
Hotels in Wailea
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Top-rated hotels in Wailea
Guests agree: these hotels are highly rated for location, cleanliness and more.

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

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

Two Bed Private Room in Hostel with Daily Tours
Our social and eclectic hostel is Maui’s funnest spot for travelers! This is a basic private room with two twin beds and shared single-occupancy bathrooms in the hall. Amenities include: a well-stocked shared kitchen, free DIY breakfast (pancakes, waffles, coffee), a hot tub, and outdoor common areas. **Americans need an off-island ticket to check-in (proof you're leaving Maui!)** Free tours everyday, like the Road to Hana (every Tuesday), hiking Haleakalā (Saturdays), and beach days.

Courtyard View King + Daybed Room - 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 room features a lanai with views of our lush, serene courtyard, and one king bed plus one daybed.

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.

Naupaka-Mauka
This pirvate room in a shared house features a King-sized bed, desk and chair. There is a Keypad entrance to the main entrance of the house along with a keypad entrance to your private room. You will receive both codes at 4pm check in time. A shared bathroom is conveniently located steps away, along with a shared half bath. A shared kitchen downstairs which provides a refrigerator, stove/oven, microwave, sink, and basic cookware a utensils.

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!

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

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.

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.

Island studio w/ lanai & pool
Aloha and welcome to your laid-back Kihei escape at Maui Banyan, just steps from Kamaole II Beach Park - perfect for beach days and easy resort living! - Sleeps 4 | Studio | 2 beds | 1 shared bath - Pool - Tennis court - Furnished lanai w/ treetop views - Community BBQ grills - Free parking + self check-in (smart lock)
Popular amenities for Wailea hotels
Family-friendly hotels

Hideaway in Hawaii | Beach. Pool. Ocean Views.

Marriott Maui Ocean Club 1 BR Villa #3

Westin Kaanapali Ocean Resort North 1 BR Villa

Beachfront Bliss! Steps to Ka'anapali Surf Club

Westin 1 Bedroom Kaanapali Villa

Kaanapali Alii 226 | Hot tub | Pool | Garden Views

1BR Westin Ka’anapali Ocean Resort Villa timeshare

Premium Partial Ocean View 2 Queen Beds
Hotels with a pool

Kahului Bay Dream - Perfect for Families | Pool

Garden-view studio w/ pool

Courtyard View King Room - Lumeria Maui

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

Tropical Dream! Pool, Pets Allowed, Parking!

Waterfront Hotel 1 King Bed | Near the Airport

Better Choice for your Vacation! 2 Relaxing Units!

Scenic Room Perfect for Beachfront Serenity
Hotels with a patio

Beautiful Kihei Maui 2 Bedroom

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!
Quick stats about hotels in Wailea

Total holiday rentals
Explore 40 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at £184 per night before taxes and fees

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Wailea holiday rentals include wifi 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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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Wailea Beach
- Polo Beach
- Maui Ocean Center
- Hāmoa Beach
- Ka'anapali Golf Courses
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- Ulua Beach
- Whalers Village
- Black Rock Beach
- Peahi
- Maui Vista Condominium
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- Haleakala National Park
- Maui Arts & Cultural Center
- Kihei Kai Nani
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