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Holiday houses in Makawao

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Makawao

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A view from the outdoor seating area showcases rolling green lawns leading to a panoramic scene of the ocean and distant islands. Colorful flowers in pots and garden chairs frame the foreground, with an expansive sky filled with clouds adding texture to the landscape.
Guest suite in Kula
4.99 out of 5 average rating, 594 reviews

Charming Art Studio on a Scenic Mountain Slope

Kula Jasmine studio is reached by a bridge pathway. The shared barbecue area just steps from your studio offers a place to prep your own meals. We provide reverse osmosis filtered water in the outdoor kitchen sink, so there is no need to buy bottled water. We also provide coffee, tea, oil, vinegar, salt, and pepper. You can either dine on the waterfall deck or the barbecue area while you watch the sunset. With years as AirBnb super hosts, we've got everything you need. Permit # BBMP20160004

Guest favourite
A vibrant sunset casts colorful hues across the sky, with layers of pink, orange, and blue blending seamlessly. The foreground features green land and trees. In the background, a cottage rests against the horizon, overlooking a serene coastal landscape.
Cottage in Kula
4.95 out of 5 average rating, 452 reviews

Oceanview Cottage away from heat! w/ County Permit

Closest Airbnb to Haleakala National Park & Road To Hana. Away from 100 degree heat & traffic & yet still close to food & market! Private Cottage on 2acres of orchard on Haleakala, w/ endless pano Bi-Coastal View (Double Ocean View that no other islands have) & night city view! Stunning sunset & starry nights. Two master suites with ensuite Full Baths. For past guests whom love this home, this AirBnB ends on 12/31/26. Hawaii Supreme Court ruled no more short term rental in agriculture lands.

Top Guest favourite
A two-story green house is surrounded by lush tropical gardens, showcasing large windows that provide a bright interior. A spacious deck extends from the structure, offering views of the vibrant foliage and the inviting outdoor space.
Cabin in Maui
4.97 out of 5 average rating, 258 reviews

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL

This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui:)! ★Jump Start to The to the Road to Hana! ✔ ★New Cold Central AC ✔ ★Cliff Walk ✔ ★Ocean View✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ★King Bed ✔ ★Sunrise View✔ ★Star Gazing✔

Top Guest favourite
A charming cottage is nestled among lush tropical foliage, illuminated by warm lights from within. The peaked roof and extensive windows create an inviting atmosphere, while a spacious deck offers a glimpse of the surrounding nature, enhancing a serene setting under the dusk sky.
Home in Makawao
4.99 out of 5 average rating, 165 reviews

Private Luxurious Cottage

This marvelous accommodation is for the nature-lover who enjoys luxury. It boasts a lovely deck which looks out onto majestic tall trees and lush green foliage with a romantic soaking tub for two. Centered in the room is a custom-made king-size bed fashioned from cherry wood and adorned with luxurious bedding. There is full kitchen and dining area with views for a tranquil place to share a meal. This is true Hawaiian style where you can enjoy comfortable, elegant and laid-back island living.

Top Guest favourite
A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.
Home in Kula
4.93 out of 5 average rating, 414 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pamela has been hosting two fully permitted listings for the last 12 years with over 1,500 five star reviews. BUT Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.

Top Guest favourite
A charming studio cottage with a distinctive shingle exterior is set among lush greenery. A golden retriever rests on the pathway in front, alongside large trees that provide shade. A vibrant green door invites guests into the cozy interior.
Farm stay in Haiku-Pauwela
4.94 out of 5 average rating, 682 reviews

Adorable Gingerbread House Farm Stay, Makawao

This LEGALLY PERMITTED Farm Stay has the lush beauty and privacy,, without the drive to Hana! Only 15-20 minutes to the airport, 10 minutes to beaches, 2 minutes to restaurants and shops...on a private gated property with organic nursery. Seasonal stream in the back yard. Simply BEAUTIFUL! We gave 8.5 acres of diversified farm-fruit, water lilies, 10,000 sq ft greenhouse) Comes with a FREE FARM TOUR and/or LABYRINTH WALK with every booking! Permit Number STMP 2015 / 0001 SUP2 2013 / 0013

Top Guest favourite
The cottage exterior is framed by lush greenery and vibrant flowers, complemented by a decorative stone pathway leading to the entrance. A unique circular window and a red door enhance the cottage's character, while balconies offer inviting views of the surrounding landscape.
Farm stay in Haiku-Pauwela
4.99 out of 5 average rating, 380 reviews

Maliko Retreat

NOTE: This farm stay is not being phased out by County regulations. Many oceanfront condominiums are currently under threat of a phase-out. Farm stays are a "Permissible Use" on agricultural bona fide farms by State of Hawai'i law. Be assured your reservation here will be safe from government interference. This eclectic antique Hawaiian cottage is perched atop a scenic jungle gorge with breathtaking views in every direction. Open and breezy; attention to detail shines from every facet.

Guest favourite
A sprawling tree takes center stage against a backdrop of lush greenery and a blue sky dotted with clouds. Soft sunlight filters through the leaves, creating gentle patterns of light and shadow across the manicured grass of the expansive landscape.
Guesthouse in Haiku-Pauwela
4.88 out of 5 average rating, 146 reviews

Peaceful • Haiku Retreat • Beach 10 & Paia 15 Min

Escape to a spacious studio at Mana Aina, our peaceful 12-acre organic hobby fruit farm in beautiful Haiku, Maui. Enjoy privacy and open space, just 15 minutes from Maui's North Shore beaches. Stroll through tropical gardens, admire the fruit trees, and experience the peaceful charm of Upcountry Maui. Restaurants, beaches, waterfalls, hiking, and the Road to Hana are all nearby, making Mana Aina an ideal base for exploring the island before returning to relax each evening.

Top Guest favourite
A two-story green house with white trim is framed by vibrant pink bougainvillea and a gentle rainbow in the sky. A wooden deck wraps around the house, featuring lounge chairs positioned on the lawn, providing a relaxing outdoor space.
Guest suite in Makawao
4.93 out of 5 average rating, 206 reviews

Spectacular Ocean Views • Private Studio• King Bed

Ocean View Studio • Private Lanai • Peaceful Upcountry Maui Retreat Wake up to breathtaking panoramic views stretching from Maui’s North Shore and Central Valley to the West Maui Mountains and majestic Haleakalā. Enjoy your morning coffee on your private lanai with Maui Tradewinds - breezy days, cool evenings and a peaceful side of Maui that many visitors never experience. Sugar Shack Maui offers an authentic island experience just minutes from everything.

Top Guest favourite
An open-concept kitchen and living area features a modern design with hardwood flooring. A round wooden dining table comfortably seats four, while a light fixture provides soft illumination above. The living space includes a comfortable sofa, coffee table, and large windows, allowing natural light and views of the surrounding greenery.
Farm stay in Haiku-Pauwela
4.94 out of 5 average rating, 541 reviews

Malie at Haiku Garden Cottages Farm Sanctuary

Welcome to Haiku Garden Cottages, a licensed Farmstay and BnB on Maui’s North Shore (Permit BBPH2017/0002). Mālie is a charming cottage where you can sip coffee on the screened-in lanai, wander tropical gardens, and settle into island rhythms. Enjoy ocean and garden views, a private outdoor shower, and peaceful indoor-outdoor living—just minutes from Haleakalā, the Road to Hāna, nearby beaches, hiking trails, local restaurants, and farmers markets.

Top Guest favourite
An open-concept kitchen features modern appliances and a central island with a sink, surrounded by wooden chairs. Sunlight floods the room through large sliding glass doors that lead to a deck with seating, showcasing views of greenery and distant mountains.
Cottage in Haiku-Pauwela
4.96 out of 5 average rating, 104 reviews

Haiku Hideaway - Stand-alone 2 bedroom farm house

Our country farmhouse has a very unique feel with detailed craftsmanship (built by the owner). It’s a 2/1, 1000sqft open concept with a 500 sq. ft. covered deck off the living room and views of the ocean & mountains. We have goats and plenty of trees . We are 6mi to Hoʻokipa Beach Park, 10 min from Twin Falls, 6mi to Makawao & 9mi to Pāʻia. Quiet neighborhood and private. Come relax! TA-122-773-8112-01. GE-122-773-8112-01 BBPH 2021/0001

Top Guest favourite
A modern, two-bedroom home is showcased, featuring a covered lanai with a dining area for six. Large windows provide views of the surroundings, while the exterior combines wood and blue siding against a bright sky and greenery.
Home in Haiku-Pauwela
4.97 out of 5 average rating, 158 reviews

Peaceful and Spacious; North Shore Maui

New, spacious two-bedroom home in Ha'iku, Maui (Permit STPH20200003). With beautiful ocean views and peaceful surroundings, located on the Northshore of Maui, this is the perfect place to stay to explore the Road to Hana, the Northshore, and upcountry Maui. Perfect for two couples or a family, you'll have everything you need to explore the island and a peaceful living area to relax following a day of adventuring.

Popular amenities for Makawao holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Makawao?

    Makawao has a mix of vacation rentals in quiet neighborhoods and countryside homes set among rolling hills. Many stays incorporate local artwork and reflect the area’s blend of ranching heritage and creative energy.

  • What are the best things to do in Makawao with kids?

    Families often explore parks, visit local art studios for interactive activities, or watch demonstrations at glass blowing workshops. Take time to enjoy sweet treats at local bakeries and stroll through the vibrant town center.

  • What are some of the best things to do in Makawao?

    Stroll through Main Street’s galleries and historic storefronts, watch demonstrations in glass or wood studios, or enjoy pastries at a local bakery. The Makawao Forest Reserve and upcountry farms are often recommended for those wanting to connect with nature.

  • How is the weather in Makawao?

    Makawao has mild weather throughout the year, ranging from about 53–76°F (12–24°C). Expect more frequent rains in winter, with drier, slightly warmer afternoons during summer months.

  • When is the best time to visit Makawao?

    Late spring through early autumn is often recommended for clearer skies and milder temperatures, making outdoor activities especially enjoyable. Winter brings more rainfall, but the lush scenery and quiet atmosphere can add to the experience.

  • What are the best places to visit in Makawao?

    Frequently suggested stops include local galleries, the Makawao History Museum, and makers’ studios along the main street. The Makawao Forest Reserve invites outdoor exploration among tall trees and scenic overlooks.

  • What are some hiking trails in Makawao?

    Makawao has trails passing through forested areas, upcountry landscapes, and nature preserves. The Makawao Forest Reserve is frequently suggested for families or those seeking peaceful walking and mountain biking paths.

  • What are some family activities we can do in Makawao?

    Families can explore parks, experience hands-on art at local workshops, or learn about regional history at the Makawao History Museum. Visiting an upcountry farm or enjoying a bakery treat is also often suggested.

  • What are some of the best day trip ideas from Makawao?

    Many visitors take day trips to upcountry farms, nearby botanical gardens, or rural markets, and explore scenic viewpoints that overlook the central valley. Waterfalls and historical sites around Maui’s north shore are also frequently suggested.

  • Are there any pet friendly accommodations available in Makawao?

    Some accommodations in Makawao welcome pets, often in homes with spacious yards or easy access to outdoor trails. Be sure to confirm pet guidelines with your host before booking, and enjoy walks through the area’s quiet neighborhoods.

  • What are some local tips for visiting Makawao?

    Start your morning early to catch the town center at its quietest, and explore galleries before midday. Chat with shop owners or resident artists for insights on new exhibits, and bring cash for farmers’ market stalls or small-batch treats.

  • What is Makawao known for?

    Makawao is known for its paniolo (Hawaiian cowboy) heritage, vibrant arts community, and historic town center filled with galleries and locally owned shops. Its blend of ranching culture and creative traditions makes it a distinct upcountry destination.

  • What are the best hidden gems to explore in Makawao?

    Makawao has tucked-away art studios where visitors can watch or try their hand at crafts like glass blowing. Small, locally owned bakeries and shops around the historic core reward slow wandering and help you connect with local makers.

  • What are the best foods to try in Makawao?

    Makawao has bakeries serving popular cream puffs, and many cafes highlight local produce, fresh breads, and island-style sandwiches. Upcountry beef, locally grown coffee, and tropical fruit are often suggested for tasting regional flavors.

  • What should I bring for a trip to Makawao?

    Pack light layers for cool evenings, comfortable shoes for exploring, and a waterproof jacket for occasional rain. Including a hat, sunscreen, and a reusable water bottle helps when enjoying outdoor trails or the local farmers’ market.

  • What is the nightlife in Makawao like?

    Makawao has relaxed nightlife focused on local bars, live music, and art gallery events. Evenings often feature gatherings with a creative, small-town atmosphere, making it easy to meet local artists and musicians.

  • What are the most popular events or festivals in Makawao?

    Makawao is known for celebrating its paniolo ranching heritage with annual rodeo festivities around Independence Day. Seasonal arts fairs and town parades often bring the community together with food, music, and crafts.

  • Are there family friendly vacation rentals in Makawao?

    Makawao has several family friendly rentals, many with extra space and outdoor areas for children to play. Look for homes near parks or in quiet residential neighborhoods to make the most of your stay.