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Wailea Rentals

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Wailea Rentals

198 rentals

Totally renovated, closest to the beach!

Wailea apartment

1 bedroom / 2 bathrooms / Sleeps 5

“Amazing, peaceful and relaxing hide-away!” Ekahi Unit 20E was the ultra-perfect relaxing hide-away destination from the daily stresses of life. Located in a quiet section of Ekahi Village, we were pleasantly surprised of the close proximity to the pav

$275

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Palms at Wailea Unit #2305 Quiet and Very Private! SUMMER SPECIAL $169

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

$189

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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

$275

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OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA

Wailea cottage

1 bedroom / 2 bathrooms / Sleeps 3

$299

1 / 24

Spacious and Elegant 2b/2B View Condo

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“A beautiful Condo and excellent Value!” This condo was newly renovated and from all of the units I looked at for rent in this complex, this one looks to be by far the nicest unit available. The unit was beautifully decorated and very well stocked with

$279

1 / 30

Wailea Ekolu #205 Ocean View, Ground Floor, Sleeps 6

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$265

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Palms at Wailea #604 2/2 Great for 2 Couples Super Rates

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

$189

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WAILEA EKAHI, #22B

Wailea apartment

1 bedroom / / Sleeps 4

$299

1 / 16

Palms at Wailea #205 2B/2B - Luxurious, Spacious, Fantastic Location!

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$289

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MAKENA SURF RESORT, #F-202

Wailea apartment

2 bedrooms / / Sleeps 4

$486

1 / 15

Palms at Wailea 1902 Garden View 2Bd 2Ba 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

$235

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Beachfront Wailea Ekahi Beauty at NEW LOWEST PRICES!!!

Wailea apartment

1 bedroom / 2 bathrooms / Sleeps 4

“Modern Condo close to the best beaches in Maui” After searching for days for the right place to stay on Maui we decided on this condo in Wailea. We were extremely happy with our decision! The condo was located in the perfect location close to so many

$215

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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

$169

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MAKENA SURF RESORT, #B-205^

Wailea apartment

2 bedrooms / / Sleeps 4

“Great Spot” Great beach snorkeling was so convenient lots of turtles. Quiet area but you can access whatever excitement you want in a short drive. The pool is right next to the condo so you can relax there as well. Very well kept grounds. Highly re

$612

1 / 16

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

$279

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MAKENA SURF RESORT, #E-104^

Wailea apartment

2 bedrooms / / Sleeps 4

$699

1 / 16

WAILEA ELUA, #2107*

Wailea apartment

2 bedrooms / / Sleeps 4

“Maui Wailea Elua 2107” Very nice, comfortable 2 BR condo. In the upper tier of buildings in the development, so short walk down the hill to the beachwalk. Though nearer to the road, no noise in unit. Has a front lanai facing the ocean, landscaped b

$425

1 / 16

Palms at Wailea #2108 Gorgeous Unit 1Bd 2 Ba Great Rates!

Wailea apartment

1 bedroom / 2 bathrooms / Sleeps 2

$225

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WAILEA ELUA, #2304

Wailea apartment

2 bedrooms / / Sleeps 4

$440

1 / 20

WAILEA EKOLU, #914

Wailea apartment

2 bedrooms / / Sleeps 5

$267

1 / 16

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

$199

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

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$354

1 / 41

WAILEA ELUA, #2204*

Wailea apartment

2 bedrooms / / Sleeps 4

$490

1 / 16

WAILEA ELUA, #0802

Wailea apartment

2 bedrooms / / Sleeps 4

“Perfection in Paradise” Wailea is the perfect vacation location on Maui with swimming, snorkeling, sunning, kayaking, shopping, dining all within walking distance plus many great beaches within a short drive along with an interesting lava hike along t

$383

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Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. It can sleep 6.

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Loved it” Loved the area the condo was located. Very clean, and spacious. Kids loved the pool =)

$199

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WAILEA GRAND CHAMPION, #180^

Wailea apartment

3 bedrooms / / Sleeps 6

“A little piece of paradise!” Our family loved our stay! The kids enjoyed the pools and we loved our ocean view. We even loved the birds who woke us up each morning. We did the short drive down to Big Beach and ahihi Cove, we also walked down to Uluu

$250

1 / 16

Palms at Wailea 609 Ground Level Garden View - 1Bd 2Ba Sleeps 4: Great Rates!

Wailea apartment

1 bedroom / 2 bathrooms / Sleeps 4

$189

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LUXURY FOR LESS! Best value in Hoolei Wailea!

Wailea villa

3 bedrooms / 4 bathrooms / Sleeps 8

$725

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WAILEA ELUA, #1305^

Wailea apartment

3 bedrooms / / Sleeps 6

“Great location!” We really enjoyed our stay at Elua Village 1305. The proximity to the beach was outstanding as was the sunsets each and every night. Three beds and baths with 6 people make life very comfortable. The unit could use some updates such

$1,166

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WAILEA ELUA, #1601*

Wailea apartment

1 bedroom / / Sleeps 2

“Hats off to Ali'i” We have spent the last 16 years at many of the Elua condos managed by a different company. Ali'i proved to be the most accommodating and attentive. Their website is also user-friendly. The 1601 unit does need better dresser space. K

$420

1 / 16

WAILEA ELUA, #1702

Wailea apartment

2 bedrooms / / Sleeps 4

“Wonderful Family Vacation” My Husband & I took our large family, we rented three condo's. All three were beautifully decorated, and very comfortable. We had coffee on the patio every morning, while watching the grandchildren play on the grass. The gr

$599

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Outstanding Luxury Condo for Couples in Paradise - Ocean and Beacfront

Wailea apartment

1 bedroom / 1 bathroom / Sleeps 2

$195

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MAKENA SURF RESORT, #E-202

Wailea apartment

2 bedrooms / / Sleeps 4

$612

1 / 16

WAILEA ELUA, #2101*

Wailea apartment

1 bedroom / / Sleeps 2

“Vary nice” Accomodations were modern and clean. Resort is beautifully kept. I want to particualry praise the cleaning staff. The two women who came daily were amazing.

$266

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Wailea Ekolu #1207 2B/2B Fully Remodeled Ground Floor Condo w/ Ocean View

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$215

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Wailea Ocean View, 2Bed, 2Bath Beautiful Update

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$295

1 / 25

Ekahi-2A Lower Village, Ocean Views and Sunsets

Wailea apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Great unit in the best complex” An excellent unit: very clean, great layout, loads of space, well stocked kitchen amenities, and nice view. Its well situated close to one of the quiet pools and a short walk to the main pool and beach area. We love

$442

1 / 30

One-of-a-Kind Maui Getaway

Wailea house

4 bedrooms / 4 bathrooms / Sleeps 10

$1,500

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