Family-friendly holiday rentals in Paia

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 Adults max plus 1 child under 12 yrs

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 for any questions or concerns. Check out my car on Turo! https://turo.com/us/en/car-rental/united-states/paia-hi/ford/mustang/1058537

Paradise in Paia Kuau Plaza

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.

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

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.

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.

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!

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

GREAT Location HAIKU 3 Bedroom Cottage

COUNTY PERMITTED - This home holds a Legal Maui Permit STPH2015/0006. Amazing Location, Cute Beach-style, 3 BEDROOM +1 BATH home. 2 Queen bedrooms & another bedroom/office with desk + twin bed, walk to Haiku Grocery, Haiku Cannery, Nuka Japanese & Sushi, Yoga, Colleens, 4 miles to Ho'okipa, (sleeps 1-4) fully equipped kitchen, HIGH SPEED WIFI. Washer/Dryer not shared. Please note we host children 6 years & over.

Rustic Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property At this time we are hosting to guests 12 or older. This property is terraced so not optimal for young children. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

Paia cottage walk to town and beach

My cottage sits on a flag lot, gated and fenced, shared with my 1 bedroom cottage. Parking is next to the cottage . There is a nice outdoor area with table and chairs and a barbecue. (Please note, I only advertise or book this condo through Vacation rental sites. If someone has approached you to book this directly, it is a scam.)