Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Go...

Wailea
Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4. The nearby Ulua and M...
Condo 1 / 2 / 4

*
Online booking available

$159 - $356
Per Night

$1113 - $2490
Per Week

Palms at Wailea 2303 Ground Floor 2bd 2ba Sleeps 6 Great ...

Wailea
Palms at Wailea 2303 Ground Floor 2bd 2ba Sleeps 6 Great Rates! We are pleased that our properties ...
Condo 2 / 2 / 6

*
Online booking available

$250 - $463
Per Night

$1750 - $3240
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

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 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

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

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

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

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

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

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

Grand Champions #36

Wailea
This is a great property with a real tropical "Tommy Bahama" feel...Upscale furnishings and attentio...
Condo 2 / 2 / 6

*
Online booking available

$195 - $255
Per Night

$1365 - $1785
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 122 - Remodeled Kitchen & Bath

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 132 - Chic and Charming Top Floor 1 Bedro...

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

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 #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 49 - Spacious Lanai Garden View

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

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

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

$118 - $350
Per Night

$827 - $2449
Per Week

Wailea Ekahi 38B - Charming 1 Bedroom Condo

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

 

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