Hotels in Wailea

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Top-rated hotels in Wailea

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Hotel room in Lahaina

Magical Oceanfront 1BR Sanctuary -Wake to Waves:

Enjoy this rare light filled oceanfront sanctuary featuring 2 private lanais where you can watch the waves, breathe in the salt air, and take in sweeping views of the Pacific. Step outside & you’re on the beach for morning swims, snorkeling, monk seals resting on the sand, & a surf break just steps away. Sunrises & sunsets feel ceremonial. Owned by the founder of Goofy Foot Surf School, this condo carries a soulful, artistic, and zen energy — perfect for rest, reconnection, and inspiration.

A spacious bedroom is furnished with a large double bed, complemented by a wooden dresser and television. Natural light enters through sliding glass doors, which lead to an outdoor view. A mirror wardrobe adds to the room's functionality and openness.
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 Wailea

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 hotel room in Wailuku
4.75 out of 5 average rating, 24 reviews

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).

Hotel room in Kihei
4.25 out of 5 average rating, 8 reviews

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

A spacious bed with crisp white linens is complemented by blue towels neatly arranged at the foot. Soft lighting illuminates the room, which features a large window with wooden blinds allowing natural light to filter through.
Hotel room in Kihei
4.6 out of 5 average rating, 92 reviews

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

Guest favorite
A modern room features a spacious king bed with crisp white linens. A sleek desk and flat-screen TV are positioned near the wall. An open bathroom area is visible in the background, separated by a sliding barn door, enhancing the room's contemporary design.
Hotel room in Kihei
5 out of 5 average rating, 7 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

A spacious room features a plush king bed with white linens and a decorative blue skirt. Nightstands with lamps are positioned on either side, and a wooden desk with a chair is located nearby. Soft lighting creates a calming ambiance.
Hotel room in Kihei
4.56 out of 5 average rating, 91 reviews

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

Hotel room in Kahului
New place to stay

Chic Ocean Stay | Outdoor Pool | Pets Welcome

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!

A tranquil room is seen through an open doorway, featuring a spacious bed adorned with patterned bedding. Natural light filters in through two large windows, covered by light-filtering curtains. An overhead fan is visible, adding to the comfortable atmosphere.
Hotel room in Wailuku
4.57 out of 5 average rating, 54 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

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.

Hotel room in Wailea
4.61 out of 5 average rating, 33 reviews

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.

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

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