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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
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 - 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 4
Location: Wailea, Hawaii, United States
Description: Grand Champions #163 2Br/2Ba Convenient 1st Floor Location. 2011 Remodel! Special Fall 2015 Rates! Please inquire. Grand Champions 163 is a deli...
Rates
$285 - $285 night
$1750 - $2345 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 ...
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 Fall 2015 Rates - Please ask ! Beautifully decorated and fully renovated two bedroom condominium with garden, some ocean and mountain view...
Rates
$285 - $285 night
$1750 - $2345 week


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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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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
$111 - $200 night
$700 - $1645 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! $215 Summer Special! Wailea Ekolu is one of most sought after properties in Wailea as it is nest...
Rates
$215 - $325 night
$1505 - $3950 week


Non Smoking


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3 bedroom Vacation Rental Condo in Wailea
Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States
Description: Ho'olei #t6 - Biggest Floor Plan. Close to Wailea Beach - Great 2015 Rates ! Special Fall 2015 Rates. Please ask ! Relax and spread out in more t...
Rates
$4970 - $10325 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...
Rates
$189 - $296 night
$1323 - $2790 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 #49 - Ground Floor, Corner Location with Easy Pool Access ! Special 2015 Fall Rates - Please Ask ! Grand Champions 49 is perfect ...
Rates
$250 - $250 night
$1575 - $2065 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 - $1500 night
$5565 - $10500 week


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2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Wailea Ekolu #314 Spectacular Ocean View 2 Bd 2.5 Bath Townhouse Sleeps 4! Unit #314 at Wailea Ekolu is the one of the most outstanding properties...
Rates
$284 - $384 night
$1988 - $4490 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...
Rates
$199 - $318 night
$1393 - $3490 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


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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: Relax on your lanai, enjoying the radiant blue waters to your west, and the stunning sights of Haleakala to your east. Overlooking the pristine fai...
Rates
$148 - $300 night
$952 - $2415 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 #102 2Br/2Ba Golf Course and Mountain Views - Best Rates Fall 2015 Special Rates - Please Ask ! Grand Champions #102, located on...
Rates
$250 - $250 night
$1575 - $2065 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Wailea
Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States
Description: Special Fall 2015 Pricing - Please Ask ! Relax in this spectacular three bedroom deluxe accommodation. Beautiful decorations, with an inviting at...
Rates
$4970 - $10325 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: 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...
Rates
$180 - $320 night
$1176 - $2625 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 #1406 Panoramic Ocean Views 2Bd 2Bath Great Rates! The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at...
Rates
$225 - $329 night
$1575 - $3240 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: Fall 2015 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 the...
Rates
$185 - $185 night
$1190 - $1785 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 Summer and Fall 2015 Specials. Grand Champi...
Rates
$250 - $250 night
$1575 - $2065 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...
Rates
$225 - $303 night
$1575 - $2890 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: 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 - $250 night
$1575 - $2065 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 - $318 night
$1463 - $2990 week


Non Smoking


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