Wailea Vacation Rental Getaways


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  • Beach Front
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Sort by: Type BR/BA/Sleeps Price

Wailea Ekolu 1610 - 2 Bedrooms, Renovated, Ocean View, 2 ...

Wailea
Gaze at the sea from your private lanai at this stunning 2-bedroom, 2-story townhome! Treat yourself...
Condo 2 / 2.5 / 5

*
Online booking available

$265 - $772
Per Night

$1855 - $5405
Per Week

Grand Champions 089

Wailea
Grand Champions two bedroom condo with fabulous views of the golf course. This condo is currently un...
Condo 2 / 2 / 6

*
Online booking available

$440 - $550
Per Night

$3080 - $3850
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 - $570
Per Night

$1750 - $3990
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

Palms at Wailea #305 A/C Throughout, Close to Pool, Nicel...

Wailea
Palms at Wailea #305 A/C Throughout, Close to Pool, Nicely Appointed The fabulous Keawakapu Beach i...
Condo 2 / 2 / 6

*
Online booking available

$189 - $345
Per Night

$1323 - $2415
Per Week

Grand Champions 35, 2 Bedrooms, 3rd Floor, Ocean View, Po...

Wailea
Palm trees swaying in the breeze, tropical air filling your senses, and a great ocean view are waiti...
Condo 2 / 2 / 5

*
Online booking available

$250 - $681
Per Night

$1750 - $4765
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

Wailea Ekahi 17B - 1 Bedroom, Ground Floor, Partial Ocean...

Wailea
You’ll feel like you’re on a private island when you step out on your flower-strewn, covered lanai a...
Condo 1 / 2 / 4

*
Online booking available

$180 - $636
Per Night

$1260 - $4451
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

$250 - $600
Per Night

$1750 - $4200
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

Grand Champions 108, 1 Bedroom, Cozy Lanai, Pool Access, ...

Wailea
With a large open-air balcony, spacious living area, and luxurious master suite, this condo brings y...
Condo 1 / 2 / 4

*
Online booking available

$284 - $846
Per Night

$1988 - $5925
Per Week

Palms at Wailea 1902 Garden View 2Bd 2Ba Sleeps 6

Wailea
Enjoy your stay in paradise at The Palms at Wailea, a gorgeous property with lush, tropical landscap...
Condo 2 / 2 / 6

*
Online booking available

$235 - $493
Per Night

$1645 - $3450
Per Week

Summer Special! Wailea Ekahi 48C ~ 1 BR 2 Bath Wailea Condo!

Wailea
Wailea Ekahi Village - 1 bedroom, 2 bath condo with a calming garden view located in the Upper Villa...
Condo 1 / 2 / 4

*
Online booking available

$225 - $280
Per Night

$1575 - $1960
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 #45 is a 2bd 2ba Ocean view condo that Sl...

Wailea
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sleeps 6 Great Rates! The nearby Ulua and Mo...
Condo 2 / 2 / 6

*
Online booking available

$199 - $464
Per Night

$1393 - $3250
Per Week

Grand Champions 49 - 2 Bedrooms, Spacious Lanai, Remodele...

Wailea
Surround yourself with elegant furnishings, two pools, and incredible garden views, only a short way...
Condo 2 / 2 / 4

*
Online booking available

$180 - $636
Per Night

$1260 - $4451
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

$395 - $893
Per Night

$2765 - $6250
Per Week

Wailea Ekahi 34B - 1 Bedroom, Updated Ocean View, Access ...

Wailea
Four can stay comfortably in this exquisite vacation condo when the queen-sized sofa sleeper is put ...
Condo 1 / 2 / 4

*
Online booking available

$246 - $681
Per Night

$1722 - $4765
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 - $641
Per Night

$1575 - $4490
Per Week

 

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