Wailea Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

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

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

*
Online booking available

$285 - $335
Per Night

$1750 - $2345
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 Champion #139 - Beautiful Full Renovation !

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

*
Online booking available

$285 - $335
Per Night

$1750 - $2345
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

Palms at Wailea 609 Ground Level Garden View - 1Bd 2Ba Sl...

Wailea
Palms at Wailea 609 Ground Level Garden View - 1Bd 2Ba Sleeps 4: Great Rates! The fabulous Keawakap...
Condo 1 / 2 / 4

*
Online booking available

$169 - $269
Per Night

$1183 - $2890
Per Week

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

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

*
Online booking available

$185 - $185
Per Night

$1190 - $1785
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 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 - $900
Per Night

$5565 - $6300
Per Week

Beautifully Renovated and Furnished 2-Bedroom Condo

Wailea
Pool closure notice: The pool will undergo renovations May 4 - June 8, 2015. During this time, there...
Condo 2 / 2 / 6

*
Online booking available

$225 - $320
Per Night

$1470 - $2625
Per Week

Wailea Elua #2110 - Gorgeous Ocean View 2 Bd 2 Ba - Great...

Wailea
Wailea Elua #2110 - Gorgeous Ocean View 2 Bd 2 Ba - Great Rates! The Wailea Elua is the premier oce...
Condo 2 / 2 / 5

*
Online booking available

$295 - $495
Per Night

$2065 - $5250
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

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

Wailea Elua #2105 Oceanview 2Bd/2Ba Sleeps 6 Great Rates!

Wailea
The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has ...
Condo 2 / 2 / 6

*
Online booking available

$349 - $359
Per Night

$2443 - $5250
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 - $329
Per Night

$1575 - $3240
Per Week

Palms at Wailea 603 2bd 2ba Sleeps 6 Great 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

$199 - $329
Per Night

$1393 - $3240
Per Week

Great Rate for Wailea 2 Bedroom 2 bath Ocean Views!

Wailea
Wailea Ekolu provides a beautiful, relaxing environment and is located on the Wailea Blue golf cours...
Condo 2 / 2 / 6

*
Online booking available

$190 - $250
Per Night

$1330 - $1750
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

$300 - $499
Per Night

$2100 - $5750
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

$199 - $329
Per Night

$1393 - $3240
Per Week

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

Wailea
Pool closure notice: The pool will undergo renovations May 4 - June 8, 2015. During this time, there...
Condo 2 / 2 / 6

*
Online booking available

$250 - $330
Per Night

$1610 - $2625
Per Week

Wailea Ekolu #1108 2 Bd. 2Ba. Premier Ocean View! Great R...

Wailea
Wailea Ekolu #1108 2 Bd. 2Ba. Premier Ocean View! Great Rates! Wailea Ekolu is one of most sought a...
Condo 2 / 2 / 6

*
Online booking available

$255 - $325
Per Night

$1785 - $3950
Per Week

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

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

*
Online booking available

$250 - $295
Per Night

$1575 - $2065
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

$179 - $279
Per Night

$1253 - $2990
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

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 - $295
Per Night

$1575 - $2065
Per Week

 

More Getaway Locations and Properties