charters
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • 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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    Kihei, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    0.8 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • 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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    Kihei, Maui
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    1.1 kilometres from Kai Kanani Sailing Charters
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
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    • 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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    0.4 kilometres 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
    1.0 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Washer
    • Grill
    • Balcony
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2018
    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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    1.1 kilometres from Kai Kanani Sailing Charters
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean In addition the property has two swimming pools with hot tubs. It has an ocean front barbecue/...
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    Location Information
    Kihei, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1.1 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Elua is the premier ocean front property in Wailea. A gated property situated right on picturesque Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean. In addition, the property has two swimming pools, one with a hot tub....
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    Location Information
    Kihei, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.5 kilometres from Kai Kanani Sailing Charters
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • 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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    0.8 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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, 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
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    0.5 kilometres 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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    0.8 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Kihei, Maui
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.5 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Washer
    • Patio
    • 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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    Wailea Ocean View, 2Bed, 2Bath Beautiful Update1 / 25
    (6)Excellent
    0.5 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Children's Pool
    • Balcony
    • Hot Tub
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 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 23 May 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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    Maui Wailea Townhouse, 2BR, 2.5 Ba, air conditioned, sleeps 8, ocean view1 / 15
    (1)Excellent
    0.4 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 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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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    0.4 kilometres from Kai Kanani Sailing Charters
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    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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    1.0 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 floor plan features tile throughout to keep the...
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    Wailea, Maui
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    0.8 kilometres from Kai Kanani Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea, Maui - A bright and spacious floor plan greets you as you enter this third floor property. With glass walls that vanish to reveal a beautiful covered lanai, the lovely outdoor space merges with the home’s interior to create more room for you and your guests to take advantage of. The open...
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    Location Information
    Wailea, Maui
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Charming Private Studio!  From $1151 / 18
    (12)Very good
    0.5 kilometres 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 8 December 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 30 August 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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    1.0 kilometres 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 Garden
    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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    Location Information
    Wailea, Maui
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Sweeping Ocean Views; Private High End Condo!1 / 22
    (1)Excellent
    0.8 kilometres 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 18 April 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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    Beautiful Modern Wailea!  From $1501 / 25
    (11)Excellent
    0.5 kilometres 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 4 October 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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    Location Information
    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    One-of-a-Kind Maui Getaway1 / 28
    (5)Excellent
    0.7 kilometres 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 10 May 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 27 March 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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    LUXURY FOR LESS! Best value in Hoolei Wailea!1 / 24
    (3)Excellent
    1.0 kilometres 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 22 July 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 21 June 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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    Location Information
    Wailea, Maui
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Updated Spacious 3 Bdrm. Wailea Ocean View Condo1 / 22
    (10)Excellent
    0.5 kilometres 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 4 weeks ago
    Ideal location to visit the fantastic Island of Maui and enjoy the beautiful beaches. The appartement was perfect for five adults and very well equipped. The owners are...
    Reviewed 28 May 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...
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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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    OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA1 / 30
    (34)Excellent
    0.8 kilometres 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 8 July 2018
    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 7 March 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
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    Great Ocean View   Family Friendly GC#421 / 10
    (8)Excellent
    0.5 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Waterfront
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2017
    Well kept condo with nice decor. Kitchen is well equipped. Very close to awesome beaches. Will definitely book again. Location is perfect.
    Reviewed 9 March 2016
    Just spent a delightful week in this condo with my son, daughter in law and 4 month granddaughter. The condo is equipped with a lovely pak n play, a bouncy infant seat and toys...
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    About this property
    Please visit our personal website, to view our guestbook with comments from many of our previous happy guests!!!! We have photographed our guestbook so you can see for yourself how much our past guests have loved our condo. Click on the Guestbook tab of our personal website .Welcome to our home...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Grand Champions #51 is a 2Bd 2Ba is a large condo that sleeps 6. Great Rates!1 / 30
    (14)Very good
    0.5 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2016
    I took my 94 years old mother to Maui for a family wedding, we loved the condo from the minute we entered, it's spacious and clean, the balcony is perfect for having breakfast...
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    About this property
    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from 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
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.1 kilometres from Kai Kanani Sailing Charters
    2 Bedrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping. Beautiful Ulua Beach fronting the property is a...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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