Wailea Vacation Rental Getaways


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  • Pets Allowed
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  • Pool Access
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  • Smoking allowed
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  • Beach Front
  • Golf on site
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Sort by: Type BR/BA/Sleeps Price

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

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 #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 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 - $249
Per Night

$1113 - $2790
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

Ho'olei #39-3 'Ocean's Invitation' Premier Location and V...

Wailea
Ho'olei #39-3 'Ocean's Invitation' Premier Location and View ! Fall 2014 - Super Special Rates for ...
Condo 3 / 4 / 8

*
Online booking available

$5495 - $11165
Per Week

Grand Chamapions #48 is a 2bd 2ba Ocean View condo that S...

Wailea
Grand Chamapions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates! The nearby Ulua and M...
Condo 2 / 2 / 6

*
Online booking available

$174 - $224
Per Night

$1218 - $2990
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

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

Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. ...

Wailea
Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. It can sleep 6. The nearby Ulua and Mokapu...
Condo 2 / 2 / 6

*
Online booking available

$199 - $224
Per Night

$1393 - $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 - $349
Per Night

$1743 - $3990
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

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 #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

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 - $279
Per Night

$1463 - $2990
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

$179 - $249
Per Night

$1253 - $2990
Per Week

Grand Champions #102 2Br/2Ba Golf Course and Mountain Vie...

Wailea
Grand Champions #102 2Br/2Ba Golf Course and Mountain Views - Best Rates Fall 2014 Special Rates -...
Condo 2 / 2 / 4

*
Online booking available

$240 - $285
Per Night

$1505 - $1995
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

Ho'olei #55-2 Luxurious New Wailea Rental Home

Wailea
Fall 2014 Specials - Please ASK! Relax in this spectacular three bedroom deluxe accommodation. Beaut...
Condo 3 / 4 / 8

*
Online booking available

$4795 - $10115
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

Palms at Wailea #1102 Probably the best ocean view at the...

Wailea
Palms at Wailea #1102 Probably the best ocean view at the Palms at Wailea! The fabulous Keawakapu B...
Condo 2 / 2 / 6

*
Online booking available

$295 - $395
Per Night

$2065 - $4950
Per Week

Wailea Beach Villa I-203

Wailea
The “crown jewel” of Wailea- A gated beachfront location, an oceanfront adult pool with a Jacuzzi, ...
Condo 3 / 3 / 6

*
Online booking available

$795 - $1500
Per Night

$5565 - $10500
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 - $295
Per Night

$1785 - $3150
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

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

$180 - $250
Per Night

$1260 - $1750
Per Week

 

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