Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Summer Special! Wailea Ekahi 46F- Spacious 2 BR 2 Bath Co...

Wailea
Summer Special! Wailea Ekahi 46F- Spacious 2 BR 2 Bath Condo in Wailea! Wailea Ekahi - Nicely appoi...
Condo 2 / 2 / 6

*
Online booking available

$252 - $380
Per Night

$1575 - $2660
Per Week

Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 ...

Wailea
Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 Great Rates The fabulous Keawakapu Beach i...
Condo 2 / 2 / 6

*
Online booking available

$329 - $684
Per Night

$2303 - $4790
Per Week

Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd ...

Wailea
Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd 2Bath Great Rates! The fabulous Keawakapu ...
Condo 2 / 2 / 4

*
Online booking available

$299 - $641
Per Night

$1925 - $4490
Per Week

Palms at Wailea #205 2B/2B - Luxurious, Spacious, Fantast...

Wailea
Palms at Wailea #205 2B/2B - Luxurious, Spacious, Fantastic Location! The fabulous Keawakapu Beach ...
Condo 2 / 2 / 6

*
Online booking available

$289 - $641
Per Night

$2023 - $4490
Per Week

Grand Champions 86 - Oversized Lanai Perfect for Couples

Wailea
Grand Champions 86 is perfect for two people. The living area is air conditioned and has ceiling fan...
Condo 1 / 2 / 2

*
Online booking available

$168 - $498
Per Night

$1177 - $3484
Per Week

Palms At Wailea 1904 - Spacious Wailea Condo

Wailea
This 2-bedroom condo is comfortably appointed and located in a great spot on the property. The spaci...
Condo 2 / 2 / 4

*
Online booking available

$210 - $536
Per Night

$1470 - $3751
Per Week

Wailea Ekolu #1207 2B/2B Fully Remodeled Ground Floor Con...

Wailea
Wailea Ekolu #1207 2B/2B Fully Remodeled Ground Floor Condo w/ Ocean View Welcome to Wailea Ekolu V...
Condo 2 / 2 / 6

*
Online booking available

$185 - $570
Per Night

$1295 - $3990
Per Week

Palms at Wailea 1606 - Spacious 2 Bedroom Condo

Wailea
A spacious two bedroom two bath condominium in beautiful Wailea. A partial ocean view, BBQ grill ...
Condo 2 / 2 / 6

*
Online booking available

$177 - $529
Per Night

$1241 - $3701
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 75 - Ocean and Fairway Views

Wailea
Relax on your lanai, enjoying the radiant blue waters to your west, and the stunning sights of Halea...
Condo 2 / 2 / 4

*
Online booking available

$145 - $459
Per Night

$1018 - $3211
Per Week

Grand Champions #36

Wailea
This is a great property with a real tropical "Tommy Bahama" feel...Upscale furnishings and attentio...
Condo 2 / 2 / 6

*
Online booking available

$195 - $255
Per Night

$1365 - $1785
Per Week

Wailea Ekahi 4E - Garden View 2nd Floor Condo

Wailea
Wailea Ekahi Village 4E Second floor condominium is adjacent to a landscaped ravine and has beautifu...
Condo 1 / 1 / 2

*
Online booking available

$195 - $583
Per Night

$1368 - $4082
Per Week

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

Wailea
Relax in the casual comfort of this recently renovated 1 bedroom / 2 bath unit. Its interior is spac...
Condo 1 / 2 / 2

*
Online booking available

$225 - $413
Per Night

$1575 - $2890
Per Week

Wailea Ekolu #201 Remodeled 2Bd/2Ba Oceanview Condo 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

$184 - $564
Per Night

$1288 - $3950
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

Grand Champions 35 - 3rd Floor Ocean View

Wailea
Grand Champions 35 is an inviting third floor, two bedroom, two bath, Ocean View condo. The living ...
Condo 2 / 2 / 5

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
Per Week

Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleep...

Wailea
Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleeps 4 Great Rates! The fabulous Keawakapu Be...
Condo 1 / 2 / 4

*
Online booking available

$225 - $499
Per Night

$1575 - $3490
Per Week

Grand Champions 162 - 2nd Floor End Unit Condo

Wailea
As soon as you enter you’ll see the 7th fairway of the golf course with the Ocean in the distance. T...
Condo 1 / 2 / 2

*
Online booking available

$145 - $459
Per Night

$1018 - $3211
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

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 123 - Renovated 3 Bedroom Condo in World ...

Wailea
This condo has a large wrap-around lanai with a peaceful garden view. This condo features three bedr...
Condo 3 / 2 / 6

*
Online booking available

$201 - $583
Per Night

$1407 - $4082
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 #804 Best Panoramic Ocean View 1Bd 2Ba Priva...

Wailea
Wailea Ekolu #804 Best Panoramic Ocean View 1Bd 2Ba Private location! Wailea Ekolu is one of most s...
Condo 1 / 2 / 4

*
Online booking available

$225 - $499
Per Night

$1575 - $3490
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 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

 

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