
Hotels in Wailea
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Quick stats about hotels in Wailea

Total holiday rentals
Explore 40 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at £197 per night before taxes and fees

Verified guest reviews
Over 20 verified reviews to help you choose

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

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!

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

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.

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!

Lumeria Maui
Relax in a courtyard king room featuring a comfortable king bed and a private lanai overlooking the tranquil Meditation Lawn. Enjoy amenities like air conditioning, a mini-refrigerator, shower, safe, and telephone for your convenience. Stay connected with high speed internet access and start your day with breakfast included. This room is designed to offer a peaceful and rejuvenating experience with beautiful courtyard views.

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

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

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

Island studio – pool, tennis & BBQ
Welcome to Unit T108A at Maui Banyan Resort - your South Maui base for sun, sand & island living in the heart of Kihei! - Sleeps 4 | Studio | 2 beds | 1 bath - Resort pool, jacuzzi, tennis courts, putting green & BBQ - Private lanai w/ garden views & hardwood floors - Walk to beaches, local dining & shops - Free parking & smart lock self check-in - Connects to T108B - sleeps up to 8 together

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.

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.
Popular amenities for Wailea hotels
Family-friendly hotels

Shared Dorm with Free Tours

Central Maui Studio

Magical Oceanfront 1BR Sanctuary -Wake to Waves:

Valley Studio

Days Inn Maui Oceanfront| Queen Bed| Beach Access

Pikake Room

Sanoe

Naupaka-Kai
Hotels with a pool

Beachfront Retreat Steps from Kanaha Park, 3 Rooms

Best Place to Unwind! Oceanfront Suite, Pool!

Family Friendly Retreat | Pet Friendly | Pool

Kahului Hideaway: Beachfront Stay w/ Pool, 4 Rooms

Modern Stay Near Ho’aloha Park Beach - 0.1 miles

Maui Retreat | 2 Modern Units | Balcony | Pool

Escape to Paradise | Pool. Near Beach

Ideal Hawaiian Vacation! Pool, Onsite Pool!
Hotels with a patio

Kihei Paradise on Maui

Women's Only Dorm with Free Tours

2 Bedroom @ Worldmark Sleeps 6

Two Bed Private Room in Hostel with Daily Tours

Maui Schooner Resort for Christmas!

Kihei, Maui! 2 Bedroom Sleeps 6!
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