Family-friendly vacation rentals in Paia

A serene ocean view is captured at sunset, with the sun sinking towards the horizon. The sky is painted in soft hues of blue and orange, while gentle waves lap against rocky shorelines. Silhouetted palm trees frame the image, enhancing the coastal atmosphere.

4.91 out of 5 average rating, 190 reviews

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

The living area features a spacious sofa adorned with colorful cushions, a round coffee table at its center, and a large area rug. Expansive glass doors invite natural light and provide access to the lanai, where tropical greenery is visible outside.

4.78 out of 5 average rating, 330 reviews

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.

4.92 out of 5 average rating, 1,128 reviews

A bright bedroom features a queen bed with a navy blue coverlet, complemented by a decorative yellow pillow. Light streams in through the window, highlighting a wooden chest at the foot of the bed and a bedside table. A comfortable chair and a foldable stool add functionality to the space.

Apartment in Kula

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

The kitchen area features modern cabinetry and stainless steel appliances, including a refrigerator and microwave. Bar stools are arranged around a spacious counter. A cozy living area includes a couch and coffee table, with a patterned rug adding a touch of warmth to the space.

4.77 out of 5 average rating, 519 reviews

Kuau Surf 2.0 Maui North Shore Locally-Owned

My one bedroom apartment is very well located on the beautiful and wild north shore of Maui. It is 2 minutes walking distance to Mama’s beach, right in front of the world famous Mama's Fish House Restaurant. Hookipa Beach Park, which features great surfing and windsurfing, is only 2 minutes drive from the apartment. Paia town with restaurants and shops is only 5 minutes away. My apartment is good for couples, solo adventurers, and small families (with kids).

4.87 out of 5 average rating, 124 reviews

A bright and airy living space features natural light streaming through open glass doors. A cozy seating area includes a dark sofa and a wooden coffee table. A dining table with four chairs is positioned nearby, complemented by a bowl of fresh fruit.

Apartment in Paia

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.

4.84 out of 5 average rating, 160 reviews

An inviting entrance is framed by lush greenery, featuring a stone pathway that leads to a swimming pool area. Strong wood beams support a structure adorned with lamps, while vibrant palms and decorative rocks enhance the natural ambiance.

Place to stay in Wailuku

Stall #4 Safe place to sleep in your vehicle

Discover the perfect haven for budget travelers looking for a secure and comfortable place to rest! Our offering is ideal for those parking and sleeping in their cars or RV rentals, and it comes without the extra cost of a room. Enjoy the convenience of an outhouse and hot showers available during business hours, ensuring you feel refreshed and rejuvenated. Experience peace of mind with our fully fenced yard, designed for your privacy and security.

The living area features a wooden dining table surrounded by four chairs, with a comfortable beige sofa positioned nearby. Large glass doors provide natural light and views of the backyard, framed by vibrant greenery. A flat-screen TV is mounted on the wall opposite.

4.93 out of 5 average rating, 474 reviews

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.

4.89 out of 5 average rating, 177 reviews

An open living area features bamboo flooring and a high, vaulted ceiling, with natural light streaming through large windows. Furnishings include a wooden table, a comfortable sofa, and a TV stand. A kitchenette is visible in the background, equipped with essential appliances.

Guest suite 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!

4.99 out of 5 average rating, 200 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

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

A spacious living area features a modern couch adorned with decorative pillows. Large glass doors open to a lush lawn area, allowing natural light to fill the room. A ceiling fan and a small dining table complement the welcoming ambiance, while tropical plants add a touch of greenery.

4.86 out of 5 average rating, 226 reviews

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.

A light-filled living area features a comfortable sofa and two woven chairs, arranged around a round coffee table. A large piece of art displays shades of blue on the wall, while a fan and golden lamp provide functionality. A patterned rug adds texture to the space.

4.89 out of 5 average rating, 113 reviews

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.

4.99 out of 5 average rating, 186 reviews

A panoramic view showcases lush green landscape merging into the blue ocean on the horizon. A variety of trees, including a tall conifer, adds to the natural beauty. The sky is bright with scattered clouds, creating a serene atmosphere.

Home in Haiku

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.

Popular amenities for Paia family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An open-concept living area features a spacious dining table with blue upholstered chairs, complemented by a calming color palette. The kitchen, equipped with modern appliances, is visible in the background, while natural light fills the space through large windows.

4.95 out of 5 average rating, 131 reviews

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

A sandy beach stretches along the coastline, leading to a distant rocky outcrop separating the water from the shore. A multi-level building stands nearby, surrounded by greenery, with gentle waves lapping at the beach under a clear blue sky.

4.82 out of 5 average rating, 186 reviews

Charming Maui Beach Condo Steps from the Shore!

A bright and airy living space features vaulted wooden ceilings and large sliding glass doors, opening to a balcony with a garden view. A comfortable seating area is adorned with blue and white accents, while a dining table surrounded by six chairs is visible in the foreground.

4.95 out of 5 average rating, 108 reviews

Maui Kamaole Retreat Modern Remodel, Close 2 Beach

A modern kitchen is shown with sleek gray cabinetry and stainless steel appliances. An island seating area with two wooden stools is present, topped with a decorative tray and two cups. Pendant lights with blue shades illuminate the space, enhancing the open and functional layout.

4.96 out of 5 average rating, 182 reviews

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

A well-lit studio suite features a comfortable leather sofa and two wooden chairs placed beside a table near a large window. Light drapes filter in through sheer curtains, enhancing the inviting interior, while a decorative piece and soft lamp contribute to a relaxed ambiance.

4.96 out of 5 average rating, 625 reviews

Wailea Resort studio suite

4.94 out of 5 average rating, 167 reviews

An outdoor dining table is set for four, featuring plates and cutlery, with a backdrop of lush greenery and panoramic ocean views. Palm trees frame the scene, and the sky displays soft hues of sunrise or sunset, enhancing the tranquil atmosphere.

Condo in Wailuku

Boho Beach Retreat *OCEAN VIEWS*

A modern kitchen is showcased, featuring wooden cabinetry and a granite countertop. Stainless steel appliances, including a microwave, oven, and refrigerator, are prominently displayed. The kitchen island offers a double sink and is complemented by tile backsplash in calming colors.

4.93 out of 5 average rating, 151 reviews

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

The bedroom features a plank headboard with a spacious bed dressed in soothing seafoam colors. Soft accent pillows adorn the bed, including one that reads 'aloha', while a bedside lamp provides gentle illumination.

4.98 out of 5 average rating, 132 reviews

Tropical Kihei Resort | 3 Min Walk to Beach | A/C

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 116 reviews

The exterior of a spacious home is framed by lush tropical plants and trees. A charming pathway leads to a welcoming front deck illuminated by soft lighting. Large sliding doors enhance visibility into the interior, where comfortable seating is visible in a cozy living space.

Home in Wailea

Mana Hale Vacation Rental

4.97 out of 5 average rating, 128 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

4.89 out of 5 average rating, 503 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

4.85 out of 5 average rating, 129 reviews

Updated 2-Bed Studio- Steps from the Beach/Shops

4.85 out of 5 average rating, 124 reviews

The image captures a serene beach scene with clear turquoise waters gently lapping against a sandy shore. Distant islands are visible on the horizon under a bright blue sky adorned with soft white clouds. The tranquil ocean setting suggests opportunities for swimming and snorkeling.

Condo in Lahaina

A jewel on Oceanfront & Breath Taking Views.

4.88 out of 5 average rating, 251 reviews

An inviting bedroom features a spacious bed with a patterned blanket. Two framed paintings adorn the light blue walls, and a bedside lamp provides soft illumination. A doorway leads to a bright living area, with natural light visible from additional outdoor access.

Apartment in Wailuku

2B/2B Cottage/Cozy/Central/Private/Historic town

4.86 out of 5 average rating, 115 reviews

A comfortable living area features a green sofa with decorative pillows, complemented by a wooden coffee table and matching lamps. A dining space with a table and chairs is visible in the background, alongside a kitchen area with a bright, airy atmosphere enhanced by natural light.

Home in Paia

Two Bedroom Green Turtle House

4.97 out of 5 average rating, 304 reviews

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.

Farm stay in Haiku

Ocean View - Private Cabin

Family-friendly home rentals with a pool

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, 204 reviews

Mana Kai 608: Oceanfront Remod! Summer now OPEN!

A modern kitchen and dining area is featured, with light-colored cabinetry and a spacious countertop. Pendant lights illuminate the space. A vibrant mural depicts tropical foliage on the wall. Large glass doors provide views of the lush outdoor area, enhancing the bright atmosphere.

4.94 out of 5 average rating, 108 reviews

☀Very Desirable South Kihei | Enlivening Getaway ☀

A bright sleeping area features a spacious bed dressed in crisp white linens. Flanking the bed are two nightstands with lamps. A smart TV is mounted on the wall opposite, and large windows with white shutters allow natural light to enter the room.

4.98 out of 5 average rating, 437 reviews

Boathouse Studio Condo in Wailea, Hawaii

A light-filled living room features a designer sectional sofa and a wooden coffee table. Floor-to-ceiling glass doors offer unobstructed views of the ocean and balcony. A modern TV is positioned on a wooden console, enhancing the contemporary aesthetic of the space.

4.99 out of 5 average rating, 234 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

4.99 out of 5 average rating, 202 reviews

A charming bungalow is surrounded by lush greenery and tropical landscaping, with tall palm trees framing the entrance. A dark blue SUV is parked in the driveway, positioned beside the front door. Bright sunlight highlights the vibrant plants and landscaping, creating a welcoming atmosphere.

Bungalow in Lahaina

Ka Hale Aloha (The Love Shack)

An aerial view captures the coastal Menehune Shores complex, showcasing its resort-style architecture alongside the ocean. Lush green lawns extend towards the shore where gentle waves lap against the sandy beach. The backdrop features the expansive landscape of Maui, highlighting both land and sea.

4.99 out of 5 average rating, 126 reviews

Stylish Kihei Condo in Oceanfront Resort Complex

A modern living area features a firm couch with decorative cushions and two small wooden side tables. A round coffee table sits in front, arranged on a textured area rug. A decorative floor lamp and potted plant add a touch of greenery to the neutral space.

4.95 out of 5 average rating, 240 reviews

Beach View! MODERN & SPACIOUS! 3 min to Downtown!

The living room features a stylish sofa with soft cushions, complemented by decorative pillows. A light wood table sits in front of the sofa, while a modern floor lamp adds illumination. Artwork hangs on the wall above, and a textured area rug anchors the space.