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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 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


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 Fall 2014 Rates! Please inquire. Grand Champions 163 is a deligh... Learn More
Rates
$275 - $325 night
$1680 - $2275 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... 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 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


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 #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


Non Smoking   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... Learn More
Rates
$750 - $2400 night


Non Smoking   Handicap Accessible   Swimming Pool   High-Speed Internet


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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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2 bedroom Vacation Rental Condo in Wailea - Ocean View
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Wailea Ekolu #210 2 Story Townhouse 2 BR 3 Bath Ocean View Sleeps 6 Wailea Ekolu is one of most sought after properties in Wailea.. Wailea Ekolu h... Learn More
Rates
$199 - $349 night
$1393 - $2443 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 2014 Rates Please Ask! The inviting tropical decor in Grand Champions 165 ... 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: This is a great property with a real tropical "Tommy Bahama" feel...Upscale furnishings and attention to detail complete this two bedroom two bath ... Learn More
Rates
$195 - $255 night
$1365 - $1785 week


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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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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 2014 Special Rates - Please Ask ! Grand Champions #102, located on... Learn More
Rates
$240 - $285 night
$1505 - $1995 week


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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 - $4193 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 #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 - $3143 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... Learn More
Rates
$225 - $299 night
$1575 - $2093 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: 2 bedroom 2 bath condo featuring great renovations! This condo features tile flooring in the common areas, beautiful furnishings, newer appliances ... Learn More
Rates
$250 - $330 night
$1610 - $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 4
Location: Wailea, Hawaii, United States
Description: Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates! The fabulous Keawakapu Beach is just a short 10 minute stroll from the P... Learn More
Rates
$249 - $399 night
$1743 - $2793 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 - $2443 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: 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


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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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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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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1 bedroom Vacation Rental Condo in Wailea
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Palms at Wailea 609 Ground Level Garden View - 1Bd 2Ba Sleeps 4: Great Rates! The fabulous Keawakapu Beach is just a short 10 minute stroll from t... Learn More
Rates
$169 - $289 night
$1183 - $2023 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: 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


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... Learn More
Rates
$199 - $324 night
$1393 - $2268 week


Non Smoking   High-Speed Internet


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