
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!

Family-run Maui B&B in the heart of paradise
Welcome to Maui What a Wonderful World Bed and Breakfast, a cozy retreat where aloha spirit meets island comfort. Our locally owned Maui B&B is the perfect place to relax, recharge, and experience the beauty of Maui like a local. Whether you’re planning a romantic getaway, a family vacation, or a solo adventure, our bed and breakfast offers the warmth and hospitality that makes every stay unforgettable. Please note: Suite type will be selected by property upon check-in.

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).

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.

Escape to Paradise | Pool. Near 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

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.

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.

Maui Seaside Hotel
Poolside three beds overlook the renovated pool and courtyard, with easy lanai access, and simple comforts for a relaxed stay. Enjoy two double beds plus one twin bed, balcony or lanai, mini refrigerator, coffeemaker, flat screen TV, hair dryer, and wifi in this non smoking room.

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.
Popular amenities for Wailea hotels
Family-friendly hotels

A Place You'll Surely Enjoy! Outdoor Pool!

Lumeria Maui

Lumeria Maui

Rare Gem! Prime Beachfront Spot, Outdoor Pool!

Lumeria Maui

Lumeria Maui

Maui Seaside Hotel

2 Units in Adventure Haven: Beachfront Property
Hotels with a pool

Beachfront Retreat Steps from Kanaha Park, 3 Rooms

Affordable Oceanfront Stay near Kahului Airport

Modern & Stylish Deluxe King | Free Parking. Pool

Elegant Penthouse Suite | Free Parking

Shoreline Stay | Watersports. Pool. Near Beach.

Enjoy 2 Beach Rooms with Outdoor Pool

Beachside Room - Your Kahului Retreat, Pool Access

Discover Maui’s Spirit! Outdoor Pool, 3 Units
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!
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
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- Maui
- Kamaole Beach Park II
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