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

$2093 - $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

Grand Champions #143 is a 3 BR 2 bath renovated Summer Sp...

Wailea
Grand Champions #143 is a 3 BR 2 bath renovated Summer Special $299 Unit 143 at the Wailea Grand Ch...
Condo 3 / 2 / 8

*
Online booking available

$289 - $750
Per Night

$2023 - $5250
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

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

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

Ho'olei 81-5 - Excellent Location Above Pool and Waterfall

Wailea
Unwind in this spectacular three bedroom deluxe accommodation. Beautiful decorations, many of which ...
Condo 3 / 3.5 / 8

*
Online booking available

$898 - $2255
Per Night

$6284 - $15785
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 35B - 2 Level Condo Walk to Beach

Wailea
Wailea Ekahi Village 35B is where you want to be. It is the paradise you have been looking for. Walk...
Condo 2 / 2.5 / 4

*
Online booking available

$321 - $816
Per Night

$2244 - $5715
Per Week

Spacious and Elegant 2b/2B View Condo

Wailea
Unit 1507 is a beautifully renovated condo with a gorgeous ocean view. An end unit, located in the c...
Condo 2 / 2 / 4

*
Online booking available

$279 - $641
Per Night

$1953 - $4490
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

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

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

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

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

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

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

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 702 Upstairs Garden View 1B/2B Sleeps 4. ...

Wailea
Palms at Wailea 702 Upstairs Garden View 1B/2B Sleeps 4. Summer Special $169 The fabulous Keawakapu...
Condo 1 / 2 / 4

*
Online booking available

$150 - $427
Per Night

$1050 - $2990
Per Week

Grand Champions 150 - Overlooks Golf Course

Wailea
This beautiful two bedroom, two bath condominium overlooks the Wailea Blue Course. Enjoy the golf an...
Condo 2 / 2 / 4

*
Online booking available

$227 - $645
Per Night

$1591 - $4518
Per Week

Wailea Ekolu #1207 2B/2B Fully Remodeled Ground Floor Con...

Wailea
Wailea Ekolu #1207 2B/2B Fully Remodeled Ground Floor Condo w/ Ocean View Welcome to Wailea Ekolu V...
Condo 2 / 2 / 6

*
Online booking available

$185 - $570
Per Night

$1295 - $3990
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 #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

Ho'olei 81-2 - Luxury 3 Bedroom Townhouse with Spectacula...

Wailea
Enjoy more than 2500 feet of comfortable yet lavish, uniquely and professionally decorated living sp...
Condo 3 / 3.5 / 10

*
Online booking available

$898 - $2400
Per Night

$6284 - $16800
Per Week

 

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