Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!

Wailea
Wailea Ekahi - Nicely appointed 2 bedroom, 2 bath condo with garden and partial oceanview in the Upp...
Condo 2 / 2 / 6

*
Online booking available

$252 - $380
Per Night

$1701 - $2660
Per Week

Grand Champions #163 2Br/2Ba Convenient 1st Floor Location.

Wailea
Discounted Rates Available for the Summer of 2017 - Promo Code: ?HOTSUMMER?! Grand Champions 163 is...
Condo 2 / 2 / 4

*
Online booking available

$260 - $285
Per Night

$1645 - $2170
Per Week

Grand Champion #139 - Beautiful Full Renovation 2015!

Wailea
Discounted Rates Available for the Summer of 2017 - Promo Code: ?HOTSUMMER?! Beautifully decorated ...
Condo 2 / 2 / 4

*
Online booking available

$295 - $315
Per Night

$1820 - $2415
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

One-of-a-kind Maui Getaway!

Wailea
This One-of-a-Kind Maui Getaway is just the vacation destination you have been dreaming of! Owner...
Home 4 / 3.5 / 10

$1450 - $1600
Per Night

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

Wailea Ekolu #1206 - Luxurious 2 BR 2 BA Includes a Fitne...

Wailea
Wailea Ekolu #1206 - Luxurious 2 BR 2 BA Includes a Fitness Pass! Ask about Discounted Rates Availa...
Condo 2 / 2 / 4

*
Online booking available

$350 - $375
Per Night

$2345 - $3045
Per Week

Grand Champions 75 - Ocean and Fairway Views

Wailea
Relax on your lanai, enjoying the radiant blue waters to your west, and the stunning sights of Halea...
Condo 2 / 2 / 4

*
Online booking available

$121 - $413
Per Night

$847 - $2890
Per Week

Ho'olei #39-3 - 'Ocean's Invitation' - Premier Location a...

Wailea
Ho'olei #39-3 - 'Ocean's Invitation' - Premier Location and Views! Discounted Rates Available for t...
Condo 3 / 3.5 / 8

*
Online booking available

$810 - $965
Per Night

$5670 - $11165
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 - $463
Per Night

$1323 - $3240
Per Week

Grand Champions #162 - Top Floor with Great Ocean View!

Wailea
Discounted Rates Available for the Summer of 2017 - Promo Code: ?HOTSUMMER?! As soon as you enter y...
Condo 1 / 2 / 2

*
Online booking available

$190 - $230
Per Night

$1225 - $1890
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

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

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

Grand Champions #48 is a 2bd 2ba Ocean View condo that Sl...

Wailea
Grand Champions #48 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

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

$159 - $427
Per Night

$1113 - $2990
Per Week

Ho'olei #55-2 - Luxurious and Spacious Wailea Rental Home!

Wailea
Discounted Rates Available for the Summer of 2017 - Promo Code: ?HOTSUMMER?! Relax in this spectacu...
Condo 3 / 3.5 / 8

*
Online booking available

$710 - $865
Per Night

$4970 - $10465
Per Week

Palms At Wailea 1904 - Spacious Wailea Condo

Wailea
This 2-bedroom condo is comfortably appointed, and located in a great spot on property. The spacious...
Condo 2 / 2 / 6

*
Online booking available

$132 - $462
Per Night

$926 - $3234
Per Week

Grand Champions #102 2Br/2Ba Golf Course and Mountain Vie...

Wailea
Grand Champions #102 2Br/2Ba Golf Course and Mountain Views - Best Rates Discounted Rates Available...
Condo 2 / 2 / 4

*
Online booking available

$260 - $285
Per Night

$1645 - $2170
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

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

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

$215 - $564
Per Night

$1505 - $3950
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

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

$179 - $427
Per Night

$1253 - $2990
Per Week

 

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