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 #307 Remodeled and Beautifully Furnished ...

Wailea
Palms at Wailea #307 Remodeled and Beautifully Furnished 1 Bd 2 Ba Sleeps 4! The fabulous Keawakapu...
Condo 1 / 2 / 4

*
Online booking available

$169 - $301
Per Night

$1183 - $2990
Per Week

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

$159 - $329
Per Night

$1113 - $3240
Per Week

Palms at Wailea 702 Upstairs Garden View 1Bd 2Ba Sleeps 4...

Wailea
Palms at Wailea 702 Upstairs Garden View 1Bd 2Ba Sleeps 4 Great Rates! The fabulous Keawakapu Beach...
Condo 1 / 2 / 4

*
Online booking available

$189 - $279
Per Night

$1323 - $2990
Per Week

Wailea Ekolu #1604 - Beautiful Upgrades and Full Remodel

Wailea
Special 2015 Fall Rates. Please Ask !! A Second Floor, Two bedroom Two bath condo with garden and p...
Condo 2 / 2 / 4

*
Online booking available

$270 - $270
Per Night

$1785 - $2415
Per Week

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

Wailea
Fall 2015 Special Rates!!! As soon as you enter you?ll see the 7th fairway of the golf course with...
Condo 1 / 2 / 2

*
Online booking available

$185 - $185
Per Night

$1190 - $1785
Per Week

Wailea Elua #2108 Gorgeous Unit - Ocean View

Wailea
The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has ...
Condo 2 / 2 / 7

*
Online booking available

$449 - $499
Per Night

$3143 - $5750
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 Ekolu #1610

Wailea
Special Summer and Fall 2015 Rates! This spectacular two bedroom townhome was renovated throughout ...
Condo 2 / 2.5 / 5

*
Online booking available

$325 - $325
Per Night

$2135 - $3500
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 Fall 2015 Rates - Please a...
Condo 2 / 2 / 5

*
Online booking available

$250 - $250
Per Night

$1575 - $2065
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

$299 - $439
Per Night

$2093 - $4490
Per Week

Beautifully Renovated 1-BR Condo, Nearby World-Class Golf...

Wailea
Beautifully Renovated 1-BR Condo, Nearby World-Class Golf and Shopping. Unit 181 is located in the ...
Condo 1 / 2 / 4

*
Online booking available

$111 - $200
Per Night

$700 - $1645
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

Beautiful 2-Bedroom Condo with a Partial Ocean View

Wailea
This 2-bedroom condo is comfortably appointed, and located in a great spot on property. The spacious...
Condo 2 / 2 / 6

*
Online booking available

$168 - $300
Per Night

$1120 - $2450
Per Week

Beautifully Renovated and Furnished 2-Bedroom Condo

Wailea
Welcome to your home away from home! This beautifully remodeled 2-bedroom condo is a guest favorite....
Condo 2 / 2 / 6

*
Online booking available

$180 - $320
Per Night

$1176 - $2625
Per Week

Spacious Renovated 2-bedroom Condo with Central A/C.

Wailea
This open and spacious premium condo at The Palms at Wailea will be ideal for your island getaway! M...
Condo 2 / 2 / 6

*
Online booking available

$200 - $330
Per Night

$1288 - $2625
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 - $202
Per Night

$1113 - $2490
Per Week

Wailea Ekolu 805 Deluxe 2 Bd. 2 Bath, Ocean View Townhouse!

Wailea
Unit #805 has a fully equipped kitchen, AC in the living room, guest bedroom, and master bedroom. Th...
Condo 2 / 2 / 4

*
Online booking available

$199 - $318
Per Night

$1393 - $3490
Per Week

Wailea Ekolu #310 All New and Spectacular Ocean Views !!!

Wailea
Special 2015 Fall Rates, Please Ask !! A Second Floor, Two bedroom Two bath Ocean View Condo on the...
Condo 2 / 2 / 4

*
Online booking available

$325 - $325
Per Night

$2135 - $2625
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 2015 Rates. Please...
Condo 2 / 2 / 6

*
Online booking available

$245 - $245
Per Night

$1540 - $1995
Per Week

Ho'olei #t6 - Biggest Floor Plan. Close to Wailea Beach -...

Wailea
Ho'olei #t6 - Biggest Floor Plan. Close to Wailea Beach - Great 2015 Rates ! Special Fall 2015 Rate...
Condo 3 / 3.5 / 8

*
Online booking available

$4970 - $10325
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 - $318
Per Night

$1463 - $2990
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 - $329
Per Night

$1393 - $3240
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 2015 Specials -...
Condo 1 / 2 / 2

*
Online booking available

$210 - $210
Per Night

$1365 - $1785
Per Week

Grand Champions #121

Wailea
Fall 2015 Specials - Please Ask. Grand Champions 121 offers a flat screen TV, DVD player, CD player ...
Condo 1 / 2 / 4

*
Online booking available

$185 - $185
Per Night

$1190 - $1610
Per Week

Ocean View 2-Bedroom Condo Overlooking Golf Course

Wailea
Relax on your lanai, enjoying the radiant blue waters to your west, and the stunning sights of Halea...
Condo 2 / 2 / 4

*
Online booking available

$148 - $300
Per Night

$952 - $2415
Per Week

 

More Getaway Locations and Properties