Hotel holiday rentals in Wailea

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Top-rated hotel rentals in Wailea

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Guest favourite

Shared room in Wailuku

4.88 out of 5 average rating, 158 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 Paia

4.55 out of 5 average rating, 20 reviews

Paia Inn - Petite Room - Town View

1 Queen Size Bed, Private Bath with Salon Quality Amenities and Hairdryer. Shared A/C, Ceiling Fan, Flat Screen TV with Cable Access, Wireless Internet, In Room Safe, Mini Fridge, Complimentary Gym Pass & Complimentary Daily Maid Service. Perfect for single travelers, but can accommodate up to two guests. This Room is located on the 2nd floor of our Main Building, located over our Restaurant & Bar and will have some noise until 11pm. If you are concerned we suggest you book a different room.

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

Superhost

Hotel room in Wailuku

4.8 out of 5 average rating, 20 reviews

Ilima Suite - Historic Lux charm w Garden Views

Welcome to the Ilima Suite at the Historic Wailuku Inn, a tranquil escape infused with the timeless elegance of Maui's past. Nestled among vibrant, fragrant gardens, this suite offers the perfect blend of historical charm and modern comforts. Let the unique details and peaceful ambiance envelop you, ensuring an unforgettable stay. Discover the beauty of Wailuku and indulge in the luxurious serenity of this century-old retreat. Book now to experience history reimagined in paradise.

Resort in Kihei

WorldMark Kihei Studio

Charming Kihei puts you in an excellent position to explore sugarcane and pineapple plantations, Haleakala National Park, the beaches of Makena, and more. Nearby Kaanapali and Napili feature fine dining and traditional Hawaiian entertainment, and Lahaina is home to the Old Courthouse, the Banyan Tree, and the Whaler's Market Place. There is plenty to do in this beautiful area. Attend a luau. Learn to surf or parasail. Visit a local market for quality produce.

Guest favourite

Hotel room in Kihei

5 out of 5 average rating, 5 reviews

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

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 favourite

Hotel room in Kahului

4.63 out of 5 average rating, 8 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!

Hotel room in Wailea

New place to stay

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.

Hotel room in Wailuku

4.56 out of 5 average rating, 43 reviews

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.

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.