Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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 #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

Grand Champions 122 - Remodeled Kitchen & Bath

Wailea
Grand Champions 122 offers a large flat screen TV, DVD Player and CD Player. The living room has air...
Condo 1 / 2 / 2

*
Online booking available

$168 - $498
Per Night

$1177 - $3484
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 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

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

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

Ho'olei 81-2 - Luxury 3 Bedroom Townhouse with Spectacula...

Wailea
Enjoy more than 2500 feet of comfortable yet lavish, uniquely and professionally decorated living sp...
Condo 3 / 3.5 / 10

*
Online booking available

$898 - $2400
Per Night

$6284 - $16800
Per Week

Grand Champions 165 - Access to Pools & Jacuzzi

Wailea
The inviting tropical decor in Grand Champions 165 greets you as you enter. Beautiful new tile flows...
Condo 2 / 2 / 4

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
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

Palms at Wailea 603 2bd 2ba Sleeps 6 Great 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

$199 - $463
Per Night

$1393 - $3240
Per Week

Grand Champions 150 - Overlooks Golf Course

Wailea
This beautiful two bedroom, two bath condominium overlooks the Wailea Blue Course. Enjoy the golf an...
Condo 2 / 2 / 4

*
Online booking available

$227 - $645
Per Night

$1591 - $4518
Per Week

Grand Champions #143 is a 3 BR 2 bath renovated Summer Sp...

Wailea
Grand Champions #143 is a 3 BR 2 bath renovated Summer Special $299 Unit 143 at the Wailea Grand Ch...
Condo 3 / 2 / 8

*
Online booking available

$289 - $750
Per Night

$2023 - $5250
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 #1803 Large Private Lanai, Spacious, Grea...

Wailea
Palms at Wailea #1803 Large Private Lanai, Spacious, Great Location, Sleeps 4 The fabulous Keawakap...
Condo 1 / 2 / 4

*
Online booking available

$159 - $427
Per Night

$1113 - $2990
Per Week

Wailea Ekahi 32B - Ocean View Access to 4 Pools

Wailea
Enjoy the ocean view down the green belt from the covered lanai! BBQ with the gas grill or cook in t...
Condo 1 / 2 / 2

*
Online booking available

$321 - $816
Per Night

$2244 - $5715
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

$183 - $564
Per Night

$1279 - $3950
Per Week

Grand Champions 144 - 3 Bedrooms on Golf Course

Wailea
Beautifully decorated three bedroom two bath condominium on the golf course with wrap around deck an...
Condo 3 / 2 / 6

*
Online booking available

$321 - $816
Per Night

$2244 - $5715
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

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

Wailea
Unit 141 is located in the heart of the beautiful and serene Grand Champions Villas. On the edge of ...
Condo 1 / 2 / 2

*
Online booking available

$168 - $498
Per Night

$1177 - $3484
Per Week

Grand Champions 186 - 2nd Floor Condo Overlooking Pool

Wailea
Grand Champions 186 is located on the second floor and overlooks one of the 2 pools on property. Fea...
Condo 2 / 2 / 4

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
Per Week

Wailea Elua 1904 - 2 Bedroom Remodeled on the Beach

Wailea
Newly remodeled, Two bedroom / Two bathroom, second floor condominium right on the Beach! It is perf...
Condo 2 / 2 / 4

*
Online booking available

$577 - $1633
Per Night

$4039 - $11431
Per Week

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

Wailea
Palms at Wailea #1102 Probably the best ocean view at the Palms at Wailea! The fabulous Keawakapu B...
Condo 2 / 2 / 6

*
Online booking available

$295 - $707
Per Night

$2065 - $4950
Per Week

 

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