Wailea Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $246
Per Night

$1218 - $2990
Per Week

Ocean View 2-Bedroom 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

$135 - $320
Per Night

$875 - $2415
Per Week

Grand Champions #121

Wailea
Fall 2015 Specials - Please Ask. Grand Champions 121 offers a flat screen TV, DVD player, CD player ...
Condo 1 / 2 / 4

*
Online booking available

$185 - $185
Per Night

$1190 - $1610
Per Week

Beautifully Renovated 1-BR Condo, Nearby World-Class Golf...

Wailea
Beautifully Renovated 1-BR Condo, Nearby World-Class Golf and Shopping. Unit 181 is located in the ...
Condo 1 / 2 / 4

*
Online booking available

$115 - $220
Per Night

$700 - $1645
Per Week

Palms at Wailea #1204 Ocean View 2Bd 2 Ba Sleeps 4. $199 ...

Wailea
Palms at Wailea #1204 Ocean View 2Bd 2 Ba Sleeps 4. $199 Summer Special! The fabulous Keawakapu Bea...
Condo 2 / 2 / 4

*
Online booking available

$199 - $329
Per Night

$1393 - $3240
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 - $435
Per Night

$2065 - $4950
Per Week

Wailea Ekolu #303 - Quiet Park-Like Setting with Golf and...

Wailea
Wailea Ekolu #303 - Quiet Park-Like Setting with Golf and Ocean Views ! Great Summer and Fall 2015 ...
Condo 1 / 2 / 2

*
Online booking available

$209 - $209
Per Night

$1463 - $2163
Per Week

Beautifully Renovated and Furnished 2-Bedroom Condo

Wailea
Welcome to your home away from home! This beautifully remodeled 2-bedroom condo is a guest favorite....
Condo 2 / 2 / 6

*
Online booking available

$175 - $340
Per Night

$1155 - $2625
Per Week

Wailea Ekahi 39D

Wailea
This luxury condo was designed to mirror a Balinese tree house. Completely remodeled with Hi-Tech A...
Condo 1 / 1 / 2

*
Online booking available

$280 - $340
Per Night

$1962 - $2380
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

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 - $318
Per Night

$1393 - $3490
Per Week

Grand Champions #132 - Top Floor with Tennis Center and D...

Wailea
Grand Champions #132 - Top Floor with Tennis Center and Distant Ocean Views. Summer 2015 Specials -...
Condo 1 / 2 / 2

*
Online booking available

$210 - $210
Per Night

$1365 - $1785
Per Week

Wailea Ekolu #1604 - Beautiful Upgrades and Full Remodel

Wailea
Special 2015 Fall Rates. Please Ask !! A Second Floor, Two bedroom Two bath condo with garden and p...
Condo 2 / 2 / 4

*
Online booking available

$270 - $270
Per Night

$1785 - $2415
Per Week

Wailea Ekolu #501 Panoramic Ocean View, Renovated! $179 S...

Wailea
Wailea Ekolu #501 Panoramic Ocean View, Renovated! $179 Summer Special! Wailea Ekolu is one of most...
Condo 2 / 2 / 4

*
Online booking available

$179 - $329
Per Night

$1253 - $3950
Per Week

Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! ...

Wailea
Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates! The fabulous Keawakapu Be...
Condo 2 / 2 / 4

*
Online booking available

$199 - $384
Per Night

$1393 - $3990
Per Week

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

Wailea
Palms at Wailea Unit #2305 Quiet, Clean and Very Private! Great Rates!! We are pleased that our pro...
Condo 1 / 2 / 2

*
Online booking available

$149 - $296
Per Night

$1043 - $2990
Per Week

Palms 1507- 2B/2B Elegant Remodel; Views of ocean and mou...

Wailea
Palms 1507- 2B/2B Elegant Remodel; Views of ocean and mountains. Beautiful place! You really though...
Condo 2 / 2 / 4

*
Online booking available

$299 - $439
Per Night

$2093 - $4490
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 - $246
Per Night

$1393 - $2990
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

$299 - $439
Per Night

$2093 - $4490
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 ! Enjoy more than 2700 feet of comfort...
Condo 3 / 3.5 / 8

*
Online booking available

$5670 - $11165
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 - $202
Per Night

$1113 - $2490
Per Week

Beautiful 2-Bedroom Condo with a Partial Ocean View

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

$150 - $320
Per Night

$980 - $2450
Per Week

Wailea Elua #2110 - Gorgeous Ocean View 2 Bd 2 Ba - Great...

Wailea
Wailea Elua #2110 - Gorgeous Ocean View 2 Bd 2 Ba - Great Rates! The Wailea Elua is the premier oce...
Condo 2 / 2 / 5

*
Online booking available

$295 - $495
Per Night

$2065 - $5250
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 2015 Special Rates -...
Condo 2 / 2 / 4

*
Online booking available

$250 - $250
Per Night

$1575 - $2065
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 - $318
Per Night

$1393 - $3490
Per Week

 

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