
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.

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).

Lumeria Maui
Experience superior luxury in a spacious Partial Ocean View Suite, featuring a king bedroom and a separate sitting area with a full size daybed. Expansive lanais provide sweeping ocean views, while amenities include air conditioning, mini-refrigerator, safe, desk, and a modern bathroom with a walk-in rain shower. Breakfast is included, and high speed internet access is available. This suite is designed for a tranquil and rejuvenating stay by the sea.

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!

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

Seaside Retreat | Pool | Paukukalo Beach - 1.9 mi
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!

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

Your Relaxing Getaway Awaits! Outdoor Pool!

Steps Away from Scenic Beach! 2 Relaxing Units!

Serene Oceanfront Escape for Maui Adventure

Lumeria Maui

2 Stylish Units | 1.9 mi to Kanaha Beach Park

Beach Escape | Spacious Room w/ Garden View

Maui Escape | 2 Chic Units | Beach & Pool Access

Lumeria Maui
Hotels with a pool

Family Friendly Retreat | Pet Friendly | Pool

Elegant Penthouse Suite | Free Parking

Shoreline Stay | Watersports. Pool. Near Beach.

Kahului Hideaway: Beachfront Stay w/ Pool, 4 Rooms

Maui Retreat | 2 Modern Units | Balcony | Pool

Escape to Paradise | Pool. Near Beach

Tropical Dream! Pool, Pets Allowed, Parking!

Romantic Beach Getaway! Pool Access | Parking
Hotels with a patio

Kihei Paradise on Maui

Maui Schooner Resort for Christmas!

Two Bed Private Room in Hostel with Daily Tours

Women's Only Dorm with Free Tours
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
- Apartment rentals Wailea
- Fitness-friendly rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with beach access Wailea
- Rentals with an EV charger Wailea
- Luxury rentals Wailea
- Beachfront rentals Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Rentals with a washer and dryer Wailea
- Rentals with a kayak Wailea
- Family-friendly rentals Wailea
- Waterfront rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with a sauna Wailea
- Condo rentals Wailea
- Rentals with pools Wailea
- Rentals with a patio Wailea
- House rentals Wailea
- Beach condo rentals Wailea
- Townhouse 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
- Kapalua Bay Beach
- Polo Beach
- Old Lahaina Luau
- Black Rock Beach
- Whalers Village
- Big Beach
- Maui Vista Condominium
- Maui Ocean Center
- Kihei Kai Nani
- Black Sand Beach
- Hāmoa Beach
- Maui Arts & Cultural Center
- Haleakala National Park
- KOA Resort
- PacWhale Eco-Adventures
- Aston Mahana at Kaanapali
- Maui Tropical Plantation
- Waihe’e Ridge Trail
- Things to do Wailea
- Art and culture Wailea
- Nature and outdoors Wailea
- Food and drink Wailea
- Sports activities Wailea
- Things to do Maui County
- Art and culture Maui County
- Nature and outdoors Maui County
- Sports activities Maui County
- Food and drink Maui County
- Things to do Hawaii
- Tours Hawaii
- Art and culture Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Entertainment Hawaii
- Food and drink Hawaii
- Nature and outdoors Hawaii
- Things to do United States
- Sightseeing United States
- Nature and outdoors United States
- Food and drink United States
- Tours United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Entertainment United States






