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$48,100 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!

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

4.5 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 well-lit room features a full-sized bed with a plain white cover and a decorative sailboat print framed on the wall. A desk with a lamp is positioned next to a dresser with four drawers. A door leads to the shared bathroom, and an air conditioning unit is visible in the background.

Hotel room in Wailuku

4.57 out of 5 average rating, 58 reviews

Sanoe

Welcome to your perfect getaway! This lovely room features a full-sized bed, ample closet space, dresser drawers, and a cozy chair for relaxation. 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!

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

4.72 out of 5 average rating, 18 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 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

A spacious room features a large king bed with crisp white linens, flanked by two bedside lamps on wooden nightstands. A writing desk and chair are positioned nearby, while a decorative armchair with tropical print adds a vibrant touch to the inviting space.

Hotel room in Kihei

4.81 out of 5 average rating, 16 reviews

Escape to Paradise | Pool. Near 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

4.58 out of 5 average rating, 98 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, 70 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

Maui Banyan studio w/ lanai & pool access

Welcome to your Maui Banyan escape in sunny Kihei - a first-floor studio retreat steps from South Maui's best beaches, dining & shops! - Sleeps 4 | Studio | 2 beds | 1 bath - Resort pools, jacuzzis, tennis courts & putting green - Private lanai w/ lush garden views & BBQ areas - Wi-Fi, TV w/ DVD player, hair dryer, iron & in-room safe - Walk to beaches & dining

Hotel room in Wailea

4.56 out of 5 average rating, 34 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.