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.

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  • Don't Miss Out!! Visit Paia Surf Vacation Home!!

    Welcome to the newly remodeled Paia Surf House, STPH2012/0001, HI Tax ID# GE/TA-078-205-7472-01, which accommodates parties of up to 8 but ...

    • 4 bedroom
    • 4 bathroom
    • Sleeps 8
    HI> Paia
    7 night min stay6  reviews
    $585 per night
      Book Now
  • Private White Sandy Beachfront Home on Maui's North Shore

    # TA 199-207-5364-01. Hale Ola is an original island-style beach house with beautiful panoramic views of the West Maui's and Kanaha Beach Park. ...

    • 4 bedroom
    • 4 bathroom
    • Sleeps 8
    HI> Paia
    7 night min stay2  reviews
    $750 per night
      Book Now
  • Don't Miss Out On A Paia Surf Vacation!

    Welcome to the newly remodeled Paia Surf House, STPH2012/0001, HI tax ID # TA-078-205-7472-01, which accommodates parties of up to 6 but probably...

    • 3 bedroom
    • 4 bathroom
    • Sleeps 6
    HI> Paia
    7 night min stay5  reviews
    $485 per night
      Book Now
  • Moku Hale - Ocean Front In Paia -Licensed STPH2017/0005

    This luxurious executive style Oceanfront house has the most beautiful ocean views along the north shore coastline of Maui to the Kahalewai ...

    • 4 bedroom
    • 5 bathroom
    • Sleeps 8
    HI> Paia
    7 night min stay5  reviews
    $1,250 per night
      Book Now
  • Charming 2bd/1ba Downstairs Unit With AC

    Permitted Vacation Rental: BBPH\2015\0007 GE-085-716-5824-01 // TA-085-716-5824-01 This is 2bd/1 ba downstairs unit. The upstairs is occupied ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Paia
    2 night min stay1  reviews
    $214 per night
      Book Now
  • Maui Winds II Paia Permit # STPHT2013/0019 - Charming home on Maui's north shore

    Maui Winds II Paia - permit # STPHT2013/0019 is the perfect for a romantic couple or family and friends. This breeze and charming home invites ...

    • 2 bedroom
    • 3 bathroom
    • Sleeps 6
    HI> Paia
    7 night min stay26  reviews
    $295 per night
      Book Now
  • On the beach at Sugar Cove in Paia

    TA-000-782-5408-01 / GE-000-782-5408-01 Sugar Cove is four manicured acres of grounds with only 18 oceanfront town homes (only 3 are available ...

    • 3 bedroom
    • 4 bathroom
    • Sleeps 6
    HI> Paia
    7 night min stay3  reviews
    $550 per night
      Book Now
  • Sprecks (Paia) Hibiscus 1 bdrm Maui North Shore

    Permit Number: BBWK 2014/0002. TAT W43140178-01, Sprecks Plantation House is located on the north shore of Maui and half way between the town ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Paia
    7 night min stay5  reviews
    $150 per night
      Book Now
  • Beach front. Walk straight out to the beach or lounge on the patio and enjoy the amazing view.

    TA-059-556-6592-01 / GE-059-556-6592-01 Within the gates of Sugar Cove, is a very special ocean front and beach front group of townhomes. This ...

    • 3 bedroom
    • 4 bathroom
    • Sleeps 6
    HI> Paia
    7 night min stay11  reviews
    $550 per night
      Book Now
  • Maui North Shore Oceanfront Cottage

    Maui Country STPH permit # 20130018 GE/TAT 165-226-9056-01 4 bedroom, two bathroom, oceanfront cottage, sleeps 7, one rental group at a time. ...

    • 4 bedroom
    • 2 bathroom
    • Sleeps 7
    HI> Paia
    7 night min stay44  reviews
    $550 per night
      Book Now
  • Ocean View 1 BR Cottage on Oceanfront Property. Permitted

    $295/night (+ 14.416%)(Permit # CP2001/0018 & HT ID TA-003-079-5776-01). Minimum stay 7 nights. Want to stay fewer days? At certain times of the...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Paia
    7 night min stay32  reviews
    $295 per night
      Book Now
  • Don't Miss Out On Experiencing The Paia Surf !

    Welcome to the newly remodeled Paia Surf House, STPH2012/0001, HI Tax ID# GE/TA-078-205-7472-01, which easily accommodates parties of 5-9 (unused...

    • 5 bedroom
    • 5 bathroom
    • Sleeps 10
    HI> Paia
    7 night min stay114  reviews
    $775 per night
      Book Now
  • Luna House in the Heart of Paia, Maui

    Located in central Paia, a short walk to beach, restaurants, bars, grocery, bank, boutiques. A thoughtfully remodeled c. 1934 plantation ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 6
    HI> Paia
    5 night min stay23  reviews
    $179 per night
      Book Now
  • Idyllic North Shore Maui

    Grom's Hideaway is three bedrooms with four beds (king, queen and two twins). There's everything you need to have a relaxing and exciting ...

    • 3 bedroom
    • 1 bathroom
    • Sleeps 6
    HI> Paia
    6 night min stay21  reviews
    $250 per night
      Book Now
  • Maui Plantation Beach Home, Spreckelsville, Paia

    Maui Plantation Beach Home, Spreckelsville, Paia is only a short walk (3min/300 steps) to two of Maui's most beautiful and secluded beaches. Baby...

    • 4 bedroom
    • 3 bathroom
    • Sleeps 8
    HI> Paia
    7 night min stay40  reviews
    $995 per night
      Book Now
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