Wailea Beach Vacation Rentals
 
 
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Summer Special! Wailea Eka ...
2 bedroom Wailea Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 6
More Info
Palms at Wailea #1105 Ocea ...
2 bedroom Wailea Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 4
More Info
Palms at Wailea #1508 Panr ...
2 bedroom Wailea Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 6
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

Summer Special! Wailea Ekahi 46F- Spacious 2 BR 2 Bath Co...

Wailea
Golf nearby
Summer Special! Wailea Ekahi 46F- Spacious 2 BR 2 Bath Condo in Wailea! Wailea Ekahi - Nicely appoi...

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Condo 2 / 2 / 6

Online Booking

$252 - $380
Per Night

$1575 - $2660
Per Week

 
 

Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 ...

Wailea
Ocean View
Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 Great Rates The fabulous Keawakapu Beach i...

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Condo 2 / 2 / 6

Online Booking

$329 - $684
Per Night

$2303 - $4790
Per Week

 
 

Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd ...

Wailea
Ocean View
Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd 2Bath Great Rates! The fabulous Keawakapu ...

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Condo 2 / 2 / 4

Online Booking

$299 - $641
Per Night

$2093 - $4490
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...

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Condo 1 / 2 / 2

Online Booking

$179 - $427
Per Night

$1253 - $2990
Per Week

 
 

Palms at Wailea #1501 Ocean View Inner Court Ground Floor...

Wailea
Ocean View
Palms at Wailea #1501 Ocean View Inner Court Ground Floor 1Bd 1Ba Sleeps 4 The fabulous Keawakapu B...

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Condo 1 / 2 / 4

Online Booking

$225 - $484
Per Night

$1575 - $3390
Per Week

 
 

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

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

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Condo 2 / 2 / 6

Online Booking

$289 - $641
Per Night

$2023 - $4490
Per Week

 
 

Wailea Ekahi 53C - Spacious Townhouse Ocean Views

Wailea
Beach Access, Ocean View
Wailea Ekahi Village 53C is a fully renovated, 2 bedroom / 2.5 bath townhouse with Ocean views from ...

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Condo 2 / 2.5 / 6

Online Booking

$385 - $933
Per Night

$2693 - $6532
Per Week

 
 

2B/2B Beautifully Furnished, Great Rates, Sleeps 6

Wailea
Palms at Wailea #606 The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at...

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Condo 2 / 2 / 6

Online Booking

$179 - $536
Per Night

$1253 - $3750
Per Week

 
 

Grand Champions 154 - Ocean and Golf Views

Wailea
Beach Access, Ocean View
Beautiful three bedrooms, two bath condominium on the golf course with wrap around deck and ocean/go...

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Condo 3 / 2 / 6

Online Booking

$321 - $816
Per Night

$2244 - $5715
Per Week

 
 

Wailea Ekolu 1610 - Ocean View Renovated 2 Bedroom

Wailea
Beach Access, Ocean View
This spectacular two bedroom town home has been renovated throughout. The upstairs living area has a...

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Condo 2 / 2.5 / 5

Online Booking

$273 - $739
Per Night

$1909 - $5171
Per Week

 
 

Grand Champions 134 - Renovated 3-Bedroom, Pool, Tennis

Wailea
Beach Access
Grand Champions 134 is located in a quiet setting in Wailea. Large green belts, manicured grounds, a...

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Condo 3 / 2 / 6

Online Booking

$210 - $591
Per Night

$1470 - $4137
Per Week

 
 

Grand Champions 165 - Access to Pools & Jacuzzi

Wailea
Beach Access
The inviting tropical decor in Grand Champions 165 greets you as you enter. Beautiful new tile flows...

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Condo 2 / 2 / 4

Online Booking

$210 - $591
Per Night

$1470 - $4137
Per Week

 
 

Grand Champions 123 - Renovated 3 Bedroom Condo in World ...

Wailea
Beach Access
Grand Champions 123 is located in a quiet setting in Wailea. Large green belts, manicured grounds an...

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Condo 3 / 2 / 6

Online Booking

$210 - $591
Per Night

$1470 - $4137
Per Week

 
 

Grand Champions 122 - Remodeled Kitchen & Bath

Wailea
Beach Access
Grand Champions 122 offers a large flat screen TV, DVD Player and CD Player. The living room has air...

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Condo 1 / 2 / 2

Online Booking

$168 - $498
Per Night

$1177 - $3484
Per Week

 
 

Grand Champions 49 - Spacious Lanai Garden View

Wailea
Grand Champions 49 is perfect for couples or a family of four. A cool clean atmosphere greets you as...

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Condo 2 / 2 / 4

Online Booking

$210 - $591
Per Night

$1470 - $4137
Per Week

 
 

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

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

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Condo 1 / 2 / 4

Online Booking

$225 - $499
Per Night

$1575 - $3490
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...

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Condo 2 / 2 / 6

Online Booking

$199 - $427
Per Night

$1393 - $2990
Per Week

 
 

Grand Champions 162 - 2nd Floor End Unit Condo

Wailea
Beach Access
As soon as you enter you’ll see the 7th fairway of the golf course with the Ocean in the distance. T...

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Condo 1 / 2 / 2

Online Booking

$145 - $459
Per Night

$1018 - $3211
Per Week

 
 

Wailea Ekahi 4E - Garden View 2nd Floor Condo

Wailea
Beach Access
Wailea Ekahi Village 4E Second floor condominium is adjacent to a landscaped ravine and has beautifu...

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Condo 1 / 1 / 2

Online Booking

$195 - $583
Per Night

$1368 - $4082
Per Week

 
 

Palms at Wailea 2303 Ground Floor 2bd 2ba Sleeps 6 Great ...

Wailea
Ocean View
Palms at Wailea 2303 Ground Floor 2bd 2ba Sleeps 6 Great Rates! We are pleased that our properties ...

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Condo 2 / 2 / 6

Online Booking

$250 - $463
Per Night

$1750 - $3240
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...

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Condo 1 / 2 / 2

Online Booking

$240 - $500
Per Night

$1680 - $3500
Per Week

 
 

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

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

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Condo 1 / 2 / 2

Online Booking

$225 - $413
Per Night

$1575 - $2890
Per Week

 
 

Grand Champions 150 - Overlooks Golf Course

Wailea
Beach Access, Ocean View
This beautiful two bedroom, two bath condominium overlooks the Wailea Blue Course. Enjoy the golf an...

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Condo 2 / 2 / 4

Online Booking

$227 - $645
Per Night

$1591 - $4518
Per Week

 
 

Wailea Elua 1904 - 2 Bedroom Remodeled on the Beach

Wailea
Beach Access, Beach Front, Ocean Front, Ocean View
Newly remodeled, Two bedroom / Two bathroom, second floor condominium right on the Beach! It is perf...

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Condo 2 / 2 / 4

Online Booking

$577 - $1633
Per Night

$4039 - $11431
Per Week

 
 

Ho'olei 81-2 - Luxury 3 Bedroom Townhouse with Spectacula...

Wailea
Beach Access, Ocean View
Enjoy more than 2500 feet of comfortable yet lavish, uniquely and professionally decorated living sp...

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Condo 3 / 3.5 / 10

Online Booking

$898 - $2400
Per Night

$6284 - $16800
Per Week

 
           
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