
Hotels in Wailea
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Top-rated hotels in Wailea
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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!

Unparalleled Luxury at the Finest Adult-Only Hotel
Welcome to Hotel Wailea, Maui’s only Relais & Châteaux property, and Hawaii’s sole adults-only all-suite luxury hotel, named #1 hotel on Maui by Travel + Leisure readers in the 2024 World’s Best Awards. Each of our 72 unique suites is a serene haven, nestled within 15 acres of tropical gardens, cascading waterfalls, and winding paths. Experience the utmost in seclusion, privacy and personalized service. Discover the luxury you deserve. Garden View Suite | 750 sqft | 1 King Bed | Sleeps 2

Kihei, Maui! 2 Bedroom Sleeps 6!
At the Worldmark by Wyndham Resort! Excellent central location, right across the street from the best beaches. Also short walk to town with restaurants, shopping, bars, activities, etc. Very spacious 2 bedroom full condo with full kitchen with all amenities provided. Private master bedroom with king size bed, queen bed in 2nd bedroom, also a comfortable queen size murphy bed in large living room. nice balcony, multiple pools. Best Location, you will truly enjoy! TA-068-004-5056-01

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).

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!

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

Maile
Charming Room in Historic Plantation Home Escape to our cozy room featuring two full-sized beds, a comfortable sitting area, and a convenient desk. Nestled on the 1st level of a charming two-story plantation home, this space is perfect for travelers seeking character and comfort. There is a full shared bathroom (shower, toilet and sink) , shared half bath (toilet, sink) and a full shared kitchen with sitting area.

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

You Found it! Pet-friendly, Unit with Island View!
Discover the magic of Maui from this amazing harborfront property! This is the ideal place to start your unforgettable island adventure. Enjoy the sun and the sea at the gorgeous Ho'aloha Park Beach or Paukukalo Beach, just minutes away. Explore the scenic hiking trails and viewpoints at Iao Valley State Park. Find great restaurants and shopping options nearby. This is the perfect spot for a thrilling Maui getaway!

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.

Central Maui Studio
Discover the Riverside Suite, a comfortable haven ideal for couples and solo adventurers seeking a peaceful getaway in paradise. This simple yet clean accommodation offers essential amenities perfect for a budget-friendly stay. Private room featuring 2 full-sized beds, a pull out sofa, overhead fans and an A/C Unit. Private Bathroom and Kitchenette. Coin Operated Washer/Dryer on property.

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!
Popular amenities for Wailea hotels
Family-friendly hotels

Relax in Style | Pool. Near Kalepolepo Beach

Shared Dorm with Free Tours

Central Maui Studio

Pikake Room

Waterfront Hotel 1 King Bed | Near the Airport

Bright studio near Kamaole II w/ pool

Sanoe

Maile
Hotels with a pool

A Place You'll Surely Enjoy! Unit w/ Ocean View!

Bright studio near beach w/ lanai

Oceanfront Hotel 2 Double Beds | Near the Airport

Waterfront Hotel | Minutes from the Airport
Hotels with a patio

Two Bed Private Room in Hostel with Daily Tours

Women's Only Dorm with Free Tours

Family friendly large 2 bedroom condo

Maui Schooner Resort for Christmas!

Kihei, Maui! 2 Bedroom Sleeps 6!
Quick stats about hotels in Wailea

Total holiday rentals
Explore 30 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $557 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
30 of Wailea holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Wailea rentals
Destinations to explore
- Fitness-friendly rentals Wailea
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- Maui
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- Maui Ocean Center
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- Wailea Beach
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- Maui Golf & Sports Park
- Kapua
- Old Lahaina Luau
- Ka'anapali Golf Courses




