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Wailea Rentals with Hot Tubs

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Wailea Rentals with Hot Tubs

738 vacation rentals

One-of-a-Kind Maui Getaway!

Wailea house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 51 minutes

Price per night from

$1,493

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Palms at Wailea #1102 Probably the best ocean view at the Palms at Wailea!

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great place to stay for the price” We loved the location and views from our units. The pool was warm and quite nice despite having many restrictions. The units were clean and nice looking however many of the amenities promised (ie. beach equipment) we

Responds fast! avg. 26 minutes

Price per night from

$295

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Wailea Orchid Villa - Panoramic Views! 3 Bd/3 Ba

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 8

“Wonderful stay in the Penthouse Villa...” Service: 5 Stars - The owner was very prompt in replying to email with questions, concerns. Concierge and front desk staff were courteous and very helpful. The bellman/staff even brought all of our luggage

Price per night from

$1,140

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Updated Spacious 3 Bdrm. Wailea Ocean View Condo

Wailea apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Great condo!” We absolutely loved the condo.  It was well appointed and spacious.  We hosted a gathering of about 20 people and the kitchen, dining, living spaces combined with the lanai comfortably held that many people. The location was perfect, ri

Responds fast! avg. 3 hours 10 minutes

Price per night from

$283

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Grand Champions #51 is a 2Bd 2Ba is a large condo that sleeps 6. Great Rates!

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Exceeded expectations by a mile!” From the moment we arrived we were amazed at the way the condos we rented (we had #48 as well) were decorated, furnished and stocked with anything we could possibly have wanted for our holiday. Even items for the beac

Responds fast! avg. 26 minutes

Price per night from

$174

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Palms at Wailea Unit #2305 1Bd/2Ba Quiet, Very Private! Near Beach, Sleeps 2

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 2

“Great for Couples” For those of us who hate living in hotels, or paying for services we don't use, this 1 bedroom/2 bathroom condo is perfect. It feels and looks even larger than the photos and is equipped with a full kitchen, that is very well stocke

Responds fast! avg. 26 minutes

Price per night from

$189

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Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4.

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

“Exceeded Expectations” I love this property. We had looked at alot of places and time was running out. When this property popped up, I never thought it looked liked the way it did in person. It looked better in person. We are definitely returning. Mah

Responds fast! avg. 26 minutes

Price per night from

$159

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Palms at Wailea #1105 Lovely Ocean View, 2Bd 2Bath, Great Rates! Sleeps 4

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Great Getaway!!” I loved unit 1105 at The Palms. It was totally updated and very clean. The beach chairs and boogie boards were nice to have. Loved the quiet nature of the Palms and the proximity to all of the beautiful beaches!!

Responds fast! avg. 26 minutes

Price per night from

$299

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Grand Champions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates!

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Best experience ever in USA. Loved every minute of our stay.” #51 @ #48 condos were by far even better than the reviews and pictures described. My family from Canada and myself were truly impressed by the attention to detail and how well the units wer

Responds fast! avg. 26 minutes

Price per night from

$199

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Palms at Wailea #205, 2Bd/2Ba, Luxurious, Spacious, Fantastic Location!

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 26 minutes

Price per night from

$289

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Palms at Wailea #1902 Garden View 2Bd/2Ba, Fully Air Conditioned, Sleeps 6

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

“A breath of fresh air” I have stayed at many different rentals never knowing if the pictures show what the condo really looks like. This rental was exactly what was shown and more! We were impressed with the updated features and location. The balcony

Responds fast! avg. 26 minutes

Price per night from

$235

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New Listing! Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$689

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Book Early Save Big - 2019 10th Night FREE

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$194

1 / 40

The Perfect Location for a Relaxing Hawaiian Getaway - Grand Champions #103

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

“This is a beautiful condo, wonderfully maintained, in a great lo” We have stayed at many condos on Maui for years, and this is absolutely our favorite. We were lucky enough to be the first guests, and everything was even better than expected. The pho

Responds fast! avg. 34 minutes

Price per night from

$168

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Castaway Cove C201 at Wailea Beach Villas

Wailea house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$995

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Palms at Wailea 702 Upstairs Garden View 1Bd/2Ba, Great Rates! Sleeps 4

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

“Great Stay in #702” The unit was very spacious, very clean(the carpet had just been steam cleaned before we arrived) and is in great location in Wailea which is in the quieter part of Kihei. The lanai was large and perfect to spend the evening sipping

Responds fast! avg. 26 minutes

Price per night from

$169

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Wailea Sunset Bungalow

Wailea house

2 bedrooms / 1 bathroom / sleeps 4

“Paradise at Wailea Sunset Bungalow” Our trip to Maui was fantastic, mostly due to the spectacular Wailea Sunset Bungalow. This home was stocked with absolutely everything a person or group could ever need for a week, even a month. We enjoyed the fam

Price per night from

$1,095

1 / 0

HO'OLEI #93-2-BEAUTIFULLY APPOINTED VILLA-SLEEPS 8

Wailea condo

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$792

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WAILEA ELUA, #0702

Wailea apartment

2 bedrooms / / sleeps 6

Price per night from

$407

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SPECIAL $270 a nt 10/21-10/30 5STAR REVIEWS GORGEOUS CONTEMPORARY GEM

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

“Happy with our stay” We enjoyed our stay. The location was very close to the beach and a pool, and there were chairs and gear we could use which was great. The room itself was quite nice and comfortable, including an excellent entertainment system and

Responds fast! avg. 3 hours 6 minutes

Price per night from

$249

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Ho'Olei Largest Floor Plan - Ocean and Pool Views

Wailea house

3 bedrooms / 4 bathrooms / sleeps 7

Price per night from

$1,432

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STOP! LOOK NO FURTHER! Palms at Wailea #1503 2Bd Ocean View Best Location!

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 26 minutes

Price per night from

$360

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MAKENA SURF RESORT, #B-204

Wailea apartment

2 bedrooms / / sleeps 6

Price per night from

$755

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HO'OLEI #24-3-BEAUTIFULLY APPOINTED VILLA-SLEEPS 10

Wailea condo

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$600

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Palms at Wailea #1501 Ocean View Inner Court Ground Floor 1Bd 1Ba Sleeps 4

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

“Enjoyable Stay!” Our overall experience was good. The property was quite comfortable. We loved the beautiful landscaping BUT the view of the ocean could be enhanced with a bit of selective trimming of the shrubs surrounding the patio area. The propert

Responds fast! avg. 26 minutes

Price per night from

$225

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South Kihei Home Rental

Wailea house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$843

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SPECIAL SUMMER RATE FOR AN "ALOHA" OCEAN VIEW AT MAUI KAMAOLE G-212

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$259

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Palms at Wailea #603 2Bd/2Ba Fully Air Conditioned, Great Rates! Sleeps 6

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Love Maui and the Palms” The Palms is our favourite place to stay in Maui. Room 603 was in very good shape but we had an incident the second to last day with water from the room above but the property management and rental management groups got on it

Responds fast! avg. 26 minutes

Price per night from

$199

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Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach - 3 min. walk, Remodeled

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 5

“Relaxing and Beautiful Getaway” My husband and I stayed at 33a in Ekahi for a week long vacation. The condo and surroundings exceeded all of our expectations. It is very tastefully decorated, extremely clean with all the amenities needed for a relaxin

Price per night from

$273

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Romantic, Elegant, Sensual Retreat

Wailea condo

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$225

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Palms at Wailea #604 2Bd/2Ba, Fully Air Conditioned, Great Rates! Sleeps 6

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

“As seen on the website” Unit 604 definitely met and surpassed our expectations. The booking process, checking in, and checking out were a breeze. We were a large group, with 3 units rented (from different companies) and ours was definitely the best de

Responds fast! avg. 26 minutes

Price per night from

$189

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Grand Champions #143 is a 3Bd/2Ba 1st floor golf course view condo, sleeps 8

Wailea apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 26 minutes

Price per night from

$325

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Wailea Ocean View, 2Bed, 2Bath Beautiful Update

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 28 minutes

Price per night from

$238

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Elua Village # 701 - Luxury 2b/2b with Ocean View!

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Maui Magic” We have stayed in this unit twice and both stays were excellent! First, the location is awesome. A beautiful sandy beach is only a short walk away and what awaits you is fantastic snorkeling and scuba diving. In addition to the great divin

Price per night from

$421

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Family Beach Headquarters: Maui Banyan 2 BR Condo at Beach, Sleeps 4-8

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 8

“A wonderful family week in Kihei” Well-furnished 2 BR condo across the main road from a very nice beach in Kihei. Condo complex also had a nice heated pool. This was our first time as a family on Maui; we'll be back for sure, and likely to this locati

Responds fast! avg. 1 hour 2 minutes

Price per night from

$188

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Grand Champion Villas, Where Happiness Lives!!

Wailea apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Great home away from home” Bev and Tony's condo at Grand Champion Villas was everything that we expected and more. The condo was very comfortable, the directions for how to get there from the airport were very accurate and the condo had all the amenit

Price per night from

$298

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Hale Makena Maui

Wailea villa

4 bedrooms / 4 bathrooms / sleeps 8

“Our Stay at Hale Makena Maui” The house is beautiful and very comfortable. It was perfect for our group. The proximity to great beaches, snorkeling, kayaking and whale watching was terrific. THe outdoor living area and pool were a big plus. We definit

Responds fast! avg. 11 minutes

Price per night from

$2,700

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Prime Beachfront, Polo Beach Wailea/Makena #204 - Accommodates 1-6, Free Wifi

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

“One of the finest vacation stays in Hawaii!” We have been travelling to Wailea since the early 1980's and always stayed just north of the Polo Club in other condos. The Polo Club locale, just off the beach, beautifully furnished, well maintained and

Responds fast! avg. 1 hour 20 minutes

Price per night from

$491

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