
Hotel holiday rentals in Wailea
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Top-rated hotels in Wailea
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50% Off! 3BR Bed & Breakfast Steps from Beach w AC
Welcome to the newly refreshed<b> Maui Beach House Bed & Breakfast</b>, a<b> boutique ocean-view retreat </b>directly across from the beach in West Maui. <b> ✔ Enjoy sights of Moloka’i and Lana’i ✔ Incredible sunset views with Whale watching (Seasonal) ✔ Daily breakfast ✔ Beach across the road ✔ BBQ grill w ocean views ✔ Free Parking </b>Start your mornings with a light, locally inspired continental breakfast featuring fresh fruit, homemade banana bread and smoothie bowls with local granola.

Shared 8 Bed Mixed Gender Dorm Room
This is a single twin bed in a shared, 8-Bed Mixed Gender Dorm Room. 10 shared bathrooms. An AWESOME game room/lobby and new kitchen for you to use! Here at Howzit Hostels we are committed to providing the BEST possible hostel experience. We offer FREE pancake breakfast every day along with FREE guided tours all over the island! Our hostel is located in the heart of Wailuku town and tucked up into the foothills of the Iao Valley. Surrounded by tons of good food, shopping, and countless murals.

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 Garden View - Maui Banyan T202A
Active friends, single travelers & small families love the conveniences of this recently remodeled hotel room at the Maui Banyan & its homey perks. Enjoy free Wi-Fi, flat screen TV, AC, mini-frig, microwave, & 2 full beds sleeping up to 4. Floor-to-ceiling glass sliders allow sunshine to flow into the living space from the furnished lanai, where you’ll love beginning and ending your beautiful day in paradise. The resort offers 2 swimming pools, jet spa, tennis court, BBQ area and

Romantic Oceanfront Condo at Lahaina Shores
My Oceanfront Condo at Lahaina Shores has warm trade winds and sweeping panoramic views of 3 Hawaiian islands. It has a picture perfect, pristine beach in front of the property with swaying palm trees and white sands. The resort is a classic boutique hotel on Front Street. Nearby is the harbor and the famous Banyan tree. It has a pool, hot tub and a beach lawn. The condo has a serene interior with the ocean as the backdrop. You will not want to leave! Enjoy the Aloha spirit! Mahalo!

Ocean View Condo! Steps to Napili Bay Beach
Relax at Napili Bay Condo (#112) with an ocean view of Maui's best kept secret, Napili Beach! Enjoy swimming, snorkeling, surfing & sunbathing on a relaxed, uncrowded beach. Gorgeous sunsets, whales & sea turtle watching right from the condo's lanai! Walk the beautiful coastal beach trails or visit Kapalua, Ironwood or Fleming Beaches. Golf, Tennis & Pickleball at Kapula. Enjoy dining & drinks at a variety of small restaurants on Napili Beach. You won't find high rise hotels here!

Royal Kahana Outrigger, Maui Hawaii, 1 Bd Suite
Located between the resort areas of Kaanapali Beach and Kapalua Bay on Maui, the Royal Kahana Maui offers air-conditioned condominium units in an ocean-front high rise setting at Kahana. Guests may enjoy the resort's oceanfront pool, barbecue area, and fitness center. There is also an activities desk on property where guests may secure information about shopping and dining around the island as well as make reservations for luaus, sightseeing tours and other activities.

Kitchenette Studio in a Beachfront Resort
Limited Time Offer: 25%-off Discounted Pricing! **No Resort Fees or Cleaning Fees** Our cozy Studio apartments offer a true “Hawaiian Style” retreat, with garden-view or poolside private lanais that make you feel right at home. Perfect for 2–3 guests, each unit includes a queen bed and a queen-size sofa sleeper, full kitchenette, and relaxing living area. Enjoy pool access, beachfront proximity, and island breezes with ceiling fans and window A/C.

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!

Elegant Puakenikeni Suite- Historic & Ground Floor
Discover the Puakenikeni Suite, a tranquil hideaway steeped in history on Maui's enchanting lands. With its ground floor convenience and modern amenities like high-speed Wi-Fi, this suite perfectly marries history and luxury. Step into this charming past era and transform your stay into cherished memories amidst this captivating setting. Secure your reservation today and unlock the secrets of an unforgettable sojourn.

2BR @ Hilton Maui Bay Villas
Experience luxurious beachfront living at Maui Bay Villas by Hilton Grand Vacations, perfectly positioned along Kihei's sunny coast. This new resort offers breathtaking views of neighbor islands and spectacular Maui sunsets. Steps from pristine beaches perfect for swimming and snorkeling with sea turtles. Ideally located for exploring Road to Hana, Haleakala National Park, and charming Kihei town.

1 week in Maui Ocean Front Resort astonishing view
Enjoy this beautiful ocean front Studio at Kahana Beach Resort for 1 week !! Amazing view and great location!!! CHECK IN DAYS Of the Week ONLY : Wednesday, Friday, Saturday, OR Sunday. Please select the start of your vacation in one of these days. It has fridge + stove + microwave + Queen bed (2) + sofa bed (2) + everything else you need.. Discover the golden sand beach and pristine waters.
Popular amenities for Wailea hotels
Family-Friendly hotels

Oceanview Kaanapali Condo at Maui Eldorado Resort

Studio Westin Kaanapali Ocean Resort Villa timesha

The Westin Kā‘anapali Ocean Resort North-Studio

Hideaway in Hawaii | Beach. Pool. Ocean Views.

Aloha Tower 514 @ Maui Kaanapali Villas 5th Floor!

Ka'anapali Beach Club- 1 bedroom scenic view

Oceanview Westin Ka'anapali South Studio Sleeps 4

Kaanapali Shores junior suite
Hotels with a pool

Hilton Maui Bay Villas - 1 Bedroom

Golf Villas Gold Partial Ocean View 2 Bedroom

Garden View Oasis w/Lanai - Maui Banyan T108A

Waterfront Hotel | Minutes from the Airport

Beachfront 1BR Suite + 1 Loft | On Napili Beach

Tropical Dream! Pool, Pets Allowed, Parking!

Beachfront Retreat Ideal for Scenic Sunset View

Scenic Room Perfect for Beachfront Serenity
Hotels with a patio

1 Bedroom Courtyard - Napili Surf

WorldMark Kihei Studio

1BR @ Hilton Maui Bay Villas

Family friendly large 2 bedroom condo

Kihei, Maui! Big 1 Bedroom Full Condo, Sleeps 4!

1 Bed 1 Bath Premium Villa

Maui! Big 1 Bedroom Suite Sleeps 4! Very Nice!

Women's Only Dorm with Free Tours
Quick stats about hotel rentals in Wailea
Total rentals
30 properties
Nightly prices starting at
$569 AUD before taxes and fees
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Oneloa Beach
- Kaipukaihina
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Polo Beach
- Wailea Golf Club
- Maui Golf & Sports Park