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 #604 2/2 Great for 2 Couples Super 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 - $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 - $249
Per Night

$1253 - $2790
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 - $4490
Per Week

Grand Champions #35 Ocean View 2R/2Br Upper Floor - Great...

Wailea
Grand Champions #35 Ocean View 2R/2Br Upper Floor - Great Rates! Special Spring & Fall 2014 Rates -...
Condo 2 / 2 / 5

*
Online booking available

$240 - $285
Per Night

$1505 - $1995
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 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

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

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 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

Palms at Wailea - 2B/2B Fully Remodeled. Close to World-C...

Wailea
Palms at Wailea - 2B/2B Fully Remodeled. Close to World-Class Beaches! The fabulous Keawakapu Beach...
Condo 2 / 2 / 6

*
Online booking available

$299 - $399
Per Night

$2093 - $4490
Per Week

Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Go...

Wailea
Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4. The nearby Ulua and M...
Condo 1 / 2 / 4

*
Online booking available

$159 - $189
Per Night

$1113 - $2490
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 #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

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

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

$199 - $349
Per Night

$1393 - $3500
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

Beautifully Renovated and Funished

Wailea
This 2 bedroom 2 bath condo is an amazingly comfortable place to stay while enjoying your trip to Ma...
Condo 2 / 2 / 6

*
Online booking available

$225 - $315
Per Night

$1470 - $2625
Per Week

Palms 1507- 2B/2B Elegant Remodel; Views of ocean and mou...

Wailea
Palms 1507- 2B/2B Elegant Remodel; Views of ocean and mountains. Beautiful place! You really though...
Condo 2 / 2 / 4

*
Online booking available

$249 - $349
Per Night

$1743 - $3990
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

Grand Champions #143 is a 3 BR 2 bath renovated golf cour...

Wailea
Grand Champions #143 is a 3 BR 2 bath renovated golf course view condo. Unit 143 at the Wailea Gran...
Condo 3 / 2 / 8

*
Online booking available

$299 - $299
Per Night

$2093 - $6050
Per Week

Grand Champions #49 - Ground Floor, Corner Location with ...

Wailea
Grand Champions #49 - Ground Floor, Corner Location with Easy Pool Access ! Special 2014 Fall Rates...
Condo 2 / 2 / 4

*
Online booking available

$240 - $285
Per Night

$1505 - $1995
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

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

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

$199 - $299
Per Night

$1393 - $3240
Per Week

Wailea Ekolu #314 Spectacular Ocean View 2 Bd 2.5 Bath To...

Wailea
Wailea Ekolu #314 Spectacular Ocean View 2 Bd 2.5 Bath Townhouse Sleeps 4! Unit #314 at Wailea Ekol...
Condo 2 / 3 / 4

*
Online booking available

$284 - $349
Per Night

$1988 - $4490
Per Week

 

More Getaway Locations and Properties