
Hotel holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for hotel rentals in Wailea
Family-friendly hotel rentals

Maui Ocean - Studio

Westin Kaanapali Ocean Resort North

Hyatt Kaanapali Beach 2 Bedroom 2 Bathroom Villa

Paia Inn - Petite Room - Town View

Ka'anapali Beach - 1 Bedroom Scenic View

Westin Kaanapali Ocean Villas Studio

1BR Westin Ka’anapali Ocean Resort Villa timeshare

Tropical Dream! Seaside Property, Pool, Restaurant
Hotel rentals with a pool

Westin Nanea Ocean Villas 2 Bdrm/2 Bth

Westin Maui Kaanapali Ocean Resort Villas-1BR

Junior Suite Oceanfront #702 - JS

Beach Resort in Paradise

Beachfront Bliss! Steps to Ka'anapali Surf Club

50% OFF MAUI ~ Ka'anapali Beach for Whale Season!

Westin Kaanapali Ocean Resort Villa One bedroom

Timeshare in Maui
Hotel rentals with a patio

Westin Kaanapali Ocean Resort - Studio

1BR Westin Kaanapali Ocean Resort Villa

Maui HI- Ka'anapali Beach Club, 1Bd Dlx Ocean View

The Westin Nanea Ocean Villas | Two-Bedroom Villa

Maui Awaits You

Westin Kā‘anapali Ocean Resort (Studio Ocean View)

Westin Ka'anapali-Stunning one bedroom unit

Hawaii week deal: HIlton's Ka'anapali Beach Club
Quick stats about hotel rentals in Wailea
Total rentals
30 properties
Nightly prices starting at
£602 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
- Rentals with a hot tub Wailea
- Rentals with a sauna Wailea
- Luxury rentals Wailea
- Townhouse rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with beach access Wailea
- House rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with pools Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Flat rentals Wailea
- Rentals with a patio Wailea
- Serviced apartment rentals Wailea
- Beach apartment rentals Wailea
- Beachfront rentals Wailea
- Apartment rentals Wailea
- Family-friendly rentals Wailea
- Fitness-friendly rentals Wailea
- Waterfront rentals Wailea
- Villa rentals 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
- Laie
- Kaipukaihina
- Changs Beach
- Honukanaenae
- Kaulana Beach
- Waipu
- Palauea Beach
- Puu Olai Beach
- Manele Golf Course
- Wailau Valley
- Maui Ocean Center
- Kāheʻa
- Wailau Beach
- Maui Golf & Sports Park
- Oneloa Beach
- Keonenui
- Sand Box Beach
- Paukukalo Beach
- Maluaka Beach
- Slaughterhouse Beach
- Kahōkūnui
- Mōkapu Beach
- The Kapalua Villas Maui
- Kaleʻia
- Things to do Wailea
- Nature and outdoors Wailea
- Food and drink Wailea
- Sports activities Wailea
- Art and culture Wailea
- Things to do Maui County
- Food and drink Maui County
- Art and culture Maui County
- Sports activities Maui County
- Nature and outdoors Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Art and culture Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Entertainment Hawaii
- Food and drink Hawaii
- Wellness Hawaii
- Things to do United States
- Tours United States
- Wellness United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States
- Sightseeing United States
- Entertainment United States
- Food and drink United States