Wailea Vacation Rental Getaways


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  • Pool Access
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  • Beach Front
  • Golf on site
  • Golf nearby
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  • Ocean View
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  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

Wailea Ekolu #105 Partial Ocean view, Sleeps 4 .

Wailea
Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There...
Condo 2 / 2 / 4

*
Online booking available

$225 - $299
Per Night

$1575 - $3990
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

$249 - $349
Per Night

$1743 - $3990
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 - $289
Per Night

$1393 - $3490
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

Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sle...

Wailea
Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sleeps 4, Great Rates! Wailea Ekolu is one of...
Condo 2 / 2 / 4

*
Online booking available

$199 - $299
Per Night

$1253 - $3950
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

Ho'olei #55-2 Luxurious and Spacious Wailea Rental Home

Wailea
Special Winter and Spring 2016 Pricing - Please Ask ! Relax in this spectacular three bedroom delu...
Condo 3 / 3.5 / 8

*
Online booking available

$4970 - $5845
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

$174 - $224
Per Night

$1218 - $2990
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

$210 - $330
Per Night

$1330 - $2625
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

$180 - $320
Per Night

$1190 - $2450
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

$189 - $269
Per Night

$1323 - $2990
Per Week

Grand Champions #121

Wailea
Spring 2016 Specials - Please Ask. Grand Champions 121 offers a flat screen TV, DVD player, CD playe...
Condo 1 / 2 / 4

*
Online booking available

$185 - $230
Per Night

$1190 - $1505
Per Week

Wailea Ekolu #406 2 Bd 2Ba Panoramic Ocean View, Full A/C...

Wailea
Wailea Ekolu #406 2 Bd 2Ba Panoramic Ocean View, Full A/C, Sleeps 4 If you love sitting on a large,...
Condo 2 / 2 / 4

*
Online booking available

$249 - $295
Per Night

$1743 - $3950
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 Spring 2016 Ra...
Condo 3 / 3.5 / 8

*
Online booking available

$4970 - $5845
Per Week

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 - $274
Per Night

$1183 - $2990
Per Week

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

Wailea
Spring 2016 Special Rates!!! As soon as you enter you?ll see the 7th fairway of the golf course wi...
Condo 1 / 2 / 2

*
Online booking available

$185 - $230
Per Night

$1190 - $1505
Per Week

Grand Champions #186 2Br/2Ba Near The Pool, Great Locatio...

Wailea
Grand Champions #186 2Br/2Ba Near The Pool, Great Location Remodeled Kitchen. Please ask us about o...
Condo 2 / 2 / 4

*
Online booking available

$250 - $295
Per Night

$1575 - $1890
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 - $184
Per Night

$1113 - $2490
Per Week

Palms at Wailea #1204 Ocean View, Sleeps 4.

Wailea
The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. Keawakapu Be...
Condo 2 / 2 / 4

*
Online booking available

$225 - $299
Per Night

$1575 - $3240
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 #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

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

$165 - $320
Per Night

$1085 - $2415
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 - $275
Per Night

$1575 - $2890
Per Week

Wailea Elua #2110 - Gorgeous Ocean View 2B/2B - Winter Sp...

Wailea
Wailea Elua #2110 - Gorgeous Ocean View 2B/2B - Winter Special $425 / Night The Wailea Elua is the ...
Condo 2 / 2 / 5

*
Online booking available

$395 - $425
Per Night

$2765 - $5250
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

$189 - $269
Per Night

$1323 - $2790
Per Week

 

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