
Family-friendly holiday rentals in Paia
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Top-rated family-friendly rentals in Paia
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Kuau Cottage
Clean, newly built 1 bedroom/1 bath with super fast internet and A/C. Situated in a quiet neighborhood in Kuau, away from the hustle and bustle of Paia but still just a short 1 mile car journey from the town. Kuau Beach and Mama’s Beach are both walking distance from the house and world-famous Ho-okipa Beach Park is just a 1-mile drive away. Kanaha Beach Park and Kite beach are about 15 minutes from the house. TVR Tax (10%) and GET (4%) included in price.

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!

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.

Adorable Gingerbread House Farm Stay, Makawao
Romantic hideaway! This LEGALLY PERMITTED Farm Stay has the lush beauty and privacy of Hana, without the drive! 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! Comes with a FREE FARM TOUR and/or LABYRINTH WALK with every booking! Permit Number STMP 2015 / 0001 SUP2 2013 / 0013

Paia Surf Condo
Classic Paia surf condo located on the first floor of Kuau Plaza centrally located on Maui's north shore. Your private patio leads out to a large communal lawn and palm trees. Mama's hidden beach is only a two min walk, Ho'okipa a two minute drive, a 5 minute drive to Paia town with unique shopping and great restaurants, and a 10 minute drive to Haiku. You are perfectly positioned for your trip to Hana or Haleakala Crater.

Kalani at Haiku Garden Sanctuary
Welcome to Haiku Garden Sanctuary. Kalani is a unique North Shore farm cottage where you can savor coffee on the lanai, wander our garden paths, harvest seasonal fruit trees, and slow down to the rhythms of island life. Enjoy a full kitchen, fast Wi-Fi, a deck with ocean and garden views, and a private outdoor shower—just minutes from North Shore beaches, hiking trails, local restaurants, and farmers markets.

Charming Hoku Pauwela Breathtaking ocean views!
Located on the north shore of Maui, Hoku Pauwela (Maui County B&B Permit# BBPH 2019/0002 and Hawaii State TAT # TA-036-968-8576-01) is the ideal location from which to experience the north shore, upcountry, Haleakala crater, and the epic drive to Hana. Spacious, quiet, and family-friendly, you'll have all you need to explore Maui and a peaceful living area to relax in after a day of adventuring.

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!
Popular amenities for Paia family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Condo w/wide Ocean View (Palms at Wailea)!

Oceanfront Condo. Pool & Spa, 1 Br.

Oceanfront Getaway, Brand New, Steps To Beach

Renovated Condo | 3 Min Walk to Toes in the Sand!

Wailea Resort studio suite

Sugar Beach Renovated 10% Discnt on 7 days Booking

The Spirit of Aloha-1Bed/1Bath in Tropical Resort

Oceanfront | 20 Steps To Beach | Ground Floor
Family- and pet-friendly home rentals

Mana Hale Vacation Rental

Beachfront Oceanview Seaside Retreat SoothingWaves

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

Resort Style Studio-Steps to Beach, 2 Beds & AC

Kula Jewel - Pool, Hot Tub & Awesome Views!

Luxury condo 20 steps from beach/pool/hot tub #103

2B/2B Cottage/Cozy/Central/Private/Historic town
Family-friendly home rentals with a pool

Coastal Dream Oceanfront Condo!

Pickleball, Saltwater Pool, King Bed, AC, Ground

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Sugar Beach Resort Beach / Ocean Front Unit 426

Cozy Retreat With Ocean Views & Luxury Amenities!

Oceanfront Spectacular Condo, New Listing

“Paradise Views” Menehune Shores, Kihei, Maui
When is the best time to visit Paia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $674 SGD | $518 SGD | $638 SGD | $674 SGD | $672 SGD | $699 SGD | $631 SGD | $569 SGD | $572 SGD | $568 SGD | $608 SGD | $720 SGD |
| Avg. temp | 23°C | 23°C | 23°C | 24°C | 25°C | 26°C | 27°C | 27°C | 27°C | 26°C | 25°C | 24°C |
Quick stats about holiday rentals that are family-friendly in Paia

Total holiday rentals
Explore 30 holiday rentals in Paia

Nightly prices starting at
Paia holiday rentals start at $305 SGD per night before taxes and fees

Verified guest reviews
Over 2,610 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Paia holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Paia rentals

4.9 Average rating
Paia stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with a patio Paia
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- Rentals with a washing machine and dryer Paia
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- Fitness-friendly rentals Paia
- Rentals with beach access Paia
- Beachfront rentals Paia
- Family-friendly rentals Maui County
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Wailea Beach
- Polo Beach
- Maui Ocean Center
- Hāmoa Beach
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Big Beach
- Ulua Beach
- Whalers Village
- Black Rock Beach
- Peahi
- Maui Vista Condominium
- Maui Sunset
- Haleakala National Park
- Maui Arts & Cultural Center
- Kihei Kai Nani
- Kahana Beach
- PacWhale Eco-Adventures




