Hotel vacation rentals in Wailea

Find and book unique hotel rentals on Airbnb

Top-rated hotel rentals in Wailea

Guests agree: these hotel rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Shared room in Wailuku

4.88 out of 5 average rating, 155 reviews

Shared 8 Bed Mixed Gender Dorm Room

This is a single twin bed in a shared, 8-Bed Mixed Gender Dorm Room. 10 shared bathrooms. An AWESOME game room/lobby and new kitchen for you to use! Here at Howzit Hostels we are committed to providing the BEST possible hostel experience. We offer FREE pancake breakfast every day along with FREE guided tours all over the island! Our hostel is located in the heart of Wailuku town and tucked up into the foothills of the Iao Valley. Surrounded by tons of good food, shopping, and countless murals.

Superhost

Hotel room in Wailea

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!

Hotel room in Kihei

4.5 out of 5 average rating, 4 reviews

Hotel Garden View - Maui Banyan T202A

Active friends, single travelers & small families love the conveniences of this recently remodeled hotel room at the Maui Banyan & its homey perks. Enjoy free Wi-Fi, flat screen TV, AC, mini-frig, microwave, & 2 full beds sleeping up to 4. Floor-to-ceiling glass sliders allow sunshine to flow into the living space from the furnished lanai, where you’ll love beginning and ending your beautiful day in paradise. The resort offers 2 swimming pools, jet spa, tennis court, BBQ area and

Guest favorite

Hotel room in Lahaina

4.94 out of 5 average rating, 125 reviews

Romantic Oceanfront Condo at Lahaina Shores

My Oceanfront Condo at Lahaina Shores has warm trade winds and sweeping panoramic views of 3 Hawaiian islands. It has a picture perfect, pristine beach in front of the property with swaying palm trees and white sands. The resort is a classic boutique hotel on Front Street. Nearby is the harbor and the famous Banyan tree. It has a pool, hot tub and a beach lawn.. The condo has a serene interior with the ocean as the backdrop. You will not want to leave! Enjoy the Aloha spirit! Mahalo!

Top guest favorite

Hotel room in Wailuku

5 out of 5 average rating, 18 reviews

Kahili Suite - Historic charm meets Luxury

Step into the enchanting world of the Kahili Suite at the Historic Wailuku Inn, where Hawaiian heritage meets modern indulgence. This suite offers a regal retreat, complemented by a sunlit spacious bathroom and a calming palette of jewel tones. Immerse yourself in a rich past while enjoying contemporary comforts. Whether you're seeking adventure or relaxation, this historical escape invites you to experience the best of Maui. Reserve your stay and be part of our story.

Guest favorite

Resort in Lahaina

4.95 out of 5 average rating, 37 reviews

Ka'anapali Beach Club- 1 bedroom scenic view

Escape to an exotic island surrounded by glistening, white sandy shores, flourishing tropical scenery and intriguing wild life. The symphony of gently lapping waves beckons visitors to explore Maui’s many hidden wonders. Dive down to the depths of the ocean and discover indescribable beauty hiding in the sapphire blue waters. Take a boat cruise on a whale-watching excursion, or survey the diverse landscape on a scenic hike.

Hotel room in Kihei

4.79 out of 5 average rating, 14 reviews

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

Hotel room in Wailuku

4.63 out of 5 average rating, 8 reviews

Maile

Charming Room in Historic Plantation Home Escape to our cozy room featuring two full-sized beds, a comfortable sitting area, and a convenient desk. Nestled on the 1st level of a charming two-story plantation home, this space is perfect for travelers seeking character and comfort. There is a full shared bathroom (shower, toilet and sink) , half bath (toilet, sink) and a full shared kitchen with sitting area.

Hotel room in Lahaina

4.78 out of 5 average rating, 41 reviews

Beachfront Condo Lahaina Shores. Fully upgraded!

Please understand that Lahaina Shores reopened on July 1, 2025. The building required 2 years of restoration after the fire of 2023. Houses are just completed or under construction throughout Lahaina. Construction of commercial district of Old Town Lāhainā is not happening at this time. Lahaina Harbor is not open. Please be considerate to locals and don’t ask questions about the fire & please no pics.

Superhost

Resort in Kihei

2BR @ Hilton Maui Bay Villas

Experience luxurious beachfront living at Maui Bay Villas by Hilton Grand Vacations, perfectly positioned along Kihei's sunny coast. This new resort offers breathtaking views of neighbor islands and spectacular Maui sunsets. Steps from pristine beaches perfect for swimming and snorkeling with sea turtles. Ideally located for exploring Road to Hana, Haleakala National Park, and charming Kihei town.

Guest favorite

Hotel room in Kahului

5 out of 5 average rating, 5 reviews

Waterfront Hotel 1 King Bed | Near 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!

Shared hotel room in Wailuku

5 out of 5 average rating, 3 reviews

Shared Dorm with Free Tours

The Banana Bungalow is a locally owned youth hostel with a super social atmosphere and adventurous FREE DAILY TOURS: Road to Hana (Tuesdays), a 12 mile hike through Haleakala (Saturdays) , Iao Valley (Monday), Makena Beach (Sunday), snorkeling (Thursday), and Ka'anapali Beach (Fridays). We have fun parties with free alcohol during the evenings.