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

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

$266 - $340
Per Night

$1859 - $2520
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

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 #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 - $399
Per Night

$2093 - $3990
Per Week

Wailea Ekahi 1B

Wailea
Beautiful deluxe 1 bedroom, 2 bath partial ocean view unit in Wailea Ekahi Lower Village - Larger fl...
Condo 1 / 2 / 4

*
Online booking available

$225 - $320
Per Night

$1575 - $2240
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

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 - $395
Per Night

$2065 - $4950
Per Week

Grand Chamapions #48 is a 2bd 2ba Ocean View condo that S...

Wailea
Grand Chamapions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates! The nearby Ulua and M...
Condo 2 / 2 / 6

*
Online booking available

$174 - $224
Per Night

$1218 - $2990
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 - $495
Per Night

$2765 - $5250
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

$199 - $299
Per Night

$1393 - $2990
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 - $249
Per Night

$1113 - $2790
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 - $299
Per Night

$1393 - $3240
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

Stunning 3-Bedroom Condo on a World-Class Golf Course.

Wailea
Grand Champions 123 is located in a quiet setting in Wailea. Large green belts, manicured grounds an...
Condo 3 / 2 / 6

*
Online booking available

$220 - $300
Per Night

$1400 - $2625
Per Week

Palms at Wailea #1503 High End Remodel, Best Loacation , ...

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

*
Online booking available

$299 - $399
Per Night

$2093 - $3990
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 - $279
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 - $224
Per Night

$1393 - $2990
Per Week

Wailea Ekahi 1A

Wailea
Enjoy your vacation filled with family fun or calm serenity in this inviting 1 bedroom, 2 bath condo...
Condo 1 / 2 / 4

*
Online booking available

$194 - $285
Per Night

$1355 - $1995
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

$199 - $299
Per Night

$1393 - $3240
Per Week

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

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

*
Online booking available

$180 - $220
Per Night

$1155 - $1715
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

$240 - $285
Per Night

$1505 - $1995
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 #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

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