
Hotels in Wailea
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Quick stats about hotels in Wailea

Total vacation rentals
Explore 40 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at ﺩ.ﺇ955 per night before taxes and fees

Verified guest reviews
Over 20 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
40 of Wailea vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailea rentals

4.6 Average rating
Wailea stays receive an average rating of 4.6 out of 5 from guests
Top-rated hotels in Wailea
Guests agree: these hotels are highly rated for location, cleanliness, and more.

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!

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!

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

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.

Lumeria Maui
Enjoy a relaxing stay in a courtyard double queen room, featuring two queen beds and a private lanai with lush views of the Meditation Lawn. The space includes air conditioning, a mini-refrigerator, safe, bathtub, and telephone for your comfort. High speed internet access and breakfast are included to enhance your experience. Thoughtfully designed, this room is perfect for a peaceful and rejuvenating visit.

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.

Cozy studio w/ lanai & pool access
Welcome to your relaxing Maui retreat - a cozy resort stay just steps from Kihei’s beautiful beaches, perfect for unwinding and exploring island life: - Sleeps 4 | Studio | 2 beds | 1 bath - Pool & BBQ grill access - Private lanai w/ garden views - Walk to beaches, dining & shops - Free parking on premises - Wifi, TV & self check-in w/ smart lock

Kihei Paradise on Maui
This is family friendly resort in south Maui. Enjoy easy access to the beach fand a multitude of activities on this gorgeous island. The front desk is open 24 hours and provides all linens and towels. There is a full kitchen with necessary utensils and dishes. Enjoy this Eden in homelike comfort.

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.

Maui Seaside Hotel
Standard king room offers simple, budget friendly comfort with essential amenities, convenient features, and easy access to key areas onsite. Enjoy a mini refrigerator, coffeemaker, flat screen TV, coffee and tea maker, hair dryer, non-smoking setting, and wifi.
Popular amenities for Wailea hotels
Family-friendly hotels

Lumeria Maui

Days Inn Maui | 1BR Queen Suite | Oceanfront Stay

Maui Seaside Hotel

Maui Stay | 1 Unit | Near Kahului Beach

Perfect Family Beach Escape | Room w/ Garden View

Maui Seaside Hotel

Maui Seaside Hotel

Best Place to Unwind! Outdoor Pool, Oceanfront!
Hotels with a pool

Beachfront Retreat Steps from Kanaha Park, 3 Rooms

Lumeria Maui

Maui Seaside Hotel

Vacation is Calling! Outdoor Pool, Oceanfront!

Lumeria Maui

Discover Maui’s Spirit! Outdoor Pool, 3 Units

Maui Seaside Hotel

Tropical Dream! Pool, Pets Allowed, Parking!
Hotels with a patio

Kihei Paradise on Maui

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!
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