Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Grand Champions #48 is a 2bd 2ba Ocean View condo that Sl...

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

*
Online booking available

$199 - $427
Per Night

$1393 - $2990
Per Week

Grand Champions 144 - 3 Bedrooms on Golf Course

Wailea
Beautifully decorated three bedroom two bath condominium on the golf course with wrap around deck an...
Condo 3 / 2 / 6

*
Online booking available

$321 - $816
Per Night

$2244 - $5715
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 - $427
Per Night

$1218 - $2990
Per Week

Wailea Ekahi 17D - 2nd Floor Panoramic Ocean Views

Wailea
Come enjoy condominium living at its finest at Wailea Ekahi #17D. Located in the heart of Wailea, Ma...
Condo 1 / 2 / 4

*
Online booking available

$282 - $770
Per Night

$1973 - $5389
Per Week

Grand Champions #45 is a 2bd 2ba Ocean view condo that Sl...

Wailea
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sleeps 6 Great Rates! The nearby Ulua and Mo...
Condo 2 / 2 / 6

*
Online booking available

$199 - $427
Per Night

$1393 - $2990
Per Week

Grand Champions 121 - Cozy Lanai Dine Alfresco

Wailea
Grand Champions 121 offers a flat screen TV, DVD player, CD player and high speed wireless internet ...
Condo 1 / 2 / 4

*
Online booking available

$145 - $459
Per Night

$1018 - $3211
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 / 6

*
Online booking available

$249 - $570
Per Night

$1743 - $3990
Per Week

Palms at Wailea #205 2B/2B - Luxurious, Spacious, Fantast...

Wailea
Palms at Wailea #205 2B/2B - Luxurious, Spacious, Fantastic Location! The fabulous Keawakapu Beach ...
Condo 2 / 2 / 6

*
Online booking available

$289 - $641
Per Night

$2023 - $4490
Per Week

Grand Champions 141 - Nicely Updated 1 Bedroom, 2 Bath Condo

Wailea
Unit 141 is located in the heart of the beautiful and serene Grand Champions Villas. On the edge of ...
Condo 1 / 2 / 2

*
Online booking available

$168 - $498
Per Night

$1177 - $3484
Per Week

Grand Champions 132 - Beautifully Remodeled Kitchen

Wailea
Grand Champions 132 offers free high speed wireless internet, a large flat screen TV, DVD Player and...
Condo 1 / 2 / 2

*
Online booking available

$177 - $529
Per Night

$1241 - $3701
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

$189 - $463
Per Night

$1323 - $3240
Per Week

Ho'olei 81-2 - Luxury 3 Bedroom Townhouse with Spectacula...

Wailea
Enjoy more than 2500 feet of comfortable yet lavish, uniquely and professionally decorated living sp...
Condo 3 / 3.5 / 10

*
Online booking available

$898 - $2400
Per Night

$6284 - $16800
Per Week

Wailea Elua 1904 - 2 Bedroom Remodeled on the Beach

Wailea
Newly remodeled, Two bedroom / Two bathroom, second floor condominium right on the Beach! It is perf...
Condo 2 / 2 / 4

*
Online booking available

$577 - $1633
Per Night

$4039 - $11431
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 - $413
Per Night

$1575 - $2890
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 / 6

*
Online booking available

$225 - $593
Per Night

$1575 - $4150
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

$215 - $593
Per Night

$1505 - $4150
Per Week

Grand Champions 150 - Overlooks Golf Course

Wailea
This beautiful two bedroom, two bath condominium overlooks the Wailea Blue Course. Enjoy the golf an...
Condo 2 / 2 / 4

*
Online booking available

$227 - $645
Per Night

$1591 - $4518
Per Week

Palms at Wailea 1606 - Spacious 2 Bedroom Condo

Wailea
A spacious two bedroom two bath condominium in beautiful Wailea. A partial ocean view, BBQ grill ...
Condo 2 / 2 / 6

*
Online booking available

$177 - $529
Per Night

$1241 - $3701
Per Week

Wailea Ekolu 1606 - Renovated Top Floor Ocean View

Wailea
Wailea Ekolu 1606 is a top floor two bedroom two bath condo with a wonderful ocean view. Beautiful w...
Condo 2 / 2 / 4

*
Online booking available

$209 - $614
Per Night

$1463 - $4300
Per Week

Wailea Elua #2110 - Gorgeous Ocean View 2B/2B

Wailea
The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has ...
Condo 2 / 2 / 5

*
Online booking available

$345 - $750
Per Night

$2415 - $5250
Per Week

Grand Champions 65 - Perfect for a Small Family

Wailea
Grand Champions 65 is perfect for 2 couples or a family of four. A tropical atmosphere greets you as...
Condo 2 / 2 / 4

*
Online booking available

$209 - $614
Per Night

$1463 - $4300
Per Week

Wailea Ekahi 32B - Ocean View Access to 4 Pools

Wailea
Enjoy the ocean view down the green belt from the covered lanai! BBQ with the gas grill or cook in t...
Condo 1 / 2 / 2

*
Online booking available

$321 - $816
Per Night

$2244 - $5715
Per Week

Grand Champions 162 - 2nd Floor End Unit Condo

Wailea
As soon as you enter you’ll see the 7th fairway of the golf course with the Ocean in the distance. T...
Condo 1 / 2 / 2

*
Online booking available

$145 - $459
Per Night

$1018 - $3211
Per Week

Wailea Ekahi 41B - Ground Floor Beach Access

Wailea
Wailea Ekahi 41B is a lovely ground floor condominium furnished with a King bed in the master bedroo...
Condo 1 / 2 / 2

*
Online booking available

$209 - $614
Per Night

$1463 - $4300
Per Week

Ho'olei 55-2 - Deluxe 3 Bedroom Townhouse Large Lanai

Wailea
Relax in this spectacular three bedroom deluxe accommodation. Beautiful decorations, with an invitin...
Condo 3 / 3.5 / 8

*
Online booking available

$641 - $1788
Per Night

$4487 - $12519
Per Week

 

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