Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $641
Per Night

$2093 - $4490
Per Week

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 - $684
Per Night

$2303 - $4790
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

$199 - $593
Per Night

$1393 - $4150
Per Week

2B/2B Beautifully Furnished, Great Rates, Sleeps 6

Wailea
Palms at Wailea #606 The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at...
Condo 2 / 2 / 6

*
Online booking available

$179 - $536
Per Night

$1253 - $3750
Per Week

Wailea Ekahi 41B - 1 Bedroom, 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

Palms at Wailea 1902 Garden View 2Bd 2Ba Sleeps 6

Wailea
Enjoy your stay in paradise at The Palms at Wailea, a gorgeous property with lush, tropical landscap...
Condo 2 / 2 / 6

*
Online booking available

$224 - $463
Per Night

$1568 - $3240
Per Week

Palms at Wailea 1606 - 2 Bedrooms, Spacious Condo, Pool, ...

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

*
Online booking available

$177 - $529
Per Night

$1241 - $3701
Per Week

Grand Champions 122 - 1 Bedroom, Remodeled Kitchen, Bathr...

Wailea
Made just for 2, this beautiful condo with views of the Haleakala Mountains is the ideal place for y...
Condo 1 / 2 / 2

*
Online booking available

$168 - $498
Per Night

$1177 - $3484
Per Week

Grand Champions #36

Wailea
Under New Ownership! Light and Bright and a NEW cal king bed! This is a great property with a rea...
Condo 2 / 2 / 6

*
Online booking available

$195 - $255
Per Night

$1365 - $1785
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

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 - $607
Per Night

$1517 - $4250
Per Week

Grand Champions 141, Updated Ground Floor 1 Bedroom, 2 Ba...

Wailea
A tropical atmosphere greets you as you enter Grand Champions 141. A beautifully decorated ground fl...
Condo 1 / 2 / 4

*
Online booking available

$168 - $498
Per Night

$1177 - $3484
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 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

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

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

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 Ekahi 34B - 1 Bedroom, Updated Ocean View, Access ...

Wailea
This beautifully updated condominium offers ocean views and greenbelt views. It has a King bed in th...
Condo 1 / 2 / 4

*
Online booking available

$227 - $645
Per Night

$1591 - $4518
Per Week

Wailea Ekahi 27B - 2 Bedrooms, Ocean View, Pool, Sleeps 6

Wailea
Wailea Ekahi 27B offers Ocean views from the upstairs master bedroom Living area and Lanai. The mast...
Condo 2 / 2.5 / 6

*
Online booking available

$363 - $894
Per Night

$2541 - $6260
Per Week

Wailea Ekolu 1606 - 2 Bedrooms, Renovated Top Floor, Ocea...

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

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 144 - 3 Bedrooms, Ocean and Golf Views, 2...

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 139 - 2 Bedrooms, Renovated, Views, Pool,...

Wailea
Beautifully decorated and fully renovated two bedroom condominium with garden, some ocean and mounta...
Condo 2 / 2 / 4

*
Online booking available

$209 - $614
Per Night

$1463 - $4300
Per Week

Grand Champions 090

Wailea
Beautifully Remodeled and furnished two bedroom Condo overlooking the Golf Course. The kitchen ad ba...
Condo 2 / 2 / 6

*
Online booking available

$425 - $530
Per Night

$2975 - $3710
Per Week

 

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