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 #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 - $399
Per Night

$2093 - $4490
Per Week

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

Wailea
Special Spring 2016 Rates! Please inquire. Grand Champions 163 is a delightful ground floor two be...
Condo 2 / 2 / 4

*
Online booking available

$250 - $250
Per Night

$1575 - $2135
Per Week

Grand Champion #139 - Beautiful Full Renovation 2015 !

Wailea
Special Spring 2016 Rates - Please ask ! Beautifully decorated and fully renovated two bedroom cond...
Condo 2 / 2 / 4

*
Online booking available

$285 - $285
Per Night

$1750 - $2380
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

$2163 - $4590
Per Week

Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!

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

2 Bedroom Garden View

Wailea
2 Bedroom Garden View Unit Description: . Bedding Configuration: . Overall Property Description: ...
Condo 2 / 2 / 2

*
Online booking available

Contact
Owner
Directly
For Rates

Grand Champions #45 is a 2bd 2ba Ocean view condo that Sl...

Wailea
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sleeps 6 Great Rates! The nearby Ulua and Mo...
Condo 2 / 2 / 6

*
Online booking available

$189 - $224
Per Night

$1323 - $2990
Per Week

Palms at Wailea #1204 Ocean View, Sleeps 4.

Wailea
The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. Keawakapu Be...
Condo 2 / 2 / 4

*
Online booking available

$199 - $299
Per Night

$1393 - $3240
Per Week

Summer Specials! Stunning 3-BR Condo on a World-Class Gol...

Wailea
Summer Specials! Stunning 3-BR Condo on a World-Class Golf Resort. Grand Champions 123 is located i...
Condo 3 / 2 / 6

*
Online booking available

$180 - $335
Per Night

$1190 - $2800
Per Week

Wailea Ekolu #201 Remodeled 2Bd/2Ba Oceanview Condo Sleeps 6

Wailea
Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There...
Condo 2 / 2 / 6

*
Online booking available

$215 - $315
Per Night

$1505 - $3950
Per Week

Grand Champions #143 is a 3 BR 2 bath renovated Summer Sp...

Wailea
Grand Champions #143 is a 3 BR 2 bath renovated Summer Special $299 Unit 143 at the Wailea Grand Ch...
Condo 3 / 2 / 8

*
Online booking available

$299 - $299
Per Night

$2093 - $6050
Per Week

Palms at Wailea #205 2B/2B - Luxurious! - Jan-Feb. Specia...

Wailea
Palms at Wailea #205 2B/2B - Luxurious! - Jan-Feb. Special $325 a Night The fabulous Keawakapu Beac...
Condo 2 / 2 / 6

*
Online booking available

$279 - $399
Per Night

$1953 - $4490
Per Week

Grand Champions #090

Wailea
Beautifully Remodeled and furnished two bedroom Condo overlooking the Golf Course. The kitchen ad ba...
Condo 2 / 2 / 6

*
Online booking available

$440 - $535
Per Night

$3080 - $3745
Per Week

Wailea Ekahi 48C ~ 1 BR 2 Bath Wailea Condo! Book it now!

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

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

$179 - $224
Per Night

$1253 - $2990
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

$179 - $269
Per Night

$1253 - $2790
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 - $289
Per Night

$1393 - $3490
Per Week

Palms at Wailea 702 Upstairs Garden View 1B/2B Sleeps 4. ...

Wailea
Palms at Wailea 702 Upstairs Garden View 1B/2B Sleeps 4. Summer Special $169 The fabulous Keawakapu...
Condo 1 / 2 / 4

*
Online booking available

$169 - $254
Per Night

$1183 - $2990
Per Week

Summer Specials! Ocean View 2-BR Condo Overlooking Golf C...

Wailea
Summer Specials! Ocean View 2-BR Condo Overlooking Golf Course Relax on your lanai, enjoying the ra...
Condo 2 / 2 / 4

*
Online booking available

$150 - $320
Per Night

$980 - $2415
Per Week

Palms at Wailea 1902 Garden View 2Bd 2Ba Sleeps 6

Wailea
Enjoy your stay in paradise at The Palms at Wailea, a gorgeous property with lush, tropical landscap...
Condo 2 / 2 / 6

*
Online booking available

$199 - $229
Per Night

$1393 - $3240
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 #1606 Spacious 2Br/2Ba - Great Rates - Fr...

Wailea
Palms at Wailea #1606 Spacious 2Br/2Ba - Great Rates - Free Wifi ! Special Spring 2016 Rates. Plea...
Condo 2 / 2 / 6

*
Online booking available

$245 - $285
Per Night

$1540 - $1995
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

$179 - $299
Per Night

$1253 - $3240
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 - $289
Per Night

$1393 - $3490
Per Week

Wailea Ekolu #908 - Top Floor Two BR with Big Ocean Views

Wailea
2016 Special Spring Rates - Please Ask ! Tropical beauty greets you the moment you open the front ...
Condo 2 / 2 / 4

*
Online booking available

$310 - $310
Per Night

$1995 - $2555
Per Week

 

More Getaway Locations and Properties