Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Wailea Ekahi 17B - 1 Bedroom, Ground Floor, Partial Ocean...

Wailea
You’ll feel like you’re on a private island when you step out on your flower-strewn, covered lanai a...
Condo 1 / 2 / 4

*
Online booking available

$157 - $819
Per Night

$1099 - $5733
Per Week

Grand Champions 165 - 2 Bedrooms, Remodeled, Pools & Jacuzzi

Wailea
The inviting tropical decor in Grand Champions 165 greets you as you enter. Beautiful new tile flows...
Condo 2 / 2 / 4

*
Online booking available

$179 - $870
Per Night

$1253 - $6090
Per Week

Grand Champions 35, 2 Bedrooms, 3rd Floor, Ocean View, Po...

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

$179 - $870
Per Night

$1253 - $6090
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

$175 - $395
Per Night

$1225 - $2765
Per Week

Wailea Ekolu 310, 2 Bedrooms, 2nd Floor, Ocean View, Golf...

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

$284 - $768
Per Night

$1988 - $5374
Per Week

Wailea Ekolu #407 Completely Remodeled with Panoramic Oce...

Wailea
Wailea Ekolu #407 Completely Remodeled with Panoramic Ocean Views. Sleeps 2 Wailea Ekolu Unit 407 i...
Condo 1 / 2 / 2

*
Online booking available

$225 - $299
Per Night

$1575 - $2093
Per Week

Wailea Ekahi 35B - 2 Bedrooms, 2.5 Bathrooms, Pool, Walk ...

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

$278 - $1182
Per Night

$1944 - $8271
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 - $350
Per Night

$1680 - $2450
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

Palms at Wailea #604 2/2 Great for 2 Couples Super 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

$189 - $324
Per Night

$1323 - $2268
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 - $525
Per Night

$2415 - $3675
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 - $495
Per Night

$2065 - $3465
Per Week

Grand Champions 139 - 2 Bedrooms, Renovated, Views, Pool,...

Wailea
Beautifully decorated and fully renovated two bedroom condominium with garden, some ocean and mounta...
Condo 2 / 2 / 4

*
Online booking available

$185 - $898
Per Night

$1296 - $6287
Per Week

Wailea Ekolu 1606 - 2 Bedrooms, Renovated Top Floor, Ocea...

Wailea
Wailea Ekolu 1606 is a top floor two bedroom two bath condo with a wonderful ocean view. Beautiful w...
Condo 2 / 2 / 4

*
Online booking available

$185 - $898
Per Night

$1296 - $6287
Per Week

Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. ...

Wailea
Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. It can sleep 6. The nearby Ulua and Mokapu...
Condo 2 / 2 / 6

*
Online booking available

$199 - $299
Per Night

$1393 - $2093
Per Week

Grand Champions 121 - 1 Bedroom, Cozy Lanai, Dine Alfresc...

Wailea
With a large open-air balcony, spacious living area, and luxurious master suite, this condo brings y...
Condo 1 / 2 / 4

*
Online booking available

$129 - $579
Per Night

$901 - $4052
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 - $249
Per Night

$1113 - $1743
Per Week

Wailea Ekahi 4E - 1 Bedroom, Garden View 2nd Floor, Acces...

Wailea
Wailea Ekahi Village 4E Second floor condominium is adjacent to a landscaped ravine and has beautifu...
Condo 1 / 1 / 2

*
Online booking available

$173 - $842
Per Night

$1211 - $5894
Per Week

Grand Champions 162 - 1 Bedroom, 2nd Floor End Unit Condo...

Wailea
As soon as you enter you’ll see the 7th fairway of the golf course with the Ocean in the distance. T...
Condo 1 / 2 / 2

*
Online booking available

$129 - $579
Per Night

$901 - $4052
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

$354 - $504
Per Night

$2478 - $3528
Per Week

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

Wailea
Nestled in a complex that abounds in tropical foliage and flowers, Grand Champions 123 provides a qu...
Condo 3 / 2 / 6

*
Online booking available

$173 - $842
Per Night

$1211 - $5894
Per Week

Grand Champions 86 - 1 Bedroom, Upgraded, Gorgeous Views,...

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

$149 - $754
Per Night

$1042 - $5279
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 - $339
Per Night

$1575 - $2373
Per Week

Grand Champions #143 is a 3 bedroom 2 bath renovated

Wailea
Unit 143 at the Wailea Grand Champions is a RARE 3 bedroom 2 bath unit with magnificent golf course ...
Condo 3 / 2 / 8

*
Online booking available

$325 - $525
Per Night

$2275 - $3675
Per Week

Wailea Ekolu 1205, 2 Bedrooms, Wifi, Ocean View, Pool Acc...

Wailea
Wailea Ekolu is a 2-bedroom, 2-bathroom newly remodeled condo. The gourmet kitchen has stainless a...
Condo 2 / 2 / 4

*
Online booking available

$241 - $1047
Per Night

$1690 - $7328
Per Week

 

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