Hotel holiday rentals in Wailea

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Top-rated hotels in Wailea

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Superhost

Shared room in Wailuku

4.87 out of 5 average rating, 139 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.

Guest favourite

Hotel room in Wailuku

5 out of 5 average rating, 14 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.

Hotel room in Wailuku

New place to stay

Room on vineyard 2

This lovely room features a full-sized bed, ample closet space, dresser drawers, and a cozy chair for relaxation. This room is for 1 person only. Solo travelers welcome. 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!

Hotel room in Kahului

4.6 out of 5 average rating, 5 reviews

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.

Resort in Kihei

New place to stay

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.

Hotel room in Kahului

4.67 out of 5 average rating, 6 reviews

Tropical Dream! Seaside Property, Pool, Restaurant

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!

Hotel room in Kihei

5 out of 5 average rating, 9 reviews

Escape to Paradise | 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

Superhost

Resort in Kihei

1BR @ 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.

Hotel room in Wailuku

5 out of 5 average rating, 3 reviews

Valley Studio

Experience comfort and convenience in our cozy Valley View Suite. Perfect for couples, solo adventurers, and professionals seeking an escape. Features: Full-Sized Bed: Enjoy restful nights on a full-sized bed. Private Bathroom: Freshen up in your own bathroom, complete with a shower, sink, and toilet. Equipped Kitchenette: Make snacks or light meals with a microwave and small refrigerator.

Hotel room in Wailea

4.59 out of 5 average rating, 17 reviews

Beachfront, Hear the Ocean, Sunsets, Drinks, Relax

Million dollar view! Oceanfront, Wonderful beach, Restaurants, Drinks, Sunsets, paddle board, two private bedrooms, two private separate baths, private lanai, full kitchen. Resort like amenities. Free Parking, no resort fees. A/C in back bedroom. Best priced unit at the Mana Kai Maui. MauiBeachCondo.com at The Mana Kai Maui in Kihei.