Paia Vacation Rentals

Paia is a historic plantation town on Maui’s north shore. Here you will find studio rentals, beach bungalows, romantic cottages and homes by the sea. Paia is the ideal vacation destination for those who want to be away from the typical touristy spots and still be in a lively place, where there is plenty to see and do. Paia is known as the "World Capital of Windsurfing" because of nearby Hookipa Beach, where the windsurfing conditions are excellent. Other nearby attractions are Haleakala National Park and the Road to Hana. Browse through this selection of Paia vacation rentals below and find the one that suits you best.

  • Large Studio In A Tropical Sanctuary Just A Short Walk To Paia Town & Beach

    We have 4 air-conditioned studios, and a 4 bedroom house on our property. This add features our 'Large Studio' it has a king size bed in the main room and a full size memory foam sofa sleeper in an adjacent sun room. Sleeps up to 3. There is a f...

    0 Bedrooms, 1 Bathrooms, Sleeps 3


    180 USD - 300 USD


    1,260 USD - 2,100 USD


    5,040 USD - 8,400 USD


  • Exclusive Apartment in Paia

    Exclusive apartment in Paia, just a 5 minute walk from the best beaches and all the services in town (restaurants, bars, supermarket, bank, shops). 2 bedrooms, 1 bath, nice double living room and dining room, full kitchen (with dishwasher). Wash...

    2 Bedrooms, 1 Bathrooms, Sleeps 5


  • Gorgeous! Oceanfront With Pool And Hot-Tub - Permitted

    Permit # STPH 2013/0008 GET/TAT: W47855629-01 WALK 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 patio is of the ocean fra...

    5 Bedrooms, 3 Bathrooms, Sleeps 6


  • North Shore Paia Town, walk to beach/town, family-friendly with A/C

    This extremely clean 940 Sq. ft. 1st floor apartment in a 2 story house that has direct access to a large private, fenced backyard for sunbathing and relaxing. The owners live upstairs and rent the apartment as it's own separate rental. It has a ...

    3 Bedrooms, 1 Bathrooms, Sleeps 6


  • Tropical Sanctuary Just a Short Walk to the historic Paia Town and Beaches

    This newly remodeled private, secluded ocean view estate called Mangolani Inn is within walking distance to some of Maui's best beaches, restaurants and shops in the Historic Plantation town of Pa'ia. Recently voted one of the 'happiest beach town...

    5 Bedrooms, 2 Bathrooms, Sleeps 10


    5,600 USD - 8,400 USD


    21,000 USD - 33,600 USD


  • Maui Winds II Permit # STPHT2013/0019 - Charming home on Maui's north shore.

    Maui Winds II - permit # STPHT2013/0019 is the perfect for a romantic couple or family and friends. This breeze and charming home invites rest and relaxation and offers exciting activities for top notch athletes ready to windsurf, surf or bike Mau...

    2 Bedrooms, 1 Bathrooms, Sleeps 6