Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Summer Special! Wailea Ekahi 46F- Spacious 2 BR 2 Bath Co...

Wailea
Summer Special! Wailea Ekahi 46F- Spacious 2 BR 2 Bath Condo in Wailea! Wailea Ekahi - Nicely appoi...
Condo 2 / 2 / 6

*
Online booking available

$252 - $380
Per Night

$1575 - $2660
Per Week

Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 ...

Wailea
Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 Great Rates The fabulous Keawakapu Beach i...
Condo 2 / 2 / 6

*
Online booking available

$329 - $479
Per Night

$2303 - $3353
Per Week

Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd ...

Wailea
Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd 2Bath Great Rates! The fabulous Keawakapu ...
Condo 2 / 2 / 4

*
Online booking available

$299 - $449
Per Night

$2093 - $3143
Per Week

Wailea Ekahi 4E - 1 Bedroom, Garden View 2nd Floor, Acces...

Wailea
Wailea Ekahi Village 4E Second floor condominium is adjacent to a landscaped ravine and has beautifu...
Condo 1 / 1 / 2

*
Online booking available

$195 - $583
Per Night

$1368 - $4082
Per Week

Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleep...

Wailea
Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleeps 4 Great Rates! The fabulous Keawakapu Be...
Condo 1 / 2 / 4

*
Online booking available

$225 - $349
Per Night

$1575 - $2443
Per Week

Ho'olei 39-3 - 3 Bedroom, Spacious Upscale Condo, Views, ...

Wailea
Enjoy more than 2700 feet of comfortable yet lavish, uniquely and professionally decorated living sp...
Condo 3 / 3.5 / 8

*
Online booking available

$727 - $1944
Per Night

$5087 - $13608
Per Week

Wailea Elua 2011 - 1 Bedroom, Ocean View, Renovated, Pool

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

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 - $299
Per Night

$1218 - $2093
Per Week

Grand Champions 75 - 2-Bedroom, Ocean View, Golf View, Pool

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 - 2 Bedrooms, 2nd Floor, Overlooking ...

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

Grand Champions 181 - 1 Bedroom Condo, Beautifully Renova...

Wailea
Located on the edge of the Wailea Blue Golf Course, Grand Champions 181 is an ideal getaway for the ...
Condo 1 / 2 / 4

*
Online booking available

$127 - $360
Per Night

$890 - $2519
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 - $349
Per Night

$1575 - $2443
Per Week

Grand Champions 165 - 2 Bedrooms, Remodeled, Pools & Jacuzzi

Wailea
The inviting tropical decor in Grand Champions 165 greets you as you enter. Beautiful new tile flows...
Condo 2 / 2 / 4

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
Per Week

Wailea Ekahi 38B - Charming 1 Bedroom Condo, Access to 4 ...

Wailea
Wailea Ekahi 38B is a charming condominium furnished with a King bed in the master bedroom, Queen pu...
Condo 1 / 2 / 4

*
Online booking available

$227 - $645
Per Night

$1591 - $4518
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

$217 - $425
Per Night

$1517 - $2975
Per Week

Palms At Wailea 1904 - Spacious Wailea Condo

Wailea
This 2-bedroom condo is comfortably appointed and located in a great spot on the property. The spaci...
Condo 2 / 2 / 4

*
Online booking available

$210 - $536
Per Night

$1470 - $3751
Per Week

Grand Champions 132 - Charming Top Floor 1 Bedroom Villa,...

Wailea
Completely remodeled in 2017 in chic mid-20th-Century decor, this Wailea condo is the ideal hideaway...
Condo 1 / 2 / 2

*
Online booking available

$195 - $583
Per Night

$1368 - $4082
Per Week

Grand Champions 86 - 1 Bedroom, Upgraded, Oversized Lanai...

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

Wailea Ekolu #205 Ocean View, Ground Floor, 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

$196 - $332
Per Night

$1369 - $2324
Per Week

Grand Champions 102 - 2 Bedrooms, Sunrise Views, Pool

Wailea
Luxury inside and out awaits you at this beautiful condo! The lanai overlooks Old Blue Golf Course, ...
Condo 2 / 2 / 4

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
Per Week

Grand Champions 138, 2 Bedrooms, Remodeled, 2 Master Suit...

Wailea
Enjoy lush tropical views and all the perks of a resort just a mile from the beach! Boasting high ce...
Condo 2 / 2 / 5

*
Online booking available

$201 - $524
Per Night

$1407 - $3665
Per Week

Grand Champions 49 - 2 Bedrooms, Spacious Lanai, Remodele...

Wailea
Grand Champions 49 is perfect for couples or a family of four. A cool clean atmosphere greets you as...
Condo 2 / 2 / 4

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
Per Week

Wailea Ekolu 310, 2 Bedrooms, 2nd Floor, Ocean View, Golf...

Wailea
Wailea Ekolu #310 is a Second Floor, Two bedroom Two bath, Ocean View Condo on the 'Old Blue' Wailea...
Condo 2 / 2 / 4

*
Online booking available

$286 - $634
Per Night

$2002 - $4441
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 - $324
Per Night

$1323 - $2268
Per Week

Grand Champions 35, 2 Bedrooms, 3rd Floor, Ocean View, Po...

Wailea
Grand Champions 35 is an inviting third floor, two bedroom, two bath, Ocean View condo. The living ...
Condo 2 / 2 / 5

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
Per Week

 

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