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Condos in Wailea, HI

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    Travellers to Wailea are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 17
    5 of 5 bubbles (3) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 25
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 25
    5 of 5 bubbles (18) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 74
    4.5 of 5 bubbles (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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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+... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 bubbles 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 complex...
    5 of 5 bubbles Reviewed 25 October 2016
    This place is truly a paradise of sorts. Close to the beach and the condo itself is very clean, well kept and has everything you need to enjoy your stay. The Condo is stocked...
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    1 / 35
    5 of 5 bubbles (3) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Ocean Views
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We recently remodeled our condo with all new upgraded tumbled travertine-style flooring, new window shades and new furniture. Why stay in a resort hotel like the Four Season or the Grand Wailea when you can save 2/3 of the cost and not have to purchase every meal in a resort hotel? You'll have a... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 11 December 2016
    The owner, Cara, was great to deal with by email, everything that was represented of the property was true. It was a lovely home away from home, very comfortable and great...
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    1 / 23
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles 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 food...
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    1 / 28
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Bring the most special person in your life to our beautiful condo. Our condo has one of the best ocean views in ekolu. Experience the pleasure of tropical living in a quiet and relaxing environment. Enjoy a tranquil retreat overlooking the ocean with breathtaking views of Molokini. Completely... View all property information
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    Wailea, Maui 96753
    1 / 15
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles 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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    1 / 14
    5 of 5 bubbles (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Ocean Views
    • Hot Tub
    • Air Conditioning
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    • Wi-Fi
    • Patio
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    SUMMER SPECIAL: Stay 2 weeks in June/July for only $175/night. Simply request the special rate when you inquire. If you love to swim in the ocean, if you have kids who like to play in the sand and go wading, if you want to stroll on a beach holding hands as the sun sets, then our well-equipped,... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 10 November 2016
    There were 7 adults why stayed in this place. It was dated, but clean and lovely! Would stay again!!
    4 of 5 bubbles Reviewed 30 October 2016
    A lovely comfortable condo with plenty of space for two couples, equal standard rooms and bathrooms for each. A couple of minutes walk to an uncrowded extremely clean beach, and...
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    1 / 24
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Grill
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    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 29 November 2016
    Well stocked kitchen, very nice bathrooms, ample sized bedrooms except the smaller one downstairs. Good location.
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    1 / 21
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
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    • Hot Tub
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
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    Wailea, Maui 96753
    1 / 20
    5 of 5 bubbles (37) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
    • Air Conditioning
    • Washer
    • Satellite TV
    • Internet Access
    • Grill
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    Our Prime Oceanfront 2 bedroom, 2 bathroom Makena Surf F304 condo in the Wailea area provides Unsurpassed Ocean Views from Molikini to West Maui Mountains. A major designer coordinated remodel and upgrade has been completed resulting in a home away from home with only highest quality finishes.... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 bubbles Reviewed 27 February 2016
    Welcome basket with tasty local treats greeted us! Makena Surf is a super location on Maui - front row seats to see whales in February (bring binoculars), steps from the beach...
    5 of 5 bubbles Reviewed 25 February 2015
    I was told about this condo in Australia and could not believe what I was told...then I arrived there and it was beyond what I could have imagined! The condo is fitted out...
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    1 / 24
    5 of 5 bubbles (23) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    • Washer
    • Mountain Views
    • DVD Player
    • Wi-Fi
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    • Air Conditioning
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy sitting on your lanai enjoying spectacular ocean views in a peaceful, private 1 bedroom, 1 and 1/2 baths, 550 sq. ft. completely furnished cottage with full kitchen. This cottage has it all. Spectacular furnishings and ocean views! Completely remodeled 1 bedroom cottage in Maui Meadows... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 2 days ago
    We arrived at Maui Hale Olina (Maui House Of Joy) as Dennis and Cynthia, the wonderful hosts have named the cottage, on February 8th, 2017 and what a beautiful surprise that day...
    5 of 5 bubbles Reviewed 4 weeks ago
    Such a beautiful cottage!! Pictures do not do it justice. Dennis was amazing and very helpful upon arrival, even brought us fresh fruit from his trees. Very clean well cared for...
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    1 / 14
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • DVD Player
    • Shared Outdoor Pool...
    • Ocean Views
    • Grill
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
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    Wailea, Maui 96753
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Secure Parking
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our home is set up for up to 8 guests to sleep comfortably. Two of the bedrooms have private full bathrooms. It's within a 4-6 minute walk to Charley Young and Kamaole One beach park. It is centrally located close to many shops and restaurants so walking is a real treat! We have an elevator and... View all property information
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    Wailea, Maui 96753
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Housekeeping...
    • Patio
    • Grill
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our beautiful two bedroom (with queen beds), two bath condo is in a 150-unit complex, unit #704. Our second (top) floor location allows for privacy and the ability to leave the doors wide open to welcome the tropical breezes. A short walk to fabulous Wailea beaches and an even shorter walk to the... View all property information
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    Wailea, Maui 96753
    1 / 8
    4.5 of 5 bubbles (19) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
    • Waterfront
    • Washer
    • Patio
    • Internet Access
    • Grill
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located on world famous Keawakapu Beach in Wailea, Ekahi Village is one of the most sought after locations. Our totally renovated condo offers complete privacy, but is only steps to the beach. Unwind after a day at the beach or pool by watching our 46" Sony Bravia flat screen with surround sound... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 bubbles Reviewed 12 September 2016
    A wonderful, spacious one bedroom condo. No view of water, just lush greenery since its a ground floor unit. Very close to pool and beach access. Wailea shopping just a short...
    4 of 5 bubbles Reviewed 27 February 2013
    My husband and I stayed in this unit for 3 weeks another couple joined us for 2 weeks. The owner was easy to work with and provided all the needed information to make our stay...
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    1 / 29
    4.5 of 5 bubbles (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Parking
    • Satellite TV
    • Air Conditioning
    • Washer
    • Children's Pool
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Ask us about our other Ekahi Village condos for rent Aloha ! Condo # 50-C - Luxury at an affordable price - perfect for a getaway or honeymoon. (4maximum) Low Season rate (Apr 16 - Dec 15) $175.00 per night High Season rate (Dec 16 - Apr 15) $275.00 per night This is a romantic 1bed/1bath,... View all property information
    Location Information
    Wailea, Maui 96753 9533
    3 of 5 bubbles Reviewed 2 February 2012
    This one-bedroom condo (with hide-a-bed couch in living room) was obviously recently updated - the kitchen, bathroom and bedroom all had nice, tasteful, simple furniture...
    5 of 5 bubbles Reviewed 4 May 2011
    I don't know about you, but if I wanted to stay in a resort with a million it other people and had a 3 mile treck to the beach or pool....I could stay anywhere! Valley Isle #302...
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    1 / 23
    5 of 5 bubbles (10) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Grill
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool...
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Beautiful three bedrooms, two bath condominium on the golf course with wrap around deck and ocean/golf views. Totally renovated in the fall of 2010 with granite throughout, stainless steel appliances, new carpet, paint and furniture. The living area is a large open floor plan with ceiling fans and... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 9 October 2014
    My friends an i find the Grand Champions condos to be quiet an peaceful. It's close to three great golf courses and several good restaurants. We live in Honolulu, where we have...
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    1 / 23
    4.5 of 5 bubbles (13) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    • Waterfront
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    • DVD Player
    • Washer
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 5 days ago
    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...
    5 of 5 bubbles Reviewed 13 July 2015
    I stayed for ten days with my two children 19 & 14. The condo is lovely, contains everything you need to make you feel that you are at home. Upon walking into the condo, you...
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    1 / 20
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Grill
    • DVD Player
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    • Shared Outdoor Pool...
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Special Spring 2017 Deals - Book Early!! This beautifully updated condominium offers ocean views and greenbelt views. It has a King bed in the bedroom, Queen pull out sofa sleeper in the living room, air conditioning in the living room and bedroom, ceiling fans throughout and an extended lanai that... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 12 September 2015
    My wife and I were married in Maui and have had family members who lived on Maui for many years, so we have stayed in condos,and hotels all over the island and I can honestly say...
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    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    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... View all property information
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    Wailea, Maui 96753
    1 / 22
    5 of 5 bubbles (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 6 September 2016
    Travelled with my wife and two teenage sons. Condo was very roomy and was located on the fairway #2 of the Blue course. Was a quiet unit with very nice views towards the ocean...
    5 of 5 bubbles Reviewed 20 April 2015
    The condo was spacious, clean and homely. They had everything we needed and the complex was well maintained. very close to Wailea town centre and 15 min walk to resort area. BBQ...
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    1 / 21
    5 of 5 bubbles (26) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
    • Mountain Views
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Nestled in a quiet lower village setting right on the green belt, our Maui home has recently undergone a complete professional remodel. The ceiling has a real Hawaiian feel with beams and matting, we've opened the kitchen to the living room and created two master suites with private bathrooms. The... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 7 October 2016
    This condo is beautiful, fully equipped and in a great location. Has a great layout with the bedrooms on opposite sides of the condo. Traveled with another couple so the layout...
    5 of 5 bubbles Reviewed 1 August 2016
    Probably one of the nicest vacation rentals we have experienced. Every amenity is provided from the kitchen appliances to the comfy beds and linens. A spectacular ocean view...
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    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Mountain Views
    • Housekeeping...
    • DVD Player
    • Ocean Views
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    OUR UNIT WAS COMPLETELY UPGRADED, NEW STAINLESS APPLIANCES, AC's, TILE, PAINT, MOLDINGS, FURNITURE, T.V.'S, DISHES, TOWELS, ART AND MUCH MORE! NEW WHIRLPOOL DUET WASHER AND DRYER. FULLY FURNISHED WITH ALL COOKING, TOWELS, BEACH EQUIPMENT, UMBRELLA'S AND TOYS FOR YOUR STAY IN PARADISE. RIGHT ON... View all property information
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    Wailea, Maui 96753
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    • ?
    About this property
    Spring Saver Rates 2017 - Book Early! Use Promo Code: SPRINGSAVER!! Wailea Ekolu 1606 is a top floor two bedroom two bath condo with a wonderful ocean view. Beautiful wood flooring throughout, vaulted ceilings, spectacular kitchen and classy island decor. The living area is Air Conditioned, has a... View all property information
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    Wailea, Maui 96753
    1 / 20
    4.5 of 5 bubbles (2) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Waterfront
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    • x
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    About this property
    Spring 2017 Discounted Rates ! Promo code: SPRINGSAVER! This condominium home has been beautifully upgraded throughout and boasts a wonderful kitchen, dining room and living room. Summer 2014 new carpet was added throughout and new living room furniture greets you as you walk in the front door. The... View all property information
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    Wailea, Maui 96753
    1 / 18
    5 of 5 bubbles (30) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Grill
    • Patio
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ekahi 1BD/2BA 20B is a beautiful, spacious condo in the LOWER VILLAGE of Ekahi, at the bottom of the hill and closest to the beach. In fact it's only a 2 minute walk to world renowned Keawakapu Beach! And because the walk path is nearly level, you avoid hiking up the hill with all your beach gear... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 24 July 2016
    Great. Would return. Close to beach. Comfortable beds. Beautiful community. Nice pools. Shopped at costico close by. Great value. Great patio.
    5 of 5 bubbles Reviewed 15 March 2016
    This rental is fantastic, my wife and my 2 year old went in February. Not only was the rental a great space, with nice appliances (and the sharpest chef knife I've ever had in a...
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    1 / 16
    5 of 5 bubbles (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    A note from the owner: Welcome to Wailea Elua Village #307, our newly remodeled ground floor condo and our piece of paradise. With outstanding views, beach access through beautifully sculpted gardens, and Hawaiian-home class, it has everything you need for your Maui vacation. We've stocked our... View all property information
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    Wailea, Maui 96753
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • ?
    About this property
    Welcome to your home in paradise! This magnificent four-bedroom, four-bathroom villa is located in the exclusive community of Wailea. The property provides breathtaking ocean views and is only a short walk to the famous Keawakapu Beach. More than a dozen other beautiful beaches are nearby, along... View all property information
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    Wailea, Maui 96753
    1 / 16
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in the exclusive Wailea / Makena area. 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... View all property information
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    Wailea, Maui HI
    1 / 16
    4 of 5 bubbles (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    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... View all property information
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    Wailea, Maui 96753
    3 of 5 bubbles 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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    1 / 42
    5 of 5 bubbles (91) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Luxury awaits in this exquisite three bedroom, three full baths, 2500 square feet Penthouse Villa J205 with gorgeous ocean view. The Aloha Kai Suite is elegant and refined to the last detail--sophisticated furnishings and spectacular art. Formal entry hall. Spacious living room. Formal dining with... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 2 days ago
    Impeccably furnished and maintained 3bedroom condo with the amenities of a luxury resort. Owner, though offsite is ultra responsive. Outstanding facilities and a very...
    5 of 5 bubbles Reviewed 4 days ago
    Minutes to a beautiful beach and the Four Seasons Hotel. Top flight shopping centre steps away. Pools an elevator ride and short walk or golf cart ride away. Worst weather in...
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    1 / 17
    5 of 5 bubbles (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Special Spring Saver Rates 2017 - Book Early ! Grand Champions #35 is an inviting third floor, two bedroom, two bath, Ocean View condo. The living room has sofa and love seat, A/C, Large Flat Screen TV, and Blu-Ray player. The newly updated kitchen has granite counters, new tile floor and full size... View all property information
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    Wailea, Maui 96753
    1 / 24
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • ?
    About this property
    Welcome to your home in paradise! This magnificent five-bedroom, five-bathroom villa is located in the exclusive community of Wailea. The property provides breathtaking ocean views and is only a short walk to the famous Keawakapu Beach. More than a dozen other beautiful beaches are nearby, along... View all property information
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    Wailea, Maui 96753
    1 / 16
    4.5 of 5 bubbles (11) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    Notes from the Owners: Wailea Elua Village #1204 is a beautiful two bedroom, two bath oceanfront condo that has been fully remodeled with top of the line appliances and the latest in furnishings. The large travertine flooring in the kitchen, dining, living and baths provide a cool walking surface... View all property information
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    Wailea, Maui 96753
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Spring Saver Rates 2017 - Book Early ! Grand Champions #102, located on the Second floor offers Fantastic views of the Wailea Blue Golf Course and the Haleakala mountainside. It is a short walk to either of the pools, Jacuzzi, barbeque areas. Wake up and enjoy the sunrise over Haleakala as you sip... View all property information
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    Wailea, Maui 96753
    1 / 28
    5 of 5 bubbles (3) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Mountain Views
    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 4 weeks ago
    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!!!
    5 of 5 bubbles Reviewed 30 November 2016
    We rented this wonderful home for our 40th wedding anniversary. Our daughter, son-in-law, son and daughter-in -law were with us for our week long celebration. This is the most...
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    1 / 16
    4.5 of 5 bubbles (16) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • x
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    • x
    About this property
    A note from the owner: You will love the elegance of this remodeled one-bedroom, two-bath Elua condo. You can spread out, relax and truly enjoy your stay in paradise. Our large lanai, living room and master bedroom are ocean facing, with a spectacular panorama of ocean and the west Maui mountains... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 6 April 2016
    Elua 2003 is beautifully decorated and the location is spectacular. The condo has been completely redone. I have stayed in this particular unit quite a few times and know first...
    5 of 5 bubbles Reviewed 30 January 2012
    Managed by Destination Resorts, Maui, the Elua village rental unit was on a spectacular , beach, in a beautiful, low-rise[2 story] low density, gated , luxury condo development...
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    1 / 18
    4.5 of 5 bubbles (3) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Air Conditioning
    • Balcony
    • Waterfront
    • Grill
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Special Rates Available for the Spring of 2017 - Promo Code: SPRINGSAVER! This ground floor, Wailea Ekahi condominium has a garden and partial ocean view. There is a King bed in the master bedroom and Queen pull out sofa sleeper in the living room. Air conditioning in both the bedroom and living... View all property information
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    Wailea, Maui 96753
    4 of 5 bubbles Reviewed 7 May 2014
    This was our first trip to Maui so we weren't quite sure what to expect. All I can say is that we loved it! The condo worked out brilliantly with lots of space; very well equipped...
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    1 / 21
    5 of 5 bubbles (3) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Beautiful ocean views, swimming and snorkeling from the property, and a fully refurbished condominium awaits you at our Elua Village 2011. This one bedroom two bath is tiled throughout, has central air conditioning along with ceiling fans. The living area offers flat screen TV, high speed wireless... View all property information
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    Wailea, Maui 96753
    1 / 16
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Spring Saver Rates 2017 Book Early Code: SPRINGSAVER !! Grand Champions 118 is an inviting and cozy two bedroom two bath condominium. The kitchen and both baths have been remodeled spring 2013!! The condo has air conditioning, ceiling fans, a 54' flat screen TV, DVD player, iPod docks and free high... View all property information
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    Wailea, Maui 96753
    1 / 64
    5 of 5 bubbles (11) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles 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...
    5 of 5 bubbles 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 snorkeling...
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    1 / 13
    4.5 of 5 bubbles (2) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Grand Champions 86 is perfect for two people. The living area is air conditioned and has ceiling fans, vaulted ceiling, comfortable sectional sofa, separate dining area, flat screen TV, DVD player, high speed and wireless internet. The oversize lanai offers beautiful ocean view while overlooking... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 21 August 2014
    A very well equipped condo with starter pack of coffee (essential) and other pantry basics. The condo also included new beach towels, decent beach chairs, umbrella, beach mats...
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    1 / 20
    5 of 5 bubbles (24) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Washer
    • DVD Player
    • Hot Tub
    • Balcony
    • Mountain Views
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our second story 3 bedroom villa with 1383 feet, is located in the beautiful Grand Champion Complex, located in the resort area of Wailea. Our corner villa offers a panoramic view of the West Maui Mountains as well as the ocean. The villa also overlooks the seventh farway of the Wailea Blue... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 30 June 2016
    We had a fabulous time! Tony and Bev have taken well care of the home. Great advice on places to go and places to eat if you don't want to cook. Short walking distance to beach...
    5 of 5 bubbles Reviewed 15 June 2014
    This is one of the best condos we have ever had the pleasure to stay in while visiting Maui. I read numerous reviews which had stated how well stocked the condo was. I would...
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    1 / 24
    5 of 5 bubbles (14) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    • Ocean Views
    • Wi-Fi
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 13 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...
    5 of 5 bubbles 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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    1 / 24
    5 of 5 bubbles (18) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Patio
    • DVD Player
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Unbelievable 2 bedroom plus den / 2 bath penthouse villa located in the prestigous Wailea Beach Villas. Second floor location with 2000 interior square feet and 375 square foot covered lanai. Formal entry hall with artwork. Spacious living room with Tommy Bahama furniture. Dining room with table... View all property information
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    Wailea, Maui 96753
    1 / 19
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • ?
    About this property
    Spring Saver Rates 2017! Book Early ! Grand Champions 163 is a delightful ground floor two bedroom tiled throughout with the exception of the bedrooms. Beautiful, Kitchen and Vanity Cabinets with Granite Counter tops. The Living room has a cozy sectional sofa, flat screen TV, DVD, wireless... View all property information
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    Wailea, Maui 96753
    1 / 27
    5 of 5 bubbles (10) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Satellite TV
    • Patio
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
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    Wailea, Maui 96753
    1 / 16
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    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... View all property information
    Location Information
    Wailea, Maui 96753
    Wailea Vacation Rentals

    Wailea is a great destination if you are looking to relax, unwind, and soak up some sun. With its amazing beaches and luxurious spas, it is a pampering and refreshing vacation that you will never want to return from. Why go back to a simple hotel room when your accommodations can make you continue feeling like royalty even after the activities of the day are done? With a wide variety of vacation rentals, from cozy condos to large beachside villas, you can experience Wailea like one of the locals in your very own rental home no matter what your budget or space needs are.

    A Wailea Vacation

    No matter how you like to relax, there is sure to be a great place to do it in Wailea. From an indulgent day at the Spa Grande to tee time at Wailea Old Blue Course, it is full of ways to treat yourself and have a great time. If you're feeling adventurous, Hawaiian Sailing Canoe Adventures allows small groups to enjoy sailing in an outrigger canoe, or if you just want to relax on the beach, Keawakapu is a perfect choice for everything from sunning to snorkeling. Whatever the day's adventures bring, choosing a vacation rental to stay in means you can go back to the privacy and comfort of your very own rental home away from home for a truly authentic experience.

    Family-Friendly Wailea

    From exploring the beaches to catching a dinner show at Honua'ula Luau, there are a variety of great experiences for children when vacationing to Wailea. With vacation rentals, you can rent a property to accommodate nearly any size family, and it is a fantastic excuse to bring everyone along. Without having to pay for extra hotel rooms, it can also be a great money saver when traveling with a large group. Enjoying a Wailea vacation with the entire family at your very own rental home will be sure to create wonderful memories for years to come.