Paia Vacation Rentals – Colorful Cottages on Maui's North Shore
Paia vacation rentals offer an eclectic mix of beach cottages, plantation homes, and private hideaways on Maui's North Shore. Located near Baldwin Beach, Ho'okipa, and the start of the Road to Hana, Paia is perfect for travelers seeking surf, scenery, and a bohemian island vibe.
Paia is a historic surf town known for its artistic charm, friendly locals, and central location for North Shore exploration. It's home to colorful boutiques, organic eateries, and world-class windsurfing beaches, all within walking distance from many vacation rentals.
Top Reasons to Stay in Paia
- Walking distance to Baldwin Beach and Ho'okipa Beach Park
- Steps from shops, cafés, and the island's best fish tacos
- Quick access to Twin Falls and the Road to Hana
- Surf, kiteboard, or windsurf in one of Hawaii's top water sport areas
- Stay in character-rich rentals with tropical gardens or ocean views
Key Features and Amenities of Paia Rentals
- Beachfront and oceanview cottages with private lanais
- Full kitchens, local decor, and outdoor showers
- Walkable locations near the heart of town
- Quiet retreats tucked in lush greenery or hillside estates
- Unique architecture and artistic design details
Perfect For
- Surfers, yogis, and nature lovers
- Couples on a romantic escape
- Travelers beginning the Road to Hana journey
- Families seeking low-key beach access and outdoor fun
Whether you're drawn to the rolling surf or the relaxed, artsy energy, Paia delivers a unique experience unlike anywhere else on Maui. Browse below to discover vacation rentals in this beloved North Shore beach town.
Private Paia Studio in a Tropical Sanctuary, a short walk to Paia town & beach.
This Private air conditioned studio is located on a newly remodeled ocean view estate, within walking distance to some of Maui's best restaurants and shops in the historic plantation town of Pa'ia. The property offers stunning views of both the ocean and Haleakala....
3 Bedroom Home - in Paia Town - Walk to it All
If you want to be in Paia, or minutes to Ho'okipa or Sprecklesville, you'll like this location. This is the relaxed, non-touristy Hawaiian experience. Plus, Paia is the north shore hub for all sports wind and wave. And, Paia is a walk-able town.The north shore has no...
Charming Beach Cottage by Mama's Beach
Grom's Hideaway is a charming cottage nestled in the heart of Kuau Point, the last little neighborhood 1 mile outside Paia(a 5 min drive), as you head out on Hana Highway. Grom's has 3 bedrooms (king, queen and two twins) and 1 Bath with an indoor and a Very Private...
Milo Maui County permit STPH 20130018
4 bedroom, two bathroom, oceanfront cottage, sleeps 8, one rental group at a time. Relax in this charming 2 story house or under the palm trees. Enjoy the surf or nearby swimming beach. Minutes away from world famous Ho'okipa Beach Park and Paia Bay.The property has the...
Paia Bay House: 4BR Oceanfront Retreat on Maui's North Shore
Attention, the State of Hawaii Transient Accommodation Taxes has been recently increased to 11% for all 2026 reservations. Confirmed reservations will see an invoice adjustment when the new tax law is signed by the Governor.Oceanfront property in the heart of Paia town,...
IDEALLY LOCATED, FABULOUS "HALE NANEA" Beach House- AC
HI Tax ID-W01462890-02MAUI PROPOSED VACATION RENTAL BAN WILL NOT GO INTO EFFECT UNTIL 2030 IN THE UNLIKELY EVENT IT PASSES- YOUR BOOKING IS SAFE!! 31 Kaiholo place, nestled behind the famous Mama's Fish House(please make reservations before you arrive).This home has 3...
Paia Inn - 3 Bedroom Ocean Front Beach House
At the Paia Inn, your safety and well-being is our top priority. Our dedicated staff is here to make your stay comfortable and memorable – with outstanding customer service, in-house amenities and dining, and great vibes. We have implemented new cleaning + safety...
Paia beach house with huge ocean view and only one minute walk to Kuau beach
Maui County Rental permit - STPH 2018/0003 (this is a legal, permitted Maui vacation rental)TA-066-523-9552-02 / GE-066-523-9552-02 TMK-260090240001It's a Beach House! A place to relax, unwind, listen to the breeze through the palm trees, absorb the ocean views. Start...
Ocean View 1 BR Cottage on Oceanfront Property. Permitted
$320/night + tax 17.962%. Starting September 1st, 2025 our rate will be $340 + 17.962% tax.Rate is for 1 or 2 persons.(Permit # CP2001/0018 & HT ID TA-003-079-5776-01 & TMK 2-6-009-008). Minimum stay 7 nights. Want to stay fewer days? At certain times of the year, or...
Luxurious ocean inspired studio in Paia short walk to Maui's coolest beach town
This modern newly remodeled studio is hidden away in our tropical sanctuary we call Mangolani Inn. The studio has a king size bed, comfy love seat w/ driftwood coffee table & Mango wood dresser. Spa like custom tile bathroom and shower will make you feel like you are...
Northshore - Paia Beach Town
Walk to the beach and everything in Paia Town. Paia Family House is very spacious, well equipped, with a variety of comfortable indoor, and sweet outdoor living spaces for everyone! There's a yard where kids can play, and views out over the green cane fields. This 4...
Modern ocean view suite walking distance to the coolest beach town in Maui
Mangolani Inn is a refreshing alternative to Maui's mega resorts. Live a more like a local by staying in our luxurious award winning tropical sanctuary walking distance from the coolest little beach town in Maui. The Ocean View our newest premier studio on property is...
Palm Maui County permit STPH 20130018
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...
Charming. permitted cottage, short walk to Paia town & beach.nSTPH 2013/0004
Nestled on Baldwin Avenue, our plantation style one bedroom cottage provides convenient and comfortable accommodations for 2 people, with the amenities of Historic Paia Town and Paia Bay just a few minutes walk away and all areas of the Island within easy driving...
Paia Family Cottage - Walk to everything in Paia Town
Walk to everything in Paia Town. Paia Family Cottage is well equipped, with comfortable indoor, and sweet outdoor living spaces for everyone. There is AC in all bedrooms and living room. And a yard where kids can play, with views out over the green sugar cane fields....
Maui North Shore Villa: Private Pool, Courtyard & Steps to Baby Beach
Your North Shore Beach Retreat in Maui’s Premier Neighborhood:Nestled in the heart of Spreckelsville, this is more than a beach house—it’s a place to slow down and savor what makes Maui special. Just a 3-minute walk from Baby Beach, with its calm lagoon waters...
Charming Ocean View Home with Central A/C - walk to Downtown Paia and Beaches
Experience the beauty of Maui’s North Shore from this private, ocean-view home just minutes from downtown Paia and some of Maui’s best beaches. This spacious 3-bedroom, 2-bath vacation rental offers the perfect balance of tranquility and convenience, featuring...
Aloha Charm on Maui's North Shore - Right by Mama's Beach.
2 rows off the sandy beach in a quiet north shore neighborhood. This property is perfect for family and friends or a couple. 'A breezy and charming home, Maui Winds invites rest and relaxation and offers exciting activities for top-notch athletes ready to windsurf,...
Lani Paradise - Oceanfront Retreat with Private Pool
Discover paradise with a private pool, surrounded by natural oceanfront scenery. Revel in the charm of this tastefully decorated 4-bedroom, two-story Villa and romantic 2-bedroom Cottage overlooking Maui's North Shore.This exclusive property offers private waterfront...
Quaint Paia Beach House with Ocean Views! Cold AC! Walk to town/beach!
FULLY PERMITTED BY MAUI COUNTYSTPH 2013-0026TA-073-017-7536-01, TA-134-951-1168-01Attention, the State of Hawaii is considering an increase of Transient Accommodation Taxes of 0.75% for all 2026 reservations. Confirmed reservations will see an invoice adjustment when...
Oceanfront: Large Private Beach House - Maui North Shore
TAT 199-207-5264-01,GE199-207-5264-01 Lawful Transient Vacation Rental Use 10/30/2009Hale Ola is an original island-style beach house, recently remodeled, with beautiful panoramic views of the West Maui mountains and Kanaha Beach Park. The two acre property - well known...
Plantation Style cottage short walk to beach and town nPermit STPH2013/0004
Nestled on Baldwin Avenue, this two bedroom cottage provides convenient and comfortable air conditioned accommodations, comfy queen sized beds and a/c units in each bedroom, with the amenities of Historic Paia Town and Paia Bay just a 5 to 10 minute walk away. Baldwin...
Gorgeous Oceanfront Home with Pool and Hot Tub in Paia
Maui County Rental permit - STPH 2013/0008TA-048-493-9776-01 / GE-048-493-9776-01TMK-260040080000WALK TO EVERYTHING IN PAIA TOWN!The setting is just stunning! Enter the back gate, and the first view looking through the glass door, across the entry area, and beyond the...
Menehune House, quick walk to tide pool beach
Maui County Vacation Rental Permit: STPH2013/0010 GE-066-317-9264-02/TA-066-317-9264-01TMK-260120340000The Menehune property is located in Kuau Point, a residential sea-side outcropping near Paia, on Maui's well-loved North Shore. It is a quick walk to the Kuau Channel...
Adorable cottage near small beach
Maui County Vacation Rental Permit: STPH2013/0010 GE-066-317-9264-02/TA-066-317-9264-01TMK-260120340000Experience a delightful part of “old Hawaii” with all modern conveniences by staying at the Menehune Cottage or House in Kuau, one of the coolest little...
#1 Family & Windsurf Friendly Private Sandy Beachfront Home on North Shore
TAT 199-207-5264-01,GE199-207-5264-01 Lawful Transient Vacation Rental Use 10/30/2009NEW UPDATE!!- newly remodeled Kitchen with all new appliances including: Double Oven, Wine Fridge, Breakfast bar overlooking the ocean- ahhhh!! New bathrooms, deck furniture and Gas...
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
A beautiful, modern one bedroom condo located walking distance to the famous Mama's Beach on Maui’s majestic North Shore! Located in Paia, this unit is the perfect home away from home for exploring the delights of Maui's North Shore and spectacular road to Hana. Steps...
Gingerbread House-Less than a mile from Paia town and all North Shore beaches
This unique and romantic two story, one bedroom house is nestled in a mango tree. The house is an A-frame structure with high ceilings and skylights making it bright and airy. It is located less than a mile from the bohemian town of Paia and ALL of the North Shore...
Nalu House - Paia Bay Maui Vacation Home
Nalu House is the perfect home for a Maui vacation. This house, a beautiful designer remodeled home, combines old Hawaii's charm with all the modern amenities. Sit outside on a private covered lanai on relaxing lounge chairs to watch the turtles, surfers and paddle...
Kunea Place: North Shore Maui Home with Pool & Tennis Court
Kunea Place rests on three-quarters of an acre of beautifully landscaped property, with a private pool and tennis court access. The home sleeps eight guests and has four bedrooms, four bathrooms, a living room, a large renovated and fully equipped kitchen,...
BEAUTIFUL NEW Beach-chic condo with AC 1 mile from Paia & Steps to Mama's Beach
Ku'au Plaza is a very small, friendly, quiet 30 unit condo complex; the only one of it's kind on Maui's north shore. Our fully remodeled, Beach Chic style condo is ideally nestled next to Mama's Beach & tide pools and the famous Mama's Fish House, only a mile from hip...
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...
Large Studio In a "Tropical Sanctuary" Just A Short Walk To Paia Town & Beaches!
We have three newly renovated air-conditioned studios on our property. This add features our newly renovated 3 bedroom 3.5 bathroom ocean view upstairs house. The house has a full kitchen, large living room, indoor and outdoor dinning, smart TV, free streaming Wifi,...
Beach front. Walk straight out to the beach or lounge on the patio and enjoy the amazing view.
TA-059-556-6592-01 / GE-059-556-6592-01TMK-380020030011Within the gates of Sugar Cove, is a very special ocean front and beach front group of townhomes. This small, intimate property offers only three vacation homes for short term rental (the other 15 homes remain empty...
Two Bedroom Paia Beach House Less in the middle of all the North Shore beaches
This is an adorable TWO bedroom house with high vaulted ceilings and shiny wood floors. The house is a half block off Hana Highway, 0.9 miles from Paia town, and within a mile of all the North Shore Beaches.There is a queen size bed in the first bedroom and a full size...
Aloha Glamp in Paradise
Introducing the ultimate Maui adventure experience! Explore the magic of Maui in style and comfort with our premium 4x4 Jeep equipped with a rooftop tent, enabling you to seamlessly transition from one thrilling adventure to another while indulging in glamorous Glamping...
Beach House! Great for Wind-sports on Maui's North-shore close to Kahului & Paia
Permit # STWK 2016/0001 TMK (2) 3-8-002:069Charming beach house in old Spreckelsville, on Stable Rd, the world class location for wind-sports. House was built in the 1950's and boast the charm of Hawaii life by the sea. Large three bedrooms, two bathrooms with fully...
Kuau Surf North shore Maui Locally-Owned
My place is simple cozy and very well located. Only a 2 minutes walking distance to a private beach on the north shore of Maui, and walking distance to the world famous Mama's Fish House Restaurant. Hookipa Beach Park which features great surfing and windsurfing, is...
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...
Condo w/ Lanai at Beginning of Road to Hana!
Your heavenly Hawaiian holiday awaits at this seaside sanctuary situated just 1 block from the diamond-dusted shoreline of the Maui coast. This 1-bedroom, 1-bath condo is well-appointed with upscale furnishings and a private outdoor lanai with plush patio seating....
Newly renovated 2nd floor condo — 150 yards from Mama’s Beach!
Right on the fabled road to Hana just one mile east of Paia Town, this little gem of a hideway offers a sampling of both sides of Maui, "mauka" (toward the mountain) and "makai" (toward the sea): From this home's front entryway, an unobstructed view of majestic...
Kaua Corner
Nestled in a charming mid-century modern apartment building. Located steps to the beach. This stylish retreat offers the perfect blend of comfort and convenience, with a bright, airy space that’s ideal for relaxation.A short drive to Paia town, where you can explore...
Sugar Cove on the north shore - beach, views, pool.
TA-190-072-6272-01 / GE-190-072-6272-01TMK-380020030013Sugar Cove is four manicured acres of grounds with only 18 oceanfront town homes (only 3 are available for vacation rental). The grounds include pool. Each townhouse is 2300sf, with the bedrooms on the upper level...
Suite on North Shore property. Walk to beach & town!
The Ho'okipa Surf Suite is located on the rear part of a private ocean front property on the North Shore of beautiful Maui. We are less than 5 minutes from world class surf breaks, kite and wind surfing beaches. The rental contains 1 bedroom, 1 bathroom, living area &...
Drive & Camp/Ford Transit
About this spaceReconnect with nature at this unforgettable escape. Maui Camp SpotsKipahulu Campground / Haleakala National ParkTony’s Place:A nice private campground in Hana town, walking distance to Hamoa Beach.Lahaina & Westside:Camp OlowaluPapaluaRoadside on the...
Lani Paradise Oceanfront Villa Paia
Discover paradise in our 4-bedroom, two-story Villa overlooking Maui’s North Shore. Featuring a pool surrounded by breathtaking oceanfront scenery.This exclusive property offers waterfront views of the sought-after surf break, Tavares Bay, with sandy beaches within a...
Lani Paradise Oceanfront Cottage
Discover paradise in our 2 bedroom cottage overlooking Maui’s North Shore, featuring a pool surrounded by breathtaking oceanfront scenery.This exclusive property offers waterfront views of the sought-after surf break, Tavares Bay, with sandy beaches within a 3 minute...