
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!

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!

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!

Seaside Oasis! Tropical Ambiance, Pool Paradise
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!

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.

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.

Cozy studio w/ pool & lanai
Welcome to your relaxing Maui retreat - just steps from Kamaole II Beach and surrounded by swaying palms and island breezes. - Sleeps 4 | Studio | 2 beds | 1 shared bath - Shared pools, jet spas & tennis court - Furnished lanai w/ treetop views - BBQ grill areas on resort grounds - 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.
Popular amenities for Wailea hotels
Family-friendly hotels

Adventurer’s Cove - Short Walk to Beach, 3 Rooms

You Found it! 2 Relaxing Units, Outdoor Pool!

Peaceful Couple Retreat w/ Scenic Beach Access

Get Ready for Blissful Getaway! Outdoor Pool!

Immersive Getaway! Pool, Close to Paukukalo Beach!

Perfect Family Beach Escape | Room w/ Garden View

Kahului Hideaway: Beachfront Stay w/ Pool, 4 Rooms

Ideal Spot for Summer Getaways! Pool, 2 Units
Hotels with a pool

Kahului Bay Dream - Perfect for Families | Pool

Best Place to Unwind! Outdoor Pool, Oceanfront!

Maui Stay | 1 Unit | Near Kahului Beach

Look No More! 3 Units, Outdoor Pool, Oceanfront!

Cozy retreat w/ lanai & pool

2 Pet-friendly Units with Stunning Ocean Views!

Steps Away from Scenic Beach! 2 Relaxing Units!

Discover Maui’s Spirit! Outdoor Pool, 3 Units
Hotels with a patio

Beautiful Kihei Maui 2 Bedroom

Kihei Paradise on Maui

Women's Only Dorm with Free Tours

Two Bed Private Room in Hostel with Daily 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 $321 SGD 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!
Destinations to explore
- Serviced apartment rentals Wailea
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- Hotel rooms Wailea
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Ka'anapali Golf Courses
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Ulua Beach
- Old Lahaina Luau
- Big Beach
- Black Rock Beach
- Whalers Village
- Haleakala National Park
- Peahi
- Maui Sunset
- Maui Vista Condominium
- Kihei Kai Nani
- Kahana Beach
- Black Sand Beach
- Maui Arts & Cultural Center




