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

Wailea
Summer 2013 Deals ! Ground floor, two bedroom, two bath condo with Golf and Ocean views. The livi...
Condo 2 / 2 / 4

*
Online booking available

$255 - $315
Per Night

$1610 - $1995
Per Week

Grand Champion #139 - Beautiful Full Renovation !

Wailea
Beautifully decorated and fully renovated two bedroom condominium with garden, some ocean and mounta...
Condo 2 / 2 / 4

*
Online booking available

$255 - $315
Per Night

$1610 - $1995
Per Week

Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd ...

Wailea
Palms unit 1105 is a ground floor ocean view 2 Bedroom 2 Bath unit with a full kitchen, AC in the ma...
Condo 2 / 2 / 4

*
Online booking available

$249 - $299
Per Night

$1743 - $2793
Per Week

Wailea Ekahi 1B

Wailea
Beatuiful 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

Palms at Wailea #1508

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

$249 - $349
Per Night

$1743 - $2793
Per Week

Wailea Ekahi 27D

Wailea
Beautiful Wailea Ekahi 1 bedroom, 2 bath - Oceanview, Deluxe unit - Located in the Lower Village clo...
Condo 1 / 2 / 4

*
Online booking available

$225 - $320
Per Night

$1575 - $2240
Per Week

Grand Champions Unit On the Wailea Fairway

Wailea
The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas i...
Condo 1 / 2 / 4

*
Online booking available

$159 - $189
Per Night

$1113 - $1743
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

$149 - $224
Per Night

$1043 - $2093
Per Week

Wailea Elua #2110 - Gorgeous Ocean View 2 Bd 2 Ba - Great...

Wailea
#2110 is an oceanfront 2 bedroom 2 bath upstairs condo with a panoramic ocean view. A It has a full...
Condo 2 / 2 / 5

*
Online booking available

$349 - $449
Per Night

$2443 - $3675
Per Week

Newly updated 2B/2B, with lush tropical grounds.

Wailea
We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the num...
Condo 2 / 2 / 6

*
Online booking available

$199 - $299
Per Night

$1393 - $2268
Per Week

Grand Champions #24 2Br/2Ba Garden View On Upper Floor- S...

Wailea
Please ask for Summer 2013 Super Saver Rates! Relaxing two bedroom, two bath, 2nd floor accommodati...
Condo 2 / 2 / 4

*
Online booking available

$230 - $260
Per Night

$1435 - $1820
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

Ho'olei #s3 - Easy Access to Beach and Pool !

Wailea
Special Summer and Fall 2013 Rates - Please inquire ! Enjoy more than 2700 feet of comfortable yet...
Condo 3 / 4 / 6

*
Online booking available

$4585 - $9450
Per Week

Newly updated 2B/2B, lush tropical grounds with ocean vie...

Wailea
Unit #1902 is an upstairs garden view 2 bedroom 2 bath unit with a full kitchen, washer and dryer, ...
Condo 2 / 2 / 6

*
Online booking available

$199 - $299
Per Night

$1393 - $2268
Per Week

Wailea Ekahi 39D

Wailea
Wailea Ekahi - newly renovated/updated 1 bedroom, 1 bath condo. Partial Ocean View unit located on ...
Condo 1 / 1 / 2

*
Online booking available

$225 - $320
Per Night

$1575 - $2240
Per Week

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

Wailea
Summer and Fall 2013 Discounted Rates. Please ask ! This second floor property has a fabulous view,...
Condo 1 / 2 / 2

*
Online booking available

$185 - $220
Per Night

$1190 - $1435
Per Week

Grand Champions #165, 2Br/2Ba On The Golf Course - Great ...

Wailea
A stylishly furnished ground floor, two bedroom, two bath accommodation on the lush Wailea Blue Cour...
Condo 2 / 2 / 6

*
Online booking available

$255 - $275
Per Night

$1610 - $1750
Per Week

Palms 1507- 2B/2B Spectacular Remodeled Ocean View Unit

Wailea
Be among the first guests to enjoy the elegance of this newly renovated 2 bedroom 2 bath condo that ...
Condo 2 / 2 / 4

*
Online booking available

$249 - $349
Per Night

$1743 - $2793
Per Week

Wailea Ekolu #303 - Quiet Park-Like Setting with Golf and...

Wailea
Summer 2013 Discounted Rates. Please ask! This ground floor, bright, charming one bedroom, two bat...
Condo 1 / 2 / 2

*
Online booking available

$185 - $220
Per Night

$1190 - $1540
Per Week

Grand Champions #37 2Br/2Ba Second Floor, Great Location ...

Wailea
Charming, second floor, two bedroom Golf Villa in quiet location at Grand Champions. The bedrooms ha...
Condo 2 / 2 / 4

*
Online booking available

$230 - $260
Per Night

$1435 - $1820
Per Week

Palms at Wailea 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

$199 - $299
Per Night

$1393 - $2268
Per Week

Grand Champions #121

Wailea
Summer and Fall 2013 Specials - Please Ask. Grand Champions 121 offers a flat screen TV, DVD player,...
Condo 1 / 2 / 4

*
Online booking available

$175 - $210
Per Night

$1120 - $1470
Per Week

2b/2b ocean view condo in Wailea. Great rates!

Wailea
The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas i...
Condo 2 / 2 / 6

*
Online booking available

$159 - $224
Per Night

$1113 - $2093
Per Week

Palms at Wailea #1501

Wailea
The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach i...
Condo 1 / 2 / 4

*
Online booking available

$179 - $249
Per Night

$1253 - $2093
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 / 4

*
Online booking available

$199 - $269
Per Night

$1393 - $2093
Per Week

 

More Getaway Locations and Properties