Family-friendly vacation rentals in Haiku-Pauwela

Apartment in Haiku-Pauwela

A bright and inviting interior space features a small dining area with two tall chairs and a table beside a large window, allowing natural light to fill the room. A kitchenette is visible in the background, along with decorative plants and a guitar displayed on the wall.

Ho'okipa Hideaway - Walk to Restaurant/Store

Ho’okipa Hideaway is the ideal home base for all of your Maui adventures. This private studio includes a modern kitchenette, newly remodeled bathroom, and a screened-in lana’i (The Zen Den). It offers its own gated, private entrance, a large, private, tropical garden, and a designated parking spot. Walk to "Baked on Maui" for breakfast and lunch, a little market, and several local surf shops. We have been licensed by the County of Maui for 11 years and maintained a 4.9-5.0 rating on Airbnb.

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4.91 out of 5 average rating, 388 reviews

4.97 out of 5 average rating, 296 reviews

Home in Haiku-Pauwela

Live Like a Local; near Coffee, Road to Hana and Haleakala

Grab a coffee and drive to the beach to catch waves or watch sea turtles nesting in the sand. This peaceful home with a private yard, outdoor shower, and fun surfboard fence is a great base for exploring the Road to Hana or Haleakala. Located on the quiet north shore of maui, 1 hour from popular tourist areas. Ideal for returning maui visitors who want to stay on the north shore or guests splitting their stay between 2 sides of the island of Maui. Sleeps: 4 guests max (including kids/infants)

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Farm stay in Haiku-Pauwela

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.

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.

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4.99 out of 5 average rating, 387 reviews

Apartment in Haiku-Pauwela

Ocean View Studio w/ 2 Balconies – Near Ho’okipa

At this breezy upstairs studio, you’ll wake up between ocean and garden views—one on each balcony. Start your day with fresh air and coffee, then head out to Ho’okipa or pick up the Hana Highway just down the road. Back home, stretch out in the big bathroom, rinse off the sand, and relax with dinner at the BBQ area. A good fit for travelers who want a quiet, light-filled space near Maui’s north shore adventures. Hawaii Tax ID: TA-142-033-5104-01 Maui County STR Permit: -270061250000-

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4.72 out of 5 average rating, 185 reviews

4.9 out of 5 average rating, 175 reviews

The exterior view shows a charming gray house with white trim and multiple windows. Flower boxes are mounted under the windows, and a concrete pathway leads past the property. Lush greenery and tall trees are visible in the background under a clear blue sky.

Home in Haiku-Pauwela

Quaint 4-bedroom in Ha'iku, Maui

Bring the whole family to the north shore of Maui and stay in our quaint, plantation-era home! At Kihau Gardens (Maui County STRH Permit #2019/0001 and Hawai'i State TAT #T-036-968-8576) we offer a unique home. On each side of a carport, there are two bedrooms, a living area, a small office space, and one and a half baths. Our home in Ha'iku is the perfect stay for two small families who want to explore the north shore, upcountry, Haleakala crater, and the epic drive to Hana.

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Guesthouse in Haiku-Pauwela

A panoramic view of a lush green landscape shows a gently sloping lawn bathed in soft sunlight. Tall trees frame the scene, with several vibrant plants dotting the area, creating a serene and tranquil ambiance.

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 10 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.

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4.94 out of 5 average rating, 194 reviews

Farm stay in Haiku-Pauwela

An open concept living space is displayed, featuring a comfortable leather sofa and a wooden dining table. Large sliding glass doors invite natural light, while a modern kitchen is visible in the background. Ceiling fans and decorative elements enhance the airy ambiance.

Kalani at Haiku Garden Cottages Farm Sanctuary

Welcome to Haiku Garden Cottages, a licensed Farmstay and B&B on Maui’s North Shore (Permit #BBPH2017/0002). Kalani is a charming cottage where you can sip coffee on the lanai, wander garden paths, harvest seasonal fruit, and settle into island rhythms. Enjoy ocean and garden views, a private outdoor shower, and relaxed indoor-outdoor living—just minutes from Haleakalā, the Road to Hāna, beaches, hiking trails, restaurants, and farmers markets.

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4.94 out of 5 average rating, 456 reviews

4.83 out of 5 average rating, 220 reviews

A distinguished bamboo cottage is elevated on stilts, surrounded by lush tropical vegetation. Wooden decks wrap around the structure, providing access to outdoor seating areas. Large windows offer views of the surrounding greenery, harmonizing the indoor and outdoor environment.

Cottage in Haiku-Pauwela

Hawaiian DreamTemple- Tropical Oasis BBPH20120004

Welcome to your "Hawaiian Dream Temple" [PERMIT- BBPH2012-0004] [TMK (2) 2-7-029: 015-0000] Our tropical bamboo 2 bedroom - 1 bathroom temple is a private house that invites you to true Maui. We are in a quiet area in upcountry, Haiku away from the hotels. You can experience the little sanctuary and hidden paradise that still exists, close to Hana and Haleakala crater. It is surrounded by tall trees, tropical flowers and lush vegetation.

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4.96 out of 5 average rating, 105 reviews

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

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

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4.99 out of 5 average rating, 219 reviews

An outdoor dining area features a wooden table surrounded by six cushioned chairs. Lush greenery and palm trees frame the view, while the distant ocean is visible under a clear sky, creating a serene space for al fresco meals.

Cottage in Haiku-Pauwela

North Shore Ocean View Cottage

This recently built comfortable cottage is located on the north shore of the island of Maui, tucked away in the quiet countryside of Haiku but relatively close to major attractions! Enjoy a relaxing vacation in a rich tropical setting with spectacular ocean views! Please Note: State of Hawaii Maui County adds 17.96% tax to your guest fees. TA-060-126-6176-01 GE-060-126-6176-01 BBPH 2016/0001 SUP 2 2015/0008

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Apartment in Haiku-Pauwela

Two sets of glass doors are framed by a vibrant green exterior, leading to a cozy outdoor seating area. A wooden bench is positioned under a covered porch, surrounded by lush greenery. Soft sunlight filters through the nearby plants, enhancing the tranquil atmosphere.

Beauty On Northshore BnB BBPH20190003

2 Bedroom B & B rented as an entire apartment, located in Haiku, HI. 5 minutes to Haiku Town with great restaurants, food carts, shopping, yoga. 10 minutes to Paia and Makawao. Minutes away from Hookipa and Baldwin beach. 15 minutes from the nearest waterfall. Our friends, family and guests remark on how cozy and peaceful the rental is. Lush tropical surroundings with a North Shore breeze. A/C installed for those that prefer it.

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4.87 out of 5 average rating, 255 reviews

4.92 out of 5 average rating, 103 reviews

The exterior of a two-story home is displayed amid lush greenery. A spacious deck is highlighted with white railings and a pergola, complementing the tranquil surroundings. The sky is bright with scattered clouds, enhancing the feeling of openness and serenity.

Home in Haiku-Pauwela

The Art Estate, Haiku Maui Hawaii

Our spacious, open-floor-plan home has a contemporary style. The secluded 17-acre, lush, tropical estate has exotic varieties of Bamboo, Palms, Avocados, and various fruit trees. Located on the grounds is a private, functioning, award-winning art studio creating films, photography, video installations, and sculpture. If you are looking to explore, we are just a quick ten-minute drive to the best beaches on the North Shore!

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Popular amenities for Haiku-Pauwela family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 108 reviews

A tranquil scene features lush greenery and palm trees framing a scenic view overlooking a valley. In the distance, mountains are visible against a colorful sunset sky, with soft clouds adding depth to the picturesque landscape.

Home in Makawao

Exceptional Upcountry Villa, breathtaking views!

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A scenic view reveals the ocean with soft waves meeting sandy shores, framed by palm trees. In the foreground, tennis courts are visible against a backdrop of rolling hills, showcasing lush greenery under a clear blue sky.

4.98 out of 5 average rating, 120 reviews

Maui is Open - Come Support the Locals

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A serene beach scene is captured at sunset, with canoes resting on sandy terrain. The sky displays soft hues of orange and yellow, reflecting over the water. A sign stands nearby, providing information about the area, framed by gentle foliage and distant clouds.

4.91 out of 5 average rating, 171 reviews

Beautiful Studio Condo with Partial Ocean View

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4.99 out of 5 average rating, 160 reviews

The open-concept living space features a modern kitchen with sleek cabinetry and a bar top overlooking a sunlit living area. Floor-to-ceiling windows reveal panoramic ocean views and access to a comfortable seating area, inviting relaxation in a coastal setting.

Condo in Kaanapali

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

KitchenFamilyBathroom

4.98 out of 5 average rating, 207 reviews

Condo in Kaanapali

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

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An aerial view showcases Kihei Garden Estates, highlighting its proximity to the beach, restaurants, and shopping areas. Lush greenery surrounds the complex, with the ocean visible in the background. Clear directional arrows indicate nearby amenities, enhancing the understanding of the location.

4.94 out of 5 average rating, 181 reviews

Close to the beach-2Bd/1Bath Condo-Great Location!

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4.99 out of 5 average rating, 151 reviews

A sandy beach stretches along the coastline, framed by tall palm trees swaying gently. Gentle waves lap against the shore, creating a serene atmosphere. In the distance, lush green hills rise under a partly cloudy blue sky, enhancing the natural beauty of the location.

Condo in Wailea

Very Comfortable Kamaole Sands Condo Sleeps 4

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4.89 out of 5 average rating, 285 reviews

Across Beach! Ground Floor 2 bed 2 bath, sleeps 6

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Family- and pet-friendly home rentals

4.94 out of 5 average rating, 385 reviews

A vibrant rainbow arcs across the sky, framed by tall palm trees. Lush greenery and distant trees fill the background, enhancing the natural beauty of the surroundings. The scene conveys a sense of tranquility and connection to nature.

Farm stay in Hana

JJ’s Hāna Hale - Farm Style Cottage STHA2021/0001

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4.87 out of 5 average rating, 120 reviews

Home in Paia

Two Bedroom Green turtle House

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4.93 out of 5 average rating, 423 reviews

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

Kula Jewel - Pool, Hot Tub & Awesome Views!

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4.96 out of 5 average rating, 234 reviews

Cottage in Maui County

Haleakala Cottage - private hot tub, pool access

KitchenFamilyPool

4.89 out of 5 average rating, 576 reviews

Guest suite in Wailuku

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

KitchenIndoor spacesBeach

4.86 out of 5 average rating, 108 reviews

Sleeps 8 Ocean View 3bth Kamaole Beach HOT TUB

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A serene beach scene at sunset showcases soft hues of orange, pink, and purple in the sky. Silhouetted figures walk along the shoreline, while a tall palm tree stands nearby, framing the tranquil landscape and creating a sense of calm.

4.84 out of 5 average rating, 433 reviews

Ocean View Superior Deluxe - 200

KitchenIndoor spacesSolo travel

4.96 out of 5 average rating, 146 reviews

The open living area showcases vaulted ceilings and warm wood beams. A modern kitchen island with a marble finish is complemented by stylish pendant lights. A cozy seating area invites relaxation, while large windows offer views of the surrounding landscape, enhancing the bright and airy atmosphere.

Townhouse in Wailea

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

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Family-friendly home rentals with a pool

Apartment in Napili-Honokowai

A spacious balcony features a simple dining table surrounded by two chairs, offering an unobstructed view of the ocean. Palm trees frame the scene, while a bottle and glass sit on the table, reflecting the bright blue sky above and the serene water below.

Maui Full Oceanfront Paradise

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4.97 out of 5 average rating, 107 reviews

4.88 out of 5 average rating, 140 reviews

An inviting private balcony features comfortable seating, including a round, woven chair and rattan seats with cushions. A telescope is positioned for views of the ocean and adjacent landscaped garden, showcasing palm trees swaying in the breeze and a glimpse of the heated pool.

Apartment in Kihei

The Whale Watch 208-Oceanfront Kihei

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4.98 out of 5 average rating, 127 reviews

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.

Condo in Maalaea

Coastal Dream Oceanfront Condo!

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4.99 out of 5 average rating, 233 reviews

A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.

Condo in Wailea

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

FamilyIndoor spacesComfort

A spacious lanai features a glass-top dining table surrounded by six metal chairs. Framed by two palm trees, panoramic views of the ocean and distant mountains are visible. The scene captures the tranquil beauty of the outdoor space with clear blue skies and gentle waves.

4.88 out of 5 average rating, 148 reviews

3BD Oceanfront Views I Menehune Shores 414

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Condo in Napili-Honokowai

Lovely 1 bedroom condo across from the beach

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4.81 out of 5 average rating, 124 reviews

4.86 out of 5 average rating, 219 reviews

Lovely Ocean View condo in Maui Vista Resort Kihei

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