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 #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

$1925 - $4490
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 #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

Stop! Look No Further! Palms at Wailea #1503 Ocean View B...

Wailea
Stop! Look No Further! Palms at Wailea #1503 Ocean View Best Location! The fabulous Keawakapu Beach...
Condo 2 / 2 / 4

*
Online booking available

$304 - $649
Per Night

$2128 - $4540
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

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

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 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

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 34B - Updated Ocean View Condo

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

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

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

Grand Champions 123 - Renovated 3 Bedroom Condo in World ...

Wailea
Grand Champions 123 is located in a quiet setting in Wailea. Large green belts, manicured grounds an...
Condo 3 / 2 / 6

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
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 310 - Ocean View Condo on Golf Course

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

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 4E - Garden View 2nd Floor Condo

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

Wailea Ekahi 33E - 2nd Floor Ocean View Condo

Wailea
This modern condo is located on the Second floor with Ocean and Greenbelt views. It is furnished wit...
Condo 1 / 2 / 2

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
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

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

Wailea
A cool clean atmosphere greets you as you enter the front door of Grand Champions 27. A beautifully ...
Condo 2 / 2 / 4

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
Per Week

Summer Special! Wailea Ekahi 48C ~ 1 BR 2 Bath Wailea Condo!

Wailea
Wailea Ekahi Village - 1 bedroom, 2 bath condo with a calming garden view located in the Upper Villa...
Condo 1 / 2 / 4

*
Online booking available

$203 - $280
Per Night

$1134 - $1960
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 181 - Spacious Remodeled 1-Bedroom

Wailea
Unit 181 is located in the heart of the beautiful and serene Grand Champions Villas. On the edge of ...
Condo 1 / 2 / 4

*
Online booking available

$114 - $342
Per Night

$795 - $2395
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

 

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