
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!

Unparalleled Luxury at the Finest Adult-Only Hotel
Welcome to Hotel Wailea, Maui’s only Relais & Châteaux property, and Hawaii’s sole adults-only all-suite luxury hotel, named #1 hotel on Maui by Travel + Leisure readers in the 2024 World’s Best Awards. Each of our 72 unique suites is a serene haven, nestled within 15 acres of tropical gardens, cascading waterfalls, and winding paths. Experience the utmost in seclusion, privacy and personalized service. Discover the luxury you deserve. Garden View Suite | 750 sqft | 1 King Bed | Sleeps 2

Courtyard View King + Daybed Room - Lumeria Maui
Discover Lumeria Maui! Immerse yourself in our premier educational retreat in Upcountry Maui: yoga, meditation, healing arts, and farm-to-table dining all in a serene, historic estate. Enjoy unique guest rooms, lush gardens, saltwater pool, wellness spa, and inspiring gathering spaces. Connect with nature, embrace personal growth, and experience Maui’s rich culture and community. This room features a lanai with views of our lush, serene courtyard, and one king bed plus one daybed.

Waterfront Hotel | Minutes from the Airport
Discover paradise at the Maui Seaside Hotel, where play and relaxation intertwine, creating the ideal Hawaiian vacation on the beautiful island of Maui. Windsurf at Hookipa Beach, hike in 'Iao Valley State Monument, golf at Maui Nui Golf Club, and explore the culture of The Valley Isle. We offer the most convenient location with easy access to explore and discover the spirit of aloha! Room type not guaranteed. The hotel will assign you the best available room.

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!

Maui Adventure! On-site Pool!
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!

Relax in Style | Pool. Near Kalepolepo 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

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.

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.

Comfortable studio w/ pools & BBQ
Welcome to your Maui retreat - a breezy studio steps from Kamaole II Beach, perfect for relaxed island days & easy exploring! - Sleeps 4 | Studio | 2 beds | 1 shared bath - Resort pools & jet spas - Furnished lanai w/ treetop views - BBQ grills on tropical resort grounds - Free Wi-Fi & TV - Self check-in w/ smart lock
Popular amenities for Wailea hotels
Family-friendly hotels

Days Inn Maui | 1BR Queen Suite | Oceanfront Stay

Courtyard View King Room - Lumeria Maui

Steps from Kahului Bay! Three Pet-friendly Units

Budget-Friendly Stay! Pool, Pets Allowed!

Maui Paradise Found: Pool and Beach Bliss!

Kahului Hideaway: Beachfront Stay w/ Pool, 4 Rooms

Maui Adventure! 2 Great Units, Pet-Friendly, Pool!

1BR Queen Suite | Days Inn Maui | Ocean View
Hotels with a pool

Beachfront Escape w/ Refreshing Outdoor Pool

Relaxed studio w/ shared pools & lanai

Ocean View King Room - Lumeria Maui

You Found it! Pet-friendly, Unit with Island View!

Ocean View Suite - Lumeria Maui

Enjoy 2 Beach Rooms with Outdoor Pool

Tropical Dream! Pool, Pets Allowed, Parking!

Waterfront Hotel 1 King Bed | Near the Airport
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 vacation rentals
Explore 40 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at G$52,276 GYD per night before taxes and fees

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Wailea vacation 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
- Honolulu Vacation rentals
- Oahu Vacation rentals
- Kauai Vacation rentals
- Island of Hawai'i Vacation rentals
- Waikīkī Beach Vacation rentals
- Kailua-Kona Vacation rentals
- Kona Vacation rentals
- Kihei Vacation rentals
- Kaanapali Vacation rentals
- North Kona Vacation rentals
- Princeville Vacation rentals
- Hilo Vacation rentals
- Rentals with a hot tub Wailea
- House rentals Wailea
- Townhouse rentals Wailea
- Rentals with a patio Wailea
- Waterfront rentals Wailea
- Rentals with an EV charger Wailea
- Apartment rentals Wailea
- Rentals with a sauna Wailea
- Luxury rentals Wailea
- Family-friendly rentals Wailea
- Beach condo rentals Wailea
- Fitness-friendly rentals Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Condo rentals Wailea
- Rentals with a washer and dryer Wailea
- Beachfront rentals Wailea
- Rentals with pools Wailea
- Serviced apartment rentals Wailea
- Rentals with a kayak Wailea
- Villa rentals Wailea
- Rentals with beach access Wailea
- Hotel rooms Maui County
- Hotel rooms Hawaii
- Hotel rooms United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Wailea Beach
- Polo Beach
- Maui Ocean Center
- Hāmoa Beach
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Ulua Beach
- Big Beach
- Black Rock Beach
- Whalers Village
- Maui Sunset
- Peahi
- Maui Vista Condominium
- Kihei Kai Nani
- Haleakala National Park
- Kahana Beach
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Things to do Wailea
- Food and drink Wailea
- Sports activities Wailea
- Nature and outdoors Wailea
- Things to do Maui County
- Food and drink Maui County
- Nature and outdoors Maui County
- Sports activities Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Tours Hawaii
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Nature and outdoors United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Entertainment United States






