Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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 #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

Wailea Ekahi 33E - 2nd Floor Ocean View Condo

Wailea
This modern condo is located on the Second floor with Ocean and Greenbelt views. It is furnished wit...
Condo 1 / 2 / 2

*
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 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 #090

Wailea
Beautifully Remodeled and furnished two bedroom Condo overlooking the Golf Course. The kitchen ad ba...
Condo 2 / 2 / 6

*
Online booking available

$425 - $530
Per Night

$2975 - $3710
Per Week

Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. ...

Wailea
Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. It can sleep 6. The nearby Ulua and Mokapu...
Condo 2 / 2 / 6

*
Online booking available

$199 - $427
Per Night

$1393 - $2990
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

Wailea Elua #2110 - Gorgeous Ocean View 2B/2B

Wailea
The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has ...
Condo 2 / 2 / 5

*
Online booking available

$345 - $750
Per Night

$2415 - $5250
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 #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

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

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 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

Ho'olei 93-5 - 2 Story Luxury Townhouse Pool View

Wailea
Relax in this spectacular three bedroom deluxe accommodation. Beautifully decorated, many exquisite ...
Condo 3 / 3.5 / 8

*
Online booking available

$727 - $1944
Per Night

$5087 - $13608
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

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

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

Stop! Look No Further! Palms at Wailea #1503 Ocean View B...

Wailea
Stop! Look No Further! Palms at Wailea #1503 Ocean View Best Location! The fabulous Keawakapu Beach...
Condo 2 / 2 / 4

*
Online booking available

$304 - $649
Per Night

$2128 - $4540
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 #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

Grand Champions 102 - Stunning Sunrise Views

Wailea
Luxury inside and out awaits you at this beautiful condo! The balcony overlooks Old Blue golf course...
Condo 2 / 2 / 4

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
Per Week

 

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