
Hotels in Wailea
Find and book unique hotels on Airbnb
Quick stats about hotels in Wailea

Total holiday rentals
Explore 40 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $337 SGD per night before taxes and fees

Verified guest reviews
Over 20 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Wailea holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wailea rentals

4.6 Average rating
Wailea stays receive an average rating of 4.6 out of 5 from guests
Top-rated hotels in Wailea
Guests agree: these hotels are highly rated for location, cleanliness and more.

2 Bedroom @ Worldmark Sleeps 6
2 BEDROOM SUITE LOCATED AT THE GREAT WORLDMARK RESORT PERFECTLY LOCATED IN KIHEI, MAUI! LOCATED DIRECTLY ACROSS THE STREET FROM A VERY NICE BIG BEACH! WALKING DISTANCE TO GREAT RESTAURANTS, SHOPPING, ACTIVITIES, BARS/NIGHTLIFE, GROCERY'S, ETC. VERY SPACIOUS 2 BEDROOM SUITE SLEEPS 6, WITH PRIVATE BALCONY/PATIO. GUESTS CAN ENJOY ALL THE AMENITIES AT THIS NICE RESORT! ON THE SUNNY SIDE OF MAUI, YOU WILL LOVE THS EXCELLENT CENTRAL LOCATION! RIGHT ACROSS THE STREET FROM BEACH. TA-068-004-5056-01

2 Bedroom Luxury on a Hill
Please always ask about availability first! We MUST check inventory for every inquiry to insure units are available. Please do not request to book until we confirm, as we do not block dates. Rates do vary based on availability and are subject to increase during special events, high season, and holidays. We are using a live owner's inventory. These are stock pictures for our resorts and may not be specific to the actual unit you will be assigned at check in. Thanks for your understanding!

Family-run Maui B&B in the heart of paradise
Welcome to Maui What a Wonderful World Bed and Breakfast, a cozy retreat where aloha spirit meets island comfort. Our locally owned Maui B&B is the perfect place to relax, recharge, and experience the beauty of Maui like a local. Whether you’re planning a romantic getaway, a family vacation, or a solo adventure, our bed and breakfast offers the warmth and hospitality that makes every stay unforgettable. Please note: Suite type will be selected by property upon check-in.

Women's Only Dorm with Free Tours
Girls only! This 4-bed dorm is perfect for female solo-travelers. We are a locally owned and woman-led youth hostel with a super social atmosphere and adventurous daily tours (free/ tip-based). Meet people from around the world, enjoy fun parties and social events at night, and have a meaningful trip to Maui filled with new friendships and outdoor adventures. Some of our rooms have A/C. Please ask to be placed in one and we will try to accommodate!

Sanoe
Welcome to your perfect getaway! This lovely room features a full-sized bed, ample closet space, dresser drawers, and a cozy chair for relaxation. Recently upgraded with a brand new A/C unit, you’ll stay cool and comfortable throughout your visit. Whether you're here for a short trip or an extended stay, this room has everything you need for a delightful experience. Book your stay today and make this charming space your home away from home!

Maui Banyan studio - pool, lanai & Kihei beach
Welcome to your fifth-floor studio at the Maui Banyan in South Kihei - a private lanai retreat with ocean & mountain views, resort amenities, and Maui's best coastline right at your doorstep. - Sleeps 4 | Studio | 2 beds | 1 private bath - Private lanai w/ ocean & mountain views - Shared pool, BBQ grill & free parking - Mini fridge, microwave, Wi-Fi & TV in-room - Self check-in w/ smart lock - Steps from South Kihei beaches, dining & shops

Lumeria Maui
Relax in a courtyard king room featuring a comfortable king bed and a private lanai overlooking the tranquil Meditation Lawn. Enjoy amenities like air conditioning, a mini-refrigerator, shower, safe, and telephone for your convenience. Stay connected with high speed internet access and start your day with breakfast included. This room is designed to offer a peaceful and rejuvenating experience with beautiful courtyard views.

Shoreline Stay | Watersports. Pool. Near Beach.
Kohea Kai Hotel Maui offers a serene beachfront escape on Maui's stunning shores. Enjoy modern rooms, and a relaxing outdoor pool. Located near Kalepolepo Beach and Cove Beach Park, this boutique hotel is perfect for exploring the island's natural beauty and attractions. Experience the ultimate Hawaiian getaway at Kohea Kai Hotel Maui. ✔ Pool ✔ Private lanai ✔ Gardens ✔ Golf nearby ✔ Short walk from the beach

Modern & Stylish Deluxe King | Free Parking. Pool
Kohea Kai Hotel Maui offers a serene beachfront escape on Maui's stunning shores. Enjoy modern rooms and a relaxing outdoor pool. Located near Kalepolepo Beach and Cove Beach Park, this boutique hotel is perfect for exploring the island's natural beauty and attractions. Experience the ultimate Hawaiian getaway at Kohea Kai Hotel Maui. ✔ Pool ✔ Private lanai ✔ Gardens ✔ Golf nearby ✔ Short walk from the beach

Elegant Penthouse Suite | Free Parking
Kohea Kai Hotel Maui offers a serene beachfront escape on Maui's stunning shores. Enjoy modern rooms and a relaxing outdoor pool. Located near Kalepolepo Beach and Cove Beach Park, this boutique hotel is perfect for exploring the island's natural beauty and attractions. Experience the ultimate Hawaiian getaway at Kohea Kai Hotel Maui. ✔ Pool ✔ Private lanai ✔ Gardens ✔ Golf nearby ✔ Short walk from the beach

Bliss By The Beach | Golf. Pool. Garden Views.
Kohea Kai Hotel Maui offers a serene beachfront escape on Maui's stunning shores. Enjoy modern rooms and a relaxing outdoor pool. Located near Kalepolepo Beach and Cove Beach Park, this boutique hotel is perfect for exploring the island's natural beauty and attractions. Experience the ultimate Hawaiian getaway at Kohea Kai Hotel Maui. ✔ Pool ✔ Private lanai ✔ Gardens ✔ Golf nearby ✔ Short walk from the beach

1 Queen Bed| Days Inn Maui Oceanfront| Beachfront
Located on Keawakapu Beach, this oceanfront hotel offers direct beach access and stunning views of Maui’s coastline. This queen room provides a restful retreat for solo travelers or couples. Stay steps from the sand while enjoying peaceful, tropical surroundings.
Popular amenities for Wailea hotels
Family-friendly hotels

Westin Ka'anapali Ocean Resort Villas North - 1Bd

Maui - The Westin Kaanapali Ocean Resort Villas

Royal Lahaina Resort & Bungalows

Westin Kaanapali Ocean Resort Villas Studio Unit10

Perfect location and Unbelievable Views at Lahaina

50% OFF!~ Ka'anapali Beach Oceanview ~Whale Season

1BR Westin Kaanapali Ocean Resort Villa

Aston Kaanapali Shores
Hotels with a pool

Beachfront Retreat Steps from Kanaha Park, 3 Rooms

Relax in Style | Pool. Near Kalepolepo Beach

Family Friendly Retreat | Pet Friendly | Pool

Group Getaway | 3 Modern Units | Pet Friendly

Maui Retreat | 2 Modern Units | Balcony | Pool

Stylish, Pet-friendly Unit | Island View | Parking

Escape to Paradise | Pool. Near Beach

Ideal Hawaiian Vacation! Pool, Onsite Pool!
Hotels with a patio

Maui Schooner Resort for Christmas!

2 Bedroom @ Worldmark Sleeps 6

Women's Only Dorm with Free Tours

Two Bed Private Room in Hostel with Daily Tours
Destinations to explore
- Flat rentals Wailea
- Rentals with a hot tub Wailea
- Beach apartment rentals Wailea
- Fitness-friendly rentals Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Family-friendly rentals Wailea
- Rentals with a patio Wailea
- Waterfront rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with a sauna Wailea
- Luxury rentals Wailea
- House rentals Wailea
- Townhouse rentals Wailea
- Rentals with pools Wailea
- Rentals with beach access Wailea
- Apartment rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Beachfront rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with a kayak Wailea
- Hotel rooms Maui County
- Hotel rooms Hawaii
- Hotel rooms United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Wailea Beach
- Polo Beach
- Kapalua Bay Beach
- Honolua Bay
- Maui Vista Condominium
- Old Lahaina Luau
- Big Beach
- Black Rock Beach
- Ka'anapali Golf Courses
- Black Sand Beach
- Haleakala National Park
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- Maui Arts & Cultural Center
- Hāmoa Beach
- KOA Resort
- PacWhale Eco-Adventures
- Peahi
- Aston Mahana at Kaanapali
- Things to do Wailea
- Art and culture Wailea
- Nature and outdoors Wailea
- Tours Wailea
- Food and drink Wailea
- Sports activities Wailea
- Things to do Maui County
- Wellness Maui County
- Food and drink Maui County
- Nature and outdoors Maui County
- Tours Maui County
- Art and culture Maui County
- Sports activities Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Entertainment Hawaii
- Art and culture Hawaii
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States






