Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 75 - Ocean and Fairway Views

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

$145 - $459
Per Night

$1018 - $3211
Per Week

Grand Champions 186 - 2nd Floor Condo Overlooking Pool

Wailea
Grand Champions 186 is located on the second floor and overlooks one of the 2 pools on property. Fea...
Condo 2 / 2 / 4

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
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 - $427
Per Night

$1393 - $2990
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

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

$225 - $499
Per Night

$1575 - $3490
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

$189 - $463
Per Night

$1323 - $3240
Per Week

Wailea Elua 2011 - Ocean View Renovated 1 Bedroom

Wailea
Beautiful ocean views, swimming and snorkeling from the property, and a fully refurbished condominiu...
Condo 1 / 2 / 2

*
Online booking available

$342 - $855
Per Night

$2394 - $5988
Per Week

Wailea Ekolu #105 Scenic Ocean View, Great Location, Slee...

Wailea
Wailea Ekolu #105 Scenic Ocean View, Great Location, Sleeps 4 Wailea Ekolu has several lovely pool ...
Condo 2 / 2 / 4

*
Online booking available

$203 - $607
Per Night

$1422 - $4250
Per Week

Grand Champions 8 - Top Floor Private Lanai

Wailea
Grand Champions 8 is a top floor tropical delight with lush foliage surrounding the lanai for privac...
Condo 2 / 2 / 4

*
Online booking available

$195 - $583
Per Night

$1368 - $4082
Per Week

Grand Champions #033

Wailea
Two bedrooms and two baths in this garden view condo. The Master bedroom has a king bed and the seco...
Condo 2 / 2 / 4

*
Online booking available

$425 - $515
Per Night

$2975 - $3605
Per Week

Palms at Wailea Unit #2305 Quiet and Very Private! Summer...

Wailea
Palms at Wailea Unit #2305 Quiet and Very Private! Summer Special $169 We are pleased that our prop...
Condo 1 / 2 / 2

*
Online booking available

$179 - $427
Per Night

$1253 - $2990
Per Week

Wailea Ekahi 17E - Ocean View Oversized Lanai

Wailea
This condominium home has been beautifully upgraded throughout and boasts a wonderful kitchen, dinin...
Condo 1 / 2 / 2

*
Online booking available

$282 - $770
Per Night

$1973 - $5389
Per Week

Grand Champions 138 - Cozy 2nd Floor Condo

Wailea
Grand Champions 138 is a delightful second floor, two bedroom condominium. The living room is cozy &...
Condo 2 / 2 / 5

*
Online booking available

$195 - $583
Per Night

$1368 - $4082
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

Palms at Wailea #1209 1 BR 2 Bath Sleeps 2. 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

$240 - $500
Per Night

$1680 - $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

$225 - $484
Per Night

$1575 - $3390
Per Week

Grand Champions 27 - 2 Bedroom, 2 Bath Condo on 2nd Floor

Wailea
Grand Champions 27 is an inviting two bedroom, two bath, Ocean View condo. The living room has sofa...
Condo 2 / 2 / 4

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
Per Week

Grand Champions 154 - Ocean and Golf Views

Wailea
Beautiful three bedrooms, two bath condominium on the golf course with wrap around deck and ocean/go...
Condo 3 / 2 / 6

*
Online booking available

$321 - $816
Per Night

$2244 - $5715
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

$189 - $456
Per Night

$1323 - $3190
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

Wailea Ekolu 1610 - Ocean View Renovated 2 Bedroom

Wailea
This spectacular two bedroom town home has been renovated throughout. The upstairs living area has a...
Condo 2 / 2.5 / 5

*
Online booking available

$273 - $739
Per Night

$1909 - $5171
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

Grand Champions 86 - Oversized Lanai Perfect for Couples

Wailea
Grand Champions 86 is perfect for two people. The living area is air conditioned and has ceiling fan...
Condo 1 / 2 / 2

*
Online booking available

$168 - $498
Per Night

$1177 - $3484
Per Week

Grand Champions 54 - Upgraded Kitchen & Baths

Wailea
All New Upgraded Kitchen and Baths. Grand Champions 54 offers a large 54" flat screen TV, DVD player...
Condo 1 / 2 / 4

*
Online booking available

$168 - $498
Per Night

$1177 - $3484
Per Week

 

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