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 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 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:
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:
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:
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 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: Unit #48 is a 2 Bd 2 Bath upstairs ocean view unit with a fully equipped kitchen, washer and dryer, AC, and complimentary wireless internet service... Learn More
Location: Wailea, Hawaii, United States
Description: Unit #48 is a 2 Bd 2 Bath upstairs ocean view unit with a fully equipped kitchen, washer and dryer, AC, and complimentary wireless internet service... Learn More
Rates
$174 - $224 night
$1218 - $2093 week
$174 - $224 night
$1218 - $2093 week
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: 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 - $275 night
$1435 - $1750 week
$230 - $275 night
$1435 - $1750 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Spring 2013 Specials - Please Ask. Grand Champions 121 offers a flat screen TV, DVD player, CD player and high speed wireless internet access. The... Learn More
Location: Wailea, Hawaii, United States
Description: Spring 2013 Specials - Please Ask. Grand Champions 121 offers a flat screen TV, DVD player, CD player and high speed wireless internet access. The... Learn More
Rates
$175 - $210 night
$1120 - $1470 week
$175 - $210 night
$1120 - $1470 week
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: A stylishly furnished ground floor, two bedroom, two bath accommodation on the lush Wailea Blue Course. Tile flows through the living area & kitche... Learn More
Location: Wailea, Hawaii, United States
Description: A stylishly furnished ground floor, two bedroom, two bath accommodation on the lush Wailea Blue Course. Tile flows through the living area & kitche... Learn More
Rates
$255 - $275 night
$1610 - $1750 week
$255 - $275 night
$1610 - $1750 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Please ask us about our Spring and Summer 2013 Specials. Grand Champions 186 is located on the second floor and overlooks one of the 2 pools on p... Learn More
Location: Wailea, Hawaii, United States
Description: Please ask us about our Spring and Summer 2013 Specials. Grand Champions 186 is located on the second floor and overlooks one of the 2 pools on p... Learn More
Rates
$255 - $275 night
$1610 - $1750 week
$255 - $275 night
$1610 - $1750 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 - $260 night
$1435 - $1820 week
$230 - $260 night
$1435 - $1820 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 5
Location: Wailea, Hawaii, United States
Description: Special Spring 2013 Rates ! Updated, Upper floor, Two bedroom, Two bath, Spacious condo with nice Ocean Views. The living room has sofa and love... Learn More
Location: Wailea, Hawaii, United States
Description: Special Spring 2013 Rates ! Updated, Upper floor, Two bedroom, Two bath, Spacious condo with nice Ocean Views. The living room has sofa and love... Learn More
Rates
$230 - $275 night
$1435 - $1750 week
$230 - $275 night
$1435 - $1750 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: Charming, second floor, two bedroom Golf Villa in quiet location at Grand Champions. The bedrooms have air conditioning, TV, queen beds and private... Learn More
Location: Wailea, Hawaii, United States
Description: Charming, second floor, two bedroom Golf Villa in quiet location at Grand Champions. The bedrooms have air conditioning, TV, queen beds and private... Learn More
Rates
$230 - $260 night
$1435 - $1820 week
$230 - $260 night
$1435 - $1820 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States
Description: Grand Champions 49 is perfect for couples or a family of four. A cool clean atmosphere greets you as you enter the front door. Tile flows through... Learn More
Location: Wailea, Hawaii, United States
Description: Grand Champions 49 is perfect for couples or a family of four. A cool clean atmosphere greets you as you enter the front door. Tile flows through... Learn More
Rates
$255 - $275 night
$1610 - $1925 week
$255 - $275 night
$1610 - $1925 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
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 - $189 night
$1113 - $1743 week
$159 - $189 night
$1113 - $1743 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: The Palms at Wailea is located in Wailea, known as the "Beverly Hills of Maui." The Palms are two story stucco apartments situated on the sloping h... Learn More
Location: Wailea, Hawaii, United States
Description: The Palms at Wailea is located in Wailea, known as the "Beverly Hills of Maui." The Palms are two story stucco apartments situated on the sloping h... Learn More
Rates
$198 - $315 night
$1386 - $2465 week
$198 - $315 night
$1386 - $2465 week
Condo:
3 Bedroom, 4 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States
Description: Spring 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: Spring 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:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States
Description: Fall Specials. Please inquire ! Enjoy more than 2700 feet of comfortable yet lavish, uniquely and professionally decorated living space. The great... Learn More
Location: Wailea, Hawaii, United States
Description: Fall Specials. Please inquire ! Enjoy more than 2700 feet of comfortable yet lavish, uniquely and professionally decorated living space. The great... Learn More
Rates
$4585 - $9450 week
$4585 - $9450 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
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:
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
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