Hotels in Wailea

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Quick stats about hotels in Wailea

Total vacation rentals
Explore 30 vacation rentals in Wailea
Nightly prices starting at
Wailea vacation rentals start at G$48,096 GYD per night before taxes and fees
Verified guest reviews
Over 30 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
30 of Wailea vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailea rentals
4.8 Average rating
Wailea stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated hotels in Wailea

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

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Hotel room in Kihei

2 Bedroom @ Worldmark Sleeps 6

2 BEDROOM SUITE LOCATED AT THE GREAT WORLDMARK RESORT PERFECTLY LOCATED IN KIHEI, MAUI! LOCATED DIRECTLY ACROSS THE STREET FROM A VERY NICE BIG BEACH! WALKING DISTANCE TO GREAT RESTAURANTS, SHOPPING, ACTIVITIES, BARS/NIGHTLIFE, GROCERY'S, ETC. VERY SPACIOUS 2 BEDROOM SUITE SLEEPS 6, WITH PRIVATE BALCONY/PATIO. GUESTS CAN ENJOY ALL THE AMENITIES AT THIS NICE RESORT! ON THE SUNNY SIDE OF MAUI, YOU WILL LOVE THS EXCELLENT CENTRAL LOCATION! RIGHT ACROSS THE STREET FROM BEACH. TA-068-004-5056-01

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!

Superhost

A tranquil swimming pool is surrounded by lush greenery and palm trees, featuring a gentle waterfall cascading over rocks. Lounge chairs are arranged nearby under large umbrellas, while a three-story building stands in the background, illustrating a relaxed resort atmosphere.

Hotel room in Kihei

Sleeps8. 3bdrm condo Resort vacay! Worldmark Kihei

Tropical yet sophisticated, this Maui resort just steps from the beach delivers the experiences that’ll create memories you'll treasure for a lifetime. Take in this serene island’s historic, natural, and contemporary bests. Spacious 3 bedroom unit. Full kitchen Master bedroom with King Bed, room with Queen Bed , room with 2 twins, Queen Murphy Bed in the living room. Two bathrooms. This is a unit at Worldmark Kihei Resort. Guest limit of 8 is strictly enforced.

Shared hotel room in Wailuku

4.5 out of 5 average rating, 30 reviews

Women's Only Dorm with Free Tours

Girls only! This 4-bed dorm is perfect for female solo-travelers. We are a locally owned and woman-led 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 friendships and outdoor adventures. Some of our rooms have A/C. Please ask to be placed in one and we will try to accommodate!

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

4.75 out of 5 average rating, 20 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

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

4.88 out of 5 average rating, 8 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

4.59 out of 5 average rating, 100 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

4.56 out of 5 average rating, 71 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.

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

4.6 out of 5 average rating, 58 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

4.25 out of 5 average rating, 8 reviews

Maui Banyan retreat w/ pool & parking

Cozy studio at Maui Banyan Resort in the heart of South Kihei, steps from the beach! - Sleeps 4 | Studio | 2 beds | 1 bath - Resort pools, jacuzzis, tennis & BBQ areas - Private lanai w/ lush garden views - Free parking & self check-in - Walk to beaches, dining & shops

Hotel room in Wailea

4.51 out of 5 average rating, 35 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.

Maui Seaside Hotel

4.6 out of 5 average rating, 15 reviews

Maui Seaside Hotel

Standard king room offers simple, budget friendly comfort with essential amenities, convenient features, and easy access to key areas onsite. Enjoy a mini refrigerator, coffeemaker, flat screen TV, coffee and tea maker, hair dryer, non-smoking setting, and wifi.