Vacation rentals in Pāʻia Bay

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Top-rated vacation rentals in Pāʻia Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Guest suite in Paia
4.9 out of 5 average rating, 200 reviews

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!

Top guest favorite
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
4.93 out of 5 average rating, 421 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pamela has been hosting two fully permitted listings for the last 12 years with over 1,500 five star reviews. BUT Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.

Top guest favorite
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-Pauwela
4.99 out of 5 average rating, 386 reviews

Maliko Retreat

NOTE: This farm stay is not being phased out by County regulations. 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. This eclectic antique Hawaiian cottage is perched atop a scenic jungle gorge with breathtaking views in every direction. Open and breezy; attention to detail shines from every facet.

Guest favorite
A scenic view of lush greenery and ocean waters is captured from the porch area. Tall palm trees sway gently in the breeze, framing the beautiful coastline, while a spacious lawn extends down towards the beach.
Apartment in Paia
4.96 out of 5 average rating, 23 reviews

Paia Bay Suites - licensed - ocean view

Maui County License: STPH2013/0026 (rates include taxes) Paia Bay Suites is a Maui County permitted vacation rental convenient located within walking distance to Paia town with shops and restaurants. It has beautiful OCEAN VIEWS and is well designed with queen size bed, full bathroom with walk-in shower, full kitchen, AC split system and internet service. The property is fenced with outside sitting area and is shared with the downstairs unit which is occupied by one retired person.

Guest favorite
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.
Home in Haiku-Pauwela
4.9 out of 5 average rating, 173 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.

Guest favorite
An entryway is shown, with a spacious door open to a landscaped yard. Lush green grass and tropical plants are visible through the door, with a paved pathway leading into the garden. Sunlight filters through the leaves, creating dappled shadows on the ground.
Apartment in Paia
4.83 out of 5 average rating, 196 reviews

"Sunset Unit"-Paia, Maui

Aloha! Welcome to Hale Nihi Bed & Breakfast. We are located on Maui’s North Shore, on Baldwin Avenue in Historic Paia Town. Staying here at Hale Nihi B&B, you will enjoy the convenience of being within walking distance to shops, restaurants & bars. Both units are large Studio suites located on the lower level of the house with no actual bedroom. Approximately 400 SF each with private bath and kitchenette. Fully equipped with bedding, towels, utensils, soap, etc.

Top guest favorite
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-Pauwela
4.94 out of 5 average rating, 456 reviews

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.

Top guest favorite
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.
Condo in Paia
4.93 out of 5 average rating, 518 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.

Top guest favorite
Bungalow in Paia
4.97 out of 5 average rating, 64 reviews

Palm Surf Bungalow

Maui North Shore Oceanfront Cottage 2 bedroom oceanfront cottage, sleeps 4, one rental group at a time. Relax in this charming bungalow or under the palm trees. Enjoy the surf or the nearby swimming beach or watch the turtles swimming. Minutes from world famous Ho'okipa surfing beach park. The property has the perfect blend of privacy and seclusion yet within easy walking distance to shops and restaurants in quaint downtown Pa'ia.

Top guest favorite
The exterior of a two-story home is displayed amid lush greenery. A spacious deck is highlighted with white railings and a pergola, complementing the tranquil surroundings. The sky is bright with scattered clouds, enhancing the feeling of openness and serenity.
Home in Haiku-Pauwela
4.92 out of 5 average rating, 103 reviews

The Art Estate, Haiku Maui Hawaii

Our spacious, open-floor-plan home has a contemporary style. The secluded 17-acre, lush, tropical estate has exotic varieties of Bamboo, Palms, Avocados, and various fruit trees. Located on the grounds is a private, functioning, award-winning art studio creating films, photography, video installations, and sculpture. If you are looking to explore, we are just a quick ten-minute drive to the best beaches on the North Shore!

Guest favorite
An outdoor deck area features a spacious seating arrangement, including a large dining table and comfortable lounge chairs. The surrounding landscape is dominated by green cane fields under a bright blue sky, creating an open and airy atmosphere.
Home in Paia
4.92 out of 5 average rating, 60 reviews

Paia Family House

Walk to the beach and to everything in Paia Town. Walk to cafes, restaurants, Mana Natural Foods market and galleries. Get to world-class windsurfing, kiting, & surfing in a jiffy. Plenty of room for gear storage. Enjoy! *NOTICE: OUR NIGHTLY RATE INCLUDES A MANDATORY HAWAII STATE OF 18.712% ON ALL RENT starting January 1st, 2026. A weekly mid-stay clean is mandatory for stays of 2 weeks or longer. STPH 2018/0002

Top guest favorite
A modern, two-bedroom home is showcased, featuring a covered lanai with a dining area for six. Large windows provide views of the surroundings, while the exterior combines wood and blue siding against a bright sky and greenery.
Home in Haiku-Pauwela
4.98 out of 5 average rating, 163 reviews

Peaceful and Spacious; North Shore Maui

New, spacious two-bedroom home in Ha'iku, Maui (Permit STPH20200003). With beautiful ocean views and peaceful surroundings, located on the Northshore of Maui, this is the perfect place to stay to explore the Road to Hana, the Northshore, and upcountry Maui. Perfect for two couples or a family, you'll have everything you need to explore the island and a peaceful living area to relax following a day of adventuring.

Popular amenities for Pāʻia Bay vacation rentals