Family-friendly vacation rentals in Paia

Paia Surf Suite. Quiet beach access & walk to town

A private beach path 150m from your door! Walk to the surf! Less than 15 minute walk to the charming cafes of Paia town. Located at the rear of an ocean-front property on the beautiful North Shore, 5 minutes from world famous Ho.okipa. The rental contains 1 bedroom, 1 bathroom, living area & private lanai (patio). The kitchenette is equipped with mini-fridge, toaster oven and microwave. On the start of road to Hana, central to everything! NOT affected by Bill 9. Your booking is 100% secure!

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)

Kuau Plaza Paradise in Paia 3

Tucked away on Maui’s north shore, this cozy hideaway offers a relaxed, local vibe—far from the resort crowds. Just steps from Mama’s Fish House and Mama’s Beach, you’ll be close to some of the island’s most stunning and uncrowded spots. Ho’okipa Beach, a world-famous surf and turtle-watching destination, is just minutes away, and downtown Paia—with its eclectic shops and cafés—is only a mile down the road. If you're seeking an escape with true island character, this is your kind of place.

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.

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.

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.

Locally-Owned Eco-Friendly Condo on Road to Hāna

Kūʻau on Maui's north shore offers uncrowded access to unique beaches and the best proximity to Mama's Fish House, Pāʻia town, Road to Hāna, Haleakalā National Park, and Kahului airport. Designed with environmentalist principles, every detail has been mindfully chosen. This local family-owned small business proudly supports other local businesses. I welcome people of all backgrounds to connect with the natural environment and cultures of Maui.

Location

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

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!

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.

Serene Starting Point for Roaming Island Wide

The Orchid Wing is a private 2-bedroom guest wing within our intimate historic inn, ideal for families or close friends ready to reconnect and roam. Vintage charm, views of Maui’s largest Norfolk pine, lush gardens, beach gear, Haleakalā blankets, and daily brekky baskets create a warm Upcountry home base for island adventures. No indoor common area. Please see floor plan in photo gallery. BBMPT20200001

North Shore Maui Beach Condo - Kuau Plaza Paia

Great location overall. Located near Mama's Fish house and Less than a mile away from world famous windsurfing/surfing beach, Ho'okipa Beach. Renovated 1 bedroom, coveted end unit with upgraded two quiet AC units. Clear view of upcountry, the east Maui mountain, from condo entrance. Cool mellow vibe. Transportation is also available for rent. Inquire directly with any questions or concerns.