Wailea Vacation Rentals
64 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: Spring 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: Spring 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:
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:
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:
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 4
Location: Wailea, Hawaii, United States
Description: Beautifully decorated, full renovation 2011! Garden view, some ocean and mountain view two bedroom condominium. Beautiful hardwood floors throughou... Learn More
Location: Wailea, Hawaii, United States
Description: Beautifully decorated, full renovation 2011! Garden view, some ocean and mountain view two bedroom condominium. Beautiful hardwood floors throughou... Learn More
Rates
$255 - $315 night
$1610 - $1995 week
$255 - $315 night
$1610 - $1995 week
Featured
Condo:
2 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
$249 - $299 night
$1743 - $2793 week
$249 - $299 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 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
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: 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: 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:
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 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: 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: 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:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their we... Learn More
Location: Wailea, Hawaii, United States
Description: We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their we... Learn More
Rates
$199 - $299 night
$1393 - $2268 week
$199 - $299 night
$1393 - $2268 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States
Description: Unit 2108 is a 2 Bd 2 Ba second floor unit with a partial ocean view. Unit has a full kitchen, washer/dryer, A.C. in the living room / Master, and ... Learn More
Location: Wailea, Hawaii, United States
Description: Unit 2108 is a 2 Bd 2 Ba second floor unit with a partial ocean view. Unit has a full kitchen, washer/dryer, A.C. in the living room / Master, and ... Learn More
Rates
$225 - $275 night
$1575 - $2023 week
$225 - $275 night
$1575 - $2023 week
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
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
$195 - $255 night
$1365 - $1785 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
$159 - $224 night
$1113 - $1953 week
$159 - $224 night
$1113 - $1953 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:
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:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States
Description: Spring and Summer 2013 Discounted Rates. Please ask! This ground floor, bright, charming one bedroom, two bath condominium has beautiful Ocean an... Learn More
Location: Wailea, Hawaii, United States
Description: Spring and Summer 2013 Discounted Rates. Please ask! This ground floor, bright, charming one bedroom, two bath condominium has beautiful Ocean an... Learn More
Rates
$185 - $220 night
$1190 - $1540 week
$185 - $220 night
$1190 - $1540 week
Condo:
2 Bedroom, 3 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Unit #314 at Wailea Ekolu is an outstanding remodeled 2 story town house with 1489 sq ft of living space. This 2 bedroom 2.5 bath condo features gr... Learn More
Location: Wailea, Hawaii, United States
Description: Unit #314 at Wailea Ekolu is an outstanding remodeled 2 story town house with 1489 sq ft of living space. This 2 bedroom 2.5 bath condo features gr... Learn More
Rates
$284 - $349 night
$1988 - $3143 week
$284 - $349 night
$1988 - $3143 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States
Description: Spring and Summer 2013 Discounted Rates. Please ask ! This second floor property has a fabulous view, charm, and is very convenient to the pool. I... Learn More
Location: Wailea, Hawaii, United States
Description: Spring and Summer 2013 Discounted Rates. Please ask ! This second floor property has a fabulous view, charm, and is very convenient to the pool. I... Learn More
Rates
$185 - $220 night
$1190 - $1435 week
$185 - $220 night
$1190 - $1435 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 - $2093 week
$179 - $249 night
$1253 - $2093 week
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