
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.

Magical Oceanfront 1BR Sanctuary -Wake to Waves:
Enjoy this rare light filled oceanfront sanctuary featuring 2 private lanais where you can watch the waves, breathe in the salt air, and take in sweeping views of the Pacific. Step outside & you’re on the beach for morning swims, snorkeling, monk seals resting on the sand, & a surf break just steps away. Sunrises & sunsets feel ceremonial. Owned by the founder of Goofy Foot Surf School, this condo carries a soulful, artistic, and zen energy — perfect for rest, reconnection, and inspiration.

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.

Shared Dorm with Free Tours
We are a locally owned 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 connections and outdoor adventures. Our tours: Road to Hana (Tuesdays), a 12 mile hike through Haleakala (Saturdays) , Iao Valley (Monday), Makena Beach (Sunday), snorkeling (Thursday), and Paia and Baldwin beach (Fridays).

Bright studio w/ lanai & pool access
Welcome to Unit #T108A at Maui Banyan Resort - your South Maui base for sun, sand & true island living in Kihei! - Sleeps 4 | Studio | 2 beds | 1 bath - Resort pool, jacuzzi, tennis courts, putting green & BBQ areas - Private lanai w/ garden views & hardwood floors throughout - Walk to beaches, local dining & shops - Free parking & smart lock self check-in - Connects to adjoining unit T108B - sleeps up to 8 together

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

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

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

Chic Ocean Stay | Outdoor Pool | Pets Welcome
Discover the magic of Maui from this amazing harborfront property! This is the ideal place to start your unforgettable island adventure. Enjoy the sun and the sea at the gorgeous Ho'aloha Park Beach or Paukukalo Beach, just minutes away. Explore the scenic hiking trails and viewpoints at Iao Valley State Park. Find great restaurants and shopping options nearby. This is the perfect spot for a thrilling Maui getaway!

Pikake 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.

Kihei Paradise on Maui
This is family friendly resort in south Maui. Enjoy easy access to the beach fand a multitude of activities on this gorgeous island. The front desk is open 24 hours and provides all linens and towels. There is a full kitchen with necessary utensils and dishes. Enjoy this Eden in homelike comfort.

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

Marriott Maui Ocean Club Resort 1 Bedroom Unit

Marriott Maui Ocean Club - Napili or Lahaina Villa

Hideaway in Hawaii | Beach. Pool. Ocean Views.

Perfect location and Unbelievable Views at Lahaina

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

Kaanapali Shores • Ocean View + Beach + Pools

Marriott Maui Ocean Club - Beautiful Studio Unit

1BR Westin Ka’anapali Ocean Resort Villa timeshare
Hotels with a pool

Steps Away from Scenic Beach! 2 Relaxing Units!

Elegant Penthouse Suite | Free Parking

Shoreline Stay | Watersports. Pool. Near Beach.

Seaside Oasis! Modern King Stay | Pool | Parking

Maui Retreat | 2 Modern Units | Balcony | Pool

Maui Escape | 2 Chic Units | Beach & Pool Access

Beachside Room - Your Kahului Retreat, Pool Access

Escape to Paradise | Pool. Near Beach
Hotels with a patio

Magical Oceanfront 1BR Sanctuary -Wake to Waves:

Kihei Paradise on Maui

Two Bed Private Room in Hostel with Daily Tours

Women's Only Dorm with Free Tours

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 ﺩ.ﺇ955 per night before taxes and fees

Verified guest reviews
Over 20 verified reviews to help you choose

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

4.6 Average rating
Wailea stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Honolulu Vacation rentals
- Oahu Vacation rentals
- Kauai Vacation rentals
- Island of Hawai'i Vacation rentals
- Kailua-Kona Vacation rentals
- Kona Vacation rentals
- Waikīkī Beach Vacation rentals
- Kaanapali Vacation rentals
- Kihei Vacation rentals
- North Kona Vacation rentals
- Princeville Vacation rentals
- Hilo Vacation rentals
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Apartment rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with a kayak Wailea
- Fitness-friendly rentals Wailea
- Waterfront rentals Wailea
- Rentals with a sauna Wailea
- Serviced apartment rentals Wailea
- Condo rentals Wailea
- Townhouse rentals Wailea
- Rentals with an EV charger Wailea
- House rentals Wailea
- Rentals with beach access Wailea
- Beach condo rentals Wailea
- Rentals with pools Wailea
- Rentals with a washer and dryer Wailea
- Family-friendly rentals Wailea
- Luxury rentals Wailea
- Rentals with a patio Wailea
- Beachfront rentals Wailea
- Hotel rooms Maui County
- Hotel rooms Hawaii
- Hotel rooms United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Wailea Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Old Lahaina Luau
- Whalers Village
- Black Rock Beach
- Big Beach
- Maui Vista Condominium
- Maui Ocean Center
- Kihei Kai Nani
- Black Sand Beach
- Hāmoa Beach
- Kahana Beach
- Maui Arts & Cultural Center
- Haleakala National Park
- KOA Resort
- PacWhale Eco-Adventures
- Maui Sunset
- Aston Mahana at Kaanapali
- Things to do Wailea
- Nature and outdoors Wailea
- Sports activities Wailea
- Food and drink Wailea
- Art and culture Wailea
- Things to do Maui County
- Sports activities Maui County
- Nature and outdoors Maui County
- Food and drink Maui County
- Art and culture Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Food and drink Hawaii
- Tours Hawaii
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Art and culture United States
- Wellness United States
- Entertainment United States
- Tours United States
- Sports activities United States
- Nature and outdoors United States






