Family-friendly holiday rentals in Haiku-Pauwela

A cozy living area features a spacious sectional sofa adorned with teal accent pillows. A rustic coffee table sits in the center, complemented by vibrant wall art and a large window that offers views of the tropical yard outside.

4.97 out of 5 average rating, 276 reviews

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

The exterior of the cottage is presented, showcasing a spacious structure with a covered front porch and a driveway. Lush green grass surrounds the cottage, bordered by low, rustic fencing. A clear blue sky complements the tranquil setting, creating a serene ambiance.

4.96 out of 5 average rating, 251 reviews

Hale Leialoha (BBPH 20 17/00 04,SUP 20 17/00 10)

Hale Leialoha (GE-046-437-3760-01, TA-046-437-3760-01) is a beautiful Hawaiian style cottage located in "upcountry" Maui. Our Cottage is permitted for a total of 4 adults and up to 6 people. The cottage easily fits a family of 6 (4 adults & 2 children or 2 adults & 4 children or 3 adults & 3 children) (License # BBPH 2017/0004, SUP 2017/0010) As our guest, you will enjoy the modern finish and conveniences as well as a large roomy covered deck amidst the casual feel of old Hawaiiana.

A charming cottage is framed by palm trees and lush greenery. The front porch features wide steps leading to a welcoming entrance, with outdoor seating partially visible. The peaked roof adds character, while the clear sky enhances the peaceful tropical setting.

4.96 out of 5 average rating, 103 reviews

Hunter Hales Hoku cottage, Haiku, Maui

Hunter Hales "HOKU" is one of the two identical 810 sqft cottages on one half acre lot privately located just behind the Haiku Town center. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style of a classic Hawaii country town. You will feel so at home within the detailed cottage, equipped with everything one would possibly need while on vacation. This is local Maui vacationing at its best! TA-192-286-5152-01 STPH 20150004 TMK (2) 2-7-003:135

The exterior view shows a charming gray house with white trim and multiple windows. Flower boxes are mounted under the windows, and a concrete pathway leads past the property. Lush greenery and tall trees are visible in the background under a clear blue sky.

4.91 out of 5 average rating, 140 reviews

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.

Superhost

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.

Condo in Paia

4.75 out of 5 average rating, 530 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).

4.99 out of 5 average rating, 203 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

Superhost

A private balcony is shown, featuring two woven chairs and round side tables. The space is surrounded by lush greenery, with a view of the backyard and fencing providing privacy. Light filtered through leaves adds a calm ambiance.

4.7 out of 5 average rating, 170 reviews

Breezy Studio w/ Balcony + BBQ | Near Ho'okipa

At this newly remodeled upstairs studio, wake to Maui breezes and warm light. Enjoy a huge bathroom, kitchenette basics, and a cozy dining area for meals. Relax on the private patio or balcony while grilling dinner. The pull-out sofa adds extra comfort for guests. Just minutes from Ho’okipa Beach for waves and turtle watching, this clean, quiet retreat is perfect for two travelers seeking peaceful stays near Maui’s scenic road trips.

Two sets of glass doors are framed by a vibrant green exterior, leading to a cozy outdoor seating area. A wooden bench is positioned under a covered porch, surrounded by lush greenery. Soft sunlight filters through the nearby plants, enhancing the tranquil atmosphere.

4.86 out of 5 average rating, 229 reviews

Beauty On Northshore BnB BBPH20190003

2 Bedroom B & B rented as an entire apartment, located in Haiku, HI. 5 minutes to Haiku Town with great restaurants, food carts, shopping, yoga. 10 minutes to Paia and Makawao. Minutes away from Hookipa and Baldwin beach. 15 minutes from the nearest waterfall. Our friends, family and guests remark on how cozy and peaceful the rental is. Lush tropical surroundings with a North Shore breeze. A/C installed for those that prefer it.

4.94 out of 5 average rating, 421 reviews

An open concept living space is displayed, featuring a comfortable leather sofa and a wooden dining table. Large sliding glass doors invite natural light, while a modern kitchen is visible in the background. Ceiling fans and decorative elements enhance the airy ambiance.

Farm stay in Haiku

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.

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.

4.99 out of 5 average rating, 191 reviews

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.

A small outdoor sitting area is revealed, featuring a round table with two chairs and cushions. A vibrant array of tropical plants surrounds the space, providing a sense of privacy and connection to nature. Light filtering through the foliage enhances the tranquil atmosphere.

4.97 out of 5 average rating, 157 reviews

Leilani "Ilima" Suite- County Licensed

Maui County License: STPH2013/0020 All taxes and fees are included in nightly rate. The 400 square feet suite has lots of windows with beautiful ocean views. It offers everything you need to feel home and comfortable. Amenities include Split AC, California King bed, ceiling fan, cable TV, free wireless internet, spacious bathroom with large shower and a kitchenette.

A vibrant garden area is framed by lush tropical plants, including palm trees and bright red flowers. Cobblestone pathways lead through the greenery, with a comfortable seating area visible in the background. The serene atmosphere is complemented by a clear blue sky.

4.89 out of 5 average rating, 444 reviews

Hula Hale - Walk to Cafe/Start of Road to Hana

Our little "Hula Hale" is small but very special. It has everything you need for your visit to Maui's North Shore. A private studio with private entrance and bath, as well as a large, tropical, and completely private garden with covered lanai. The Hula Hale is the ideal home-base for your Maui adventures! We are a licensed B & B by the County of Maui.

Popular amenities for Haiku-Pauwela family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The living area features a comfortable couch and a dining table with bench seating. Natural light filters through the sliding glass doors, showcasing views of a garden outside. A ceiling fan and decorative elements, including a mirror and potted plant, add to the cozy ambiance.

4.95 out of 5 average rating, 174 reviews

Renovated 2BD/2BA | 3 Min Walk to Beach | A/C

4.94 out of 5 average rating, 133 reviews

A scenic outdoor space features a table set for dining, overlooking a vibrant green lawn and an expansive ocean view. Nearby, comfortable seating invites relaxation. The kitchen area is equipped with modern appliances, while a stylish clock adorns the wall.

Condo in Wailuku

Oceanfront Getaway, Brand New, Steps To Beach

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.

4.96 out of 5 average rating, 134 reviews

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

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, 187 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, 632 reviews

Wailea Resort studio suite

A scenic view reveals the ocean with soft waves meeting sandy shores, framed by palm trees. In the foreground, tennis courts are visible against a backdrop of rolling hills, showcasing lush greenery under a clear blue sky.

4.98 out of 5 average rating, 106 reviews

Maui is Open - Come Support the Locals

A modern living area features comfortable seating, with a large dining table positioned nearby. Floor-to-ceiling sliding glass doors provide views of the lush garden outside. Coastal decor is present, with a vibrant orange ceiling fan and artwork enhancing the airy ambiance.

4.96 out of 5 average rating, 224 reviews

As Seen on HGTV I Koa Resort 1G

A spacious living area features a light grey sectional sofa adorned with decorative cushions. A wooden coffee table sits in front, accompanied by a textured area rug. A piece of wall art depicting a boat on water is displayed above the sofa, complemented by a floor lamp and a plant on a side table.

4.98 out of 5 average rating, 114 reviews

Stylish garden oasis nearby Maui's best beaches

Family- and pet-friendly home rentals

A well-appointed bedroom features a spacious bed with decorative pillows and a quilted coverlet. Wall-mounted lighting provides soft illumination. Floor-to-ceiling curtains drape over a window, allowing filtered light to enter. A modern ceiling fan above adds comfort to the room.

4.78 out of 5 average rating, 291 reviews

Ocean View-FULL AC-BEACH Kihei Maui

4.98 out of 5 average rating, 118 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

4.99 out of 5 average rating, 354 reviews

The cottage exterior is framed by lush greenery and vibrant flowers, complemented by a decorative stone pathway leading to the entrance. A unique circular window and a red door enhance the cottage's character, while balconies offer inviting views of the surrounding landscape.

Farm stay in Haiku

Maliko Retreat

4.89 out of 5 average rating, 512 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

A cozy studio condo includes two double beds covered with white bedding and a blue accent thrown. Large glass doors lead to a private patio, offering natural light. A small seating area and a TV are visible, adding to the comfort of the space.

4.85 out of 5 average rating, 130 reviews

Resort Studio 2 Beds- Steps to Beach/Shops/Dining

4.93 out of 5 average rating, 377 reviews

A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.

Home in Kula

Kula Jewel - Pool, Hot Tub & Awesome Views!

4.94 out of 5 average rating, 341 reviews

A vibrant rainbow arcs across the sky, framed by tall palm trees. Lush greenery and distant trees fill the background, enhancing the natural beauty of the surroundings. The scene conveys a sense of tranquility and connection to nature.

Farm stay in Hana

JJ’s Hāna Hale - Farm Style Cottage STHA2021/0001

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

Family-friendly home rentals with a pool

A living area is showcased with a large mural of a wave on the wall. A red surfboard table adds a playful touch, positioned in front of a comfortable seating area. Natural light enters through the large windows, complemented by indoor plants and framed artwork.

4.97 out of 5 average rating, 100 reviews

Family Fun! Selfie Wall, Walk to Beach, Pool,3 TV

4.97 out of 5 average rating, 186 reviews

Ocean/Golf Course Views, Tropical Resort in Wailea

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, 208 reviews

Mana Kai 608- Oceanfront Remod! Modern Surf Vibe

4.95 out of 5 average rating, 162 reviews

A covered private lanai features a comfortable seating arrangement with a coffee table, while natural light enhances the space. Sunset views are visible through palm trees, providing a serene backdrop. The entrance to the indoor living area is seen through glass doors.

Apartment in Wailea

Ocean Front Vibes Maui

4.93 out of 5 average rating, 138 reviews

A bright living area features a comfortable sofa and armchairs, complemented by a coffee table. Large windows offer stunning ocean views, while a dining table and chairs are positioned nearby. A TV sits on a wooden unit, and vibrant artwork adorns the wall.

Apartment in Kihei

Maui Oceanfront Penthouse at Nani Kai Hale (609)

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, 239 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

An open-concept living area showcases a modern kitchen island with a fruit bowl. A sectional sofa is positioned beside a Samsung Smart TV, with beach-themed artwork adorning the walls. Natural light floods the space, highlighting the neutral tones and inviting layout.

4.98 out of 5 average rating, 131 reviews

*Fully Remodeled* Modern Island Style*

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.