
Hotels in Wailea
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Top-rated hotels in Wailea
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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

Modern & Stylish Deluxe King | Free Parking. Pool
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

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

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

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.

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.
Popular amenities for Wailea hotels
Family-friendly hotels

Perfect Beach Getaway | Two Garden View Rooms

Lumeria Maui

Lumeria Maui

Vacation is Calling! Outdoor Pool, Oceanfront!

Lumeria Maui

Perfect Family Beach Escape | Room w/ Garden View

Lumeria Maui

2 Units in Adventure Haven: Beachfront Property
Hotels with a pool

Beachfront Retreat Steps from Kanaha Park, 3 Rooms

Elegant Penthouse Suite | Free Parking

Peaceful Beach Family Retreat | 4 Rooms w/ Pool

Beachside Room - Your Kahului Retreat, Pool Access

Discover Maui’s Spirit! Outdoor Pool, 3 Units

Maui Seaside Hotel

Maui Seaside Hotel

Scenic Kahului Bay Abode for Adventure | 2 Rooms
Hotels with a patio

Kihei Paradise on Maui

Maui Schooner Resort for Christmas!

Two Bed Private Room in Hostel with Daily Tours

Women's Only Dorm with Free Tours
Quick stats about hotels in Wailea

Total holiday rentals
Explore 40 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $333 SGD 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 & 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

4.6 Average rating
Wailea stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Rentals with beach access Wailea
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Wailea Beach
- Kapalua Bay Beach
- Polo Beach
- Old Lahaina Luau
- Black Rock Beach
- Whalers Village
- Maui Ocean Center
- Big Beach
- Maui Vista Condominium
- Hāmoa Beach
- Black Sand Beach
- Kihei Kai Nani
- Haleakala National Park
- Maui Arts & Cultural Center
- KOA Resort
- PacWhale Eco-Adventures
- Aston Mahana at Kaanapali
- Maui Tropical Plantation
- Nakalele Blowhole
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