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

$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 #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

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 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

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

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

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 - $324
Per Night

$1393 - $2268
Per Week

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

Wailea
Fall 2014 Special Rates!!! As soon as you enter you?ll see the 7th fairway of the golf course wit...
Condo 1 / 2 / 2

*
Online booking available

$180 - $220
Per Night

$1155 - $1715
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

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 Ekahi 39D

Wailea
This luxury condo was designed to mirror a Balinese tree house. Completely remodeled with Hi-Tech A...
Condo 1 / 1 / 2

*
Online booking available

$295 - $340
Per Night

$2065 - $2520
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

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

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 - $525
Per Night

$2443 - $3675
Per Week

Palms at Wailea #1503 High End Remodel, Best Location , S...

Wailea
Palms at Wailea #1503 High End Remodel, Best Location , Stunning Views. The fabulous Keawakapu Beac...
Condo 2 / 2 / 4

*
Online booking available

$299 - $449
Per Night

$2093 - $3143
Per Week

Palms at Wailea Unit #2305 Quiet, Clean and Very Private!...

Wailea
Palms at Wailea Unit #2305 Quiet, Clean and Very Private! Great Rates!! We are pleased that our pro...
Condo 1 / 2 / 2

*
Online booking available

$159 - $279
Per Night

$1113 - $1953
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 Fall 2014 Rates - Ple...
Condo 1 / 2 / 2

*
Online booking available

$199 - $269
Per Night

$1393 - $2093
Per Week

Wailea Ekolu #1504 1Br/2Ba Spectacular Ocean View

Wailea
Fall 2014 Discounted Rates. Please ask ! This second floor property has a fabulous view, charm, and...
Condo 1 / 2 / 2

*
Online booking available

$190 - $230
Per Night

$1225 - $1610
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 ! Fall 2014 - Super Special Rates for ...
Condo 3 / 4 / 8

*
Online booking available

$5495 - $11165
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

$395 - $525
Per Night

$2765 - $3675
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

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

$199 - $299
Per Night

$1393 - $2093
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. Fall 2014 Specials - P...
Condo 1 / 2 / 2

*
Online booking available

$200 - $245
Per Night

$1295 - $1715
Per Week

Great Location Within Resort!

Wailea
The Palms at Wailea is located in Wailea, known as the "Beverly Hills of Maui." The Palms are two st...
Condo 2 / 2 / 6

*
Online booking available

$210 - $300
Per Night

$1400 - $2450
Per Week

 

More Getaway Locations and Properties