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Wailea Vacation Rentals and Hotels

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Looking for Wailea hotels? View all hotels in the Wailea area.

We have over 100 properties in the Wailea, Hawaii area.
Please browse our top 30 properties below
Please note that the following properties may not be on the same island as Wailea
Vacation Rentals in the Wailea/Kihei area.
Walk to the Beach in Just 20 Seconds. Kihei, Maui #1620 From $125/night
2 Beds 2 Baths Sleeps 5 Condo 8 photos Real-Time Calendar
Our condo is located in Kihei Maui at Kihei Garden Estates. The unit is just seconds to the beach, it's clean, quiet, and comfortable. Compared to other vacation rentals our condominium is a large spacious 2 Bedroom 2 Bath unit. located in the perfect location. In 20 seconds you can walk to the beach ...
Across the Beach Condo Sleeps 4 - Kihei Maui #1661 From $100/night
1 Beds 1 Baths Sleeps 4 Condo 5 photos Real-Time Calendar
Our condo is located in Kihei Maui at Kihei Bay Surf 1 bedroom, 1 bath condo sleeps 4 Aloha, Thank you for inquiring about Kihei Bay Surf. This vacation rental is one of the nicest newly remodeled vacation studios at Kihei Bay Surf in Maui. Tastefully decorated in island style it has palm trees through ...
$139/nt - Oceanfront Top Floor Condo,Sugar Beach! #1972 From $139/night
1 Beds 1 Baths Sleeps 2-4 Condo 4 photos
Our beachfront condo is a top floor (penthouse) unit at Sugar Beach Resort (6 floors total) in Kihei, Maui. There is one bedroom, one bath with a king size bed and a queen sofa sleeper (BRAND NEW) in the living room to accommodate up to 4 people. The unit is non-smoking and elevator accessible. Enjoy ...
Nice Maui Beach Condo,Nr.#1 Beach, Slp.4, $85+ #1602 From $85/night
1 Beds 1 Baths Sleeps 1-4 Condo 4 photos
The condos are very nice! We have 2 similar condos near to each other, in Maui Vista. They are nice condos, our guests have all enjoyed themselves! The condos are across from Kamaole I beach (a gorgeous beach!).They have many modern conveniences! The lovely one-bedroom condos that sleep 4, are ...
Vacation Rentals in the Wailea/Holualoa area. (84 miles away)
Wedding Perfect 2 Pools Hot Tub, Ocean Views #2706 From $495/night
6 Beds 3.5 Baths Sleeps 14 House 4 photos Real-Time Calendar
You will fall in love with our beautiful private retreat situated on the gentle slopes of Hualalai above Kailua Kona is extremely tranquil. Our home is centrally located close to town but so private on 5 acres that you only hear the birds and crickets at night. It is near good beaches and shopping. It's ...
Vacation Rentals in the Wailea/Honolulu area. (98 miles away)
Unique Paradise #2596 From $250/night
3 Beds 3 Baths Sleeps 7 Apartment 2 photos Real-Time Calendar Pet Friendly
The apartment is located at ,1079 Puolo Drive, Honolulu HI 96818 the apartment is centrally located and is a 3 bedroom 3 bathroom, extra towels and linens are provided.the apartments comes equipped with cable, phone(free local calls), daily cleaning services, all linens and towels (no surcharges). Flat ...
 
Hotels in the Wailea/Kihei area.
 
Aston At the Maui Banyan Formerly Resortquest Kihei From $123.20/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
Across from the beach, this 11-acre Kihei resort features low-rise vacation homes and several activities.
 
Aston Maui Lu Formerly Resortquest Kihei From $97.29/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
The Aston Maui Lu has been a landmark in South Maui, with its quiet setting, two private beach coves, and comfortable accommodations.
 
Hale Kai O Kihei Condominiums - A Crh Property From $123.25/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
The atmosphere of Hale Kai O Kihei seems a world apart, but is centrally located within walking distance of shopping and excellent dining.
 
Sugar Beach Resort Kihei From $210.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
The spacious one- and two-bedroom units come with a fully equipped kitchen, central air conditioning, cable TV, telephone, private lanai, and washer dryer.
 
Maui Kamaole - Crh Kihei From $219.99/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
Comfort and privacy meet at Maui Kamaole, located just minutes away from the three sunny Kamaole Beaches, featuring tropical gardens, heated pool, Jacuzzis
 
Maui Coast Hotel Kihei From $156.33/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
Situated in the heart of Kihei, across from the beach, this hotel is home to two tennis courts and comfortable guest rooms.
 
Aston At the Maui Banyan Formerly Resortquest Kihei From $123.20/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
Across from the beach, this 11-acre Kihei resort features low-rise vacation homes and several activities.
 
Castle Kamaole Sands From $289.33/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
The Castle Kamaole Sands is set on 15 acres of tropical gardens and overlooks the white sands of Kamaole Beach Park III.
 
Days Inn Maui Oceanfront Inn Kihei From $103.21/nt   A 2 Star Hotel! 2 Star Hotel
Overview | Map | Hotel
This Days Inn Maui Oceanfront Inn is conveniently located on the Keawakapu Beach, approximately 12 miles from Kahalui Airport.
 
Aston Maui Hill Formerly Resortquest Kihei From $181.29/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
Situated on a Maui hillside overlooking the ocean, these vacation homes offer panoramic views of the Pacific, and fun for the whole family.
 
Kihei Bay Vista Condominiums Mch From $106.00/nt  
Overview | Map | Hotel
Kihei Bay Vista offers a host of amenities making it a wonderful vacation home away from home.
 
Hale Pau Hana Condominiums - A Crh Property From $168.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
The Hale Pau Hana Resort is situated right on Kamaole Beach Park II in south Maui. It is a few steps over the manicured lawn to the soft sandy beach and
Hotels in the Wailea area.
 
Wailea Beach Villas Condominiums - Destination Resorts From $881.41/nt   A 4 Star Hotel! 4 Star Hotel
Overview | Map | Hotel
All the wonders of this tropical paradise surround the Wailea Beach Villas.
 
Hoolei At Grand Wailea From $1,495.00/nt   A 4 Star Hotel! 4 Star Hotel
Overview | Map | Hotel
Ho'olei at Grand Wailea is situated in the exclusive Wailea Resort area on Maui's southern shore.
 
Wailea Ekolu Village Condominiums - Destination Resorts From $138.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
Resting on a bluff in Wailea Resort this village overlooks lush green fairways and offer breathtaking views of the blue Pacific and Maui's neighboring
 
Wailea Elua Village Condominiums - Destination Resorts From $477.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
Located on 24 acres of Ulua Beach, accessible by a private guard gate entrance, The Wailea Elua Destination Resorts is adjacent to a beachfront walk and
 
Wailea Grand Champion Villas - Destination Resorts From $380.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
Located in Wailea Resort, the Wailea Grand Champion Destination Resorts is within one mile of Wailea Tennis Club, Wailea Blue Golf Course, and pristine
 
Makena Surf Condominiums - Destination Resorts From $499.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
The Makena Surf Destination Resorts is located two miles from Wailea, Le Perouse Bay and Turtle Town. Nearby points of interest include Milikini Crater
 
Wailea Ekahi Village - Destination Resorts From $350.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
Splendidly terraced and beautifully landscaped gardens, the Wailea Ekahi Village Destination Resorts offer a peaceful and private atmosphere and overlooks
 
Wailea Polo Beach Condominiums - Destination Resorts From $698.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
The Polo Beach Club is nestled on an exquisite private beach next to Wailea Resort and hotels. The Polo Beach Club defines paradise with its awe-inspiring
 
Outrigger Palms At Wailea Condominiums From $225.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
This family-friendly resort features condominium rentals on a sloping hillside at the edge of Wailea.
 
Hotel Wailea Maui Formerly Diamond Wailea Resort and Spa From $239.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
This all-suite resort features several acres of landscaped gardens and peaceful spa experiences.
 
Wailea Fairmont Kea Lani Resort From $335.30/nt   A 4 Star Hotel! 4 Star Hotel
Overview | Map | Hotel
A luxurious 22-acre beachfront resort on the southwest shores of Maui, the Fairmont Kea Lani is the ultimate oasis.
 
Wailea Beach Marriott Resort & Spa From $299.00/nt   A 4 Star Hotel! 4 Star Hotel
Overview | Map | Hotel
Discover the Wailea Beach Marriott Resort and Spa, where guests will be whisked away by the spectacular beauty of this oceanfront Maui resort.
We have over 100 properties in the Wailea, Hawaii area.
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