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Hotel holiday rentals in Wailea

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Top-rated hotels in Wailea

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Superhost
Hotel room in Lahaina
New place to stay

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.

Guest favourite
The dorm room features several bunk beds arranged in a spacious layout, with light wood flooring accentuating the area. Each bed is fitted with a white mattress and linens, offering a clean and orderly appearance. Natural light filters through windows on the far side.
Shared room in Wailuku
4.88 out of 5 average rating, 165 reviews

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.

Superhost
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!

A spacious hotel room is shown with two full beds dressed in white linens and floral bedskirts. A large window with glass sliders allows natural light into the room, while tropical-themed artwork adorns the walls. A ceiling fan and a wooden table are also included in the arrangement.
Hotel room in Kihei
4.5 out of 5 average rating, 4 reviews

Hotel Garden View - Maui Banyan T202A

Active friends, single travelers &amp; small families love the conveniences of this recently remodeled hotel room at the Maui Banyan &amp; its homey perks. Enjoy free Wi-Fi, flat screen TV, AC, mini-frig, microwave, &amp; 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

Guest favourite
A balcony table set for two showcases two wine glasses overlooking the ocean. Palm trees frame the view, which features clear blue waters and a distant horizon. Bright sunlight illuminates the scenery, creating an inviting outdoor space.
Hotel room in Lahaina
4.94 out of 5 average rating, 125 reviews

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!

Top Guest favourite
A secluded beach scene is captured, featuring soft, sandy shores lined with palm trees. Tranquil waters appear in various shades of blue and green. Individuals are seen enjoying the calm waves, while the sky is partially covered with fluffy clouds, creating a serene atmosphere.
Hotel room in Lahaina
5 out of 5 average rating, 10 reviews

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!

Superhost
A serene beach scene is depicted, featuring soft sandy shores bordered by smooth black rocks. Palm trees frame the image, and a vibrant sunset casts warm orange and pink hues across the sky, reflecting on the water's surface.
Resort in Lahaina

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.

Hotel room in Lahaina
4.6 out of 5 average rating, 10 reviews

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.

A well-lit room features a full-sized bed with a plain white cover and a decorative sailboat print framed on the wall. A desk with a lamp is positioned next to a dresser with four drawers. A door leads to the shared bathroom, and an air conditioning unit is visible in the background.
Hotel room in Wailuku
4.52 out of 5 average rating, 44 reviews

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!

Guest favourite
A spacious bedroom features a large bed dressed in crisp white linens, accented by patterned throw pillows. Elegant light fixtures flank the bed, and a decorative area rug with a fern pattern complements the dark walls adorned with botanical prints and framed art.
Hotel room in Wailuku
5 out of 5 average rating, 25 reviews

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.

Superhost
A tranquil pool area is surrounded by lush palm trees and greenery. Several lounge chairs are positioned by the edge of the refreshing water, inviting relaxation. A small poolside area features shaded cabanas, offering a serene spot to unwind under the Hawaiian sky.
Resort in Kihei

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.

An ocean-view lanai features two white metal chairs, offering a perfect spot to enjoy the expansive views of the turquoise waters and distant islands. The railing provides safety while allowing for an unobstructed view of the shoreline and sky.
Hotel room in Lahaina
4.67 out of 5 average rating, 6 reviews

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.

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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