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!

Kitchen · Indoor spaces · Check-in

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.

Indoor spaces · Kitchen · Comfort

★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✔

Kitchen · Indoor spaces · Walkability

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.

Kitchen · Indoor spaces · Location

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.

Family · Indoor spaces · Laundry

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

Kitchen · Indoor spaces · Sleep quality

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.

Kitchen · Indoor spaces · Condition

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.

Indoor spaces · Family · Grill

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.

Indoor spaces · Family · Long stay

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.

Family · Kitchen · Parks

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

Indoor spaces · Kitchen · Condition

Paradise In Paia 2

This lovely, recently updated condo on Maui's beautiful North Shore is located at Kuau Plaza in Paia. If you are looking for a great location, steps from the beach and want to experience the real Maui, look no further. This first floor unit offers an expansive lawn with a direct path to the beach. The updated decor is mid century modern with tropical accents to honor the building’s history which is reminiscent of Old Hawaii.

Indoor spaces · Family · Hospitality