
House holiday rentals in Wailea
Find and book unique houses on Airbnb
Top-rated house rentals in Wailea
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Wailea
House rentals with a pool

Wailea Ekahi 6E Island Time!

Ocean View Kihei 533- A/C, Free Parking, and WiFi

Gorgeous Views! - Kihei Surfside #109

South Maui Estate

Wailea Ike by AvantStay | Walk to the Beach, Views

Island Comfort - Prime Kihei Location - 2 bedrooms

Centrally located and steps to the beach!

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
Weekly house rentals

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

Aloha Aku CoCoPalm2 Suite – Cozy Beachfront Escape

Stunning One Bd Partial ocean, AC, wifi,Pool C209

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

The Classic Cottage

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

PAIA HALE Walk to beach and town

Brand New 1bed/1Ba
Private house rentals

Aloha Aku Bamboo2 Suite – A Serene Sea Retreat

Gorgeous Oceanfront Condo! - Sugar Beach #518

Vineyard Village Maui Ohana 2BR/1 Bathroom

Aloha Aku Hula2 Suite – Beachfront Bliss

Aloha Aku Ohana2 Suite – Relaxing Garden Views Awa

Remodeled One BD Ocean, AC,wifi, pool D202

Vineyard Village Maui House of Aloha

Oceanfront Living is the Best!! -Kamaole Nalu #602
Quick stats about house rentals in Wailea
Total rentals
60 properties
Nightly prices starting at
£52 before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- Honolulu Holiday rentals
- O‘ahu Holiday rentals
- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Hilo Holiday rentals
- Princeville Holiday rentals
- Flat rentals Wailea
- Family-friendly rentals Wailea
- Hotel rentals Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Beach apartment rentals Wailea
- Villa rentals Wailea
- Rentals with a sauna Wailea
- Rentals with a patio Wailea
- Beachfront rentals Wailea
- Luxury rentals Wailea
- Waterfront rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with a hot tub Wailea
- Apartment rentals Wailea
- Rentals with beach access Wailea
- Rentals with an EV charger Wailea
- Rentals with pools Wailea
- Townhouse rentals Wailea
- Fitness-friendly rentals Wailea
- House rentals Maui County
- House rentals Hawaii
- House rentals United States
- Cabins United States
- Treehouses United States
- Tiny Houses United States
- Beach Houses United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Maui
- Kaanapali Beach
- Laie
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Maui Ocean Center
- Kapua
- Oneloa Beach
- Old Lahaina Luau
- Palauea Beach
- Maui Golf & Sports Park
- Puu Olai Beach
- Changs Beach
- Wailau Valley
- Ka'anapali Golf Courses
- Pōhakukāʻanapali
- Wailea Golf Club
- Hallulu
- Kalepolepo
- Paukukalo Beach
- Kaulahao Beach
- Things to do Wailea
- Food and drink Wailea
- Art and culture Wailea
- Nature and outdoors Wailea
- Sports activities Wailea
- Things to do Maui County
- Food and drink Maui County
- Sports activities Maui County
- Art and culture Maui County
- Nature and outdoors Maui County
- Things to do Hawaii
- Art and culture Hawaii
- Nature and outdoors Hawaii
- Entertainment Hawaii
- Wellness Hawaii
- Tours Hawaii
- Food and drink Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Things to do United States
- Food and drink United States
- Tours United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Nature and outdoors United States
- Entertainment United States