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 - $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 & Fall 201...
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 #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

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 #102 2Br/2Ba Golf Course and Mountain Vie...

Wailea
Grand Champions #102 2Br/2Ba Golf Course and Mountain Views - Best Rates Spring & Fall 2014 Specia...
Condo 2 / 2 / 4

*
Online booking available

$240 - $285
Per Night

$1505 - $1995
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 Ekolu #1504 1Br/2Ba Spectacular Ocean View

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

*
Online booking available

$190 - $230
Per Night

$1225 - $1610
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. Summer & Fall 2014 Spe...
Condo 1 / 2 / 2

*
Online booking available

$200 - $245
Per Night

$1295 - $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 - $269
Per Night

$1183 - $2890
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

$266 - $340
Per Night

$1859 - $2520
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 #202 Gorgeous 1 Bd 2 Bath Beautifully dec...

Wailea
Palms at Wailea #202 Gorgeous 1 Bd 2 Bath Beautifully decorated. The fabulous Keawakapu Beach is ju...
Condo 1 / 2 / 4

*
Online booking available

$179 - $249
Per Night

$1253 - $2790
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

Ho'olei #55-2 Luxurious New Wailea Rental Home

Wailea
Spring & Fall 2014 Specials - Please ASK! Relax in this spectacular three bedroom deluxe accommodati...
Condo 3 / 4 / 8

*
Online booking available

$4795 - $10115
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 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

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 Ekolu #210 2 Story Townhouse 2 BR 3 Bath Ocean Vie...

Wailea
Wailea Ekolu #210 2 Story Townhouse 2 BR 3 Bath Ocean View Sleeps 6 Wailea Ekolu is one of most sou...
Condo 2 / 3 / 6

*
Online booking available

$199 - $289
Per Night

$1393 - $3490
Per Week

Grand Champions #121

Wailea
Summer & Fall 2014 Specials - Please Ask. Grand Champions 121 offers a flat screen TV, DVD player, C...
Condo 1 / 2 / 4

*
Online booking available

$180 - $220
Per Night

$1155 - $1540
Per Week

Spaciously renovated 2-bedroom with a partial ocean view.

Wailea
2 bedroom 2 bath condo has an amazing ocean view and a great location! This condo features tile floo...
Condo 2 / 2 / 6

*
Online booking available

$250 - $330
Per Night

$1610 - $2625
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

$199 - $299
Per Night

$1393 - $2990
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 2014 Rates. Plea...
Condo 2 / 2 / 6

*
Online booking available

$240 - $275
Per Night

$1505 - $1925
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