
Hotels in Wailea
Find and book unique hotels on Airbnb
Top-rated hotels in Wailea
Guests agree: these hotels are highly rated for location, cleanliness and more.

Beautiful Kihei Maui 2 Bedroom
Stay in an upscale place that’s near everything you want to visit. Tropical yet sophisticated this Kihei resort just steps from the beach delivers the experiences that we create memories you will treasure for a lifetime. Take in this serene island’s historic, natural and contemporary best. Just steps away from the pristine beaches of south Maui, your stay in this 2 bedroom suite will be a perfect blend of comfort and island bliss. This resort is located just a short walk from Kamaole Beach Park

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!

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!

Tropical Dream! Pool, Pets Allowed, Parking!
Featuring a harborfront location on the beautiful island of Maui, this property offers guests a convenient location for exploring the area. Spend a relaxing afternoon enjoying the sand and surf at Ho’aloha Park Beach or Paukukalo Beach. Walk the hiking trail to the observation deck lookout in Iao Valley State Park. Plenty of restaurants and shopping are also nearby, making this the perfect home base for your Maui adventure!

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

Naupaka-Kai
This charming room features a queen-sized bed, private bathroom, a second room with a full size bed, desks, chairs, overhead fans and portable fans. Outside, guests have access to a sitting area, perfect for relaxing after a day of exploring or enjoying a meal outdoors. Whether you're here for a short stay or an extended getaway, this room offers everything you need for a comfortable and enjoyable experience.

Lumeria Maui
Enjoy a relaxing stay in a courtyard double queen room, featuring two queen beds and a private lanai with lush views of the Meditation Lawn. The space includes air conditioning, a mini-refrigerator, safe, bathtub, and telephone for your comfort. High speed internet access and breakfast are included to enhance your experience. Thoughtfully designed, this room is perfect for a peaceful and rejuvenating visit.

Family friendly large 2 bedroom condo
This stylish place is close to must-see destinations. Across the street from Keawakapu Beach in south Kihei. Close to some of the best beaches in Maui and located in a quiet tropical resort with large pool, hot tub, tennis courts and free parking. Our large family friendly condo has 2 bedrooms and 2 bathrooms, spacious living room with sofa sleeper and ocean view on the lanais.

Pluemeria Room
Conveniently access popular shops and restaurants from this charming room. The room features an overhead fan and has been newly equipped with air conditioning. There is a shared bathroom (sink, toilet and shower), a shared half bath, and a shared Kitchen. Guests have access to outdoor seating to read a book, enjoy a meal outside or simply relax after a long day of exploring.

Cozy studio w/ pool & lanai
Welcome to your relaxing Maui retreat - just steps from Kamaole II Beach and surrounded by swaying palms and island breezes. - Sleeps 4 | Studio | 2 beds | 1 shared bath - Shared pools, jet spas & tennis court - Furnished lanai w/ treetop views - BBQ grill areas on resort grounds - Free parking on premises - Wifi, TV & self check-in w/ smart lock

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.

Beach-Side Maui Studio — All Fees Included!
WorldMark Kihei is a popular resort with pool, spa, BBQ grills and direct access to Kihei beaches! In-unit amenities: AC, Wi-Fi, Washer/Dryer Balcony/Patio with outdoor space Kitchen (perfect for breakfasts & light meals)
Popular amenities for Wailea hotels
Family-friendly hotels

Oceanview Westin Ka'anapali North Studio Sleeps 4

Maui Dreams! Studio at the Westin Vacation Club

Westin Kaanapali Ocean Resort Villas Studio Unit10

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

Westin 2 BR Kaanapali Resort Villas

1BR Westin Kaanapali Ocean Resort Villa

The Westin Kaanapali Ocean Resort Villas N. 1 Bdrm

Kaanapali Shores junior suite
Hotels with a pool

Adventurer’s Cove - Short Walk to Beach, 3 Rooms

Best Place to Unwind! Outdoor Pool, Oceanfront!

Lumeria Maui

Cozy retreat w/ lanai & pool

2 Pet-friendly Units with Stunning Ocean Views!

Lumeria Maui

Discover Maui’s Spirit! Outdoor Pool, 3 Units

Enjoy 2 Beach Rooms with Outdoor Pool
Hotels with a patio

Beautiful Kihei Maui 2 Bedroom

Women's Only Dorm with Free Tours

Two Bed Private Room in Hostel with Daily Tours

Family friendly large 2 bedroom condo

Maui Schooner Resort for Christmas!
Quick stats about hotels in Wailea

Total holiday rentals
Explore 40 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $353 AUD per night before taxes and fees

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Wailea holiday rentals include Wi-Fi access

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

5 Average rating
Wailea stays are highly rated by guests—averaging 5 out of 5!
Destinations to explore
- Rentals with a hot tub Wailea
- Family-friendly rentals Wailea
- Rentals with beach access Wailea
- Fitness-friendly rentals Wailea
- Waterfront rentals Wailea
- Rentals with pools Wailea
- House rentals Wailea
- Townhouse rentals Wailea
- Apartment rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Rentals with an EV charger Wailea
- Beachfront rentals Wailea
- Luxury rentals Wailea
- Rentals with a patio Wailea
- Villa rentals Wailea
- Condo rentals Wailea
- Rentals with a sauna Wailea
- Serviced apartment rentals Wailea
- Beach condo rentals Wailea
- Rentals with a kayak Wailea
- Hotel rooms Maui County
- Hotel rooms Hawaii
- Hotel rooms United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Maui Ocean Center
- Ka'anapali Golf Courses
- Wailea Beach
- Hāmoa Beach
- Old Lahaina Luau
- Ulua Beach
- Big Beach
- Black Rock Beach
- Whalers Village
- Haleakala National Park
- Peahi
- Maui Sunset
- Maui Vista Condominium
- Kihei Kai Nani
- Kahana Beach
- Black Sand Beach
- Maui Arts & Cultural Center
- Things to do Wailea
- Nature and outdoors Wailea
- Food and drink Wailea
- Sports activities Wailea
- Things to do Maui County
- Nature and outdoors Maui County
- Sports activities Maui County
- Food and drink Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Art and culture Hawaii
- Food and drink Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Entertainment Hawaii
- Wellness Hawaii
- Tours Hawaii
- Things to do United States
- Food and drink United States
- Wellness United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Sightseeing United States
- Art and culture United States
- Tours United States






