Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Wailea Ekahi 46F

Wailea
Wailea Ekahi - Nicely appointed 2 bedroom, 2 bath condo with garden and partial oceanview in the Upp...
Condo 2 / 2 / 6

*
Online booking available

$266 - $370
Per Night

$1862 - $2590
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 - $439
Per Night

$2093 - $4490
Per Week

Grand Champions #163 2Br/2Ba Convenient 1st Floor Locatio...

Wailea
Grand Champions #163 2Br/2Ba Convenient 1st Floor Location. 2011 Remodel! Special Fall 2015 Rates! ...
Condo 2 / 2 / 4

*
Online booking available

$285 - $285
Per Night

$1750 - $2345
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

$1743 - $3990
Per Week

Grand Champion #139 - Beautiful Full Renovation !

Wailea
Special Fall 2015 Rates - Please ask ! Beautifully decorated and fully renovated two bedroom condom...
Condo 2 / 2 / 4

*
Online booking available

$285 - $285
Per Night

$1750 - $2345
Per Week

Beautifully Renovated 1-BR Condo, Nearby World-Class Golf...

Wailea
Beautifully Renovated 1-BR Condo, Nearby World-Class Golf and Shopping. Unit 181 is located in the ...
Condo 1 / 2 / 4

*
Online booking available

$111 - $200
Per Night

$700 - $1645
Per Week

Wailea Ekolu #1108 2 Bd. 2Ba. Premier Ocean View! $215 Su...

Wailea
Wailea Ekolu #1108 2 Bd. 2Ba. Premier Ocean View! $215 Summer Special! Wailea Ekolu is one of most ...
Condo 2 / 2 / 6

*
Online booking available

$215 - $325
Per Night

$1505 - $3950
Per Week

Ho'olei #t6 - Biggest Floor Plan. Close to Wailea Beach -...

Wailea
Ho'olei #t6 - Biggest Floor Plan. Close to Wailea Beach - Great 2015 Rates ! Special Fall 2015 Rate...
Condo 3 / 3.5 / 8

*
Online booking available

$4970 - $10325
Per Week

Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleep...

Wailea
Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleeps 6 Great Rates! The fabulous Keawakapu Be...
Condo 1 / 2 / 4

*
Online booking available

$189 - $296
Per Night

$1323 - $2790
Per Week

Grand Champions #49 - Ground Floor, Corner Location with ...

Wailea
Grand Champions #49 - Ground Floor, Corner Location with Easy Pool Access ! Special 2015 Fall Rates...
Condo 2 / 2 / 4

*
Online booking available

$250 - $250
Per Night

$1575 - $2065
Per Week

Wailea Beach Villa I-203

Wailea
The “crown jewel” of Wailea- A gated beachfront location, an oceanfront adult pool with a Jacuzzi, ...
Condo 3 / 3 / 6

*
Online booking available

$795 - $1500
Per Night

$5565 - $10500
Per Week

Wailea Ekolu #314 Spectacular Ocean View 2 Bd 2.5 Bath To...

Wailea
Wailea Ekolu #314 Spectacular Ocean View 2 Bd 2.5 Bath Townhouse Sleeps 4! Unit #314 at Wailea Ekol...
Condo 2 / 2.5 / 4

*
Online booking available

$284 - $384
Per Night

$1988 - $4490
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

$199 - $318
Per Night

$1393 - $3490
Per Week

Wailea Ekahi 48C

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

$190 - $250
Per Night

$1330 - $1750
Per Week

Ocean View 2-Bedroom Condo Overlooking Golf Course

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

$148 - $300
Per Night

$952 - $2415
Per Week

Grand Champions #102 2Br/2Ba Golf Course and Mountain Vie...

Wailea
Grand Champions #102 2Br/2Ba Golf Course and Mountain Views - Best Rates Fall 2015 Special Rates -...
Condo 2 / 2 / 4

*
Online booking available

$250 - $250
Per Night

$1575 - $2065
Per Week

Ho'olei #55-2 Luxuriousand Spacious Wailea Rental Home

Wailea
Special Fall 2015 Pricing - Please Ask ! Relax in this spectacular three bedroom deluxe accommodat...
Condo 3 / 3.5 / 8

*
Online booking available

$4970 - $10325
Per Week

Beautifully Renovated and Furnished 2-Bedroom Condo

Wailea
Welcome to your home away from home! This beautifully remodeled 2-bedroom condo is a guest favorite....
Condo 2 / 2 / 6

*
Online booking available

$180 - $320
Per Night

$1176 - $2625
Per Week

Palms at Wailea #1406 Panoramic Ocean Views 2Bd 2Bath Gre...

Wailea
Palms at Wailea #1406 Panoramic Ocean Views 2Bd 2Bath Great Rates! The fabulous Keawakapu Beach is ...
Condo 2 / 2 / 6

*
Online booking available

$225 - $329
Per Night

$1575 - $3240
Per Week

Grand Champions #162 - Top Floor with Great Ocean View !

Wailea
Fall 2015 Special Rates!!! As soon as you enter you?ll see the 7th fairway of the golf course with...
Condo 1 / 2 / 2

*
Online booking available

$185 - $185
Per Night

$1190 - $1785
Per Week

Grand Champions #186 2Br/2Ba Near The Pool, Great Locatio...

Wailea
Grand Champions #186 2Br/2Ba Near The Pool, Great Location and many Upgrades. Please ask us about o...
Condo 2 / 2 / 4

*
Online booking available

$250 - $250
Per Night

$1575 - $2065
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 - $303
Per Night

$1575 - $2890
Per Week

Grand Champions #165, 2Br/2Ba On The Golf Course - Great ...

Wailea
Grand Champions #165, 2Br/2Ba On The Golf Course - Great Rates! Special 2015 Rates Please Ask! The ...
Condo 2 / 2 / 6

*
Online booking available

$250 - $250
Per Night

$1575 - $2065
Per Week

Palms at Wailea #1209 1 BR 2 Bath Sleeps 4. 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

$209 - $318
Per Night

$1463 - $2990
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 - $246
Per Night

$1393 - $2990
Per Week

 

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