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

$2093 - $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 #1209 1 BR 2 Bath Sleeps 2. Great Rates!

Wailea
The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach i...
Condo 1 / 2 / 2

*
Online booking available

$240 - $500
Per Night

$1680 - $3500
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

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

$203 - $280
Per Night

$1134 - $1960
Per Week

Spacious and Elegant 2b/2B View Condo

Wailea
Unit 1507 is a beautifully renovated condo with a gorgeous ocean view. An end unit, located in the c...
Condo 2 / 2 / 4

*
Online booking available

$279 - $641
Per Night

$1953 - $4490
Per Week

Grand Champions #48 is a 2bd 2ba Ocean View condo that Sl...

Wailea
Grand Champions #48 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 - $427
Per Night

$1393 - $2990
Per Week

Grand Champions 102 - Stunning Sunrise Views

Wailea
Grand Champions 102, located on the Second floor offers Fantastic views of the Wailea Blue Golf Cour...
Condo 2 / 2 / 4

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
Per Week

Wailea Ekahi 17E - Ocean View Oversized Lanai

Wailea
This condominium home has been beautifully upgraded throughout and boasts a wonderful kitchen, dinin...
Condo 1 / 2 / 2

*
Online booking available

$282 - $770
Per Night

$1973 - $5389
Per Week

Grand Champions 118 - Cozy Remodeled 2 Bedroom

Wailea
Grand Champions 118 is an inviting and cozy two bedroom two bath condominium. The kitchen and both b...
Condo 2 / 2 / 6

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
Per Week

Palms at Wailea #1501 Ocean View Inner Court Ground Floor...

Wailea
Palms at Wailea #1501 Ocean View Inner Court Ground Floor 1Bd 1Ba Sleeps 4 The fabulous Keawakapu B...
Condo 1 / 2 / 4

*
Online booking available

$225 - $484
Per Night

$1575 - $3390
Per Week

Wailea Ekolu #105 Scenic Ocean View, Great Location, Slee...

Wailea
Wailea Ekolu #105 Scenic Ocean View, Great Location, Sleeps 4 Wailea Ekolu has several lovely pool ...
Condo 2 / 2 / 4

*
Online booking available

$203 - $607
Per Night

$1422 - $4250
Per Week

Wailea Ekahi 41B - Ground Floor Beach Access

Wailea
Wailea Ekahi 41B is a lovely ground floor condominium furnished with a King bed in the master bedroo...
Condo 1 / 2 / 2

*
Online booking available

$209 - $614
Per Night

$1463 - $4300
Per Week

Wailea Ekahi 3C - First Floor Garden View Condo

Wailea
Wailea Ekahi 3C is a charming one bedroom, one bath, first floor garden view condo. It is a great ch...
Condo 1 / 1 / 2

*
Online booking available

$159 - $482
Per Night

$1114 - $3375
Per Week

Grand Champions 132 - Beautifully Remodeled Kitchen

Wailea
Grand Champions 132 offers free high speed wireless internet, a large flat screen TV, DVD Player and...
Condo 1 / 2 / 2

*
Online booking available

$177 - $529
Per Night

$1241 - $3701
Per Week

Grand Champions 154 - Ocean and Golf Views

Wailea
Beautiful three bedrooms, two bath condominium on the golf course with wrap around deck and ocean/go...
Condo 3 / 2 / 6

*
Online booking available

$321 - $816
Per Night

$2244 - $5715
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

Palms at Wailea #604 2/2 Great for 2 Couples Super 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

$189 - $463
Per Night

$1323 - $3240
Per Week

Grand Champions #51 is a 2Bd 2Ba is a large condo that sl...

Wailea
Grand Champions #51 is a 2Bd 2Ba is a large condo that sleeps 6. Great Rates! The nearby Ulua and M...
Condo 2 / 2 / 6

*
Online booking available

$174 - $427
Per Night

$1218 - $2990
Per Week

Ho'olei 81-5 - Excellent Location Above Pool and Waterfall

Wailea
Unwind in this spectacular three bedroom deluxe accommodation. Beautiful decorations, many of which ...
Condo 3 / 3.5 / 8

*
Online booking available

$898 - $2255
Per Night

$6284 - $15785
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 #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 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

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

 

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