Hotel vacation rentals in Wailea, Wailea-Makena

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Top-rated hotel rentals in Wailea, Wailea-Makena

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Superhost

Shared room in Wailuku

4.88 out of 5 average rating, 129 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 Kihei

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.

Resort in Kihei

1 Bed Resort Property + Great Beach & Full Kitchen

ALOHA! September 9 - 16, 2025 - Pick your dates!! BEDS: King in primary, Queen Murphy bed in living area. Max. occupancy 4. Located just across the street from the beach ~ very calm and kid friendly. The Resort also offers a nice outdoor pool, hot tub, a children's pool, BBQ, grilling area and a fitness center. Approx. 20 mins from airport. All the amenities you’ve come to expect, with the added benefits of being in Hawaii and just across the street from the beach.

Hotel room in Kahului

4.5 out of 5 average rating, 4 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.

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!

Guest favorite

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

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

4.55 out of 5 average rating, 33 reviews

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.

Hotel room in Kihei

Island Living w/Ocean Views, Wi-Fi and Pools-G510A

Begin your morning with coffee and end it with a sunset cocktail from the private lanai as you soak in the ocean and mountain views! Decorated with tasteful island decor, this unit is furnished with two Full beds, a spacious dresser, and offers a seating area for dining or lounging. The suite bathroom comes with a vanity, shower, and a full tub for optimal relaxation.

Hotel room in Kihei

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.

Hotel room in Kihei

4.64 out of 5 average rating, 135 reviews

🍹Romantic Tropical Beach Stay🌴

Sun & Beach just a few steps away! This studio at the Maui Banyan property is located directly across one of South Kihei's three amazing surf & sand beaches, Kamaole II. Tastefully designed for the perfect tropical beach getaway destination, comfortably accomodating 2 guests. Guests can also access basic amenities onsite.