Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Wailea Ekahi 17B - Ground Floor Partial Ocean View

Wailea
This ground floor, Wailea Ekahi condominium has a garden and partial ocean view. There is a King bed...
Condo 1 / 2 / 4

*
Online booking available

$177 - $529
Per Night

$1241 - $3701
Per Week

Wailea Ekolu 310 - Ocean View Condo on Golf Course

Wailea
Wailea Ekolu #310 is a Second Floor, Two bedroom Two bath, Ocean View Condo on the 'Old Blue' Wailea...
Condo 2 / 2 / 4

*
Online booking available

$286 - $634
Per Night

$2002 - $4441
Per Week

Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sle...

Wailea
Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sleeps 4, Great Rates! Wailea Ekolu is one of...
Condo 2 / 2 / 6

*
Online booking available

$225 - $593
Per Night

$1575 - $4150
Per Week

Wailea Ekolu 1610 - Ocean View Renovated 2 Bedroom

Wailea
This spectacular two bedroom town home has been renovated throughout. The upstairs living area has a...
Condo 2 / 2.5 / 5

*
Online booking available

$273 - $739
Per Night

$1909 - $5171
Per Week

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

Wailea
Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There...
Condo 2 / 2 / 6

*
Online booking available

$196 - $593
Per Night

$1369 - $4150
Per Week

Wailea Ekolu #105 Scenic Ocean View, Great Location, Slee...

Wailea
Wailea Ekolu #105 Scenic Ocean View, Great Location, Sleeps 4 Wailea Ekolu has several lovely pool ...
Condo 2 / 2 / 4

*
Online booking available

$203 - $607
Per Night

$1422 - $4250
Per Week

Grand Champions 122 - Remodeled Kitchen & Bath

Wailea
Made just for 2, this beautiful condo with views of the Haleakala Mountains is the ideal place for y...
Condo 1 / 2 / 2

*
Online booking available

$168 - $498
Per Night

$1177 - $3484
Per Week

Spacious and Elegant 2b/2B View Condo

Wailea
Unit 1507 is a beautifully renovated condo with a gorgeous ocean view. An end unit, located in the c...
Condo 2 / 2 / 4

*
Online booking available

$279 - $641
Per Night

$1953 - $4490
Per Week

Grand Champions 132 - Chic and Charming Top Floor 1 Bedro...

Wailea
Completely remodeled in 2017 in chic mid-20th-Century decor, this Wailea condo is the ideal hideaway...
Condo 1 / 2 / 2

*
Online booking available

$195 - $583
Per Night

$1368 - $4082
Per Week

Ho'olei 39-3 - Spacious Upscale Townhouse Stunning Views

Wailea
Enjoy more than 2700 feet of comfortable yet lavish, uniquely and professionally decorated living sp...
Condo 3 / 3.5 / 8

*
Online booking available

$727 - $1944
Per Night

$5087 - $13608
Per Week

Grand Champions #51 is a 2Bd 2Ba is a large condo that sl...

Wailea
Grand Champions #51 is a 2Bd 2Ba is a large condo that sleeps 6. Great Rates! The nearby Ulua and M...
Condo 2 / 2 / 6

*
Online booking available

$174 - $427
Per Night

$1218 - $2990
Per Week

Palms at Wailea Unit #2305 Quiet and Very Private! Summer...

Wailea
Palms at Wailea Unit #2305 Quiet and Very Private! Summer Special $169 We are pleased that our prop...
Condo 1 / 2 / 2

*
Online booking available

$179 - $427
Per Night

$1253 - $2990
Per Week

Wailea Ekolu #407 Completely Remodeled with Panoramic Oce...

Wailea
Wailea Ekolu #407 Completely Remodeled with Panoramic Ocean Views. Sleeps 2 Wailea Ekolu Unit 407 i...
Condo 1 / 2 / 2

*
Online booking available

$225 - $427
Per Night

$1575 - $2990
Per Week

Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! ...

Wailea
Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates! The fabulous Keawakapu Be...
Condo 2 / 2 / 6

*
Online booking available

$249 - $570
Per Night

$1743 - $3990
Per Week

Palms at Wailea #1209 1 BR 2 Bath Sleeps 2. Great Rates!

Wailea
The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach i...
Condo 1 / 2 / 2

*
Online booking available

$240 - $500
Per Night

$1680 - $3500
Per Week

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

Wailea
The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach i...
Condo 2 / 2 / 6

*
Online booking available

$189 - $463
Per Night

$1323 - $3240
Per Week

Grand Champions 033

Wailea
Two bedrooms and two baths in this garden view condo. The Master bedroom has a king bed and the seco...
Condo 2 / 2 / 4

*
Online booking available

$425 - $515
Per Night

$2975 - $3605
Per Week

Grand Champions 8 - Top Floor Private Lanai

Wailea
Grand Champions 8 is a top floor tropical delight with lush foliage surrounding the lanai for privac...
Condo 2 / 2 / 4

*
Online booking available

$195 - $583
Per Night

$1368 - $4082
Per Week

Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Go...

Wailea
Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4. The nearby Ulua and M...
Condo 1 / 2 / 4

*
Online booking available

$159 - $356
Per Night

$1113 - $2490
Per Week

Wailea Ekahi 35B - 2 Level Condo Walk to Beach

Wailea
Wailea Ekahi Village 35B is where you want to be. It is the paradise you have been looking for. Walk...
Condo 2 / 2.5 / 4

*
Online booking available

$321 - $816
Per Night

$2244 - $5715
Per Week

Wailea Ekahi 38B - Charming 1 Bedroom Condo

Wailea
Wailea Ekahi 38B is a charming condominium furnished with a King bed in the master bedroom, Queen pu...
Condo 1 / 2 / 4

*
Online booking available

$227 - $645
Per Night

$1591 - $4518
Per Week

Wailea Ekolu 1606 - Renovated Top Floor Ocean View

Wailea
Wailea Ekolu 1606 is a top floor two bedroom two bath condo with a wonderful ocean view. Beautiful w...
Condo 2 / 2 / 4

*
Online booking available

$209 - $614
Per Night

$1463 - $4300
Per Week

Wailea Ekolu 805 Deluxe 2 Bd. 2 Bath, Ocean View Townhouse!

Wailea
Unit #805 has a fully equipped kitchen, AC in the living room, guest bedroom, and master bedroom. Th...
Condo 2 / 2 / 4

*
Online booking available

$215 - $593
Per Night

$1505 - $4150
Per Week

Grand Champions 65 - Perfect for a Small Family

Wailea
Grand Champions 65 is perfect for 2 couples or a family of four. A tropical atmosphere greets you as...
Condo 2 / 2 / 4

*
Online booking available

$209 - $614
Per Night

$1463 - $4300
Per Week

Wailea Ekolu 1106 - Modern Updates Incredible Views

Wailea
Enjoy views of Kahoolawe, Molokini and Lana’i all from this condo’s wonderful location. Vaulted ceil...
Condo 2 / 2 / 4

*
Online booking available

$273 - $739
Per Night

$1909 - $5171
Per Week

 

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