Wailea Vacation Rentals
66 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.
Maui Top Cities
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Beautifully decorated and fully renovated two bedroom condominium with garden, some ocean and mountain views. Beautiful hardwood floors throughout,... Learn More
Location: Wailea, Hawaii, United States
Description: Beautifully decorated and fully renovated two bedroom condominium with garden, some ocean and mountain views. Beautiful hardwood floors throughout,... Learn More
Rates
$255 - $315 night
$1610 - $1995 week
$255 - $315 night
$1610 - $1995 week
Featured
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Beautiful Wailea Ekahi 1 bedroom, 2 bath - Oceanview, Deluxe unit - Located in the Lower Village close to the pool and beach. King size bed in Mas... Learn More
Location: Wailea, Hawaii, United States
Description: Beautiful Wailea Ekahi 1 bedroom, 2 bath - Oceanview, Deluxe unit - Located in the Lower Village close to the pool and beach. King size bed in Mas... Learn More
Rates
$225 - $320 night
$1575 - $2240 week
$225 - $320 night
$1575 - $2240 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Palms unit 1105 is a ground floor ocean view 2 Bedroom 2 Bath unit with a full kitchen, AC in the master bedroom, high speed wireless internet serv... Learn More
Location: Wailea, Hawaii, United States
Description: Palms unit 1105 is a ground floor ocean view 2 Bedroom 2 Bath unit with a full kitchen, AC in the master bedroom, high speed wireless internet serv... Learn More
Rates
$249 - $299 night
$1743 - $2793 week
$249 - $299 night
$1743 - $2793 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Summer 2013 Deals ! Ground floor, two bedroom, two bath condo with Golf and Ocean views. The living room has a cozy sectional sofa, flat screen ... Learn More
Location: Wailea, Hawaii, United States
Description: Summer 2013 Deals ! Ground floor, two bedroom, two bath condo with Golf and Ocean views. The living room has a cozy sectional sofa, flat screen ... Learn More
Rates
$255 - $315 night
$1610 - $1995 week
$255 - $315 night
$1610 - $1995 week
Featured
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Beatuiful deluxe 1 bedroom, 2 bath partial ocean view unit in Wailea Ekahi Lower Village - Larger floor plan with Gas BBQ grill on your own lanai. ... Learn More
Location: Wailea, Hawaii, United States
Description: Beatuiful deluxe 1 bedroom, 2 bath partial ocean view unit in Wailea Ekahi Lower Village - Larger floor plan with Gas BBQ grill on your own lanai. ... Learn More
Rates
$225 - $320 night
$1575 - $2240 week
$225 - $320 night
$1575 - $2240 week
Featured
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
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
$249 - $349 night
$1743 - $2793 week
$249 - $349 night
$1743 - $2793 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 5
Location: Wailea, Hawaii, United States
Description: People who know Hawaii know that Wailea, Maui is a very special place. People who know Wailea know that Wailea Elua is one of Wailea’s premier beac... Learn More
Location: Wailea, Hawaii, United States
Description: People who know Hawaii know that Wailea, Maui is a very special place. People who know Wailea know that Wailea Elua is one of Wailea’s premier beac... Learn More
Rates
$425 - $595 night
$2975 - $4165 week
$425 - $595 night
$2975 - $4165 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Makena Surf Resort #B-205 is a luxurious secluded beachfront condo located in exclusive Makena Resort. This gated community was developed with six ... Learn More
Location: Wailea, Hawaii, United States
Description: Makena Surf Resort #B-205 is a luxurious secluded beachfront condo located in exclusive Makena Resort. This gated community was developed with six ... Learn More
Rates
$511 - $745 night
$3577 - $5215 week
$511 - $745 night
$3577 - $5215 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Wailea Elua Village #1702 is a newly remodeled, second floor, two bedroom- two bath condo designed with a living room, dining room and kitchen that... Learn More
Location: Wailea, Hawaii, United States
Description: Wailea Elua Village #1702 is a newly remodeled, second floor, two bedroom- two bath condo designed with a living room, dining room and kitchen that... Learn More
Rates
$594 - $795 night
$4158 - $5565 week
$594 - $795 night
$4158 - $5565 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena Resort. This gated community was developed with six 2... Learn More
Location: Wailea, Hawaii, United States
Description: Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena Resort. This gated community was developed with six 2... Learn More
Rates
$396 - $640 night
$2772 - $4480 week
$396 - $640 night
$2772 - $4480 week
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
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
$995 - $2350 night
$995 - $2350 night
Condo:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Wailea Elua Village #1305 boasts 3 bedrooms (king bed in the master and 2 twins in each of the guest bedrooms) and a prime oceanfront ground floor ... Learn More
Location: Wailea, Hawaii, United States
Description: Wailea Elua Village #1305 boasts 3 bedrooms (king bed in the master and 2 twins in each of the guest bedrooms) and a prime oceanfront ground floor ... Learn More
Rates
$995 - $1200 night
$6965 - $8400 week
$995 - $1200 night
$6965 - $8400 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 5
Location: Wailea, Hawaii, United States
Description: Wailea Elua Village #1204 is a beautiful two bedroom, two bath oceanfront condo that has been fully remodeled with top of the line appliances and t... Learn More
Location: Wailea, Hawaii, United States
Description: Wailea Elua Village #1204 is a beautiful two bedroom, two bath oceanfront condo that has been fully remodeled with top of the line appliances and t... Learn More
Rates
$594 - $795 night
$4158 - $5565 week
$594 - $795 night
$4158 - $5565 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena Resort. This gated community was developed with six 2... Learn More
Location: Wailea, Hawaii, United States
Description: Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena Resort. This gated community was developed with six 2... Learn More
Rates
$396 - $640 night
$2772 - $4480 week
$396 - $640 night
$2772 - $4480 week
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
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
$795 - $1500 night
$5565 - $10500 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: 2 bedroom 2 bath condo is an amazingly comfortable place to stay while enjoying your trip to Maui. Tile flooring, beautiful new light fixtures and ... Learn More
Location: Wailea, Hawaii, United States
Description: 2 bedroom 2 bath condo is an amazingly comfortable place to stay while enjoying your trip to Maui. Tile flooring, beautiful new light fixtures and ... Learn More
Rates
$198 - $315 night
$1386 - $2465 week
$198 - $315 night
$1386 - $2465 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas in Wailea. The complex is surrounded by lovely t... Learn More
Location: Wailea, Hawaii, United States
Description: The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas in Wailea. The complex is surrounded by lovely t... Learn More
Rates
$159 - $224 night
$1113 - $2093 week
$159 - $224 night
$1113 - $2093 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Unit #1005 is a ground floor ocean view 1 bedroom 2 bath unit with a full kitchen, washer and dryer, room AC in the master bedroom and ceiling fan... Learn More
Location: Wailea, Hawaii, United States
Description: Unit #1005 is a ground floor ocean view 1 bedroom 2 bath unit with a full kitchen, washer and dryer, room AC in the master bedroom and ceiling fan... Learn More
Rates
$179 - $249 night
$1253 - $1953 week
$179 - $249 night
$1253 - $1953 week
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
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 - $289 night
$1393 - $2443 week
$199 - $289 night
$1393 - $2443 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
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
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 - $249 night
$1253 - $1953 week
$179 - $249 night
$1253 - $1953 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Palms 1101 is an ocean view ground floor 2 bedroom 2 bath condo with a full kitchen, washer and dryer, high speed wireless, and is fully air condit... Learn More
Location: Wailea, Hawaii, United States
Description: Palms 1101 is an ocean view ground floor 2 bedroom 2 bath condo with a full kitchen, washer and dryer, high speed wireless, and is fully air condit... Learn More
Rates
$199 - $299 night
$1393 - $2093 week
$199 - $299 night
$1393 - $2093 week
Condo:
3 Bedroom, 4 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States
Description: Summer 2013 Specials. Please Inquire! Luxurious three bedroom townhouse in the heart of Wailea with a Specactular Ocean View! The main floor bedr... Learn More
Location: Wailea, Hawaii, United States
Description: Summer 2013 Specials. Please Inquire! Luxurious three bedroom townhouse in the heart of Wailea with a Specactular Ocean View! The main floor bedr... Learn More
Rates
$5285 - $10500 week
$5285 - $10500 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 5
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
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 - $449 night
$2443 - $3675 week
$349 - $449 night
$2443 - $3675 week
Condo:
3 Bedroom, 4 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States
Description: Luxurious, Corner three bedroom, three bath Townhouse in the Heart of Wailea. Largest floor plan at Wailea Ho'olei ! Main floor guest bedroom is f... Learn More
Location: Wailea, Hawaii, United States
Description: Luxurious, Corner three bedroom, three bath Townhouse in the Heart of Wailea. Largest floor plan at Wailea Ho'olei ! Main floor guest bedroom is f... Learn More
Rates
$4585 - $9450 week
$4585 - $9450 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Enjoy your vacation filled with family fun or calm serenity in this inviting 1 bedroom, 2 bath condo. Located close to the pool and beach access. ... Learn More
Location: Wailea, Hawaii, United States
Description: Enjoy your vacation filled with family fun or calm serenity in this inviting 1 bedroom, 2 bath condo. Located close to the pool and beach access. ... Learn More
Rates
$194 - $285 night
$1355 - $1995 week
$194 - $285 night
$1355 - $1995 week
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