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.

  • Kuau Inn - Near Paia , Hookipa , Kite Beach , and Kanaha Beach

    Kuau Inn (Permit No: BBPH 2015/0003) is one of the few legal B&B's on Maui's North Shore. Location: Paia, Kuau , North Shore, Maui, Hawaii, USA (1 mile from Historic Paia Town, 7 miles from airport) Property is close to Hookipa , Kite Beach and...

    5 Bedrooms, 3 Bathrooms, Sleeps 10

    HI>Paia

    125 USD - 125 USD

    nightly

    875 USD - 875 USD

    weekly

    3,500 USD - 3,500 USD

    monthly

  • Charming. permitted, air conditioned cottage, walking distance to Paia.

    Permitted vacation rental, STPH2013/0004 Nestled on Baldwin Avenue, our plantation style one bedroom cottage provides convenient and comfortable accommodations for up to 3 people (1 king bed and 1 double sofa bed) with the amenities of Historic...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Paia

    180 USD - 180 USD

    nightly

    1,175 USD - 1,175 USD

    weekly

  • 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

    HI>Paia

    230 USD - 250 USD

    nightly

    1,610 USD - 1,750 USD

    weekly

    6,440 USD - 7,000 USD

    monthly

  • Ocean View home with central a/c - Walk To Downtown Paia and Beaches

    Paia Ko, Permit STPH 2015/0002, is a quiet, lovely, 3 bedroom 2 and a half bath home with beautiful ocean views and central air conditioning that backs up to a sugar cane field. With the benefit of a sidewalk It's about a fifteen walk to downtown ...

    3 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Paia

    309 USD - 350 USD

    nightly

    2,450 USD - 2,450 USD

    weekly

  • Banyan Cove- Deluxe Villa, Oceanfront on the North Shore

    Privacy and Luxury on the North Shore. Banyan Cove is a 7,400 square foot, THREE + BEDROOM home, situated on 1.3 oceanfront acres. Each bedroom features en suite bath, and walk in closet. With pocket doors opening out to large lanais, the pool, ...

    3 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Paia

  • Paia Beach Luxury Home, 10 Steps to White Sandy Beach, Restaurants

    This Brand New Contemporary Home sits 10 Steps from Paia White Sandy Beach, and the Heart of Paia Town, where you will find Various Restaurants, Health Food Stores, Yoga Studios, Boutiques, Spas, etc. Spacious and Comfortable 2000 sq ft home wit...

    3 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Paia

  • Charming Hawaiian style cottage, walk to beach & Mama's, private yard

    The Menehune Cottage & House are in a perfect location for an ocean-lover's holiday! Permitted: STPH2013/0010 - TAT/GET: WO1738206-02 Experience a delightful part of “old Hawaii” with all modern conveniences by staying at the Menehune Cottage i...

    2 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Paia

  • 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

    HI>Paia

    5,600 USD - 6,300 USD

    weekly

    21,000 USD - 25,200 USD

    monthly