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

$2093 - $4490
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

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 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

Grand Champions 118 - Cozy Remodeled 2 Bedroom

Wailea
Grand Champions 118 is an inviting and cozy two bedroom two bath condominium. The kitchen and both b...
Condo 2 / 2 / 6

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
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

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 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

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 Ekolu 1106 - Modern Updates Incredible Views

Wailea
Enjoy views of Kahoolawe, Molokini and Lana’i all from this condo’s wonderful location. Vaulted ceil...
Condo 2 / 2 / 4

*
Online booking available

$273 - $739
Per Night

$1909 - $5171
Per Week

Ho'olei 39-3 - Spacious Upscale Townhouse Stunning Views

Wailea
Enjoy more than 2700 feet of comfortable yet lavish, uniquely and professionally decorated living sp...
Condo 3 / 3.5 / 8

*
Online booking available

$727 - $1944
Per Night

$5087 - $13608
Per Week

Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleep...

Wailea
Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleeps 4 Great Rates! The fabulous Keawakapu Be...
Condo 1 / 2 / 4

*
Online booking available

$225 - $499
Per Night

$1575 - $3490
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 Ekolu 1604 - 2nd Floor Two Bedroom Condo

Wailea
A Second Floor, Two bedroom Two bath condo with garden and peek-a-boo ocean views. Our guests are we...
Condo 2 / 2 / 4

*
Online booking available

$209 - $614
Per Night

$1463 - $4300
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 35 - 3rd Floor Ocean View

Wailea
Grand Champions 35 is an inviting third floor, two bedroom, two bath, Ocean View condo. The living ...
Condo 2 / 2 / 5

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
Per Week

Grand Champions 134 - Renovated 3-Bedroom, Pool, Tennis

Wailea
Grand Champions 134 is located in a quiet setting in Wailea. Large green belts, manicured grounds, a...
Condo 3 / 2 / 6

*
Online booking available

$210 - $591
Per Night

$1470 - $4137
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

Grand Champions 138 - Cozy 2nd Floor Condo

Wailea
Grand Champions 138 is a delightful second floor, two bedroom condominium. The living room is cozy &...
Condo 2 / 2 / 5

*
Online booking available

$195 - $583
Per Night

$1368 - $4082
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

Palms at Wailea #1102 Probably the best ocean view at the...

Wailea
Palms at Wailea #1102 Probably the best ocean view at the Palms at Wailea! The fabulous Keawakapu B...
Condo 2 / 2 / 6

*
Online booking available

$295 - $707
Per Night

$2065 - $4950
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

Wailea Ekahi 3C - First Floor Garden View Condo

Wailea
Wailea Ekahi 3C is a charming one bedroom, one bath, first floor garden view condo. It is a great ch...
Condo 1 / 1 / 2

*
Online booking available

$159 - $482
Per Night

$1114 - $3375
Per Week

 

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