Hotels in Wailea

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Top-rated hotels in Wailea

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Hotel room in Lahaina
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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 resort-style pool is framed by lush greenery and palm trees, featuring natural rock formations along the edges. Several lounge chairs are positioned around the water, which appears inviting and clear under a bright blue sky, with buildings visible in the background.
Hotel room in Kihei

Beautiful Kihei Maui 2 Bedroom

Stay in an upscale place that’s near everything you want to visit. Tropical yet sophisticated this Kihei resort just steps from the beach delivers the experiences that we create memories you will treasure for a lifetime. Take in this serene island’s historic, natural and contemporary best. Just steps away from the pristine beaches of south Maui, your stay in this 2 bedroom suite will be a perfect blend of comfort and island bliss. This resort is located just a short walk from Kamaole Beach Park

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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 Kihei

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 Makawao

Ocean View Suite - Lumeria Maui

Discover Lumeria Maui! Immerse yourself in our premier educational retreat in Upcountry Maui: yoga, meditation, healing arts, and farm-to-table dining all in a serene, historic estate. Enjoy unique guest rooms, lush gardens, saltwater pool, wellness spa, and inspiring gathering spaces. Connect with nature, embrace personal growth, and experience Maui’s rich culture and community. This suite features an expansive lanai with ocean view, and a separate living quarter with a full daybed.

Hotel room in Kahului
4.28 out of 5 average rating, 18 reviews

Waterfront Hotel | Minutes from 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! Room type not guaranteed. The hotel will assign you the best available room.

Shared hotel room in Wailuku
4.53 out of 5 average rating, 17 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!

Hotel room in Kahului

Maui Adventure! On-site 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!

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
4.52 out of 5 average rating, 84 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 Kihei

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.

A simple bedroom is presented with a full-sized bed covered in a light grey bedspread. A wooden mirror hangs above a small bedside table, while two windows are adorned with light grey curtains, allowing for soft natural light to enter the space.
Hotel room in Wailuku
4.62 out of 5 average rating, 52 reviews

Pluemeria 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.

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

Breezy studio w/ lanai & pools access

Welcome to your relaxing Kihei escape - a breezy studio retreat steps from Kamaole II Beach, perfect for easy island days & peaceful evenings. - Sleeps 4 | Studio | 2 beds | 1 shared bath - Access to pools, jet spas & tennis court - Furnished lanai w/ treetop vibes - BBQ grill areas for outdoor dining - Free parking, Wi-Fi & self check-in

Hotel room in Kihei

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- Hosts make you feel like family, hooking you up with a generous continental breakfast, snorkel and beach gear, and a wealth of local tips and tricks. - Intimate, 4-room property on a residential street is a nice change-up from going the mega-resort route. - Just a 1/2 mile to the beach!

Quick stats about hotels in Wailea

  • Total holiday rentals

    Explore 40 holiday rentals in Wailea

  • Nightly prices starting at

    Wailea holiday rentals start at $351 AUD per night before taxes and fees

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Wailea holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wailea rentals

  • 5 Average rating

    Wailea stays are highly rated by guests—averaging 5 out of 5!

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