Holiday houses in Wailuku

4.95 out of 5 average rating, 246 reviews

Home in Wailuku

The Blue Door on Church Street | Spacious Two Bedr

Enjoy Haleakalā views from this spacious two-bedroom upstairs retreat at The Blue Door on Church Street, a restored 1930s plantation home in historic Wailuku. Features include a king Helix bed, queen Helix bed, full-size memory foam sleeper sofa, full kitchen, rainfall shower, AC, fast WiFi, Smart TV, parking for two vehicles, and a large private deck with outdoor dining and lounge seating. Walk to local cafés and restaurants, or drive minutes to ʻĪao Valley, beaches, hikes, and Maui attractions

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4.87 out of 5 average rating, 573 reviews

Guest suite in Wailuku

Poolside Ocean View Retreat- Private Guest Suite

Escape to a relaxed tropical retreat in private villa-style suite featuring its own entrance, ensuite bathroom w/ natural stone shower, coffee station, mini fridge, & outdoor bistro seating. Guests also enjoy access to our lush shared pool area and shared kitchen spaces, creating a boutique island experience designed for comfort, connection, and relaxed Maui living. Centrally located & great for exploring all Maui has to offer. Great hikes and beaches nearby! Maui County Permit BBWK 2019/0003

ValueFamilyBarbecue

4.81 out of 5 average rating, 113 reviews

Home in Wailuku

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

True Hawaiiana charm, comfort, and convenience for your family vacation. Located in the heart of Maui, in historic Wailuku town, with easy access to all parts of the island for all your planned activities. Beaches within 10 minutes drive time in 3 directions and the beautiful West Maui mountains w/ Iao Valley National park behind. After a day of adventure come home to a restful time in the HOT TUB under the bright stars . Walk to boutiquey stores ,Coffee shops, First Friday party w/the locals

ValueFamilyQuiet

4.89 out of 5 average rating, 569 reviews

An open living space features a comfortable bed with soft blue linens, a stylish fold-out loveseat, and a large area rug. A fully equipped kitchen with wooden cabinets and a breakfast bar is visible, complemented by natural light from nearby windows.

Guest suite in Wailuku

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

Serene, Beachy decor. Awaken to Sunrise over Haleakala & North Shore, listen to surf and local birds, and watch the ocean and harbor action- Surfers, Kiters, Sailboarders, Kanaha beach from the secluded back yard. Relax in the hot tub and sauna. Very Central, but you’ll want a car or Uber to get to most places- Wailuku town is 1 mile. Hosts live on-site for needed assistance, otherwise allow guests to enjoy their peace and solitude during the evenings after the day's adventures. FAST Internet

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An open living area showcases a comfortable sofa and a textured area rug. A modern kitchen features stainless steel appliances and a granite countertop, complemented by two barstools. Soft lighting from pendant lamps and a nearby floor lamp enhances the inviting ambiance.

4.99 out of 5 average rating, 204 reviews

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi

The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout consisting of 1 bedroom and 1 bath gives an expansive feel to this exquisite unit. Central A/C. Luxury upgrades include: luxury plank flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, stone flooring and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area.

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A spacious living area features a light grey sofa and a wooden coffee table positioned on a natural fiber rug. Large glass doors open to a patio with ocean views, while a flat-screen TV sits atop a console. Neutral curtains frame the windows, creating an airy atmosphere.

4.98 out of 5 average rating, 124 reviews

Coastal Dream Oceanfront Condo!

Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

LocationFamilyQuiet

4.95 out of 5 average rating, 105 reviews

Apartment in Maalaea

Maalaea Beachfront Resort

Fully renovated 1st level beach front resort steps from the sand. The most centrally located beach front resort on Maui located in peaceful and quiet Maalaea. Wake up and walk miles of uninterrupted, pristine beaches along a national wildlife preserve. The secluded beaches bring peace to anyone looking for a little solitude, and for those looking to have a little fun, you can walk right down the street to Maui's only aquarium, along with a shopping center, funplex, bars and restaurants.

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4.94 out of 5 average rating, 127 reviews

Oceanfront, Ground Floor Condo Steps to Ocean

The perfect Maui vacation awaits you in this oceanfront ground level condo located on the Kana'i A Nalu property centrally located on the island in Ma'alaea Bay. Watch whales (Dec-Mar) directly from the lanai as they play in the harbor and then fall asleep at night to the waves outside the bedroom window. Discover the longest stretch of beach on Maui - 2.5 miles of secluded white-sand stretching from the condo towards Kihei with views of nearby islands of Kaho'olawe, Molokini and Lanai.

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5.0 out of 5 average rating, 42 reviews

A charming retreat is nestled in a natural setting, surrounded by lush greenery and mountains. The structure features a distinctive green roof, with warm lights glowing from windows. A cozy seating area is visible on the porch, inviting relaxation amid serene surroundings.

Cottage in Wailuku

Romantic and Private Cottage and Gazebo for two!

Romantic, Private, a Sanctuary, beautifully decorated, local charm and sleeping to the sounds of Wailuku River are a few things our guests say about our Inn. An American Whirlpool hottub is our newest feature amenity along with the air conditioning, washer/dryer, full kitchen and a large shower in your private bathroom. A king Size bed, Wifi, barbeque grill, television, fans beach towels are standard amenities. The detached Gazebo is perfect for reading, meditating, or just doing nothing!

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4.87 out of 5 average rating, 190 reviews

The studio features two spacious beds with gray bedding, positioned beside a kitchenette that includes a mini-fridge and cabinetry. A wooden artwork hangs on the wall, while natural light filters through the window covered by light gray curtains.

Apartment in Wailuku

Ground Floor Studio #11 | 2 Queens |near airport

Enjoy a cozy 324 sq ft modern Ohana studio at Waena Inn in Maui with a kitchenette and private bath. Large windows showcase West Maui Volcano views and fresh breezes. Amenities include A/C, Wi-Fi, smart TV, and free parking. Centrally located between Maui’s west and east sides, 10–15 min from airport, beaches, and shops. please note : Not a resort or beachfront—this is a peaceful, local residential stay ideal for an authentic island experience and easy island exploration.

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4.85 out of 5 average rating, 570 reviews

The sleeping area features a spacious bed with a light-colored quilt and decorative pillows. Large sliding glass doors provide an expansive view of the ocean and palm trees, with soft curtains framing the scenic backdrop.

Condo in Kihei

Amazing views at Oceanfront Studio

Maui welcomes you! We are so happy you are choosing Maui as your vacation destination. Either you are from here, frequent visitor, or first timer, we are thrilled to have you at our studio. The unit is a remodeled 433 sqft, top floor corner unit with ocean and mountain views. Sunrise can be enjoyed in summer, sunset views in winter. You can enjoy moon rise from Haleakala in summer. The complex has pool, hottub, and BBQ area. Thank you for your consideration.

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4.67 out of 5 average rating, 269 reviews

Aerial view of the oceanfront beach house positioned near a rocky shoreline. Waves break across the water, and surfers can be seen in the distance. Solar panels are installed on the roof, indicating a focus on sustainability.

Home in Wailuku

Charming Direct Oceanfront North Shore Beach House

This direct oceanfront north shore beach house is hosted by VacaMaui. The home is directly off Sand Piles surf break. It sits on the edge of Waiehu Beach and is the last oceanfront home before Waiehu golf course. It is perfect for a laid back local Maui experience away from the crowds. Go for morning beach walks or sit and watch the surfers. Enjoy the evenings listening to the waves crash against the shoreline. Comprehensive remodel completed in February 2024.

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Popular amenities for Wailuku holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Wailuku

A bright living area offers a spacious couch facing large glass doors that open to a shared outdoor balcony with views of palm trees and the ocean. Art pieces adorn the walls, while a colorful area rug adds texture to the wood flooring.

4.98 out of 5 average rating, 51 reviews

Fall Special Oceanfront Luxury • From $297/Night

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4.96 out of 5 average rating, 23 reviews

Chasing Life On Maui - AC, Pool, Hot Tub

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5.0 out of 5 average rating, 7 reviews

*Kana'i A Nalu 312* New Listing! Maui Condo Steps

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4.96 out of 5 average rating, 28 reviews

Cool Oceanside 1BD Condo

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5.0 out of 5 average rating, 8 reviews

Apartment in Maalaea

Breathtaking Oceanfront Escape Unforgettable Views

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4.97 out of 5 average rating, 233 reviews

A spacious bedroom is furnished with a comfortable king bed and a queen sofa sleeper. A dresser with a mirror stands nearby, accompanied by a small glass table. Light green walls complement the decor, while natural light filters through the window featuring blinds.

Cottage in Wailuku

Newly Renovated Modern Cottage; Walk into Town!

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Condo in Wailuku

Cozy Wailuku Studio | AC | Near OGG Airport

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5.0 out of 5 average rating, 3 reviews