Hotels in Wailea

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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

Top-rated hotels in Wailea

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

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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

4.71 out of 5 average rating, 21 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).

A private room displays a King-sized bed adorned with a colorful floral quilt. Natural light is filtered through dark curtains, complementing the light purple walls. A dresser sits against one wall, while a small desk and chair provide a functional workspace. A compact seating area completes the room.

Hotel room in Wailuku

4.64 out of 5 average rating, 39 reviews

Naupaka-Mauka

This pirvate room in a shared house features a King-sized bed, desk and chair. There is a Keypad entrance to the main entrance of the house along with a keypad entrance to your private room. You will receive both codes at 4pm check in time. A shared bathroom is conveniently located steps away, along with a shared half bath. A shared kitchen downstairs which provides a refrigerator, stove/oven, microwave, sink, and basic cookware a utensils.

A cozy guest room features a spacious bed dressed in white linens, complemented by two neatly rolled yellow towels. A bedside lamp provides soft lighting, while tropical artwork adorns the walls. Nearby, a small table and two chairs are arranged beside a window overlooking lush greenery.

Hotel room in Kihei

4.76 out of 5 average rating, 17 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

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, 6 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

4.53 out of 5 average rating, 86 reviews

Bliss By The Beach | Golf. Pool. Garden Views.

A bright bedroom features a queen-sized bed covered with a floral blue and yellow quilt. A large piece of abstract wall art adds a splash of color. Natural light is provided by a frosted glass door, while a wooden dresser and mirror contribute to the decor.

Hotel room in Wailuku

4.54 out of 5 average rating, 65 reviews

Naupaka-Kai

This charming room features a queen-sized bed, private bathroom, a second room with a full size bed, desks, chairs, overhead fans and portable fans. Outside, guests have access to a sitting area, perfect for relaxing after a day of exploring or enjoying a meal outdoors. Whether you're here for a short stay or an extended getaway, this room offers everything you need for a comfortable and enjoyable experience.

Hotel room in Kihei

4.25 out of 5 average rating, 8 reviews

Cozy studio w/ lanai & pool access

Welcome to your relaxing Maui retreat - a cozy resort stay just steps from Kihei’s beautiful beaches, perfect for unwinding and exploring island life: - Sleeps 4 | Studio | 2 beds | 1 bath - Pool & BBQ grill access - Private lanai w/ garden views - Walk to beaches, dining & shops - Free parking on premises - Wifi, TV & self check-in w/ smart lock

Hotel room in Kihei

New place to stay

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.

Maui Seaside Hotel

5 out of 5 average rating, 3 reviews

Maui Seaside Hotel

Poolside three beds overlook the renovated pool and courtyard, with easy lanai access, and simple comforts for a relaxed stay. Enjoy two double beds plus one twin bed, balcony or lanai, mini refrigerator, coffeemaker, flat screen TV, hair dryer, and wifi in this non smoking room.

Hotel room in Wailea

4.54 out of 5 average rating, 28 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.