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.
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Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States
Description: Wailea Ekahi - newly renovated/updated 1 bedroom, 1 bath condo. Partial Ocean View unit located on the green belt. King size bed, central air cond... Learn More
Location: Wailea, Hawaii, United States
Description: Wailea Ekahi - newly renovated/updated 1 bedroom, 1 bath condo. Partial Ocean View unit located on the green belt. King size bed, central air cond... Learn More
Rates
$225 - $320 night
$1575 - $2240 week
$225 - $320 night
$1575 - $2240 week
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 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 - $255 night
$1610 - $1610 week
$255 - $255 night
$1610 - $1610 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:
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 - $255 night
$1610 - $1610 week
$255 - $255 night
$1610 - $1610 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: 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 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 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: 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 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 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 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
$199 - $299 night
$1393 - $2093 week
$199 - $299 night
$1393 - $2093 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States
Description: Unit 2305 is a ground floor garden view 1 BD 2 BA unit with a full kitchen, washer and dryer, AC in the master bedroom and ceiling fans throughout.... Learn More
Location: Wailea, Hawaii, United States
Description: Unit 2305 is a ground floor garden view 1 BD 2 BA unit with a full kitchen, washer and dryer, AC in the master bedroom and ceiling fans throughout.... Learn More
Rates
$159 - $249 night
$1113 - $1953 week
$159 - $249 night
$1113 - $1953 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmo... Learn More
Location: Wailea, Hawaii, United States
Description: Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmo... Learn More
Rates
$255 - $295 night
$1785 - $2205 week
$255 - $295 night
$1785 - $2205 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Please ask for Spring 2013 Super Saver Rates! Relaxing two bedroom, two bath, 2nd floor accommodation. The tropical decor welcomes you in this ta... Learn More
Location: Wailea, Hawaii, United States
Description: Please ask for Spring 2013 Super Saver Rates! Relaxing two bedroom, two bath, 2nd floor accommodation. The tropical decor welcomes you in this ta... Learn More
Rates
$230 - $230 night
$1435 - $1435 week
$230 - $230 night
$1435 - $1435 week
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
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
$149 - $224 night
$1043 - $2093 week
$149 - $224 night
$1043 - $2093 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: #1204 is an upstairs 2 bedroom 2 bath unit with a full kitchen, washer and dryer, high speed wireless, barbecue,A.C. in master bedroom, ceiling fa... Learn More
Location: Wailea, Hawaii, United States
Description: #1204 is an upstairs 2 bedroom 2 bath unit with a full kitchen, washer and dryer, high speed wireless, barbecue,A.C. in master bedroom, ceiling fa... Learn More
Rates
$199 - $299 night
$1393 - $2093 week
$199 - $299 night
$1393 - $2093 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:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Special Spring 2013 Rates ! 2 bedroom/2 bath, Second floor, Golf course and Mountain views. This fully air conditioned unit features vaulted cei... Learn More
Location: Wailea, Hawaii, United States
Description: Special Spring 2013 Rates ! 2 bedroom/2 bath, Second floor, Golf course and Mountain views. This fully air conditioned unit features vaulted cei... Learn More
Rates
$230 - $230 night
$1435 - $1435 week
$230 - $230 night
$1435 - $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
$199 - $269 night
$1393 - $2093 week
$199 - $269 night
$1393 - $2093 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
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. Features a freshly remodeled kitchen, new ... Learn More
Location: Wailea, Hawaii, United States
Description: Wailea Ekahi Village - 1 bedroom, 2 bath condo with a calming garden view located in the Upper Village. Features a freshly remodeled kitchen, new ... Learn More
Rates
$180 - $250 night
$1260 - $1750 week
$180 - $250 night
$1260 - $1750 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
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