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Wailea Vacation Rentals

63 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 26 - 50 of 63
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2 bedroom Vacation Rental Condo in Wailea
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Welcome to your home away from home! This beautifully remodeled 2-bedroom condo is a guest favorite. You'll enjoy the open layout, as well as the m... Learn More
Rates
$225 - $315 night
$1470 - $2625 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Wailea
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States
Description: Fall 2014 Special Rates!!! As soon as you enter you?ll see the 7th fairway of the golf course with the Ocean in the distance. The condo is on th... Learn More
Rates
$180 - $220 night
$1155 - $1715 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Wailea
Condo: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States
Description: Fall 2014 Specials - Please ASK! Relax in this spectacular three bedroom deluxe accommodation. Beautiful decorations, with an inviting atmosphere w... Learn More
Rates
$4795 - $10115 week


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1 bedroom Vacation Rental Condo in Wailea
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Beautifully Renovated 1-BR Condo, Nearby World-Class Golf and Shopping. Unit 181 is located in the heart of the beautiful and serene Grand Champio... Learn More
Rates
$139 - $190 night
$875 - $1610 week


Non Smoking


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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


Swimming Pool   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: Grand Champions #132 - Top Floor with Tennis Center and Distant Ocean Views. Fall 2014 Specials - Please ask ! Grand Champions 132 offers free hi... Learn More
Rates
$200 - $245 night
$1295 - $1715 week


Non Smoking   High-Speed Internet


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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
$159 - $299 night
$1113 - $2990 week


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1 bedroom Vacation Rental Condo in Wailea
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Wailea Ekahi Village - 1 bedroom, 2 bath condo with a calming garden view located in the Upper Village. Features a freshly remodeled kitchen, new ... Learn More
Rates
$200 - $250 night
$1400 - $1750 week


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3 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States
Description: Ho'olei #39-3 'Ocean's Invitation' Premier Location and View ! Fall 2014 - Super Special Rates for Ocean's Invitation! Please Inquire by E-Mail or... Learn More
Rates
$5495 - $11165 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: Palms at Wailea #1102 Probably the best ocean view at the Palms at Wailea! The fabulous Keawakapu Beach is just a short 10 minute stroll from the ... Learn More
Rates
$295 - $495 night
$2065 - $4950 week


Non Smoking   High-Speed Internet


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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


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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
$199 - $324 night
$1393 - $3240 week


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2 bedroom Vacation Rental Condo in Wailea - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Wailea, Hawaii, United States
Description: The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has one of the best locations in Wailea. There are ... Learn More
Rates
$349 - $525 night
$2443 - $5250 week


Non Smoking   High-Speed Internet


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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 #205 2B/2B Fully Remodeled. Fall Special $249 / night! The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palm... Learn More
Rates
$249 - $449 night
$1743 - $4490 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 #307 Remodeled and Beautifully Furnished 1 Bd 2 Ba Sleeps 4! The fabulous Keawakapu Beach is just a short 10 minute stroll from th... Learn More
Rates
$284 - $284 night
$1393 - $2840 week


Non Smoking


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1 bedroom Vacation Rental Condo in Wailea
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
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
$209 - $299 night
$1463 - $2990 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States
Description: Grand Champions #143 is a 3 BR 2 bath renovated golf course view condo. Unit 143 at the Wailea Grand Champions is a RARE 3 bedroom 2 bath unit wit... Learn More
Rates
$299 - $599 night
$2093 - $6050 week


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1 bedroom Vacation Rental Condo in Wailea
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States
Description: This luxury condo was designed to mirror a Balinese tree house. Completely remodeled with Hi-Tech Appliances. 2nd floor unit ~ stairs. 4 dining s... Learn More
Rates
$295 - $340 night
$2065 - $2520 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 #1606 Spacious 2Br/2Ba - Great Rates - Free Wifi ! Special Fall 2014 Rates. Please Ask ! A spacious two bedroom two bath condomi... Learn More
Rates
$240 - $275 night
$1505 - $1925 week


Non Smoking   High-Speed Internet


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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 1902 Garden View 2Bd 2Ba Sleeps 6 Great Rates! The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wai... Learn More
Rates
$225 - $324 night
$1575 - $3240 week


Non Smoking   High-Speed Internet


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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 - $5250 week


Non Smoking


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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 - $3490 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: Relax in the casual comfort of this recently renovated 1 bedroom / 2 bath unit. Its interior is spacious and serene, with a touch of Asian tranquil... Learn More
Rates
$225 - $289 night
$1575 - $2890 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Wailea
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Fall 2014 Specials - Please Ask. Grand Champions 121 offers a flat screen TV, DVD player, CD player and high speed wireless internet access. The l... Learn More
Rates
$180 - $220 night
$1155 - $1540 week


Non Smoking   High-Speed Internet


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