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Wailea Vacation Rentals

62 Wailea Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Wailea, Maui, Hawaii, United States.
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Listings 1 - 25 of 62
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2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd 2Bath Great Rates! The fabulous Keawakapu Beach is just a short 10 minute stroll from the... Learn More
Rates
$299 - $449 night
$2093 - $3143 week


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3 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: The “crown jewel” of Wailea- A gated beachfront location, an oceanfront adult pool with a Jacuzzi, a children’s pool with a Jacuzzi in a garden s... Learn More
Rates
$795 - $1500 night
$5565 - $10500 week


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2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Special Fall 2014 Rates - Please ask ! Beautifully decorated and fully renovated two bedroom condominium with garden, some ocean and mountain view... Learn More
Rates
$275 - $325 night
$1680 - $2275 week


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2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Grand Champions #163 2Br/2Ba Convenient 1st Floor Location. 2011 Remodel! Special Fall 2014 Rates! Please inquire. Grand Champions 163 is a deligh... Learn More
Rates
$275 - $325 night
$1680 - $2275 week


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2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Wailea Ekahi - Nicely appointed 2 bedroom, 2 bath condo with garden and partial oceanview in the Upper Village over looking the top pool. Kitchen a... Learn More
Rates
$280 - $370 night
$1960 - $2590 week


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2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 Great Rates The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms ... Learn More
Rates
$399 - $399 night
$1743 - $2793 week


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2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Grand Champions #51 is a 2Bd 2Ba is a large condo that sleeps 6. Great Rates! The nearby Ulua and Mokapu Beaches are a quick drive down the hill f... Learn More
Rates
$174 - $299 night
$1218 - $2093 week


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2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Grand Chamapions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates! The nearby Ulua and Mokapu Beaches are a quick drive down the hill f... Learn More
Rates
$174 - $299 night
$1218 - $2093 week


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2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Unit #805 has a fully equipped kitchen, AC in the living room, guest bedroom, and master bedroom. The unit is equipped with a washer and dryer. The... Learn More
Rates
$199 - $349 night
$1393 - $2443 week


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2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. It can sleep 6. The nearby Ulua and Mokapu Beaches are a quick drive down the hill from T... Learn More
Rates
$199 - $299 night
$1393 - $2093 week


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2 bedroom Vacation Rental Condo in Wailea - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Wailea, Hawaii, United States
Description: Wailea Elua #2110 - Gorgeous Ocean View 2 Bd 2 Ba - Great Rates! The Wailea Elua is the premier ocean front property in Wailea. Situated right on ... Learn More
Rates
$395 - $525 night
$2765 - $3675 week


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1 bedroom Vacation Rental Condo in Wailea
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States
Description: Palms at Wailea Unit #2305 Quiet, Clean and Very Private! Great Rates!! We are pleased that our properties at the Palms at Wailea have been chosen... Learn More
Rates
$159 - $279 night
$1113 - $1953 week


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2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Palms at Wailea 2303 Ground Floor 2bd 2ba Sleeps 6 Great Rates! We are pleased that our properties at the Palms at Wailea have been chosen to be f... Learn More
Rates
$199 - $324 night
$1393 - $2268 week


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2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Wailea, Hawaii, United States
Description: Grand Champions #35 Ocean View 2R/2Br Upper Floor - Great Rates! Special Fall 2014 Rates - Please ask ! Grand Champions #35 is an inviting third ... Learn More
Rates
$240 - $285 night
$1505 - $1995 week


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2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Wailea Ekolu #1108 2 Bd. 2Ba. Premier Ocean View! Great Rates! Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on t... Learn More
Rates
$255 - $315 night
$1785 - $2205 week


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2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Palms at Wailea #1204 Ocean View 2Bd 2 Ba Sleeps 4 Great Rates! The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wa... Learn More
Rates
$225 - $299 night
$1575 - $2093 week


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1 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Wailea Ekolu #804 Best Panoramic Ocean View 1Bd 2Ba Private location! Wailea Ekolu is one of most sought after properties in Wailea as it is nestl... Learn More
Rates
$199 - $349 night
$1393 - $2443 week


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3 bedroom Vacation Rental Condo in Wailea
Condo: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States
Description: Ho'olei #t6 - Biggest Floor Plan. Close to Wailea Beach - Great 2013 Rates ! Special Fall 2014 Rates - Please Ask ! Relax and spread out in more ... Learn More
Rates
$4795 - $10115 week


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2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and lon... Learn More
Rates
$179 - $299 night
$1253 - $2093 week


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2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Palms at Wailea #1503 High End Remodel, Best Location , Stunning Views. The fabulous Keawakapu Beach is just a short 10 minute stroll from the Pal... Learn More
Rates
$299 - $449 night
$1890 - $3143 week


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2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: This 2 bedroom 2 bath condo is an amazingly comfortable place to stay while enjoying your trip to Maui. Tile flooring, beautiful new light fixtures... Learn More
Rates
$225 - $315 night
$1470 - $2625 week


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2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Grand Champions #186 2Br/2Ba Near The Pool, Great Location and many Upgrades. Please ask us about our Fall 2014 Specials. Grand Champions 186 is ... Learn More
Rates
$240 - $285 night
$1505 - $1995 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States
Description: Fall 2014 Discounted Rates. Please ask ! This second floor property has a fabulous view, charm, and is very convenient to the pool. Is is comforta... Learn More
Rates
$190 - $230 night
$1225 - $1610 week


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1 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleeps 6 Great Rates! The fabulous Keawakapu Beach is just a short 10 minute stroll from the P... Learn More
Rates
$189 - $279 night
$1323 - $1953 week


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2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Unit #102 is located in the closest building to the beach in the entire complex. This condo has a fully equipped kitchen, AC and a washer and dryer... Learn More
Rates
$189 - $299 night
$1323 - $2093 week


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