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Hotel holiday rentals in Wailea

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Top-rated hotels in Wailea

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Guest favourite
The dorm room features several bunk beds arranged in a spacious layout, with light wood flooring accentuating the area. Each bed is fitted with a white mattress and linens, offering a clean and orderly appearance. Natural light filters through windows on the far side.
Shared room in Wailuku
4.88 out of 5 average rating, 165 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
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!

A spacious hotel room is shown with two full beds dressed in white linens and floral bedskirts. A large window with glass sliders allows natural light into the room, while tropical-themed artwork adorns the walls. A ceiling fan and a wooden table are also included in the arrangement.
Hotel room in Kihei
4.5 out of 5 average rating, 4 reviews

Hotel Garden View - Maui Banyan T202A

Active friends, single travelers & small families love the conveniences of this recently remodeled hotel room at the Maui Banyan & its homey perks. Enjoy free Wi-Fi, flat screen TV, AC, mini-frig, microwave, & 2 full beds sleeping up to 4. Floor-to-ceiling glass sliders allow sunshine to flow into the living space from the furnished lanai, where you’ll love beginning and ending your beautiful day in paradise. The resort offers 2 swimming pools, jet spa, tennis court, BBQ area and

Shared hotel room in Wailuku
4.75 out of 5 average rating, 8 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 bright living space features a queen murphy bed with a clean white comforter. A comfortable seating area includes a sofa and a small yellow table. Sunlight enters through sliding glass doors, which lead to a balcony surrounded by greenery.
Resort in Kihei

WorldMark Kihei Studio

Charming Kihei puts you in an excellent position to explore sugarcane and pineapple plantations, Haleakala National Park, the beaches of Makena, and more. Nearby Kaanapali and Napili feature fine dining and traditional Hawaiian entertainment, and Lahaina is home to the Old Courthouse, the Banyan Tree, and the Whaler's Market Place. There is plenty to do in this beautiful area. Attend a luau. Learn to surf or parasail. Visit a local market for quality produce.

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
4.52 out of 5 average rating, 44 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!

An outdoor space is shown with a swimming pool at the center, surrounded by sun loungers and umbrellas. The well-maintained lawn features palm trees and a scenic view of the harbor and ocean, contributing to a tranquil atmosphere.
Hotel room in Kahului

Ideal Hawaiian Vacation! Pool, Onsite Pool!

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 favourite
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

Guest favourite
A spacious guest room features a large bed with an ornate headboard, dressed in soft linens. Soft-colored curtains frame two windows, allowing natural light to illuminate the room. Two plush armchairs are positioned beside a decorative nightstand, enhancing the inviting atmosphere.
Hotel room in Wailuku
5 out of 5 average rating, 22 reviews

Mamane Suite - Historic charm and views

Step inside the Mamane Suite, a haven of historical charm and vibrant Hawaiian spirit. Gaze out to ʻĪao Valley's lush green canopies and majestic peaks from your window, a view that promises tranquility. The suite itself enchants with vivid, sunlit yellow flowers dancing upon the walls, enveloping you in a warm embrace. Ready for a soulful retreat where history and comfort unite? Book your special getaway now.

Superhost
A tranquil pool area is surrounded by lush palm trees and greenery. Several lounge chairs are positioned by the edge of the refreshing water, inviting relaxation. A small poolside area features shaded cabanas, offering a serene spot to unwind under the Hawaiian sky.
Resort in Kihei

2BR @ 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.

The outdoor area showcases a swimming pool centered on a spacious lawn, surrounded by palm trees and sun loungers. The hotel buildings line the perimeter, offering views of the ocean and sky, enhancing the serene tropical atmosphere.
Hotel room in Kahului
4.54 out of 5 average rating, 13 reviews

Waterfront Hotel 1 King Bed | Near 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!

Hotel room in Wailea
New place to stay

Family friendly large 2 bedroom condo

This stylish place is close to must-see destinations. Across the street from Keawakapu Beach in south Kihei. Close to some of the best beaches in Maui and located in a quiet tropical resort with large pool, hot tub, tennis courts and free parking. Our large family friendly condo has 2 bedrooms and 2 bathrooms, spacious living room with sofa sleeper and ocean view on the lanais.

Popular amenities for Wailea hotels

Kitchen
Wi-Fi
Pool
Free parking on premises
Air conditioning

Family-Friendly hotels

The expansive pool area features several lounge chairs arranged around a large turquoise pool, surrounded by lush tropical landscaping. Palm trees provide shade, and umbrellas offer further protection from the sun. A smooth stone deck encircles the pool, enhancing the outdoor oasis.
Resort in Kihei

Hilton Maui Bay Villas - 1 Bedroom

This inviting guest room features two full-sized beds with decorative floral bedspreads. Soft lighting from a bedside lamp illuminates the space. Large glass doors open to a private lanai, showcasing tropical foliage and outdoor seating for a serene view.
Hotel room in Kihei
4 out of 5 average rating, 3 reviews

Garden View Oasis w/Lanai - Maui Banyan T108A

Hotel room in Kahului

Beachfront Retreat Steps from Kanaha Park, 3 Rooms

A bright and airy hotel room is presented, featuring a spacious bed topped with soft white linens. A wooden nightstand holds a lamp beside the bed. Large windows reveal a view of palm trees and grounds, allowing natural light to fill the space.
Hotel room in Kahului

Peaceful Stay, Perfect for Romantic Couple Retreat

A cozy private room features a full-sized bed covered with a floral patterned blanket. A kitchenette with a small refrigerator and microwave is visible, along with a private bathroom that includes a sink, toilet, and shower. Natural light enters through a window, enhancing the space.
Hotel room in Wailuku
4.45 out of 5 average rating, 11 reviews

Valley Studio

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
4.58 out of 5 average rating, 40 reviews

Pikake Room

Shared hotel room in Wailuku
New place to stay

Women's Only Dorm with Free Tours

Hotel room in Wailuku
New place to stay

Private 4 Bed Hostel Room with Daily Tours

Hotels with a pool

A well-lit room features a flat-screen TV mounted on the wall beside a pink cabinet with rattan accents. A cozy seating area includes a light-colored armchair and a small table. Natural light filters through the window, partially covered by sheer curtains, offering a view of palm trees outside.
Hotel room in Kahului

Stay Cool with Outdoor Pool Near Beach and Shops

The outdoor area features a rectangular swimming pool surrounded by landscaped lawns and palm trees. Loungers and umbrellas are arranged around the pool. Nearby, a pathway connects the hotel buildings, offering views of the ocean in the background and the mountains beyond.
Hotel room in Kahului
4.62 out of 5 average rating, 13 reviews

Waterfront Hotel | Minutes from the Airport

Superhost
A spacious pool area is surrounded by well-manicured landscaping and palm trees. Lounge chairs are positioned on the pool deck, and umbrellas provide shade. The water's surface reflects the blue sky and nearby greenery, creating a serene atmosphere.
Resort in Kihei

1BR @ Hilton Maui Bay Villas

A crystalline turquoise pool is framed by natural stone accents and tropical landscaping. Palm trees sway gently in the background, and sun loungers are positioned around the pool area. The resort building stands in the distance, complementing the serene environment.
Resort in Kihei

Kihei, Maui! Big 1 Bedroom Full Condo, Sleeps 4!

A spacious hotel room features two queen beds adorned with crisp linens. A tropical mural creates an inviting backdrop. A small dining area with high chairs is visible, alongside a comfortable seating space with a light-colored sofa and accent pillows. A flat-screen TV is mounted on a dark wall.
Hotel room in Kahului

You Found it! Pet-friendly, Unit with Island View!

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
4.83 out of 5 average rating, 12 reviews

Escape to Paradise | Pool. Near Beach

A swimming pool is situated outdoors, surrounded by wooden decking and ample loungers. Palm trees provide shade against a bright blue sky with scattered clouds. The hotel building is visible in the background, characterized by multiple levels and greenery integrated into the design.
Hotel room in Kahului

Tropical Dream! Pool, Pets Allowed, Parking!

A clear blue swimming pool is surrounded by lounge chairs and umbrellas, providing a relaxing atmosphere. The backdrop features a modern building with a distinctive sloped roof, complemented by palm trees and lush greenery, creating a vibrant outdoor space.
Hotel room in Kahului

Beachfront Retreat Ideal for Scenic Sunset View

Hotels with a patio

A scenic view of a resort is presented, featuring lush palm trees and landscaped gardens surrounding a large pool area. The ocean glistens in the background, complemented by a vibrant sunset casting warm hues across the sky.
Resort in Lahaina
5 out of 5 average rating, 3 reviews

The Westin Kā‘anapali Ocean Resort North-Studio

Superhost
A stone fountain is featured at the entrance, with cascading water flowing over rocks and surrounded by lush tropical plants. The sign displaying 'The Westin' is prominently placed in front of the waterfall, while a four-story building is visible in the background.
Hotel room in Lahaina

1BR Westin Kaanapali Ocean Resort Villa

Guest favourite
A spacious hotel room is highlighted by a large bed with crisp white linens. Natural light filters through floor-to-ceiling windows, revealing a small seating area with two chairs and a table. Tropical artwork adds a touch of color to the neutral-toned decor.
Resort in Lahaina
4.89 out of 5 average rating, 27 reviews

Aloha Tower 514 @ Maui Kaanapali Villas 5th Floor!

Superhost
A tranquil beach scene is captured at sunset, with gentle waves lapping at the shore and a soft sandy beach. Silhouetted palm trees line the edge, while majestic mountains rise in the background, partially shrouded by clouds.
Resort in Lahaina

Maui HI- Ka'anapali Beach Club, 1Bd Dlx Ocean View

Guest favourite
A resort pool is surrounded by lush palm trees and vibrant tropical flowers, creating a serene atmosphere. Sun loungers are positioned nearby, and a clear blue sky complements the sparkling water. The pool area offers views of the beach in the distance.
Hotel room in Lahaina
4.95 out of 5 average rating, 20 reviews

Oceanview Westin Ka'anapali South Studio Sleeps 4

Superhost
A lush resort landscape features a winding pool surrounded by tropical greenery and thatched-roof cabanas. A wooden bridge crosses the pool, leading towards lounge areas and vibrant landscaping. The evening sky casts a soft glow over the well-maintained grounds, providing a serene atmosphere.
Hotel room in Lahaina

1 BR Villa @ Napili/Lahaina Tower

Superhost
A view of the resort showcases a winding pool surrounded by lush greenery, lounge chairs, and palm trees. The ocean is visible in the background, with sailboats on the water and the island of Lanai positioned beyond the beach.
Resort in Lahaina

Westin Ka'anapali-Stunning one bedroom unit

Superhost
Aerial view of a lagoon-style pool surrounded by lush tropical greenery and lounge chairs. Ocean waves can be seen in the distance beneath a clear blue sky. Nearby structures feature multiple stories, complementing the landscape.
Resort in Lahaina

Beach front: HIlton's Ka'anapali Beach Club

Quick stats about hotel rentals in Wailea

  • Total rentals

    30 properties

  • Nightly prices starting at

    $569 AUD before taxes and fees

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    30 properties include access to Wi-Fi

Destinations to explore

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  4. Maui County
  5. Wailea
  6. Wailea
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