Hotels in Wailea

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Quick stats about hotels in Wailea

Total vacation rentals
Explore 30 vacation rentals in Wailea
Nightly prices starting at
Wailea vacation rentals start at $230 per night before taxes and fees
Verified guest reviews
Over 30 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
30 of Wailea vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailea rentals
4.8 Average rating
Wailea stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated hotels in Wailea

Guests agree: these hotels are highly rated for location, cleanliness, and more.

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Hotel room in Kihei

New place to stay

WorldMark Kihei Home Away from Home Sleep 6

Relax with the whole family at this beautiful, peaceful 2-bedrooms rooms condo after adventuring road to Hana, soaking up the sun on Kamaole Beach, located just across the street. Our 2-bedroom units accommodate up to 6 people, feature a king size bed, 2 twin beds and a comfortable murphy queen size bed in the living room, 2 full baths, a fully equipped kitchen, and an in-unit washer and dryer. You can also enjoy a cookout using the outdoor BBQ grills or dine at the many nearby restaurants.

Hotel room in Kihei

2 Bedroom @ Worldmark Sleeps 6

2 BEDROOM SUITE LOCATED AT THE GREAT WORLDMARK RESORT PERFECTLY LOCATED IN KIHEI, MAUI! LOCATED DIRECTLY ACROSS THE STREET FROM A VERY NICE BIG BEACH! WALKING DISTANCE TO GREAT RESTAURANTS, SHOPPING, ACTIVITIES, BARS/NIGHTLIFE, GROCERY'S, ETC. VERY SPACIOUS 2 BEDROOM SUITE SLEEPS 6, WITH PRIVATE BALCONY/PATIO. GUESTS CAN ENJOY ALL THE AMENITIES AT THIS NICE RESORT! ON THE SUNNY SIDE OF MAUI, YOU WILL LOVE THS EXCELLENT CENTRAL LOCATION! RIGHT ACROSS THE STREET FROM BEACH. TA-068-004-5056-01

A spacious bedroom is furnished with a large double bed, complemented by a wooden dresser and television. Natural light enters through sliding glass doors, which lead to an outdoor view. A mirror wardrobe adds to the room's functionality and openness.

Hotel room in Wailea

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!

Superhost

A tranquil swimming pool is surrounded by lush greenery and palm trees, featuring a gentle waterfall cascading over rocks. Lounge chairs are arranged nearby under large umbrellas, while a three-story building stands in the background, illustrating a relaxed resort atmosphere.

Hotel room in Kihei

Sleeps8. 3bdrm condo Resort vacay! Worldmark Kihei

Tropical yet sophisticated, this Maui resort just steps from the beach delivers the experiences that’ll create memories you'll treasure for a lifetime. Take in this serene island’s historic, natural, and contemporary bests. Spacious 3 bedroom unit. Full kitchen Master bedroom with King Bed, room with Queen Bed , room with 2 twins, Queen Murphy Bed in the living room. Two bathrooms. This is a unit at Worldmark Kihei Resort. Guest limit of 8 is strictly enforced.

A spacious room features a plush king bed with white linens and a decorative blue skirt. Nightstands with lamps are positioned on either side, and a wooden desk with a chair is located nearby. Soft lighting creates a calming ambiance.

Hotel room in Kihei

4.59 out of 5 average rating, 101 reviews

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

A modern room features a spacious king bed with crisp white linens. A sleek desk and flat-screen TV are positioned near the wall. An open bathroom area is visible in the background, separated by a sliding barn door, enhancing the room's contemporary design.

Hotel room in Kihei

4.88 out of 5 average rating, 8 reviews

Modern & Stylish Deluxe King | Free Parking. Pool

A spacious room is highlighted by a king-sized bed with a light-colored duvet, positioned under a wood-beamed ceiling. Two bedside lamps illuminate the area, and a small vanity with wooden cabinetry is visible in the background.

Hotel room in Kihei

4.71 out of 5 average rating, 7 reviews

Elegant Penthouse Suite | Free Parking

Hotel room in Kihei

New place to stay

This Maui resort is just steps from the beach

As a guest of Worldmark Kihei, you'll find an outdoor pool, outdoor tennis courts, a hot tub, and a fitness center. You'll find a 24-hour business center on site. Barbecue grills, a vending machine, and tour/ticket assistance are also featured at Worldmark Kihei. Free self parking is available. The beach is across the street with easy access for snorkeling, paddle boarding, and swimming.

Hotel room in Kihei

4.25 out of 5 average rating, 8 reviews

Pool resort steps from Kihei beach

Aloha from Maui Banyan Resort - a bright first-floor studio in South Kihei, steps from the beach and wrapped in lush tropical grounds. - Sleeps 4 | Studio | 2 beds | 1 bath - Resort pools, jacuzzis, putting green & BBQ areas - Private lanai w/ garden views - Walk to beaches, local dining & shops - Free parking & easy self check-in via smart lock - Connects to T108B for groups up to 8

Hotel room in Wailea

New place to stay

Papaya suite

The largest suite with separate bedroom and living room. Features queen-size bed, custom slate tile bathroom, tea kitchen, cross-ventilation from windows on both sides, private entrance from ground floor, television, air conditioning, free wifi, and barbecue access.

Hotel room in Wailea

4.53 out of 5 average rating, 36 reviews

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.