
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

Licensed Private B&B Estate - Bamboo Suite

Premium Studio Westin Ka'anapali

Resort Condo w/Everything Steps from the Ocean

WESTIN OV 2BD FOR JUL 4 & ISLAND VIEW AT NEW YEARS

Westin Kaanapali Ocean Resort North

Stunning & Spacious Suite 111, 1 bed/1bath Sleeps4

Beachfront, Hear the Ocean, Sunsets, Drinks, Relax

50% OFF MAUI ~ Ka'anapali Beach for Whale Season!
Hotel rentals with a pool

Unparalleled Luxury at the Finest Adult-Only Hotel

Maui Ocean - Studio

Westin Maui Kaanapali Ocean Resort Villas-1BR

Beach Resort in Paradise

Hyatt Kaanapali Beach 2 Bedroom 2 Bathroom Villa

Westin Kaanapali Ocean Resort Villa One bedroom

Timeshare in Maui

Westin Kaanapali Ocean Villas Studio
Hotel rentals with a patio

The Westin Kā‘anapali Ocean Resort North-Studio

1BR Westin Kaanapali Ocean Resort Villa

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

Maui Awaits You

Westin Kā‘anapali Ocean Resort (Studio Ocean View)

1 BR Villa @ Napili/Lahaina Tower

Westin Ka'anapali-Stunning one bedroom unit

Beach front: HIlton's Ka'anapali Beach Club
Quick stats about hotel rentals in Wailea
Total rentals
30 properties
Nightly prices starting at
$1,026 SGD 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 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
- Townhouse rentals Wailea
- Flat rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with a sauna Wailea
- Luxury rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with a patio Wailea
- Family-friendly rentals Wailea
- Rentals with beach access Wailea
- House rentals Wailea
- Villa rentals Wailea
- Fitness-friendly rentals Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Beachfront rentals Wailea
- Beach apartment rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with pools Wailea
- Serviced apartment rentals Wailea
- Waterfront rentals Wailea
- Apartment rentals Wailea
- Hotel rentals Maui County
- Hotel rentals Hawaii
- Hotel rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Kapua
- Oneloa Beach
- Old Lahaina Luau
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Things to do Wailea
- Food and drink Wailea
- Sports activities Wailea
- Art and culture Wailea
- Nature and outdoors Wailea
- Things to do Maui County
- Art and culture Maui County
- Sports activities Maui County
- Nature and outdoors Maui County
- Food and drink Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Entertainment Hawaii
- Wellness Hawaii
- Art and culture Hawaii
- Food and drink Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Nature and outdoors United States
- Art and culture United States
- Wellness United States
- Sports activities United States
- Tours United States