Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

$295 - $380
Per Night

$2065 - $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

$345 - $684
Per Night

$2415 - $4790
Per Week

Grand Champions 138, 2 Bedrooms, Remodeled, 2 Master Suit...

Wailea
Enjoy lush tropical views and all the perks of a resort just a mile from the beach! Boasting high ce...
Condo 2 / 2 / 5

*
Online booking available

$175 - $385
Per Night

$1225 - $2695
Per Week

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

Wailea
Spend a little time in paradise! This newly renovated property has incredible ocean views, a private...
Condo 2 / 2 / 4

*
Online booking available

$218 - $726
Per Night

$1526 - $5083
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

$250 - $600
Per Night

$1750 - $4200
Per Week

Grand Champions 108, 1 Bedroom, Cozy Lanai, Pool Access, ...

Wailea
Grand Champions 108 is made for romance. The balcony of the 1-bedroom condo looks out over the compl...
Condo 1 / 2 / 2

*
Online booking available

$200 - $846
Per Night

$1400 - $5925
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

$395 - $893
Per Night

$2765 - $6250
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 134 - Renovated 3-Bedroom, Pool, Tennis

Wailea
You’ve hit the jackpot when you vacation at Grand Champions 134. With panoramic views that will take...
Condo 3 / 2 / 6

*
Online booking available

$275 - $819
Per Night

$1925 - $5731
Per Week

Wailea Ekahi 41B - 1 Bedroom, Ground Floor, Beach Access,...

Wailea
Walk to one of the four beautiful resort pools when you vacation at Wailea Ekahi 41B. From your gard...
Condo 1 / 2 / 2

*
Online booking available

$185 - $662
Per Night

$1295 - $4636
Per Week

Grand Champions 27 - 2 Bedroom, 2 Bath Condo on 2nd Floor...

Wailea
All the pleasures of Maui are close at hand when you make Grand Champions 27 your vacation headquart...
Condo 2 / 2 / 4

*
Online booking available

$170 - $662
Per Night

$1190 - $4636
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

Grand Champions 144 - 3 Bedrooms, Ocean and Golf Views, 2...

Wailea
Whether you are looking for a relaxing getaway or seeking adventure of all kinds, Maui is the perfec...
Condo 3 / 2 / 6

*
Online booking available

$327 - $955
Per Night

$2289 - $6687
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 - $570
Per Night

$1750 - $3990
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

$200 - $484
Per Night

$1400 - $3390
Per Week

Palms at Wailea #305 A/C Throughout, Close to Pool, Nicel...

Wailea
Palms at Wailea #305 A/C Throughout, Close to Pool, Nicely Appointed The fabulous Keawakapu Beach i...
Condo 2 / 2 / 6

*
Online booking available

$189 - $345
Per Night

$1323 - $2415
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 - $530
Per Night

$2975 - $3710
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

$225 - $463
Per Night

$1575 - $3240
Per Week

Grand Champions #143 is a 3Bd/2Ba golf course view condo,...

Wailea
Grand Champions #143 is a 3Bd/2Ba golf course view condo, sleeps 8 Unit 143 at the Wailea Grand Cha...
Condo 3 / 2 / 8

*
Online booking available

$325 - $893
Per Night

$2275 - $6250
Per Week

Palms at Wailea #205 2B/2B - Luxurious, Spacious, Fantast...

Wailea
Palms at Wailea #205 2B/2B - Luxurious, Spacious, Fantastic Location! The fabulous Keawakapu Beach ...
Condo 2 / 2 / 6

*
Online booking available

$225 - $641
Per Night

$1575 - $4490
Per Week

Palms at Wailea #1803 Large Private Lanai, Spacious, Grea...

Wailea
Palms at Wailea #1803 Large Private Lanai, Spacious, Great Location, Sleeps 4 The fabulous Keawakap...
Condo 1 / 2 / 4

*
Online booking available

$175 - $427
Per Night

$1225 - $2990
Per Week

Wailea Ekahi 34B - 1 Bedroom, Updated Ocean View, Access ...

Wailea
Four can stay comfortably in this exquisite vacation condo when the queen-sized sofa sleeper is put ...
Condo 1 / 2 / 4

*
Online booking available

$300 - $550
Per Night

$2100 - $3850
Per Week

Wailea Ekolu 1610 - 2 Bedrooms, Renovated, Ocean View, 2 ...

Wailea
Gaze at the sea from your private lanai at this stunning 2-bedroom, 2-story townhome! Treat yourself...
Condo 2 / 2.5 / 5

*
Online booking available

$265 - $772
Per Night

$1855 - $5405
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

 

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