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 ﺩ.ﺇ 845 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

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!

Hotel room in Wailea

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.

A spacious bed with crisp white linens is complemented by blue towels neatly arranged at the foot. Soft lighting illuminates the room, which features a large window with wooden blinds allowing natural light to filter through.

Hotel room in Kihei

4.6 out of 5 average rating, 93 reviews

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

Guest favorite

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

5 out of 5 average rating, 7 reviews

Modern & Stylish Deluxe King | Free Parking. Pool

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

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

4.58 out of 5 average rating, 98 reviews

Bliss By The Beach | Golf. Pool. Garden Views.

A modern bedroom features a spacious king-sized bed with crisp white linens, complemented by minimalist bedside lighting. A wooden accent wall adds warmth, while a ceiling fan provides ventilation. Natural light filters through a shaded window, illuminating the polished wooden floor.

Hotel room in Kihei

King Suite with Coastal Scenery | Golf nearby

Hotel room in Kihei

Relaxed studio w/ pool & lanai

Welcome to your Maui Banyan studio in South Kihei - a fifth-floor retreat with a private lanai framing ocean and mountain views. - Sleeps 4 | Studio | 2 beds | 1 private bath - Private lanai w/ ocean & mountain views - Shared pool, BBQ grill & free parking on-site - Mini fridge, microwave, Wi-Fi & TV in-room - Self check-in w/ smart lock - arrive any time - Steps from South Kihei beaches, shops & dining

Hotel room in Kihei

4.25 out of 5 average rating, 8 reviews

Island getaway w/ pool & lanai

Welcome to your Maui escape at Maui Banyan Resort in Kihei - a relaxed island retreat steps from South Maui's golden beaches! - Sleeps 4 | Studio | 2 beds | 1 bath - Resort pools, jacuzzis, tennis & BBQ areas - Private lanai w/ garden views - Wi-Fi, TV & essentials included - Walk to beaches, dining & shops

Hotel room in Wailea

Days Inn Maui | 1BR Queen Suite | Oceanfront Stay

Wake up to panoramic ocean views from this beachfront hotel nestled on Maui’s sunny south shore. This one-bedroom suite with a queen bed offers extra space and a relaxing lounge area. It's ideal for extended stays with beautiful ocean vistas as your daily backdrop.