Hotels in Wailea

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Quick stats about hotels in Wailea

Total holiday rentals
Explore 30 holiday rentals in Wailea
Nightly prices starting at
Wailea holiday rentals start at $391 NZD per night before taxes and fees
Verified guest reviews
Over 30 verified reviews to help you choose
Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities
Holiday rentals with a pool
30 properties feature pools
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
30 of Wailea holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Kitchen, Wi-Fi 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

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

Hotel room in Kihei

New place to stay

Maui Beach Club Condos. Epic Beach & Views. Hawaii

Thanksgiving Weekend. 11/22-11/29. Enjoy a peaceful stay at this 2-bedroom condo in Kihei right across the sandy beaches that are perfect for walking & swimming. The space features a spacious balcony, upgraded full kitchen and a master bedroom with a terrific king bed and a guest bedroom with twin beds, perfect for a small group or family. Two full bathrooms. Lovely pool and hot tub on site. Laundry in Unit. Enjoy easy access to popular shops and restaurants from this charming place to stay.

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!

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 condo after adventuring road to Hana, soaking up the sun on Kamaole Beach, located just across the street. Our 2-bedrooms unit 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.

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.

Hotel room in Kihei

4.11 out of 5 average rating, 9 reviews

Maui Banyan studio w/ pools & BBQ grill

Welcome to Unit T108A at Maui Banyan Resort - a relaxed island studio in the heart of Kihei, steps from South Maui's beaches, dining & shops. - Sleeps 4 | Studio | 2 beds | 1 bath - Resort pools, jacuzzis, putting green & BBQ - Private lanai w/ lush garden views - En suite bath w/ dual vanity, shampoo & fresh towels - Free parking, Wi-Fi, TV, in-room safe & self check-in - Walk to beaches, boutique shops & local dining

A cozy guest room features a spacious bed dressed in white linens, complemented by two neatly rolled yellow towels. A bedside lamp provides soft lighting, while tropical artwork adorns the walls. Nearby, a small table and two chairs are arranged beside a window overlooking lush greenery.

Hotel room in Kihei

4.75 out of 5 average rating, 20 reviews

Shoreline Stay | Watersports. 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

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

4.61 out of 5 average rating, 105 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

A spacious room features a large king bed with crisp white linens, flanked by two bedside lamps on wooden nightstands. A writing desk and chair are positioned nearby, while a decorative armchair with tropical print adds a vibrant touch to the inviting space.

Hotel room in Kihei

4.81 out of 5 average rating, 16 reviews

Escape to Paradise | Pool. Near Beach

Hotel room in Wailea

4.55 out of 5 average rating, 38 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.