
Hotel vacation rentals in Wailea
Find and book unique hotel rentals on Airbnb
Top-rated hotel rentals in Wailea
Guests agree: these hotel rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailea hotel rentals
Family-friendly hotel rentals

The Travelers Suite.

Beachfront Escape w/ Refreshing Outdoor Pool

Garden View Oasis w/Lanai - Maui Banyan T108A

Central Maui Studio

Hilton Maui Bay Villas - 1 Bedroom Plus

Paia Inn - Deluxe Room - Town View

Pikake Room

Room on Vineyard
Hotel rentals with a pool

Kahului Bay Dream - Perfect for Families | Pool

Relax in Style | Pool. Near Kalepolepo Beach

Hilton Maui Bay Villas - 1 Bedroom

Waterfront Hotel | Minutes from the Airport

Elegant Penthouse Suite | Free Parking

Shoreline Stay | Watersports. Pool. Near Beach.

1BR @ Hilton Maui Bay Villas

Escape to Paradise | Pool. Near Beach
Hotel rentals with a patio

1 Bedroom Courtyard - Napili Surf

The Westin Kā‘anapali Ocean Resort North-Studio

Aloha Tower 514 @ Maui Kaanapali Villas 5th Floor!

Oceanview Westin Ka'anapali South Studio Sleeps 4

Hawaii week deal: HIlton's Ka'anapali Beach Club

Marriott Maui Ocean Club - Beautiful Studio Unit

Westin Oceanview Villa Dec 21 to Dec 28 - Sleeps 8

Beachfront Condo Lahaina Shores. Fully upgraded!
Quick stats about hotel rentals in Wailea
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ2,938 before taxes and fees
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
- Honolulu Vacation rentals
- O‘ahu Vacation rentals
- Kauaʻi County Vacation rentals
- Island of Hawai'i Vacation rentals
- Waikiki Beach Vacation rentals
- Kailua-Kona Vacation rentals
- Kona Vacation rentals
- Kihei Vacation rentals
- Kaanapali Vacation rentals
- North Kona Vacation rentals
- Hilo Vacation rentals
- Princeville Vacation rentals
- Fitness-friendly rentals Wailea
- Apartment rentals Wailea
- Beach condo rentals Wailea
- Family-friendly rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with a patio Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Luxury rentals Wailea
- Rentals with an EV charger Wailea
- Townhouse rentals Wailea
- Kid-friendly rentals Wailea
- Rentals with a sauna Wailea
- Waterfront rentals Wailea
- Rentals with pools Wailea
- Serviced apartment rentals Wailea
- Beachfront rentals Wailea
- Condo rentals Wailea
- Villa rentals Wailea
- House rentals Wailea
- Rentals with beach access Wailea
- Rentals with a washer and dryer Wailea
- Hotel rentals Maui County
- Hotel rentals Hawaii
- Hotel 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
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Changs Beach
- Pahoa Beach
- Manele Golf Course
- Kaipukaihina
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kapua
- Oneloa Beach
- Mokulau Beach
- Puu Olai Beach
- Wailea Golf Club
- Palauea Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Things to do Wailea
- Art and culture Wailea
- Sports activities Wailea
- Nature and outdoors Wailea
- Food and drink Wailea
- Things to do Maui County
- Art and culture Maui County
- Nature and outdoors Maui County
- Sports activities Maui County
- Food and drink Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Wellness Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Entertainment Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Things to do United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Sightseeing United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States