Wailea Vacation Rental Getaways


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  • Elevator
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  • 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 #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 2015 Rates - Please ask ! Beautifully decorated and fully renovated two bedroom condom...
Condo 2 / 2 / 4

*
Online booking available

$285 - $285
Per Night

$1750 - $2345
Per Week

Wailea Ekahi 46F

Wailea
Wailea Ekahi - Nicely appointed 2 bedroom, 2 bath condo with garden and partial oceanview in the Upp...
Condo 2 / 2 / 6

*
Online booking available

$266 - $370
Per Night

$1862 - $2590
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 - $439
Per Night

$2093 - $4490
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 2015 Rates! ...
Condo 2 / 2 / 4

*
Online booking available

$285 - $285
Per Night

$1750 - $2345
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

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

$189 - $318
Per Night

$1323 - $2990
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 #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

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

$250 - $250
Per Night

$1575 - $2065
Per Week

Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! ...

Wailea
Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates! The fabulous Keawakapu Be...
Condo 2 / 2 / 4

*
Online booking available

$199 - $384
Per Night

$1393 - $3990
Per Week

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

Wailea
Grand Champions #49 - Ground Floor, Corner Location with Easy Pool Access ! Special 2015 Fall Rates...
Condo 2 / 2 / 4

*
Online booking available

$250 - $250
Per Night

$1575 - $2065
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

$159 - $329
Per Night

$1113 - $3240
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

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

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

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

$149 - $296
Per Night

$1043 - $2990
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 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 #165, 2Br/2Ba On The Golf Course - Great ...

Wailea
Grand Champions #165, 2Br/2Ba On The Golf Course - Great Rates! Special 2015 Rates Please Ask! The ...
Condo 2 / 2 / 6

*
Online booking available

$250 - $250
Per Night

$1575 - $2065
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

$295 - $495
Per Night

$2065 - $5250
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 - $318
Per Night

$1393 - $3490
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

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

 

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