
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 $448 NZD 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 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
40 of Wailea holiday rentals include Wi-Fi 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 @ 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

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!

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.

Shared Dorm with Free Tours
We are a locally owned 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 connections and outdoor adventures. Our tours: Road to Hana (Tuesdays), a 12 mile hike through Haleakala (Saturdays) , Iao Valley (Monday), Makena Beach (Sunday), snorkeling (Thursday), and Paia and Baldwin beach (Fridays).

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!

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

Lumeria Maui
Enjoy a relaxing stay in a courtyard double queen room, featuring two queen beds and a private lanai with lush views of the Meditation Lawn. The space includes air conditioning, a mini-refrigerator, safe, bathtub, and telephone for your comfort. High speed internet access and breakfast are included to enhance your experience. Thoughtfully designed, this room is perfect for a peaceful and rejuvenating visit.

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

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.

Maui Seaside Hotel
Standard king room offers simple, budget friendly comfort with essential amenities, convenient features, and easy access to key areas onsite. Enjoy a mini refrigerator, coffeemaker, flat screen TV, coffee and tea maker, hair dryer, non-smoking setting, and wifi.

Beach-Side Maui Studio — All Fees Included!
WorldMark Kihei is a popular resort with pool, spa, BBQ grills and direct access to Kihei beaches! In-unit amenities: AC, Wi-Fi, Washer/Dryer Balcony/Patio with outdoor space Kitchen (perfect for breakfasts & light meals)
Popular amenities for Wailea hotels
Family-friendly hotels

Your Relaxing Getaway Awaits! Outdoor Pool!

Beachfront Retreat Steps from Kanaha Park, 3 Rooms

3 Stylish Units | Ho’aloha Park Beach - 0.1 mi

Maui Stay | 1 Unit | Near Kahului Beach

Lumeria Maui

Perfect location and Unbelievable Views at Lahaina

Peaceful Beach Family Retreat | 4 Rooms w/ Pool

Romantic Beach Retreat | Pool | Airport Shuttle
Hotels with a pool

Relax in Style | Pool. Near Kalepolepo Beach

Family Friendly Retreat | Pet Friendly | Pool

2 Romantic Units | Beachfront | Outdoor Pool

Elegant Penthouse Suite | Free Parking

Kahului Hideaway: Beachfront Stay w/ Pool, 4 Rooms

Modern Stay Near Ho’aloha Park Beach - 0.1 miles

Escape to Paradise | Pool. Near Beach

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

Kihei Paradise on Maui

2 Bedroom @ Worldmark Sleeps 6

Two Bed Private Room in Hostel with Daily Tours

Women's Only Dorm with Free Tours

Maui Schooner Resort for Christmas!

Worldmark Kihei
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