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 - $439
Per Night

$2093 - $4490
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

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

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

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

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

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 - $246
Per Night

$1393 - $2990
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

Spacious Renovated 2-bedroom Condo with Central A/C.

Wailea
This open and spacious premium condo at The Palms at Wailea will be ideal for your island getaway! M...
Condo 2 / 2 / 6

*
Online booking available

$200 - $330
Per Night

$1288 - $2625
Per Week

Wailea Ekolu #1604 - Beautiful Upgrades and Full Remodel

Wailea
Special 2015 Fall Rates. Please Ask !! A Second Floor, Two bedroom Two bath condo with garden and p...
Condo 2 / 2 / 4

*
Online booking available

$270 - $270
Per Night

$1785 - $2415
Per Week

Palms at Wailea #1606 Spacious 2Br/2Ba - Great Rates - Fr...

Wailea
Palms at Wailea #1606 Spacious 2Br/2Ba - Great Rates - Free Wifi ! Special Fall 2015 Rates. Please...
Condo 2 / 2 / 6

*
Online booking available

$245 - $245
Per Night

$1540 - $1995
Per Week

Palms at Wailea #307 Remodeled and Beautifully Furnished ...

Wailea
Palms at Wailea #307 Remodeled and Beautifully Furnished 1 Bd 2 Ba Sleeps 4! The fabulous Keawakapu...
Condo 1 / 2 / 4

*
Online booking available

$169 - $301
Per Night

$1183 - $2990
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

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 - $435
Per Night

$2065 - $4950
Per Week

Palms at Wailea 702 Upstairs Garden View 1Bd 2Ba Sleeps 4...

Wailea
Palms at Wailea 702 Upstairs Garden View 1Bd 2Ba Sleeps 4 Great Rates! The fabulous Keawakapu Beach...
Condo 1 / 2 / 4

*
Online booking available

$189 - $279
Per Night

$1323 - $2990
Per Week

Wailea Ekolu #303 - Quiet Park-Like Setting with Golf and...

Wailea
Wailea Ekolu #303 - Quiet Park-Like Setting with Golf and Ocean Views ! Great Summer and Fall 2015 ...
Condo 1 / 2 / 2

*
Online booking available

$209 - $209
Per Night

$1463 - $2163
Per Week

Grand Champions #132 - Top Floor with Tennis Center and D...

Wailea
Grand Champions #132 - Top Floor with Tennis Center and Distant Ocean Views. Summer 2015 Specials -...
Condo 1 / 2 / 2

*
Online booking available

$210 - $210
Per Night

$1365 - $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

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

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

Wailea Ekolu #1610

Wailea
Special Summer and Fall 2015 Rates! This spectacular two bedroom townhome was renovated throughout ...
Condo 2 / 2.5 / 5

*
Online booking available

$325 - $325
Per Night

$2135 - $3500
Per Week

Wailea Elua #2108 Gorgeous Unit - Ocean View

Wailea
The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has ...
Condo 2 / 2 / 7

*
Online booking available

$449 - $499
Per Night

$3143 - $5750
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

Ho'olei #39-3 'Ocean's Invitation' Premier Location and V...

Wailea
Ho'olei #39-3 'Ocean's Invitation' Premier Location and View ! Enjoy more than 2700 feet of comfort...
Condo 3 / 3.5 / 8

*
Online booking available

$5670 - $11165
Per Week

 

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