Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Grand Champion #139 - Beautiful Full Renovation 2015 !

Wailea
Special Fall Promo 2016 - Please ask ! Beautifully decorated and fully renovated two bedroom condom...
Condo 2 / 2 / 4

*
Online booking available

$285 - $295
Per Night

$1750 - $2380
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

$266 - $370
Per Night

$1862 - $2590
Per Week

Aug 18 - Sep 30   Special rate of $595 per night for all available ni ...

Ho'olei Luxury Ocean View Villa across from Grand Wailea

Wailea
Enjoy the luxury of a resort community while staying in a home larger than four hotel rooms!! This ...
Townhome 3 / 3.5 / 10

$695 - $1950
Per Night

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

Wailea
Special Fall Promo 2016 Rates! Please inquire. Grand Champions 163 is a delightful ground floor two ...
Condo 2 / 2 / 4

*
Online booking available

$250 - $260
Per Night

$1575 - $2135
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

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 - $399
Per Night

$2093 - $4490
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

$2303 - $4790
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

$179 - $299
Per Night

$1253 - $3240
Per Week

Fall Specials! Spacious Renovated 2-BR Condo with Central...

Wailea
Fall Specials! Spacious Renovated 2-BR Condo with Central A/C! This open and spacious premium condo...
Condo 2 / 2 / 6

*
Online booking available

$195 - $375
Per Night

$1225 - $2625
Per Week

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

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

*
Online booking available

$225 - $275
Per Night

$1575 - $2990
Per Week

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

Wailea
Special Fall Promo Deals 2016 - Please Ask ! Relax in this spectacular three bedroom deluxe accom...
Condo 3 / 3.5 / 8

*
Online booking available

$4970 - $10465
Per Week

Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sle...

Wailea
Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sleeps 4, Great Rates! Wailea Ekolu is one of...
Condo 2 / 2 / 4

*
Online booking available

$149 - $299
Per Night

$1043 - $3950
Per Week

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

Wailea
Ho'olei #39-3 'Ocean's Invitation' Premier Location and View ! Special Deals Fall Promo 2016 !! En...
Condo 3 / 3.5 / 8

*
Online booking available

$5670 - $11165
Per Week

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

Wailea
Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleeps 6 Great Rates! The fabulous Keawakapu Be...
Condo 1 / 2 / 4

*
Online booking available

$179 - $269
Per Night

$1253 - $2790
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

$199 - $289
Per Night

$1393 - $3490
Per Week

Wailea Ekolu #804 Best Panoramic Ocean View 1Bd 2Ba Priva...

Wailea
Wailea Ekolu #804 Best Panoramic Ocean View 1Bd 2Ba Private location! Wailea Ekolu is one of most s...
Condo 1 / 2 / 4

*
Online booking available

$199 - $289
Per Night

$1393 - $3490
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

$299 - $299
Per Night

$2093 - $6050
Per Week

Grand Champions #45 is a 2bd 2ba Ocean view condo that Sl...

Wailea
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sleeps 6 Great Rates! The nearby Ulua and Mo...
Condo 2 / 2 / 6

*
Online booking available

$189 - $224
Per Night

$1323 - $2990
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 Fall Promo 2016 Special R...
Condo 2 / 2 / 4

*
Online booking available

$250 - $260
Per Night

$1575 - $2135
Per Week

Palms at Wailea 1902 Garden View 2Bd 2Ba Sleeps 6

Wailea
Enjoy your stay in paradise at The Palms at Wailea, a gorgeous property with lush, tropical landscap...
Condo 2 / 2 / 6

*
Online booking available

$199 - $299
Per Night

$1393 - $3240
Per Week

Wailea Ekolu #1610

Wailea
Special Rates Summer & Fall 2016 ! Please Ask. This spectacular two bedroom town home has been renov...
Condo 2 / 2.5 / 5

*
Online booking available

$325 - $335
Per Night

$2135 - $3570
Per Week

Palms at Wailea Unit #2305 Quiet and Very Private! Summer...

Wailea
Palms at Wailea Unit #2305 Quiet and Very Private! Summer Special $169 We are pleased that our prop...
Condo 1 / 2 / 2

*
Online booking available

$169 - $269
Per Night

$1183 - $2990
Per Week

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

Wailea
Fall 2016 Promo ! Please ask!! As soon as you enter you?ll see the 7th fairway of the golf course ...
Condo 1 / 2 / 2

*
Online booking available

$185 - $190
Per Night

$1190 - $1855
Per Week

Fall Specials! Ocean View 2-BR Condo Overlooking Golf Course

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

$150 - $320
Per Night

$980 - $2415
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

$239 - $379
Per Night

$1673 - $4490
Per Week

 

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