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.

KitchenIndoor spacesOutdoor spaces

4.91 out of 5 average rating, 386 reviews

4.97 out of 5 average rating, 295 reviews

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 exterior of a private cabin is surrounded by lush greenery, featuring vibrant tropical plants. A porch with rocking chairs offers a welcoming spot to relax. The cabin's distinctive architecture includes a sloping roof and decorative wooden details, providing a harmonious blend with the natural environment.

Ocean View - Private Cabin

NOTE: 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. Located on a working coffee plantation and food forest, this restored cabin is private but close to lots of upcountry activities. Kitchen, ocean view, open concept, great lanai spaces, plenty of off-street parking, access to private hiking trails.

Indoor spacesKitchenComfort

4.97 out of 5 average rating, 332 reviews

Farm stay in Haiku-Pauwela

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.

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

Indoor spacesFamilyOutdoor spaces

4.94 out of 5 average rating, 685 reviews

A charming cottage is framed by palm trees and lush greenery. The front porch features wide steps leading to a welcoming entrance, with outdoor seating partially visible. The peaked roof adds character, while the clear sky enhances the peaceful tropical setting.

4.97 out of 5 average rating, 133 reviews

Hunter Hales Hoku cottage Haiku Maui

Hunter Hales "HOKU" is one of the two identical 810 sqft cottages on one half acre lot privately located just behind the Haiku Town center. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style of a classic Hawaii country town. You will feel so at home within the detailed cottage, equipped with everything one would possibly need while on vacation. This is local Maui vacationing at its best! TA-192-286-5152-01 STPH 20150004 TMK (2) 2-7-003:135

KitchenIndoor spacesSleep quality

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.

4.9 out of 5 average rating, 173 reviews

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.

FamilyKitchenLayout

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.

FamilyIndoor spacesParks

4.94 out of 5 average rating, 456 reviews

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

FamilyIndoor spacesLayout

4.83 out of 5 average rating, 219 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.

KitchenFamilyShared spaces

4.99 out of 5 average rating, 218 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

FamilyIndoor spacesWalkability

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.

4.92 out of 5 average rating, 103 reviews

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!

FamilyKitchenLayout

Guesthouse in Haiku-Pauwela

A charming cottage is set on a spacious lawn, surrounded by lush greenery. The exterior features a broad lanai with white railings, providing a welcoming entrance. Tropical trees and plants frame the property, contributing to a serene atmosphere.

Maile Bungalow- County Licensed

Maui County License: BBPH2009/0012 (taxes included in rate) Lovely cottage with ocean and country views, surrounded by tropical flowers and fruit trees located in a small quiet and peaceful neighborhood in Ha'iku. The cottage is off the road and the neighborhood has no through traffic. Walking distance (15min) to Ha'iku's Market Place and bus stop. The cottage is well equipped with all amenities you need to feel home.

Indoor spacesKitchenValue

4.93 out of 5 average rating, 152 reviews

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

A scenic view showcases swaying palm trees against a vibrant blue sky, with a glimpse of the ocean in the background. Lush greenery frames a pool area, inviting relaxation, while the buildings provide a residential atmosphere. The beach appears just beyond the manicured lawns.

4.92 out of 5 average rating, 174 reviews

Lovely Oceanfront Condo with pool

FamilyKitchenSleep quality

A clear view of a swimming pool is presented, surrounded by lounge chairs and tropical greenery. Palm trees frame the scene, with the ocean visible in the background under a bright blue sky dotted with clouds.

4.92 out of 5 average rating, 194 reviews

3BR spacious Condo with Ocean View in top location

KitchenIndoor spacesShared spaces

4.93 out of 5 average rating, 377 reviews

Wake Up in Maui — Walk Out & Start Your Beach Day

Indoor spacesKitchenBeach

4.94 out of 5 average rating, 147 reviews

Condo in Lahaina

Beachfront Resort, Peaceful Mountain View Studio

Indoor spacesFamilyTV

4.98 out of 5 average rating, 206 reviews

Condo in Kaanapali

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

FamilyKitchenLaundry

A large swimming pool is surrounded by lounge chairs and tropical landscaping, offering views of palm trees and the ocean. The area features a sun deck, umbrellas, and a shaded seating spot, contributing to a relaxed resort environment.

4.92 out of 5 average rating, 170 reviews

Spacious comfy unit Netflix & huge pool Maui Hill

FamilyIndoor spacesLayout

4.89 out of 5 average rating, 212 reviews

Apartment in Kihei

Family-friendly Oceanview beach retreat | AC, Pool

Indoor spacesFamilyParking

A spacious living area features a light grey sectional sofa adorned with decorative cushions. A wooden coffee table sits in front, accompanied by a textured area rug. A piece of wall art depicting a boat on water is displayed above the sofa, complemented by a floor lamp and a plant on a side table.

4.99 out of 5 average rating, 139 reviews

Spacious garden oasis next to Maui's best beaches!

Indoor spacesFamilyComfort

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 120 reviews

Home in Paia

Two Bedroom Green turtle House

KitchenFamilyAccuracy

4.94 out of 5 average rating, 380 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

FamilyIndoor spacesLocation

4.93 out of 5 average rating, 420 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!

FamilyKitchenOutdoor spaces

4.96 out of 5 average rating, 232 reviews

Cottage in Maui County

Haleakala Cottage - private hot tub, pool access

Indoor spacesKitchenNearby

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

KitchenIndoor spacesGrill

A bright living area is showcased with large glass doors offering access to an outdoor space. Comfortable seating is provided by a gray sofa and wicker chairs, accented with blue and patterned cushions. A glass coffee table is placed centrally, complemented by a mounted flat-screen TV.

4.86 out of 5 average rating, 107 reviews

Sleeps 8 Ocean View 3bth Kamaole Beach HOT TUB

FamilyIndoor spacesQuiet

4.97 out of 5 average rating, 145 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

KitchenFamilyCondition

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, 431 reviews

Ocean View Superior Deluxe - 200

FamilyKitchenParking

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 124 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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A vintage toy van is positioned on a sandy beach, facing a vibrant sunset over the ocean. Warm golden light reflects off the waves, creating a serene scene. The gentle surf adds a sense of calm to the atmosphere, with small ripples lapping at the shore.

4.93 out of 5 average rating, 205 reviews

Groovy bright condo 2 bed / 2 bath South Kihei

FamilyKitchenAir conditioning

Vacation home in Napili-Honokowai

The living area showcases large floor-to-ceiling windows framing ocean views. A comfortable sectional sofa is positioned around a wooden coffee table, with a wall-mounted TV and a rustic cabinet nearby. A ceiling fan adds a cooling touch, and outdoor seating is visible through the glass doors.

Oceanfront Paradise! Sea Turtle Cove C24 Napili Pt

KitchenIndoor spacesComfort

4.97 out of 5 average rating, 135 reviews

A serene bedroom features a queen bed adorned with decorative pillows in calming colors. An ocean-themed quilt complements the space, while a tray holding a teal cup and a pink plate rests on the bed. Art depicting a sea turtle and a beach scene decorates the walls.

4.95 out of 5 average rating, 110 reviews

Sep. 5th-10th — Only $120/Night!

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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.

4.99 out of 5 average rating, 232 reviews

Mana Kai 608: Oceanfront Remod- Thanksgiving OPEN!

KitchenFamilyLaundry

A picturesque view captures a beach at sunset with vibrant orange and purple hues in the sky. Swaying palm trees line the shoreline, where beachgoers can be seen enjoying the golden sand and gently lapping waves. The grassy area near the beach is dotted with lounge chairs.

4.97 out of 5 average rating, 105 reviews

Mana Kai Palms Oceanfront Condo: Keawakapu Beach

FamilyIndoor spacesPool

Condo in Napili-Honokowai

The lanai offers a table with a blue glass bottle as its centerpiece, surrounded by two comfortable chairs. Vibrant blue surfboards are positioned against the wall, while the ocean gently laps at the shore in the background, framed by swaying palm trees.

Soothing Waves with 180° View In Kahana, HI

KitchenFamilyAccuracy

4.96 out of 5 average rating, 279 reviews