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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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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 ...
Rates
$1743 - $3990 week


Non Smoking


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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 Spring 2015 Rates - Please ask ! Beautifully decorated and fully renovated two bedroom condominium with garden, some ocean and mountain vi...
Rates
$285 - $285 night
$1750 - $1750 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: 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...
Rates
$266 - $370 night
$1862 - $2590 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 #163 2Br/2Ba Convenient 1st Floor Location. 2011 Remodel! Special Spring 2015 Rates! Please inquire. Grand Champions 163 is a deli...
Rates
$285 - $285 night
$1750 - $1750 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 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...
Rates
$299 - $439 night
$2093 - $4490 week


Non Smoking


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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 is a great property with a real tropical "Tommy Bahama" feel...Upscale furnishings and attention to detail complete this two bedroom two bath ...
Rates
$195 - $225 night
$1365 - $1575 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...
Rates
$795 - $900 night
$5565 - $6300 week


Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Villa in Wailea - Ocean View
Villa: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Wailea, Hawaii, United States
Description: Most popular Maui Condo Wailea Beach Villa L409 Rated Perfect on Trip Advisor. 4BR (3 Kings/1 Queen, or 2 Kings/ 2 Twins/1 Queen) 3 BA villa . Spec...
Rates
$750 - $2400 night


Non Smoking   Handicap Accessible   Swimming Pool   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 #165, 2Br/2Ba On The Golf Course - Great Rates! Special 2015 Rates Please Ask! The inviting tropical decor in Grand Champions 165 ...
Rates
$250 - $285 night
$1575 - $1820 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 4
Location: Wailea, Hawaii, United States
Description: Palms at Wailea #1501 Ocean View Inner Court Ground Floor 1Bd 1Ba Sleeps 4 The fabulous Keawakapu Beach is just a short 10 minute stroll from the ...
Rates
$225 - $329 night
$1575 - $2990 week


Non Smoking


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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. New King size bed, sofa sleeper, air condi...
Rates
$190 - $250 night
$1330 - $1750 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 4
Location: Wailea, Hawaii, United States
Description: Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4. The nearby Ulua and Mokapu Beaches are a quick drive down the hill f...
Rates
$159 - $202 night
$1113 - $2490 week


Non Smoking


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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: Pool closure notice: The pool will undergo renovations May 4 - June 8, 2015. During this time, there will be no access to the pool area. We are off...
Rates
$250 - $330 night
$1610 - $2625 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: 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...
Rates
$199 - $329 night
$1393 - $2990 week


Non Smoking


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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 Spring 2015 Rates - Please ask ! Grand Champions #35 is an inviting thir...
Rates
$250 - $250 night
$1575 - $1575 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: 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...
Rates
$209 - $329 night
$1463 - $2990 week


Non Smoking


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3 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States
Description: Ho'olei #39-3 'Ocean's Invitation' Premier Location and View ! Enjoy more than 2700 feet of comfortable yet lavish, uniquely and professionally de...
Rates
$5670 - $6160 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 #1102 Probably the best ocean view at the Palms at Wailea! The fabulous Keawakapu Beach is just a short 10 minute stroll from the ...
Rates
$295 - $435 night
$2065 - $4950 week


Non Smoking


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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 Spring 2015 Specials. Grand Champions 186 i...
Rates
$250 - $250 night
$1575 - $1575 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 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...
Rates
$225 - $329 night
$1575 - $2990 week


Non Smoking


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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. Spring 2015 Specials - Please ask ! Grand Champions 132 offers free ...
Rates
$210 - $210 night
$1365 - $1365 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: 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...
Rates
$199 - $246 night
$1393 - $2990 week


Non Smoking


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2 bedroom Vacation Rental Condo in Wailea - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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 ...
Rates
$349 - $359 night
$2443 - $5250 week


Non Smoking


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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 Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas ...
Rates
$215 - $347 night
$1505 - $3500 week


Non Smoking


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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...
Rates
$139 - $200 night
$875 - $1645 week


Non Smoking   High-Speed Internet


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