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

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 - $299
Per Night

$1323 - $2990
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 - $399
Per Night

$1743 - $3990
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 - $289
Per Night

$1183 - $2890
Per Week

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

Wailea
Ho'olei #t6 - Biggest Floor Plan. Close to Wailea Beach - Great 2013 Rates ! Special Fall 2014 Rate...
Condo 3 / 4 / 8

*
Online booking available

$4795 - $10115
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

$240 - $285
Per Night

$1505 - $1995
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 - $449
Per Night

$1988 - $4490
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 - $349
Per Night

$1393 - $3490
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 - $350
Per Night

$1393 - $3500
Per Week

Palms at Wailea #1501 Ocean View Inner Court Ground Floor...

Wailea
Palms at Wailea #1501 Ocean View Inner Court Ground Floor 1Bd 1Ba Sleeps 4 The fabulous Keawakapu B...
Condo 1 / 2 / 4

*
Online booking available

$199 - $299
Per Night

$1393 - $2990
Per Week

Palms at Wailea #2108 Gorgeous Unit 1Bd 2 Ba Great Rates!

Wailea
Relax in the casual comfort of this recently renovated 1 bedroom / 2 bath unit. Its interior is spac...
Condo 1 / 2 / 2

*
Online booking available

$225 - $289
Per Night

$1575 - $2890
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 - $324
Per Night

$1393 - $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

$159 - $279
Per Night

$1113 - $2790
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 - $599
Per Night

$2093 - $4193
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 - $299
Per Night

$1463 - $2093
Per Week

Grand Champions #51 is a 2Bd 2Ba is a large condo that sl...

Wailea
Grand Champions #51 is a 2Bd 2Ba is a large condo that sleeps 6. Great Rates! The nearby Ulua and M...
Condo 2 / 2 / 6

*
Online booking available

$159 - $299
Per Night

$1113 - $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

$139 - $190
Per Night

$875 - $1610
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

$225 - $299
Per Night

$1575 - $2990
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

$225 - $324
Per Night

$1575 - $3240
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

$349 - $525
Per Night

$2443 - $5250
Per Week

Wailea Ekolu #1108 2 Bd. 2Ba. Premier Ocean View! Great R...

Wailea
Wailea Ekolu #1108 2 Bd. 2Ba. Premier Ocean View! Great Rates! Wailea Ekolu is one of most sought a...
Condo 2 / 2 / 6

*
Online booking available

$255 - $315
Per Night

$1785 - $3150
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

$159 - $279
Per Night

$1113 - $1953
Per Week

Grand Champions #121

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

*
Online booking available

$180 - $220
Per Night

$1155 - $1540
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 - $349
Per Night

$1393 - $3490
Per Week

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

Wailea
Fall 2014 Special Rates!!! As soon as you enter you?ll see the 7th fairway of the golf course wit...
Condo 1 / 2 / 2

*
Online booking available

$180 - $220
Per Night

$1155 - $1715
Per Week

Wailea Ekahi 48C

Wailea
Wailea Ekahi Village - 1 bedroom, 2 bath condo with a calming garden view located in the Upper Villa...
Condo 1 / 2 / 4

*
Online booking available

$200 - $250
Per Night

$1400 - $1750
Per Week

 

More Getaway Locations and Properties