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 - $684
Per Night

$2303 - $4790
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 102 - Stunning Sunrise Views

Wailea
Luxury inside and out awaits you at this beautiful condo! The balcony overlooks Old Blue golf course...
Condo 2 / 2 / 4

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
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

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 #1501 Ocean View Inner Court Ground Floor...

Wailea
Palms at Wailea #1501 Ocean View Inner Court Ground Floor 1Bd 1Ba Sleeps 4 The fabulous Keawakapu B...
Condo 1 / 2 / 4

*
Online booking available

$225 - $484
Per Night

$1575 - $3390
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

Wailea Elua 701 - 2 Level Condo Oversized Lanai

Wailea
This first-floor condo has a spacious living area, tile throughout, central air conditioning and oce...
Condo 2 / 2 / 5

*
Online booking available

$449 - $1166
Per Night

$3142 - $8165
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

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

Wailea Ekolu #201 Remodeled 2Bd/2Ba Oceanview Condo 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

$184 - $564
Per Night

$1288 - $3950
Per Week

Wailea Ekahi 53C - Spacious Townhouse Ocean Views

Wailea
Wailea Ekahi Village 53C is a fully renovated, 2 bedroom / 2.5 bath townhouse with Ocean views from ...
Condo 2 / 2.5 / 6

*
Online booking available

$385 - $933
Per Night

$2693 - $6532
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

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 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

Wailea Ekolu 805 Deluxe 2 Bd. 2 Bath, Ocean View Townhouse!

Wailea
Unit #805 has a fully equipped kitchen, AC in the living room, guest bedroom, and master bedroom. Th...
Condo 2 / 2 / 4

*
Online booking available

$215 - $593
Per Night

$1505 - $4150
Per Week

Wailea Ekahi 27B - 2 Story Condo Ocean View

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

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 #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

Grand Champions 163 - Modern Ground Floor Condo

Wailea
Grand Champions 163 is a delightful ground floor two bedroom tiled throughout with the exception of ...
Condo 2 / 2 / 4

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
Per Week

Palms at Wailea 603 2bd 2ba Sleeps 6 Great 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

$199 - $463
Per Night

$1393 - $3240
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

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

 

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