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Holiday Rentals with Pools in Wailea

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    299 Matching Rentals in WaileaView all 334 rentals
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    Wailea Ekahi Ocean View 50A1 / 17
    (16)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a great 2 bedroom and 2 full bath unit for 'the island explorer' and guests who come to enjoy the outdoors of Hawaii with all its beaches, waterfalls, tropical forests or pineapple fields and Luaus . This condo has everything you might need on your vacation< (yes even a washer and dryer)...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brand new 2 bedroom beach front at the Mana Kai Maui Resort! On Keawakapu beach!1 / 46
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2018
    This is a wonderful resort, and this particular unit is perhaps the best unit on the entire resort! On the fifth floor or 7 or 8 floors total. Amazing view of the beach and...
    Reviewed 11 March 2017
    We loved seeing a whale breach in a perfect arch way out of the water at sunset directly out from our balcony! We spent many hours on our balcony eating and enjoying the beach...
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    About this property
    This amazing newly renovated two bedroom condo has breathtaking ocean views, brand-new everything including appliances and top of the line luxury mattresses and bedding! Located on the fifth floor giving you stellar ocean views. The property is oceanfront situated on one of the most beautiful...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wailea Ocean View, 2Bed, 2Bath Beautiful Update1 / 25
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Children's Pool
    • Balcony
    • Hot Tub
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2017
    This villa was in a very nice condo development (Grand Champions), only minutes away from several of the best beaches on Maui, as well as convenient to shopping and dining. The...
    Reviewed 24 May 2017
    The condo was very nice - not the most luxurious I've ever stayed in but very good. Pics were accurate. Well stocked dishes/utensils/cookware. 4 nice beach chairs/ large beach...
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    About this property
    Live luxuriously while on vacation! Beautiful Hawaiian art, travertine floors, granite countertops, tall bath vanities, and elegant new furniture make this condo a place of comfort and serenity. The two bedrooms are private, each with an en suite bathroom. The master bedroom offers a California...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy our Paradise in Maui only steps away from the best beach on the island! We are also in the heart of Kihei within walking distance of fantastic restaurants with incredible happy hours, grocery stores, shopping, and a community park. Fall in love with our beautiful pool, hot tub, and BBQ...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on 15 acres at the lush, tropical Maui Kamaole Resort, this beautifully appointed 1-bedroom, 2-bath condo features a tasteful, upscale tropical decor and beautiful furnishings with an accent on style and comfort. With AC in the living room and en-suite bedroom, a fully-equipped kitchen,...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the World Class Beaches and many shops and restaurants as you soak up the Maui sun. Endless opportunities for fun an excitement abound as this unit's location puts you in the heart of it all. Sleep in comfort as the A/C keeps you cool and comfortable. Wake up to amazing ocean views and...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Spectacular 3rd Row at Ho'olei with Ocean Views1 / 33
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2018
    This Ho'olei villa was huge, clean and had everything we needed. Our family of 7 had a wonderful time. We could eat and drink whatever and whenever we wanted and spends lots...
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    About this property
    Come relax and enjoy the good life at our spectacular ocean-view luxury villa, located directly across from the Grand Wailea Hotel & Spa on the beautiful island of Maui. Situated on the third row at Ho'olei, this beautiful two-story villa boasts dramatic Pacific Ocean views from both upper and...
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Book Early Save Big - 2019 10th Night FREE1 / 40
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 October 2018
    This beautifully remodeled condo had everything the adults and tweens needed: beach gear including boogey boards, snorkeling masks, chairs, plenty of towels - we didn't have to...
    Reviewed 25 September 2018
    This condo was so beautiful! It contained every amenity we needed including snorkel gear, body boards, beach chairs, towels and more. The beds were very comfortable the seating...
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    About this property
    5 Star Property located across from Kihei's favorite beach. 2 roomy bedrooms and 2 bath unit with many high quality, unique upgrades rarely found in a vacation rental: sea turtles inlaid in the porcelain tile flooring, beautiful mulberry flooring leading to and in the upstairs master bedroom, three...
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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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    • Parking
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Maui Kamaole Resort spans more than 23 acres of beautiful Hawaiian tropical grounds, and is one of the quietest and lowest-density properties on the island. Sweeping ocean views from ideal front-row location, a short stroll to Kamaole III Beach. This spacious, split-level luxury condo has been...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the preferred and quietest building in the complex (Building D), this ground floor condo is meticulously maintained, and has been nicely updated in a contemporary, tropical tone. Upgraded and fully equipped kitchen features bamboo cabinets, granite counters, and rare (for Kihei) gas...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly remodeled with tile floors, bath and kitchen, this popular fully furnished vacation rental features a nice ocean view from a good sized lanai, custom kitchen equipped with all the kitchen wares and appliances you need. Very clean, attention to detail in every room. Amenities include 6 tennis...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    New Listing Budget Vacation! Kihei Akahi C-6161 / 45
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Balcony
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 January 2018
    This was a clean unit on the top floor of the building. Fairly good view. The bed was comfortable. The unit is in need of a major refurbishment but was still very adequate for...
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    About this property
    Imagine yourself sitting on the lanai with a drink in hand, watching the gorgeous colors of the Hawaiian sunset! This is a perfect budget getaway. Come explore the island! See gorgeous beaches, taste the island cuisine, shop the local businesses and unwind to the magic of a Maui sunset. This...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    One-of-a-Kind Maui Getaway!1 / 28
    (5)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Mountain Views
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 May 2018
    As many have said, the Butterfly House is a stunning getaway! The home provided lots of room for my wife, our three kids and their mates, to have privacy. but was also perfect...
    Reviewed 28 March 2017
    Our family booked this home after much time searching various websites for something that would fit our needs. We were a group of 4 adult couples and one toddler looking for...
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    About this property
    This One-of-a-Kind Maui Getaway is just the vacation destination you have been dreaming of! Owner and architect Kyron Brimmer, designed this unique and modern 4 bedroom, 4 bath Hawaiian style home with the guest in mind. From pencil sketch to sustainable masterpiece, it captures Maui’s tropical...
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    Wailea, Maui 96753
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Updated Spacious 3 Bdrm. Wailea Ocean View Condo1 / 22
    (12)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The location is wonderful and the condo is so comfortable and full of all the vacation items you can think of. Will absolutely do this again and recommend to friends.
    Reviewed 22 September 2018
    This condo is a perfect home base for your Maui vacation. It’s very comfortable and so well appointed. We had some family members with strict dietary restrictions and we planned...
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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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    Wailea Orchid Villa - Panoramic Views!  3 Bd/3 Ba1 / 21
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Internet Access
    • Cable/satellite TV
    • Children's Pool
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2018
    We've just returned from our trip. We had an amazing stay at this property in Wailea. It is so spacious, the kitchen was stocked with EVERYTHING we needed for daily meal prep...
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    About this property
    'Wailea Beach Villas is the #1 Specialty Lodging in Wailea' - Trip Advisor 'Wailea Beach Villas is one of the top 100 hotels in the USA' - Conde Nast Readers Choice Award The Wailea Orchid is an amazing 3 bedroom / 3 full baths penthouse villa located in the prestigious Wailea Beach Villas....
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    MAKENA SURF RESORT, #B-2051 / 16
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Balcony
    • Housekeeping Included
    • Internet Access
    • Waterfront
    • Skiing: Property Is In A Ski Resort
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A note from the owner: Welcome to our piece of paradise. We love time at our Makena Surf unit. Uniquely located on the second floor of B building, we see the spectacular beach and ocean view up-close-and-personal from the privacy of the second floor. Sitting on the lanai at sunset, we feel the...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Palms at Wailea Unit #2305 1Bd/2Ba Quiet, Very Private! Near Beach, Sleeps 21 / 49
    (15)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 December 2016
    The staff were so helpful and even booked our Hana Road excursions for uswe were picked up at bought back no worriesThe pool was great The gardens were beautiful It was a...
    Reviewed 24 November 2013
    I helped my sister and brothers find these condos for our stay in Maui. It was shocking to our entire extended family how large and nice these condos are at the Palms of Wailea...
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    About this property
    We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book 'Maui Revealed' and their website. These properties were chosen because of their superior quality and great rates! The fabulous Keawakapu Beach is just a short 10 minute stroll...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Wailea Ekolu #406 2BD/2BA Panoramic Ocean View Near Beach, Full A/C, Sleeps 41 / 47
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 October 2017
    Clean, beautiful, nightly panoramas of the ocean & sunsets. Ideal. We were sad to leave and can’t wait to get back there. This was magic.
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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua Beaches are just a 10 minute stroll down the hill from...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Palms at Wailea #1102  Probably the best ocean view at the Palms at Wailea!1 / 38
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Hot Tub
    • Internet Access
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4.1 / 47
    (3)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 March 2018
    We were very happy with our stay in Waliea, at Grand Champions, #151. The condo was very large, for a 1 bedroom, and was very clean! It was great having 2 bathrooms! The...
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    About this property
    THE VILLA LOCATION: Our REMODELED and PROFESSIONALLY DECORATED villa overlooks the gorgeous fairways of the Wailea Blue golf course, our location is known as GOLF FRONT. Watch the putting on the 1st green! We are located in a very private and serene corner of the complex. Looking across the...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    SPECIAL DEAL $149a nt DEC 1-7 RATED #1 5 STAR REVIEWS GORGEOUS CONTEMPORARY GEM1 / 50
    (19)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 February 2018
    Lawrence's condo was so beautiful, yet comfortable! Beautiful photography artwork on the walls, gorgeous dark bamboo flooring, and such a comfortable king-size bed, made it...
    Reviewed 26 May 2016
    We loved our stay at Lawrence's condo. The condo is beautifully remodeled and well-equipped. It is located perfectly between the beaches of Wailea and the cute town of Kihei...
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    About this property
    Here's is your chance to experience this gorgeous condo at the Palms at Wailea. Newly renovated fully air conditioned, Charcoal grey bamboo floors, Whotel Pillow top Cal king mattress including the WHotel feather bed that makes you feel like your floating. There is also 2 flat screen TV's and the...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    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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    Amenities & Details
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2016
    I took my 94 years old mother to Maui for a family wedding, we loved the condo from the minute we entered, it's spacious and clean, the balcony is perfect for having breakfast...
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    About this property
    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and...
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    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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    Amenities & Details
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua Beaches are just a 10 minute stroll down the hill from...
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    Location Information
    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wailea Ekolu 805 Deluxe 2Bd/2Ba, Ocean View Townhouse! Full A/C, Sleeps 41 / 45
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 April 2018
    We have stayed in other units in Ekolu and this time we stayed in 805. It has beautiful ocean views, lots of green space in front of the lanai and it is close to the pool. The...
    Reviewed 22 December 2013
    Have stayed in several of the other key areas in Maui over the years...first time in Wailea and liked this location the best hands down. Condo and the whole complex very clean...
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    About this property
    Unit #805 has a fully equipped kitchen, split system air conditioning in the living room, guest bedroom, and master bedroom. The unit is equipped with a washer and dryer. The condo has a California king size bed in the master bedroom and two twin beds that can be made into a king in the guest...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Palms at Wailea #1105 Lovely Ocean View, 2Bd 2Bath, Great Rates! Sleeps 41 / 31
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 April 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 1 March 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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    Prime Beachfront, Polo Beach Wailea/Makena #204 - Accommodates 1-6, Free Wifi1 / 57
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2016
    All units at Polo Beach Club are not created equally. Our unit, 103, was ideally located. It is on the ground floor but away from the hotel beach bath so there were no privacy...
    Reviewed 30 June 2016
    Pictures don't do it justice. This is a corner condo off one of the best beaches in Maui. Great beach for body surfing, great beach for swimming, also great area for...
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    About this property
    2-5 Bedroom, on the sand in front of the Fairmont Kea Lani in Wailea / Makena Maui, Hawaii. Features: Beach Front - On the Sand! Snorkeling. Central Air conditioning We have correct HOTEL ZONING for Maui vacation rentals Sleeps 6 Two elevators By Owner Beachfront Pool and Spa On the Wailea Beach...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Grill
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful ocean view unit is situated in upper Wailea Ekahi Village. It is a 952 square foot unit on the second floor with one bedroom and two full bathrooms. It comfortably sleeps 4 guests. Two in the bedroom and two on the memory foam sofa sleeper. It is conveniently located near one of the...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 January 2016
    Stayed here for 1 week with my family and thoroughly enjoyed it. Very spacious - 2 big bedrooms, 2 washrooms, a huge living room and a kitchen stocked full of utensils. Having...
    Reviewed 7 October 2014
    We stayed in unit 48 for 9 nights in mid-September. We were extremely pleased with our stay, and I'm hoping that this post is helpful for others.This unit was in much better...
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    About this property
    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful, Renovated, Hale Kamaole 159 now available! Walk to Kamaole III Beach!1 / 24
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Air Conditioning
    • Washer
    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hale Kamaole 159 is ready for your ideal Maui beach vacation! It is a newly renovated, exceptionally clean, 1 bedroom, 1 bath condo located in beautiful Hale Kamaole, right across from Kamaole Beach Park III, where you can enjoy sunbathing, snorkeling, clear blue water, and swimming with turtles...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!1 / 21
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekahi - Nicely appointed 2 bedroom, 2 bath condo with garden and partial ocean view in the Upper Village over looking the top pool. Kitchen along with both bathrooms just renovated. There is a King, and 2 twin beds and a queen sofa sleeper and 3 separate lanai's with a gas bbq on the main...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wailea Sunset Bungalow1 / 42
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 November 2014
    We stayed here 7 nights. It was as advertised: gorgeous sunsets, well-stocked, great outdoors with lawn, chairs, hammock, dining table. We did not try getting into the water...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-2528-01 County of Maui Short-Term Rental License #Hotel-Zoned Wailea Sunset Bungalow is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19,...
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    Wailea, Maui 96753
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Castaway Cove C201 at Wailea Beach Villas1 / 50
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2016
    Really cannot think of any negatives. The location of the villa was terrrfic; it was well appointed and staff was superb.
    Reviewed 14 August 2014
    We rented Castaway Cove, Unit C201 at the Wailea Beach Villas on Maui in July 2014. This unit is managed by Tropical Villas Vacations. Our first visit to Maui and...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-0848-01 Castaway Cove C201 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the...
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach - 3 min. walk, Remodeled1 / 24
    (14)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • Wi-Fi
    • Waterfront
    • Housekeeping Included
    • Mountain Views
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 10 September 2013
    Our family of 3 stayed at Maui Rendezvous for 4 nights in August. We had a great time! The condo was clean and spacious. It was well equipped and everything was in good...
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    About this property
    Maui Rendezvous, Wailea Ekahi 33A, is a luxury (beautiful, romantic, and family friendly) 1,100 square-foot 1 bedroom 2 bath condo that sleeps 5. It is in a magnificent, lush tropical paradise resort on spectacular Keawakapu beach. Views are of a tropical garden with partial ocean and mountain...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    Wailea Ekahi 7G Luxury Ocean Front S Maui Condo1 / 18
    (37)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2017
    We stayed at this beautiful condo in Wailea for 10 wonderful days. It has everything you may need and more to make your stay relaxing and enjoyable. The condo is beautifully...
    Reviewed 27 February 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...
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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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    Wailea Elua Village #4C1 / 16
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Skiing: Property Is In A Ski Resort
    • Balcony
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekahi is a beautifully terraced property located at the entrance to the resort community of Wailea. This relaxing low-density property consists of 54 two-story buildings spread out over thirty-four acres of immaculate tropical landscaping. Keawakapu Beach fronting the property is well-known...
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    Location Information
    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Palms at Wailea #1902 Garden View 2Bd/2Ba, Fully Air Conditioned, Sleeps 61 / 27
    (20)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2015
    We rented this 2-bedroom unit over spring break. We have 3 elementary school-aged children. ROOMSMaster: Very large and comfortable. Nice big window overlooking lawn...
    Reviewed 23 March 2014
    We are just finishing up our stay at the Palms 1902. We thought the layout was great although the wall of shutters for the second bedroom doesn't do a lot for noise level in the...
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    About this property
    Enjoy your stay in paradise at The Palms at Wailea, a gorgeous property with lush, tropical landscaping and expansive lawn areas. The complex is conveniently located within short walking distance of popular restaurants, shops, and a spectacular beach. Play in the sand and surf at Keawakapu Beach,...
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    Location Information
    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wailea Ekahi #22D1 / 16
    (5)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Parking
    • Waterfront
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2018
    This condo was the most incredible spot for us to spend our honeymoon! We found the perfect balance between going out to eat and staying in--we really loved being able to cook...
    Reviewed 17 July 2017
    We just love this place. Have stayed in this condo several times and enjoyed its great views and closeness to both the pool and beach. The local art collection really adds and...
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    About this property
    Wailea Ekahi Village is a beautifully terraced property located at the entrance to the resort community of Wailea. This relaxing low-density property consists of 54 two-story buildings spread out over thirty-four acres of immaculate tropical landscaping. Keawakapu Beach fronting the property is...
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    Location Information
    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Makena Surf Resort # E-2051 / 16
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Waterfront
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Balcony
    • Skiing: Property Is In A Ski Resort
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2014
    After hours spent on the net to search for THE place to stay, I found Alii's resort website, offering several condos in this residence.Prices are upscale but it is worth the...
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    About this property
    - jacuzzi tub in master bath only ********* sq. ft.
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    Location Information
    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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    • Balcony
    • Parking
    • Internet Access
    • Waterfront
    • Housekeeping Included
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For your convenience, free long distance phone service to the mainland and free wireless internet access is also provided.1616 sq. ft.
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    Location Information
    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully furnished newly remodeled two bedroom, two bath luxury condo located in Maui Kamaole complex; Kihei's newest first class resort property. Nestled in the center of the sunny South Maui coast, Maui Kamaole is located across the street from famed Kamaole III Beach where you can enjoy...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Grill
    • Waterfront
    • Housekeeping Included
    • Internet Access
    • Balcony
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1269 Sq Ft
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    Location Information
    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    The Perfect Location for a Relaxing Hawaiian Getaway - Grand Champions #1031 / 31
    (8)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 November 2017
    This is the second time I have stayed at this condo, and it was even more impressive than I had remembered! They have an amazing property manager, who takes time to make sure...
    Reviewed 10 August 2017
    We had an amazing time in Maui. Staying at Grand Champions made it that much better. It is beautiful home, clean and nicely decorated, the location is ideal (close to beaches...
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    About this property
    Aloha, E Komo Mai..... Welcome to Hale Makamae-Maui, a luxury first floor condo in Wailea's premier Grand Champions Villas. Our home is unit #103 on the east side of the complex. Spend your vacation enjoying this 1 bedroom, 2 bath unit that provides ample space to spread out, benefit from the...
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    Location Information
    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Wailea Elua Village # 21071 / 8
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Balcony
    • Skiing: Property Is In A Ski Resort
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2014
    We stayed at Wailea Elua 2107 for a week in October. The view from the front lanai is outstanding and the rear lanai is very private. We used the barbecue once and it worked...
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    About this property
    A Note From the Owner: You will love the extra space in this remodeled supersized two-bedroom, two-bath Elua condo. With nearly 300 square feet more than the typical Elua two-bedroom unit, you can spread out, relax and truly enjoy your stay in paradise. Our large lanai, living room and master...
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    Location Information
    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    SPECIAL SUMMER RATE FOR AN 'ALOHA' OCEAN VIEW AT MAUI KAMAOLE G-2121 / 14
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2018
    We have had the opportunity to stay at Maui Kamaole several times and unit G-212 is absolutely great. We viewed whales every day from the balcony. We enjoyed Kam III beach...
    Reviewed 11 March 2018
    We have rented this condo on several occasions and it is always updated and clean. It has a fully equipped kitchen, beach towels, and beach chairs, most any thing you need for...
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    About this property
    Maui Kamaole G-212 is a spacious and elegantly appointed condo with an incredible 'Aloha' oceanfront view and a great location near all of the spectacular south Maui beaches. From the lanai, you look out on the beautiful Kamaole Beach III--a fabulous swimming, boogie boarding, and snorkeling beach...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Outstanding Luxury Condo for Couples in Paradise - Ocean and Beacfront1 / 74
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Waterfront
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2017
    Good location to many activities and restaurants. Clean and well supplied with anemities. Beach and pool are somewhat difficult to find.
    Reviewed 23 January 2017
    This condo was great for location and proximity to good walking in Wailea. The pool and beach area was amazing. The Barbecue facilities were at the opposite side of the...
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    About this property
    We are pleased to offer our new 1 bedroom,1 bath upper level condo for rental. It has been redecorated throughout, is newly furnished and equipped to high standards, is very comfortable and located in well maintained lush Ekahi Village. The condo is close to the best of everything we enjoy, 3+...
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    Location Information
    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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