Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

Grand Champion #139 - Beautiful Full Renovation 2015 !

Wailea
Special Summer & Fall 2016 Rates - Please ask ! Beautifully decorated and fully renovated two bedr...
Condo 2 / 2 / 4

*
Online booking available

$285 - $285
Per Night

$1750 - $2380
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

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

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

*
Online booking available

$250 - $250
Per Night

$1575 - $2135
Per Week

Grand Champions #36

Wailea
This is a great property with a real tropical "Tommy Bahama" feel...Upscale furnishings and attentio...
Condo 2 / 2 / 6

*
Online booking available

$195 - $255
Per Night

$1365 - $1785
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 - $399
Per Night

$2093 - $4490
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

$225 - $295
Per Night

$1575 - $3950
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 - $224
Per Night

$1253 - $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

$239 - $379
Per Night

$1673 - $4490
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 - $330
Per Night

$1225 - $2625
Per Week

Wailea Ekolu #908 - Top Floor Two BR with Big Ocean Views

Wailea
Special Rates Summer & Fall 2016 ! Tropical beauty greets you the moment you open the front door. C...
Condo 2 / 2 / 4

*
Online booking available

$310 - $310
Per Night

$1995 - $2555
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

$304 - $404
Per Night

$2128 - $4540
Per Week

Fall Specials! Stunning 3-BR Condo on a World-Class Golf ...

Wailea
Fall Specials! Stunning 3-BR Condo on a World-Class Golf Resort. Grand Champions 123 is located in ...
Condo 3 / 2 / 6

*
Online booking available

$245 - $395
Per Night

$1540 - $3150
Per Week

Wailea Ekolu #105 Partial Ocean view, Sleeps 4 .

Wailea
Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There...
Condo 2 / 2 / 4

*
Online booking available

$225 - $299
Per Night

$1575 - $3990
Per Week

Grand Champions #165, 2Br/2Ba On The Golf Course - Great ...

Wailea
Grand Champions #165, 2Br/2Ba On The Golf Course - Great Rates! Special 2016 Rates Please Ask! The ...
Condo 2 / 2 / 4

*
Online booking available

$250 - $250
Per Night

$1575 - $2135
Per Week

Up to 30% OFF through April! - 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

$440 - $535
Per Night

$3080 - $3745
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
Summer & Fall 2016 Special Rates! Please ask!! As soon as you enter you?ll see the 7th fairway of ...
Condo 1 / 2 / 2

*
Online booking available

$185 - $185
Per Night

$1190 - $1855
Per Week

Palms at Wailea 702 Upstairs Garden View 1B/2B Sleeps 4. ...

Wailea
Palms at Wailea 702 Upstairs Garden View 1B/2B Sleeps 4. Summer Special $169 The fabulous Keawakapu...
Condo 1 / 2 / 4

*
Online booking available

$169 - $254
Per Night

$1183 - $2990
Per Week

Grand Champions #49 - Ground Floor, Corner Location with ...

Wailea
Grand Champions #49 - Ground Floor, Corner Location with Easy Pool Access ! Special 2016 Summer & F...
Condo 2 / 2 / 4

*
Online booking available

$250 - $250
Per Night

$1575 - $2135
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 #121

Wailea
2016 Summer & Fall Specials - Please Ask ! Grand Champions 121 offers a flat screen TV, DVD player, ...
Condo 1 / 2 / 4

*
Online booking available

$185 - $185
Per Night

$1190 - $1680
Per Week

Palms at Wailea #2108 Gorgeous Unit 1Bd 2 Ba Great Rates!

Wailea
Relax in the casual comfort of this recently renovated 1 bedroom / 2 bath unit. Its interior is spac...
Condo 1 / 2 / 2

*
Online booking available

$225 - $275
Per Night

$1575 - $2890
Per Week

 

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