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Wailea Villas

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    Travellers to Wailea are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 198 Rentals in Wailea
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    New Listing Budget Vacation! Kihei Akahi C-6161 / 24
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Maui Rendezvous Wailea Ekahi 33A Luxury Beach Resort, Upgrades, Beach 3 min walk1 / 24
    (14)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    Wailea Ekahi Ocean View 50A1 / 17
    (13)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    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 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Wailea Ehaki 20F - 2min Walk to Beach, Ocean Views1 / 36
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Patio
    • Housekeeping Included
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2016
    Me and my family had a wonderful visit at Ekahi 20F! The view was beautiful and th beach was so close! The condo was amazing and we had so much fun hanging out and using all of...
    Reviewed 18 August 2016
    This condo worked out great for our family of four. I do a lot of research when booking a rental, and I know what I want. So, the best outcome is when the place turns out to be...
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    About this property
    Wailea Ekahi 20F is a 2 bedroom unit featuring panoramic ocean views, a great, quiet location with a short, 2 minute walk to Keawakapu Beach. As new owners, we welcome you to enjoy our condo and all that it has to offer! Wailea Ekahi Village is a premier ocean front condominium community located...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brand new 2 bedroom beach front at the Mana Kai Maui Resort! On Keawakapu beach!1 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 March 2017
    We loved seeing a whale breach in a perfect arch way out of the water at sunset directly out from our balcony! We spent many hours on our balcony eating and enjoying the beach...
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    About this property
    This amazing newly renovated two bedroom condo has breathtaking ocean views, brand-new everything including appliances and top of the line luxury mattresses and bedding! Located on the fifth floor giving you stellar ocean views. The property is oceanfront situated on one of the most beautiful...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wailea Ocean View, 2Bed, 2Bath Beautiful Update1 / 25
    (6)Excellent
    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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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Now Booking April 2018 5 STAR reviews for this Gorgeous Palms at Wailea Gem1 / 25
    (18)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2016
    We loved our stay at Lawrence's condo. The condo is beautifully remodeled and well-equipped. It is located perfectly between the beaches of Wailea and the cute town of Kihei...
    Reviewed 12 December 2015
    1st off I have to say... I can't wait to go back to this space!!! My partner and I stayed In Lawrence's beautiful condo! Tasteful and stylish with its decor, with its...
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    About this property
    Here's is your chance to experience this gorgeous condo at the Palms at Wailea. Newly renovated fully air conditioned, Charcoal grey bamboo floors, Whotel Pillow top Cal king mattress including the WHotel feather bed that makes you feel like your floating. There is also 2 flat screen TV's and the...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Maui Wailea Townhouse, 2BR, 2.5 Ba, air conditioned, sleeps 8, ocean view1 / 15
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    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 96753
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    LUXURY FOR LESS! Best value in Hoolei Wailea!1 / 24
    (3)Excellent
    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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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Family Beach Headquarters: Maui Banyan 2 BR Condo at Beach, Sleeps 4-81 / 14
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Ocean Views
    • Hot Tub
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2017
    This condo was directly across from the beach. Traveling with younger children (3 & 5) this made daily activities very easy because it was a quick walk to the beach where...
    Reviewed 10 November 2016
    There were 7 adults why stayed in this place. It was dated, but clean and lovely! Would stay again!!
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    About this property
    This two-bedroom condo unit was awarded a Certificate of Excellence from TripAdvisor in 2017 for service quality and customer satisfaction. Best for families, such as parents with up to 6 children, for a combination of grandparents, parents and kids, or for two couples vacationing together. If...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Outstanding Luxury Condo for Couples in Paradise - Ocean and Beacfront1 / 74
    (5)Very good
    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 22 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 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sometimes I feel like our guests say it best. Here is one of my recent guest book entries: 'We just enjoyed two weeks of complete relaxation at this wonderful condo unit in the best complex we have stayed at in Maui. The view from the living room and lanai is outstanding, and allowed us to...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ATTENTION BEACHLOVERS: our 2 bedroom – 2 bath condo is just across the street from two of Maui’s best south shore beaches (Charley Young and Kamaole 1). Charley Young beach has awesome volcanic rock formations, and there are restrooms and lifeguards stationed just down the beach at Kamaole 1. The...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Modern Wailea!  From $1501 / 25
    (11)Excellent
    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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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    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 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Hawaiian Themed Pacific Shores condo has all the bells and whistles and more. Central Air, granite counter tops, beautiful travertine flooring throughout, top of the line appliances, and Bosch washer dryer complement the completely upgraded remodel. There are two Tropical furnished bedrooms,...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Ekahi 36a  1Br 2Ba condo sleeps 4, Fully Renovated1 / 17
    (4)Excellent
    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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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 2BR/2BA Condo in Wailea located in the amazing Grand Champions Villas complex. Only a 5 minute walk to the beach, Grand Champions provides a luxurious, relaxed vibe in the beautiful town of Wailea. Close to numerous restaurants, shops and beaches. Relax in the two pools on property or...
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    Wailea, Maui 96753
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Maui Ocean View, Ground Floor, Beach House Chic1 / 16
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Patio
    • Wi-Fi
    • Secure Parking
    • Children's Pool
    • DVD Player
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2016
    This was a wonderful vacation for myself, husband and daughter. We were delighted with our stay and all the tips left by Paul and Jessica. So close to beaches and excellent...
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    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 96753
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy our Paradise in Maui only steps away from the best beach on the island! We are also in the heart of Kihei within walking distance of fantastic restaurants with incredible happy hours, grocery stores, shopping, and a community park. Fall in love with our beautiful pool, hot tub, and BBQ...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully furnished newly remodeled two bedroom, two bath luxury condo located in Maui Kamaole complex; Kihei's newest first class resort property. Nestled in the center of the sunny South Maui coast, Maui Kamaole is located across the street from famed Kamaole III Beach where you can enjoy...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    'ALOHA' OCEAN VIEW AT MAUI KAMAOLE G-2121 / 13
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We’ve been coming to Maui for many years, and recently found into G212 at Maui Kamaole. This Christmas marked our fifth stay at this unit, and it’s just great. Stunning...
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    About this property
    Maui Kamaole G-212 is a spacious and elegantly appointed condo with an incredible 'Aloha' oceanfront view and a great location near all of the spectacular south Maui beaches. From the lanai, you look out on the beautiful Kamaole Beach III--a fabulous swimming, boogie boarding, and snorkeling beach...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beachfront at Polo Beach Club Wailea-Makena Maui1 / 64
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2016
    All units at Polo Beach Club are not created equally. Our unit, 103, was ideally located. It is on the ground floor but away from the hotel beach bath so there were no privacy...
    Reviewed 30 June 2016
    Pictures don't do it justice. This is a corner condo off one of the best beaches in Maui. Great beach for body surfing, great beach for swimming, also great area for...
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    About this property
    2-5 Bedroom, on the sand in front of the Fairmont Kea Lani in Wailea / Makena Maui, Hawaii. Features: Beach Front - On the Sand! Snorkeling. Central Air conditioning We have correct HOTEL ZONING for Maui vacation rentals Sleeps 6 Two elevators By Owner Beachfront Pool and Spa On the Wailea Beach...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Ocean View 2BR/2Bath1 / 25
    (1)Excellent
    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 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a great 2 bedroom and 2 full bath unit for 'the island explorer' and guests who come to enjoy the outdoors of Hawaii with all its beaches, waterfalls, tropical forests or pineapple fields and Luaus . This condo has everything you might need on your vacation< (yes even a washer and dryer)...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Note from the Owner: We enjoy spending time out on the lanai, which has a large grassy area behind it that is great for our grandchildren to play ball on. Ulua beach is just a short walk and it's great for paddle boarding, boogie boarding and snorkeling. The Shops at Wailea are also just a short...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    1 Bedroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Notes from the Owner: Come relax in the luxury and tropical splendor of Maui's premier resort, Wailea. Featuring miles of pristine beaches, magnificent sunsets and renowned cuisine, Wailea will surely be your ultimate vacation experience! The active vacationer can tee it up on one of five...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, Sleeps 2
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    About this property
    Wailea Elua Village #2010 is located on one of the buildings corners, giving you ocean views and property from the master lanai and the main lanai which may also be accessed via the guest bedroom. Recently added to the condo area large new flat screen TV, iPod docking station, new couch and living...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    WAILEA ELUA, #1402^1 / 16
    (22)Very good
    1 Bedroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    Reviewed 18 April 2017
    It was a wonderful experience, excellent location & very accommodating for our needs. I would highly recommend staying here. The beaches are beautiful & the beach path...
    Reviewed 20 June 2014
    My wife & I stayed at Elua #1402 from 5/31-6/7/14. This was our second stay in 1402 and we will undoubtedly be back. The unit is very well located within the complex as it...
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    About this property
    About this condo: Wailea Elua Village #1402 is a 2nd story, one bedroom, one bath oceanfront condo complete with a fully remodeled kitchen, new carpet and a sofa sleeper. Enjoy the complimentary wireless internet service on your lanai as you enjoy the beautiful view of the sun-kissed Ulua Beach....
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, Sleeps 2
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    Pet friendly
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    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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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, Sleeps 2
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    About this property
    You will immediately sense that the fabulous Maui vacation you have been looking forward to has begun when you step into this completely remodeled 2 bedroom, 2 bath condo located on one of the best locations in the Wailea Elua Village. From our condo you can enjoy a stunning 180-degree view of the...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Grill
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful ocean view unit is situated in upper Wailea Ekahi Village. It is a 952 square foot unit on the second floor with one bedroom and two full bathrooms. It comfortably sleeps 4 guests. Two in the bedroom and two on the memory foam sofa sleeper. It is conveniently located near one of the...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    WAILEA EKOLU, #9141 / 16
    (1)Excellent
    2 Bedrooms, Sleeps 5 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Recently stayed at this condo. The location and views can't be beat. The unit is well stocked with everything you will need during your stay including beach chairs and is...
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    About this property
    Wailea Ekolu Village is a tranquil terraced property located on the Wailea Blue Golf Course offering distant panoramic views of the Pacific. This quiet low density village consists of eighteen two-story buildings spread out over 18 acres of tropical landscaping and is conveniently located across...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Air Conditioning
    • Washer
    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hale Kamaole 159 is ready for your ideal Maui beach vacation! It is a newly renovated, exceptionally clean, 1 bedroom, 1 bath condo located in beautiful Hale Kamaole, right across from Kamaole Beach Park III, where you can enjoy sunbathing, snorkeling, clear blue water, and swimming with turtles...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    MAKENA SURF RESORT, #G-204*^1 / 16
    (2)Excellent
    2 Bedrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A note from the owner: 'Our unit overlooks a beautiful cove, where in the late afternoon, we can see the turtles swimming on the surface of the ocean and popping their heads out of the water. We especially like to see how the color of the ocean changes during the day as the sun makes it's way...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    WAILEA EKOLU, #401*1 / 16
    (10)Very good
    2 Bedrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Note from the Owner: We chose Maui as the prefect location for our second home based on year around outstanding weather. Every day has highs in the 80s and generally bright sunshine. Our favorite hobby is golf. There are 5 courses within a few miles radius of Ekolu. Our favorites are the Wailea...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    Charming Private Studio!  From $1151 / 18
    (12)Very good
    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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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    WAILEA ELUA, #01051 / 16
    (9)Very good
    2 Bedrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 March 2015
    We enjoyed the place - a lot. Were disappointed with the furniture in the living room - not very comfortable and there was an odor in the house - like a cat had a bad day. Had...
    Reviewed 12 March 2011
    We stayed at the Wailea Elua Suite 105 for two weeks in February-March 2011. We were a group of seven in total, six adults and one baby. Our stay could not have gone better...
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    About this property
    About this condo: Wailea Elua Village #105 is a ground floor, two bedroom-two bath, ocean view condo with a large lanai complete with a sun shade screen. It has a king bed in the master bedroom, twins in the guest bedroom and a sofa sleeper for additional guests. This unit has been fully remodeled...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    MAKENA SURF RESORT, #E-2051 / 16
    (7)Very good
    2 Bedrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2014
    After hours spent on the net to search for THE place to stay, I found Alii's resort website, offering several condos in this residence.Prices are upscale but it is worth the...
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    About this property
    A Note from The Owners: Our dream-come-true was to have a unit directly overlooking the beach at Makena. We can literally talk to each other from the lanai to the beach! We did a remodel which, among other features, allows us to push all the glass doors back into the wall and open the entire living...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    MAKENA SURF RESORT, #B-205^1 / 16
    (4)Excellent
    2 Bedrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A note from the owner: Welcome to our piece of paradise. We love time at our Makena Surf unit. Uniquely located on the second floor of B building, we see the spectacular beach and ocean view up-close-and-personal from the privacy of the second floor. Sitting on the lanai at sunset, we feel the...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    MAKENA SURF RESORT, #G-201*1 / 16
    (16)Excellent
    2 Bedrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2012
    We stayed in this corner condo unit with views of Chang's beach and the southern coast of Maui. The expansive view from the balcony (glass all around) was the best...
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    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A note from the owner. Welcome to our Maui ohana. Our unit is special because of the extra space and privacy, including the cool, shady side lanai we call our grotto - the perfect place to curl up with a good book, and a lovely respite from the afternoon heat! From our ocean lanai, we like to watch...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    WAILEA ELUA, #2101*1 / 16
    (3)Very good
    1 Bedroom, Sleeps 2 Quick View
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    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 October 2017
    We have stayed here several times, property is amazing, location in wailea is amazing. You can walk to all the high end hotels or cook on your own lanai. The beach is great...
    Reviewed 22 May 2016
    Large roomy one bedroom, two bath, large lani, all the comforts of home and daily maid service. Less than 100 yards from the beach and pool. Gated resort, quite, well manicured...
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    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 96753
    Condo/Apartment - 1 Bedroom, Sleeps 2
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    2 Bedrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Location Information
    Wailea, Maui HI
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    WAILEA ELUA, #0801*1 / 16
    (17)Excellent
    2 Bedrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 May 2016
    We stayed in the #801 condo in April 2016. In general, the Wailea Elua Village is a unique site. It is extremely well maintained, the surrounding park is beautiful, we had the...
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    About this property
    Notes from the Owner: Wailea Elua Village #801 is located in the center of the Elua Village just across from the small pool and Jacuzzi area and just steps to the paddle court. Enjoy ocean views as well as secluded garden views from this quiet ground floor, two bedroom, two bath unit. The lanai...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    Beachfront Wailea Ekahi Beauty at NEW LOWEST  PRICES!!!1 / 23
    (14)Very good
    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 3 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 23 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 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Sweeping Ocean Views; Private High End Condo!1 / 22
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • 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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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    WAILEA ELUA, #21061 / 16
    (4)Very good
    2 Bedrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2015
    The unit and service was as advertised, in fact the service was very accomodating, the unit was however run down, splits in woodwork, bathroom grouting and tiles in very poor...
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    About this property
    Note from the Owner: Nothing Beats Living in Paradise; Catch that Mahalo Feeling. Picture yourself here! And a sigh escapes your lips as you walk through the door. Postcard Perfect 'South Pacific' sunsets await you. Swaying palm trees silhouetted against the ocean a bright azure sky from your...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    MAKENA SURF RESORT, #F-2121 / 16
    (8)Very good
    2 Bedrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2016
    simply everything we were hoping and more! The condo looks newly renovated and beautiful. loved the location and hope to stay here again in the future!
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    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, Sleeps 4
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    1
    Wailea Holiday Rentals

    If you're flying halfway around the world to visit Hawaii then you'll want to have a comfortable stay once you get there, and there are a huge number of holiday rental properties where you can make yourself at home completely and relax and enjoy your holiday in the volcanic island paradise. Wailea is in the south of Maui, Hawaii's second biggest island, and you will need at least a week to sample all the activities that the region has to offer. Hawaii is probably not the first place you would think of for a family friendly holiday, but with beachfront condos and villas available for less than $1,000 a week, and dozens of amazing beaches all around, Wailea is great for kids and can certainly work out as a money saving option compared to the highly expensive hotels of Wailea resort.

    Things to do in Wailea

    Obviously you will be wanting to hit the beach in Hawaii, and there are many from which you can choose, such as Keawakapu Beach, surrounded by golf courses. If you don't want to spend all your time lying on one of the many south-facing beaches but aren't quite brave enough to go and climb a volcano, Wailea has many things to do for all ages, from playing golf and tennis to the inevitable shops and restaurants, all in an incredible Pacific climate. Wailea is fairly sparsely populated, with around 6,000 inhabitants, so you can also have a great time exploring the countryside nearby.

    Renting villas and condos in Wailea

    Wailea Resort is a wonderful place to visit and stay, but its planning is a bit contrived - the Wailea Community Association issue guidelines for new buildings aiming to preserve the island feel of Maui. With the additional aim of low population density, this does mean that prices even for holiday rentals may be higher than in other parts of the Hawaii island chain. But with the scary prices charged by hotels, and the extra flexibility associated with renting your own villa or condo for your family, Wailea holiday rentals still represent fantastic value for money. With air conditioning thankfully coming as virtually standard, and difficult choices of whether you'd prefer views of a volcano, a golf course, or perhaps a beach, it's an idyllic place to enjoy a great family holiday. And if you are looking for a low cost Pacific break, nothing beats buying local produce and cooking it up in your very own kitchen for the week, rather than relying on a hotel's expensive restaurants.

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