Charming Ocean View Home with Central A/C - walk to Downtown Paia and BeachesFrom $370/night · Sleeps 6
North Shore Beach Town Rentals
Paia Vacation Rentals
Paia Vacation Rentals – Colorful Cottages on Maui's North Shore
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
Right 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 find vacation rentals in this beloved North Shore beach town.
Rental Listings
Paia Vacation Rentals Listings
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Paia Vacation Rentals Map
Charming Ocean View Home with Central A/C - walk to Downtown Paia and BeachesFrom $370/night · Sleeps 6
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004From $195/night · Sleeps 2
Paia Family Cottage - Walk to everything in Paia TownFrom $450/night · Sleeps 4
Milo Maui County permit STPH 20130018From $893/night · Sleeps 8
North Shore Ocean-View Garden Cottage near Paia – Maui by the SeaFrom $400/night · Sleeps 2
Maui North Shore Villa: Private Pool, Courtyard & Steps to Baby BeachFrom $1,454/night · Sleeps 6
Palm Maui County permit STPH 20130018From $525/night · Sleeps 4
Northshore - Paia Beach TownFrom $1,100/night · Sleeps 8
IDEALLY LOCATED, FABULOUS "HALE NANEA" Beach House- ACFrom $650/night · Sleeps 7
Paia beach house with huge ocean view and only one minute walk to Kuau beachFrom $995/night · Sleeps 8
Charming Beach Cottage by Mama's BeachFrom $374/night · Sleeps 6
Private Paia Studio in a Tropical Sanctuary, a short walk to Paia town & beach.From $344/night · Sleeps 2
Luxurious ocean inspired studio in Paia short walk to Maui's coolest beach townFrom $324/night · Sleeps 2
Lani Paradise Oceanfront Retreat with Private PoolFrom $2,205/night · Sleeps 12
Suite on North Shore property. Walk to beach & town!From $350/night · Sleeps 2
Modern ocean view suite walking distance to the coolest beach town in MauiFrom $428/night · Sleeps 2
Quaint Paia Beach House with Ocean Views! Cold AC! Walk to town/beach!From $315/night · Sleeps 2
Plantation Style cottage short walk to beach and town Permit STPH2013/0004From $220/night · Sleeps 4
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFiFrom $194/night · Sleeps 2
Gingerbread House-Less than a mile from Paia town and all North Shore beachesFrom $280/night · Sleeps 3
Oceanfront: Large Private Beach House - Maui North ShoreFrom $1,000/night · Sleeps 8
Gorgeous Oceanfront Home with Pool and Hot Tub in PaiaFrom $1,500/night · Sleeps 6
Menehune House, quick walk to tide pool beachFrom $550/night · Sleeps 6
Adorable cottage near small beachFrom $295/night · Sleeps 4
Nalu House - Paia Bay Maui Vacation HomeFrom $1,830/night · Sleeps 4
#1 Family & Windsurf Friendly Private Sandy Beachfront Home on North ShoreFrom $1,000/night · Sleeps 8
Kunea Place: North Shore Maui Home with Pool & Tennis CourtFrom $950/night · Sleeps 8
BEAUTIFUL NEW Beach-chic condo with AC 1 mile from Paia & Steps to Mama's BeachFrom $259/night · Sleeps 4
Beach House! Great for Wind-sports on Maui's North-shore close to Kahului & PaiaFrom $495/night · Sleeps 6
Beach front. Walk straight out to the beach or lounge on the patio and enjoy the amazing view.From $950/night · Sleeps 6
Paia Surf CondoFrom $223/night · Sleeps 4
3 Bedroom 3.5 Bathroom Ocean View House. A Short Walk To Paia Town & Beaches!From $1,200/night · Sleeps 7
Two Bedroom Paia Beach House Less in the middle of all the North Shore beachesFrom $350/night · Sleeps 4
From $370/night
Charming Ocean View Home with Central A/C - walk to Downtown Paia and Beaches
Paia, Hawaii
★★★★★ 10.0/10 · 194 reviews
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...
From $195/night
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
Paia, Hawaii
★★★★★ 10.0/10 · 125 reviews
Nestled on Baldwin Avenue, our plantation style one bedroom cottage provides convenient and comfortable accommodations for 2 people, with the...
From $450/night
Paia Family Cottage - Walk to everything in Paia Town
Paia, Hawaii
★★★★★ 10.0/10 · 111 reviews
Walk to everything in Paia Town. Paia Family Cottage is well equipped, with comfortable indoor, and sweet outdoor living spaces for everyone. There...
From $893/night
Milo Maui County permit STPH 20130018
Paia, Hawaii
★★★★★ 10.0/10 · 87 reviews
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....
From $400/night
North Shore Ocean-View Garden Cottage near Paia – Maui by the Sea
Paia, Hawaii
★★★★★ 10.0/10 · 81 reviews
Escape to your private upstairs oasis on a premier North Shore estate. Located between the charming town of Paia and world-famous Ho’okipa Beach,...
From $1,454/night
Maui North Shore Villa: Private Pool, Courtyard & Steps to Baby Beach
Paia, Hawaii
★★★★★ 10.0/10 · 79 reviews
Nestled in the heart of Spreckelsville on Maui's North Shore, this serene 3-bedroom home features a saltwater pool in a lush tropical courtyard and a...
From $525/night
Palm Maui County permit STPH 20130018
Paia, Hawaii
★★★★★ 10.0/10 · 75 reviews
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...
From $1,100/night
Northshore - Paia Beach Town
Paia, Hawaii
★★★★★ 10.0/10 · 74 reviews
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...
From $650/night
IDEALLY LOCATED, FABULOUS "HALE NANEA" Beach House- AC
Paia, Hawaii
★★★★★ 10.0/10 · 68 reviews
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...
From $995/night
Paia beach house with huge ocean view and only one minute walk to Kuau beach
Paia, Hawaii
★★★★★ 10.0/10 · 35 reviews
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...
From $374/night
Charming Beach Cottage by Mama's Beach
Paia, Hawaii
★★★★★ 10.0/10 · 34 reviews
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...
From $344/night
Private Paia Studio in a Tropical Sanctuary, a short walk to Paia town & beach.
Paia, Hawaii
★★★★★ 10.0/10 · 26 reviews
This Private air conditioned studio is located on a newly remodeled ocean view estate, within walking distance to some of Maui's best restaurants,...
From $324/night
Luxurious ocean inspired studio in Paia short walk to Maui's coolest beach town
Paia, Hawaii
★★★★★ 10.0/10 · 11 reviews
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/...
From $2,205/night
Lani Paradise Oceanfront Retreat with Private Pool
Paia, Hawaii
★★★★★ 10.0/10 · 4 reviews
Lani Paradise is a private oceanfront estate on Maui's North Shore, featuring a 4-bedroom villa and a 2-bedroom romantic cottage. Just a 4-minute...
From $350/night
Suite on North Shore property. Walk to beach & town!
Paia, Hawaii
★★★★★ 10.0/10 · 3 reviews
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...
From $428/night
Modern ocean view suite walking distance to the coolest beach town in Maui
Paia, Hawaii
★★★★★ 10.0/10 · 2 reviews
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...
From $315/night
Quaint Paia Beach House with Ocean Views! Cold AC! Walk to town/beach!
Paia, Hawaii
★★★★★ 9.8/10 · 164 reviews
FULLY PERMITTED BY MAUI COUNTYSTPH 2013-0026TA-073-017-7536-01, TA-134-951-1168-01Paia Bay Suites is a legal vacation rental located in one of Paia’s...
From $220/night
Plantation Style cottage short walk to beach and town Permit STPH2013/0004
Paia, Hawaii
★★★★★ 9.8/10 · 119 reviews
Nestled on Baldwin Avenue, this two bedroom cottage provides convenient and comfortable air conditioned accommodations, comfy queen sized beds and...
From $194/night
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
Paia, Hawaii
★★★★★ 9.8/10 · 97 reviews
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...
From $280/night
Gingerbread House-Less than a mile from Paia town and all North Shore beaches
Paia, Hawaii
★★★★★ 9.8/10 · 62 reviews
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...
From $1,000/night
Oceanfront: Large Private Beach House - Maui North Shore
Paia, Hawaii
★★★★★ 9.8/10 · 58 reviews
Hale Ola is a classic island-style retreat on Maui's North Shore, set on 2 acres with swaying palms, grassy lawns, and a private sandy beach cove...
From $1,500/night
Gorgeous Oceanfront Home with Pool and Hot Tub in Paia
Paia, Hawaii
★★★★★ 9.8/10 · 36 reviews
This Paia oceanfront retreat is a beautifully appointed 4-bedroom vacation home with panoramic ocean views and a prime location in the heart of Paia....
From $550/night
Menehune House, quick walk to tide pool beach
Paia, Hawaii
★★★★★ 9.8/10 · 29 reviews
Maui County Vacation Rental Permit: STPH2013/0010 GE-066-317-9264-02/TA-066-317-9264-01TMK-260120340000The Menehune property is located in Kuau...
From $295/night
Adorable cottage near small beach
Paia, Hawaii
★★★★★ 9.8/10 · 20 reviews
Maui County Vacation Rental Permit: STPH2013/0010 GE-066-317-9264-02/TA-066-317-9264-01TMK-260120340000Experience a delightful part of “old Hawaii”...
From $1,830/night
Nalu House - Paia Bay Maui Vacation Home
Paia, Hawaii
★★★★★ 9.8/10 · 14 reviews
Nalu House is a charming, designer-renovated vacation rental in the heart of Paia, just steps from Paia Bay and moments from boutique shops and...
From $1,000/night
#1 Family & Windsurf Friendly Private Sandy Beachfront Home on North Shore
Paia, Hawaii
★★★★★ 9.8/10 · 10 reviews
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...
From $950/night
Kunea Place: North Shore Maui Home with Pool & Tennis Court
Paia, Hawaii
★★★★★ 9.6/10 · 133 reviews
Kunea Place is a private Maui retreat on ¾ acre with a pool, tennis court access, and lush tropical landscaping. This four-bedroom, four-bath home...
From $259/night
BEAUTIFUL NEW Beach-chic condo with AC 1 mile from Paia & Steps to Mama's Beach
Paia, Hawaii
★★★★★ 9.6/10 · 54 reviews
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...
From $495/night
Beach House! Great for Wind-sports on Maui's North-shore close to Kahului & Paia
Paia, Hawaii
★★★★★ 9.6/10 · 47 reviews
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...
From $950/night
Beach front. Walk straight out to the beach or lounge on the patio and enjoy the amazing view.
Paia, Hawaii
★★★★★ 9.6/10 · 23 reviews
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...
From $223/night
Paia Surf Condo
Paia, Hawaii
★★★★★ 9.6/10 · 22 reviews
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...
From $1,200/night
3 Bedroom 3.5 Bathroom Ocean View House. A Short Walk To Paia Town & Beaches!
Paia, Hawaii
★★★★★ 9.6/10 · 5 reviews
This add features our newly renovated Oceanview 3 bedroom 3.5 bathroom upstairs house. The house has a full kitchen, large living room, sectional...
From $350/night
Two Bedroom Paia Beach House Less in the middle of all the North Shore beaches
Paia, Hawaii
★★★★★ 9.4/10 · 53 reviews
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...