Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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 #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 702 Upstairs Garden View 1B/2B Sleeps 4. ...

Wailea
Palms at Wailea 702 Upstairs Garden View 1B/2B Sleeps 4. Summer Special $169 The fabulous Keawakapu...
Condo 1 / 2 / 4

*
Online booking available

$150 - $427
Per Night

$1050 - $2990
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

Palms at Wailea 2303 Ground Floor 2bd 2ba Sleeps 6 Great ...

Wailea
Palms at Wailea 2303 Ground Floor 2bd 2ba Sleeps 6 Great Rates! We are pleased that our properties ...
Condo 2 / 2 / 6

*
Online booking available

$250 - $463
Per Night

$1750 - $3240
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

2B/2B Beautifully Furnished, Great Rates, Sleeps 6

Wailea
Palms at Wailea #606 The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at...
Condo 2 / 2 / 6

*
Online booking available

$179 - $536
Per Night

$1253 - $3750
Per Week

Grand Champions 138 - Remodeled Condo with 2 Master Suites

Wailea
Enjoy lush tropical views and all the perks of a resort just a mile from the beach! Boasting high ce...
Condo 2 / 2 / 5

*
Online booking available

$201 - $524
Per Night

$1407 - $3665
Per Week

Grand Champions 141 - Nicely Updated 1 Bedroom, 2 Bath Condo

Wailea
A tropical atmosphere greets you as you enter Grand Champions 141. A beautifully decorated ground fl...
Condo 1 / 2 / 4

*
Online booking available

$168 - $498
Per Night

$1177 - $3484
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

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

Grand Champions 139 - Renovated Two Bedroom Condo

Wailea
Beautifully decorated and fully renovated two bedroom condominium with garden, some ocean and mounta...
Condo 2 / 2 / 4

*
Online booking available

$209 - $614
Per Night

$1463 - $4300
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 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

Grand Champions 27 - 2 Bedroom, 2 Bath Condo on 2nd Floor

Wailea
A cool clean atmosphere greets you as you enter the front door of Grand Champions 27. A beautifully ...
Condo 2 / 2 / 4

*
Online booking available

$153 - $536
Per Night

$1071 - $3751
Per Week

Grand Champions 118 - Cozy Remodeled 2 Bedroom

Wailea
The ocean peeks out at you from the lush tropical landscaping just beyond your balcony at Grand Cham...
Condo 2 / 2 / 6

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
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

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

Grand Champions 102 - Stunning Sunrise Views

Wailea
Luxury inside and out awaits you at this beautiful condo! The lanai overlooks Old Blue Golf Course, ...
Condo 2 / 2 / 4

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
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

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

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 134 - Renovated 3-Bedroom, Pool, Tennis

Wailea
Grand Champions 134 is located in a quiet setting in Wailea. Large green belts, manicured grounds, a...
Condo 3 / 2 / 6

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
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

 

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