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Holiday Rentals near Haleakala Highway (Crater Road)

Rte. 37, Maui, Hawaii
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    Travellers to Maui are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Maui
    LUXURY FOR LESS! Best value in Hoolei Wailea!1 / 24
    (3)Excellent
    6.3 kilometres from Haleakala Highway (Crater Road)
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Maui Ocean View, Ground Floor, Beach House Chic1 / 16
    (1)Excellent
    6.0 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    SPRING SPECIAL $189 a nt 4/24-4/28 5 STAR reviews  GORGEOUS Palms at Wailea Gem1 / 25
    (19)Excellent
    6.6 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Maui Wailea Townhouse, 2BR, 2.5 Ba, air conditioned, sleeps 8, ocean view1 / 15
    (1)Excellent
    5.9 kilometres from Haleakala Highway (Crater Road)
    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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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    Outstanding Luxury Condo for Couples in Paradise - Ocean and Beacfront1 / 74
    (5)Very good
    6.5 kilometres from Haleakala Highway (Crater Road)
    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 22 September 2017
    Good location to many activities and restaurants. Clean and well supplied with anemities. Beach and pool are somewhat difficult to find.
    Reviewed 23 January 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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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    6.0 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • DVD Player
    • Patio
    • Grill
    • Washer
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha Maui vacation planners, Welcome to beautiful Wailea, a Master Planned Community which ensures good community planning and utilizes design guidelines to help preserve Maui's sophisticated island environment. Grand Champions Villas is located in the heart of Wailea and nestled between The...
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    Wailea, Maui
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Beautiful Ocean View 2BR/2Bath1 / 25
    (1)Excellent
    6.4 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Ocean Views
    • Air Conditioning
    • Housekeeping Included
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2016
    This is the perfect place to stay while exploring Maui. The Condo is in a superb landscaped setting and is fully equiped with everything that you are likely to need. If you read...
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    About this property
    Beautifully furnished and well appointed, with gorgeous views and 3 large Lanais. This is a very comfortable 'home away from home' with many special amenities, full kitchen and BBQ. Newly remodeled and next to the Quiet Upper Pool, it is private, quiet and very spacious 1550 sq ft. Surrounded by...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6.0 kilometres from Haleakala Highway (Crater Road)
    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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    SPECIAL$150/nt 5/14-19,5/27-6/4 $200/nt 6/16-22Wailea Ekahi 33A Lux Beach Resort1 / 24
    (14)Excellent
    6.7 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Waterfront
    • Housekeeping Included
    • Mountain Views
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2014
    We loved the condo and the owners are great. We also loved it as a base camp for exploring the island. Very convenient to other resorts and highways. They provide everything you...
    Reviewed 10 September 2013
    Our family of 3 stayed at Maui Rendezvous for 4 nights in August. We had a great time! The condo was clean and spacious. It was well equipped and everything was in good...
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    About this property
    Maui Rendezvous, Wailea Ekahi 33A, is a luxury (beautiful, romantic, and family friendly) 1,100 square-foot 1 bedroom 2 bath condo that sleeps 5. It is in a magnificent, lush tropical paradise resort on spectacular Keawakapu beach. Views are of a tropical garden with partial ocean and mountain...
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    6.4 kilometres from Haleakala Highway (Crater Road)
    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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    Wailea, Maui
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    5.9 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    6.6 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Elua Village #1401 is an exclusive ground floor beachfront property located in the heart of the resort community of Wailea Elua. This relaxing low-density community consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping. Beautiful Ulua Beach,...
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    6.0 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Hot Tub
    • Terrace
    Suitability
    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6.3 kilometres from Haleakala Highway (Crater Road)
    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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    Wailea, Maui
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    6.5 kilometres from Haleakala Highway (Crater Road)
    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...
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    Wailea, Maui
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    6.0 kilometres from Haleakala Highway (Crater Road)
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Washer
    • Hot Tub
    • Parking
    • Internet Access
    • Grill
    • 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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    5.0 kilometres from Haleakala Highway (Crater Road)
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Internet Access
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay with us here in sunny south Maui at our beautiful, lovingly remodeled ocean view home with private pool. There are amazing ocean views from almost all rooms in the house and the wrap around covered deck is perfect for indoor/outdoor style island living. Several beautiful white sand...
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    Wailea, Maui
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    6.6 kilometres from Haleakala Highway (Crater Road)
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Washer
    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tropical paradise is made even more magical with this luxury vacation rental. 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...
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    Wailea, Maui
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    6.0 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Grand Champions Golf Villas is a modern property located between the Wailea Blue Golf Course and the Wailea Tennis Club. This quiet low density development consists of twenty mostly two-story buildings set amongst lush tropical landscaping and is a convenient short walk to the renowned...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    Rainbow Deluxe1 / 20
    (42)Excellent
    5.4 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Internet Access
    • Hot Tub
    • Grill
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 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 2 March 2017
    You won't need to look any further; stay here. The owner has gone through great lengths to ensure a perfect stay. Anything you can think you may need is provided. This...
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    About this property
    Visit www.rainbowdeluxe.com for more info! Rainbow Deluxe is a standout 2 bedroom / 2 bath vacation home conveniently located in Maui Meadows, along the south shore of Maui, Hawaii. This 700 square foot luxury Polynesian pole cottage sits on its own quarter acre, private driveway entrance, ideally...
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    Wailea, Maui
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    WAILEA GRAND CHAMPION, #180^1 / 16
    (13)Very good
    6.0 kilometres from Haleakala Highway (Crater Road)
    3 Bedrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 November 2012
    Since I was the vacation planner for 6 other people beside's myself, I was also charged with finding a suitable place for us to hang our hats at the end of each day. By a stroke...
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    About this property
    A note from the owner: Welcome to Grand Champions #180, our Maui getaway that comes complete with all the comforts and conveniences of home. We invite you to enjoy this 3 bedroom, 2 bath with your family and friends. You'll love the ocean view beyond Wailea's world class Blue Golf Course and the...
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    Wailea, Maui
    Condo/Apartment - 3 Bedrooms, Sleeps 6
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    Spacious and Elegant 2b/2B View Condo1 / 30
    (3)Excellent
    6.5 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Hot Tub
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unit 1507 is a beautifully renovated condo with a gorgeous ocean view. An end unit, located in the complex’s prime, inner courtyard; just a short stroll to the pool - all without climbing steep stairs. Unit 1507 features an impressive outdoor living space, with wrap-around deck, personal BBQ,...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, 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
    5.9 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 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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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    6.5 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6.5 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Mountain Views
    • Patio
    • Hot Tub
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Palms at Wailea condo complex is one of the most elegant developments in the exclusive and breathtaking resort community of Wailea, Maui. Our condo (Unit #1603) was custom remodeled, designed, and decorated as our personal home, hence it is exquisitely upgraded and superior to typical rentals....
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    One-of-a-Kind Maui Getaway1 / 28
    (4)Excellent
    5.0 kilometres from Haleakala Highway (Crater Road)
    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 28 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...
    Reviewed 28 January 2017
    The house is beautiful, located in the best are of Maui, with killer views!!! Every thing in the house is spotless. Its better than a 5 star hotel!!!
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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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    OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA1 / 24
    (33)Excellent
    4.8 kilometres from Haleakala Highway (Crater Road)
    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 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...
    Reviewed 8 January 2018
    This is a lovely cottage (large, modern cottage) on a slope overlooking the ocean.It is a short drive to the ocean at Wailea and great snorkeling and swimming.I can't say...
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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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    Wailea, Maui
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    6.5 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. This 1 bedroom / 2 bath unit offers privacy and comfort with over 1000 square feet of living space plus a large patio with retractable...
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Palms at Wailea Unit #2305  Quiet and Very Private! SUMMER SPECIAL $1691 / 31
    (15)Very good
    6.6 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 December 2016
    The staff were so helpful and even booked our Hana Road excursions for uswe were picked up at bought back no worriesThe pool was great The gardens were beautiful It was a...
    Reviewed 24 November 2013
    I helped my sister and brothers find these condos for our stay in Maui. It was shocking to our entire extended family how large and nice these condos are at the Palms of Wailea...
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    About this property
    We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book 'Maui Revealed' and their website. These properties were chosen because of their superior quality and great rates! The fabulous Keawakapu Beach is just a short 10 minute stroll...
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Beachfront Wailea Ekahi Beauty at NEW LOWEST  PRICES!!!1 / 23
    (14)Very good
    6.4 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2017
    We stayed at the hotel for four nights and than moved for the weekend to a cheaper hotel in Kihei because here prices jumped up. Should have styed in this one and paid extra...
    Reviewed 24 February 2017
    This the second time we have rented this unit in the last 2 years. We have been very satisfied with our experience. Well maintained and good prices. Easy walk or drive to beach...
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    About this property
    Wailea Ekahi is a wonderful beachfront complex. It boasts 4 pools, a great beach side pavilion . It is part of the Wailea Golf association, so you can enjoy a discount at all the famous Wailea golf courses, or join the Wailea tennis club nearby. 43 B is a single-level, ground floor condominium...
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    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Amazing House w/ Pool, Cabana & More Kihei Wailea1 / 13
    (16)Excellent
    5.7 kilometres from Haleakala Highway (Crater Road)
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2017
    Absolutely loved our stay at Maui Meadows Guestbouse. Andrew was a wonderful host and the house had everything we needed. With 4 bedrooms and 4 bathrooms it was perfect for our...
    Reviewed 12 February 2016
    Great house and location! We had a group of 8 Including 6 adults ranging in age from 33-66 & 2 ten year olds Stay 9 nights right after Christmas. It was our 1st time to Hawaii...
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    About this property
    The Maui Meadows Guesthouse Property is newly remodeled and 3/4 mile from (8) premier beaches and features: (4) Bedroom, (5) Bath one story 2700 sq ft house, Proximity to beaches, activities, golf, shopping, restaurants and bars, Air conditioning, Direc TV & DVD player, 60 ' Projector/Screen hooked...
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    Location Information
    Kihei, Maui
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    STOP! LOOK NO FURTHER! Palms at Wailea #1503  Ocean View Best Location!1 / 41
    (1)Excellent
    6.5 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • Internet Access
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 November 2014
    We absolutely loved our stay at the Palms in unit 1503. This 2 bedroom, 2 bathroom suite was perfectly located on the ground floor, with access from the patio to the large...
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    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long white sandy shoreline. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect...
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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Ekahi 36a  1Br 2Ba condo sleeps 4, Fully Renovated1 / 17
    (4)Excellent
    6.5 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2014
    This condo was clean, well-equipped, and a five minute walk from the beach. The grounds were magnificent and even had an orchid garden. There was great snorkeling right off the...
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    About this property
    Total renovation with high end finishes. All amenities: AC, HDTVs, free phone calls to US & Canada, free WIFI, Stainless Steel appliances, granite counters. Located in the upper part of Ekahi Village, an Ocean-Front community located on Keawakapu Beach, Wailea, South Maui. Non-Smoking ground floor...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Grand Champions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates!1 / 33
    (31)Very good
    6.0 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 January 2016
    Stayed here for 1 week with my family and thoroughly enjoyed it. Very spacious - 2 big bedrooms, 2 washrooms, a huge living room and a kitchen stocked full of utensils. Having...
    Reviewed 7 October 2014
    We stayed in unit 48 for 9 nights in mid-September. We were extremely pleased with our stay, and I'm hoping that this post is helpful for others.This unit was in much better...
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    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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    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Palms at Wailea #1102  Probably the best ocean view at the Palms at Wailea!1 / 38
    (1)Very good
    6.5 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Hot Tub
    • Internet Access
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Updated Spacious 3 Bdrm. Wailea Ocean View Condo1 / 22
    (8)Excellent
    6.1 kilometres from Haleakala Highway (Crater Road)
    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 31 October 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...
    Reviewed 28 July 2017
    This is a great condo on the course at the Grand Champion Villas in Waliea, Maui.Everything you may need is at the condo and shops are close by for supplies and things you may...
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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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    Wailea, Maui
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Palms at Wailea #604 2/2 Great for 2 Couples Super Rates1 / 30
    (5)Very good
    6.5 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6.5 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in the casual comfort of this recently renovated 1 bedroom / 2 bath unit. Its interior is spacious and serene, with a touch of Asian tranquility. The sounds of surf beckon you a few blocks away. Follow the path through a tropical garden to the pool, or lounge on the lanai enjoying views of...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Palms at Wailea #1209 1 Bedroom 2 Bath  Sleeps 4.  Great Rates!1 / 28
    (5)Excellent
    6.5 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Air Conditioning
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 Great Rates1 / 41
    (16)Excellent
    6.5 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Palms at Wailea #1101 Great Ocean Views! Large Sun Deck!  2/2 Great Rates!1 / 42
    (26)Very good
    6.5 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Palms at Wailea #1501 Ocean View Inner Court Ground Floor 1Bd 1Ba Sleeps 41 / 23
    (15)Very good
    6.5 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2015
    Great location in complex, but unit is 25 years old and has not been updated. Needs major work and a good cleaning. Will not stay in this unit again and I recommend you don't...
    Reviewed 18 April 2015
    i wish I read the reviews as the 2012 reviews are the same as mine 3 YEARS LATER. The unit is filthy. Old gross carpet, dirty in the corners, carpet in bathroom, bathroom matts...
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    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long white sandy shoreline. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Palms at Wailea #20021 / 22
    (5)Very good
    6.5 kilometres from Haleakala Highway (Crater Road)
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Terrace
    • Grill
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 2017
    Great location in Wailea, however next to busy road. Spacious for large group; 3 bedrooms & 3 bathrooms. This condo is in need of a few updates; new mattresses, bedding, tap...
    Reviewed 14 February 2015
    Spacious condo located close to one of the smaller beaches. Pleasant but somewhat dated. The upkeep of smaller details could be improved/made to function.Could do with a solid...
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    About this property
    A rare find! This 3 bedroom 3 bath multi level condominium apartment is like a private home! From the entry you can step up to the open living area with a ocean view lanai. The spacious living area can easily accommodate a family get together with the entertainment area and comfortable dining...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    6.5 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    QUIET PRIVACY IN PARADISE This is a luxurious one-bedroom two-bath ground floor villa tucked away in a private and quiet corner in one of the nicest locations in the property. Often the only sound you will hear is the waves crashing on the nearby beaches. The Palms at Wailea is one of the upscale...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Palms at Wailea 2303 Ground Floor 2bd 2ba Sleeps 6 Great Rates!1 / 33
    (17)Very good
    6.6 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book 'Maui Revealed' and their website. These properties were chosen because of their superior quality and great rates! The fabulous Keawakapu Beach is just a short 10 minute stroll...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6.0 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Wailea Ekolu Village on beautiful Maui, Hawaii. Ekolu Village is located on the southern end of the Island offering endless sandy beaches, peaceful surroundings, short walks to the beaches, excellent restaurants, your choice of 2 swimming pools, The Shops of Wailea, world-renowned golf...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming Private Studio!  From $1151 / 18
    (12)Very good
    6.0 kilometres from Haleakala Highway (Crater Road)
    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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    Wailea Ekolu #407 Completely Remodeled with Panoramic Ocean Views. Sleeps 21 / 36
    (1)Very good
    6.0 kilometres from Haleakala Highway (Crater Road)
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekolu Unit 407 is a fabulous ocean view 1 bedroom 2 bath condo with a fully equipped kitchen, granite countertops, and GE Profile appliances. There are panoramic ocean views from the living room, kitchen and the master bedroom. The condo is completely air conditioned with units that are...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Palms at Wailea 1902 Garden View 2Bd 2Ba Sleeps 61 / 27
    (19)Very good
    6.5 kilometres from Haleakala Highway (Crater Road)
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2015
    We rented this 2-bedroom unit over spring break. We have 3 elementary school-aged children. ROOMSMaster: Very large and comfortable. Nice big window overlooking lawn...
    Reviewed 23 March 2014
    We are just finishing up our stay at the Palms 1902. We thought the layout was great although the wall of shutters for the second bedroom doesn't do a lot for noise level in the...
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    About this property
    Enjoy your stay in paradise at The Palms at Wailea, a gorgeous property with lush, tropical landscaping and expansive lawn areas. The complex is conveniently located within short walking distance of popular restaurants, shops, and a spectacular beach. Play in the sand and surf at Keawakapu Beach,...
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    Location Information
    Wailea, Maui
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kula Jasmine Studio1 / 50
    (1)Excellent
    5.0 kilometres from Haleakala Highway (Crater Road)
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Secure Parking
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kula Jasmine, with its million dollar view overlooking Maui, has been the home and art studio of world-renowned artist Curtis Wilson Cost since 1984. The home is secluded on 5 acres of pastoral land yet close to all that Maui has to offer. Located at 3,300 ft. on the slopes of Haleakala it has been...
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    Location Information
    Kula, Maui
    Condo/Apartment - 1 Bathroom, Sleeps 2
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