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Wailea Villas

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    Travelers to Wailea are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 341 Rentals in Wailea
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    $99 a nt special 5/23-26 5 STAR REVIEWS CONTEMPORARY/ GORGEOUS1 / 25
    (18)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    LUXURY FOR LESS! Best value in Hoolei Wailea!1 / 24
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Wailea Ekahi Ocean View 50A1 / 17
    (8)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Maui Banyan 2 BR Condo at Beach, Sleeps 4-8; SUMMER SPECIAL August 20171 / 14
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Ocean Views
    • Hot Tub
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 10, 2016
    There were 7 adults why stayed in this place. It was dated, but clean and lovely! Would stay again!!
    Reviewed October 30, 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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    About this property
    SUMMER SPECIAL: Discounted rate for August 2017. 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, clean-and-comfy ground-floor condo at the Maui Banyan in sunny...
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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
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Waterfront
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 22, 2017
    This condo was great for location and proximity to good walking in Wailea. The pool and beach area was amazing. The Barbecue facilities were at the opposite side of the...
    Reviewed October 25, 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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    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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    Maui Ocean View, Ground Floor, Beach House Chic1 / 23
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Secure Parking
    • Children's Pool
    • DVD Player
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 6, 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
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Wailea Ocean View, 2Bed, 2Bath Beautiful Update1 / 25
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • DVD Player
    • Children's Pool
    • Balcony
    • Hot Tub
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    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...
    Reviewed November 9, 2016
    Between the location (walking distance to shopping, great restaurants, grocery stores, coffee and of course THE BEACH) and how nice the condo was made our vacation something our...
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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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    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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    Reviewed March 29, 2015
    We were very pleased with our stay. Condo fully stocked. Beautiful views. Convenient location. Comfortable and roomy. Would stay here again.
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    About this property
    Our spacious Wailea Ekolu Condominium is fully appointed and includes phone, radio, CD/DVD player, cable TV, and WiFi Internet connection. Three flat screen TVs have been installed. Personal touches for your enjoyment and convenience. This unit is a 2,000-square-foot townhouse, occupying both the...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    Grand Champions #901 / 12
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • Mountain Views
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 24, 2016
    Loved the location and amenities. Very nice kitchen and master bathroom. We would stay there again. Hope the TV gets fixed. Disappointed we were unable to watch the...
    Reviewed July 13, 2016
    Beautiful place, great view, great location. Spacious condo with a great floor plan and within walking distance to the Wailea Mall. The beach is a short drive away. I would love...
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    About this property
    Tastefully remodeled, this two bedroom, two bath condominium has many upgrades including a new contemporary kitchen with granite counter tops and stainless steel appliances. The master bathroom and guest bathroom were beautifully remodeled in 2015. Vaulted ceilings in the living room add to the...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Makena Surf Resort - 5 star 2 BR Oceanfront Condo1 / 20
    (37)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Washer
    • Satellite TV
    • Internet Access
    • Grill
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 27, 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...
    Reviewed February 25, 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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    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....
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOCATION LOCATION LOCATION! This was the reason my investment dream stopped here,.... I had found Island Surf! You can not help to fall in love with the southern part of Kihei. Park your rental car and walk to EVERYTHING. The convenient amenities of this condo are very inviting with beach gear and...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Wailea Ekolu - 180 Degree Ocean View from Every Rm1 / 35
    (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
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 11, 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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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, 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
    • Satellite TV
    • Washer
    • Patio
    • Housekeeping Included
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 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 August 17, 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
    • Satellite TV
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 11, 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 Ekahi 11f:  Ocean View/Remodel 2 BR Condo1 / 21
    (26)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 7, 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...
    Reviewed August 1, 2016
    Probably one of the nicest vacation rentals we have experienced. Every amenityis provided from the kitchen appliances to the comfy beds and linens. A spectacular ocean view...
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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA1 / 24
    (25)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Washer
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    I already miss sitting on the deck looking at the fabulous view and listening to the many birds go about their business. Dennis was a great host and provided lots of tips and...
    Reviewed February 26, 2017
    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...
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    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...
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    Wailea, Maui 96753
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Mana Kai Maui Resort has been a fan favorite condo property in South Maui for decades. The property is so highly praised because of its superb location at the start of Keawakapu Beach. The white sand beach stretches for over a mile, right into Wailea, ending in front of the high-end Andaz...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Palms at Wailea 1902 Garden View 2Bd 2Ba Sleeps 61 / 27
    (19)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 3, 2015
    We rented this 2-bedroom unit over spring break. We have 3 elementary school-aged children. ROOMSMaster: Very large and comfortable. Nice big window overlooking lawn...
    Reviewed March 23, 2014
    We are just finishing up our stay at the Palms 1902. We thought the layout was great although the wall of shutters for the second bedroom doesn't do a lot for noise level in the...
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    About this property
    Enjoy your stay in paradise at The Palms at Wailea, a gorgeous property with lush, tropical landscaping and expansive lawn areas. The complex is conveniently located within short walking distance of popular restaurants, shops, and a spectacular beach. Play in the sand and surf at Keawakapu Beach,...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Satellite TV
    • Ocean Views
    • Mountain Views
    • Washer
    • Wi-Fi
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fantastic two bedroom, two bathroom, top floor condo has an unobstructed sweeping view of the Pacific Ocean and the West Maui Mountains. Located in the resort community of Wailea (just south of Kihei), you will be surrounded by three championship golf courses, five star hotels, and some of...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Mana Kai Maui Resort has been a fan favorite condo property in South Maui for decades. The property is so highly praised because of its superb location at the start of Keawakapu Beach. The white sand beach stretches for over a mile, right into Wailea, ending in front of the high-end Andaz...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Grand Champions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates!1 / 33
    (31)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Satellite TV
    • Washer
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 13, 2016
    Stayed here for 1 week with my family and thoroughly enjoyed it. Very spacious - 2 big bedrooms, 2 washrooms, a huge living room and a kitchen stocked full of utensils. Having...
    Reviewed October 6, 2014
    We stayed in unit 48 for 9 nights in mid-September. We were extremely pleased with our stay, and I'm hoping that this post is helpful for others.This unit was in much better...
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    About this property
    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Totally renovated, closest to the beach!1 / 8
    (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
    Kid friendly
    Smoking allowed
    Reviewed September 12, 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...
    Reviewed February 27, 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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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    Palms at Wailea Unit #2305  Quiet and Very Private! SUMMER SPECIAL $1691 / 31
    (15)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 20, 2016
    The staff were so helpful and even booked our Hana Road excursions for uswe were picked up at bought back no worriesThe pool was great The gardens were beautiful It was a...
    Reviewed November 24, 2013
    I helped my sister and brothers find these condos for our stay in Maui. It was shocking to our entire extended family how large and nice these condos are at the Palms of Wailea...
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    About this property
    We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their website. These properties were chosen because of their superior quality and great rates! The fabulous Keawakapu Beach is just a short 10 minute stroll...
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    Wailea, Maui 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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    Amenities & Details
    • Mountain Views
    • Housekeeping Included
    • DVD Player
    • Ocean Views
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you love sitting on a large, comfortable lanai and luxuriating in multi-million dollar views with the most amazing sunsets imaginable, there is no better place for you than Wailea Ekolu 406! This unit offers one of the best views in the entire complex and all of South Maui -- 180-degree...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Grand Champions #51 is a 2Bd 2Ba is a large condo that sleeps 6. Great Rates!1 / 30
    (14)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 25, 2016
    I took my 94 years old mother to Maui for a family wedding, we loved the condo from the minute we entered, it's spacious and clean, the balcony is perfect for having breakfast...
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    About this property
    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd 2Bath Great Rates!1 / 31
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 22, 2013
    What a gorgeous spot!! We absolutely loved it !" Perfect location, very close to our favourite "Big Beach". The grounds were immaculate, and the setting with the...
    Reviewed March 1, 2013
    Booking this was property was easy & Kathy Englert was very helpful with this. The condo was very clean & the location was great. Close to everything you would want...
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    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Charming Private Studio!  From $1051 / 26
    (12)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 7, 2016
    Steve and Tamara's studio was just what I was looking for. A gated community central to everything in Wailea area. Nicely appointed studio, includes washer/dryer on lanai. Large...
    Reviewed August 30, 2015
    This spacious studio was perfect for my needs. it was super comfortable and very very clean and there were little touches of extras like the chips and Karens bread in the...
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    About this property
    FREE HIGH SPEED WIRELESS INTERNET AND UNLIMITED PHONE CALLS TO US MAINLAND AND CANADA!! NEWLY RENOVATED BATHROOM Enjoy sunny South Maui in one of our lovely and affordable Wailea studio units at the award-winning Wailea Grand Champions Villas. Both studios have been upgraded. Unit #22A has dark...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Wailea Ekolu Wonderful Ocean View,Romantic1 / 24
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our condo in Ekolu Village also has beautiful sweeping views of the ocean and the islands. We are located on the Blue Golf Course and just a short walk to the shops and restaurants in Wailea. Just beyond the shops and restaurants is a beautiful walkway along the beach and hotels. Our condo is...
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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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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua Beaches are just a 10 minute stroll down the hill from...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beachfront Wailea Ekahi Beauty at NEW LOWEST  PRICES!!!1 / 23
    (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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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 23, 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...
    Reviewed July 13, 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...
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Traveler-friendly cancellation policy
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    • Balcony
    • Housekeeping Included
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    • Satellite TV
    • Washer
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    • Air Conditioning
    • Ocean Views
    • Patio
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 18, 2017
    We LOVE Maui and while we've only stayed in West Maui, this was the first time we stayed in South Maui and this is definitely a Wailea...wow! So many beaches to choose and only...
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    About this property
    Unit: Wailea Ekolu 507 | Maui Guidebook Summary Sweeping ocean and breathtaking neighbor island views from the living, dining, kitchen, bedroom and both lanais. Private ground floor corner location. Minutes from the very best beaches in Maui. Minutes from both luxury and down to earth shopping and...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Wailea Ekahi 7G Luxury Ocean Front S Maui Condo1 / 18
    (36)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
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    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 27, 2017
    We stayed here on our Honeymoon. It was in a perfect location and probably the most beautiful rental we have ever stayed in!! It had everything you could possibly need and want...
    Reviewed January 20, 2017
    We stayed at this condo for 3 nights in December 2016 and wished we could have stayed longer. Beautifully decorated with everything you could possibly need. Amazing view from...
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    About this property
    EXCELLENT LOCATION, BEAUTIFUL & PRIVATE OCEAN VIEW! Watch the surf, check out the beach and listen to the rhythm of the waves breaking onto black lava rock. Completely remodeled, refurnished & professionally decorated. Enjoy wonderful ocean, tropical gardens and Haleakala views. A true "Paradise...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 3
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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
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    • Hot Tub
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 9, 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 June 30, 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...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    • Secure Parking
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    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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    Wailea Ekolu #407 Completely Remodeled with Panoramic Ocean Views. Sleeps 21 / 36
    (1)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekolu Unit 407 is a fabulous ocean view 1 bedroom 2 bath condo with a fully equipped kitchen, granite countertops, and GE Profile appliances. There are panoramic ocean views from the living room, kitchen and the master bedroom. The condo is completely air conditioned with units that are...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discounted Rates Available for the Summer of 2017 - Promo Code: ‘HOTSUMMER’! This beautiful two bedroom, two bath condominium overlooks the Wailea Blue Course. Enjoy the golf and ocean views while sitting on the lanai for sunset or morning coffee. The living area features a large open floor plan, a...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. It can sleep 6.1 / 30
    (8)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Air Conditioning
    • Terrace
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 26, 2015
    Six Adults stayed here comfortably. We found the condo easily and it was more than we expected. It was spacious, clean, fully equipped, large kitchen. One of the bedrooms was...
    Reviewed April 21, 2014
    This condo was incredible, clean, well equipped. We had access to the pool, jacuzzi, tennis courts, it was across the street from the medical conference I went to at the Marriot...
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    About this property
    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Updated Spacious 3 Bdrm. Wailea Ocean View Condo1 / 22
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Mountain Views
    • Wi-Fi
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    • Shared Outdoor Pool (Unheated)
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    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 7, 2017
    We had a delightful stay at this condo - beautifully situated with gorgeous views, and well appointed. The lanai is spacious, and a great place for meals. Both pool areas are...
    Reviewed September 6, 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...
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    About this property
    This ground floor corner villa at Grand Champions Resort features three bedrooms, two baths, a fully equipped gourmet kitchen, and two lanais. Surrounded by the manicured fairways of Wailea's famed Blue Golf Course and the spectacular grounds of the Wailea Tennis Club, this quiet, well-managed...
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    Wailea, Maui 96753
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Condo in Paradise !   Ekahi Village 50-C1 / 29
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Parking
    • Satellite TV
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    • Children's Pool
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 2, 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...
    Reviewed May 4, 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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    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,...
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    Wailea, Maui 96753 9533
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping. Beautiful Ulua Beach fronting the property is a...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Palms at Wailea #1102  Probably the best ocean view at the Palms at Wailea!1 / 38
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    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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    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Balcony
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    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    WAILEA ELUA, #2003*1 / 16
    (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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    Smoking allowed
    Reviewed April 6, 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...
    Reviewed January 30, 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...
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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Grand Champions #81 / 22
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 11, 2017
    This was a large and spacious condo. It didn't have the sweeping water view that we expected,(from one bedroom only). The air conditioning was so loud in each bedroom it was...
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    About this property
    Discounted Rates Available for the Summer of 2017 - Promo Code: ‘HOTSUMMER’! Grand Champions 8 is a top floor tropical delight with lush foliage surrounding the lanai for privacy. There is a spacious airy feeling with vaulted ceilings and ceiling fans in the living area. It is comfortably...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Discounted Rates Available for the Summer of 2017 - Promo Code: ‘HOTSUMMER’! 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...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Grand Champions #143 is a 3 bedroom 2 bath renovated SUMMER SPECIAL $2991 / 24
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 8, 2015
    We were a group of 3 couples needing a 3 bdrm condo which can be hard to find in Maui. This is a lovely property albeit not beach side. It is much easier to drive than to walk...
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    About this property
    Unit 143 at the Wailea Grand Champions is a RARE 3 bedroom 2 bath unit with magnificent golf course views. It has been recently renovated with all new furnishings. It has a fully equipped kitchen, washer and dryer, room AC in each room as well as ceiling fans throughout. The master bedroom has a...
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    Wailea, Maui 96753
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Palms at Wailea #604 2/2 Great for 2 Couples Super Rates1 / 30
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    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.

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