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

Grand Champion #139 - Beautiful Full Renovation !

Wailea
Special Fall 2014 Rates - Please ask ! Beautifully decorated and fully renovated two bedroom condom...
Condo 2 / 2 / 4

*
Online booking available

$275 - $325
Per Night

$1680 - $2275
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

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

$399 - $399
Per Night

$1743 - $2793
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 - $449
Per Night

$2093 - $3143
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 2014 Rates! ...
Condo 2 / 2 / 4

*
Online booking available

$275 - $325
Per Night

$1680 - $2275
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

$280 - $370
Per Night

$1960 - $2590
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 2014 Special Rates -...
Condo 2 / 2 / 4

*
Online booking available

$240 - $285
Per Night

$1505 - $1995
Per Week

Wailea Ekolu #102 2 Bd 2 Bath Sleeps 6 Great Rates!!

Wailea
Unit #102 is located in the closest building to the beach in the entire complex. This condo has a fu...
Condo 2 / 2 / 6

*
Online booking available

$189 - $299
Per Night

$1323 - $2093
Per Week

Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Go...

Wailea
Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4. The nearby Ulua and M...
Condo 1 / 2 / 4

*
Online booking available

$159 - $249
Per Night

$1113 - $1743
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

$199 - $349
Per Night

$1393 - $2443
Per Week

Beautifully Renovated and Funished 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

$225 - $315
Per Night

$1470 - $2625
Per Week

Palms at Wailea 1902 Garden View 2Bd 2Ba Sleeps 6 Great R...

Wailea
Palms at Wailea 1902 Garden View 2Bd 2Ba Sleeps 6 Great Rates! The fabulous Keawakapu Beach is just...
Condo 2 / 2 / 6

*
Online booking available

$225 - $324
Per Night

$1575 - $2268
Per Week

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

Wailea
Ho'olei #t6 - Biggest Floor Plan. Close to Wailea Beach - Great 2013 Rates ! Special Fall 2014 Rate...
Condo 3 / 4 / 8

*
Online booking available

$4795 - $10115
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

$349 - $525
Per Night

$2443 - $3675
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 - $289
Per Night

$1575 - $2023
Per Week

Palms at Wailea #1204 Ocean View 2Bd 2 Ba Sleeps 4 Great ...

Wailea
Palms at Wailea #1204 Ocean View 2Bd 2 Ba Sleeps 4 Great Rates! The fabulous Keawakapu Beach is jus...
Condo 2 / 2 / 4

*
Online booking available

$225 - $299
Per Night

$1575 - $2093
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 - $315
Per Night

$1785 - $2205
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 - $299
Per Night

$1393 - $2093
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 - $299
Per Night

$1323 - $2093
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 - $495
Per Night

$2065 - $3465
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 - $289
Per Night

$1183 - $2023
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 2014 Rates Please Ask! The ...
Condo 2 / 2 / 6

*
Online booking available

$240 - $285
Per Night

$1505 - $1995
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

$200 - $250
Per Night

$1400 - $1750
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

$299 - $299
Per Night

$1393 - $2093
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 2014 Rates. Please...
Condo 2 / 2 / 6

*
Online booking available

$240 - $275
Per Night

$1505 - $1925
Per Week

 

More Getaway Locations and Properties