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Kaanapali Hillside Vacation Rentals

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  • SUNSETS, OCEAN AND ISLAND VIEWS, IN A QUIET SETTING!

    Situated high on the hills of West Maui, yet just 1 mile from the beach, this unit offers expansive view of the ocean and the island of Lanai. ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Lahaina
    30 night min stay5  reviews
    $183 per night
      Book Now
  • Most Gorgeous View on Earth

    This is a completely equipped, luxurious condo with new furnishings and household amenities. Plenty of room to accommodate up to 9 people in ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 9
    HI> Lahaina
    28 night min stay5  reviews
    $150 per night
      Book Now
  • Come See the Spectacular Views - Corner unit

    At the Masters, we have spectacular sunset and ocean views from the lanai, situated above the beautiful Ka'anapali beach. Corner unit with ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Lahaina
    30 night min stay1  reviews
    $150 per night
      Book Now
  • Amazing Views, Peaceful, Luxurious And Relaxing ! #3201

    Welcome to the Master's at Kaanapali Hillside! The Masters is a gated community on the Kaanapali Hillside minutes from sandy beaches, Whaler's ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Lahaina
    30 night min stay0  reviews
    $150 per night
      Book Now
  • 1,512sf of Big Ocean View Ka'anapali Bliss with 2br/2ba!

    Want to really get the best ocean view Ka'anapali experience? Then stay for at least a month! Our home has a minimum stay of 30 days per our HOA ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Lahaina
    30 night min stay0  reviews
    $140 per night
      Book Now
  • Gorgeous views. Close to the Beach, Golf and Whalers Village. 2 BR 2 Bath

    Located on the Kaanapali Hillside this 2 Bedroom 2 Bath is equipped with everything. Air conditioning throughout with a gormet kitchen . Recently...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Lahaina
    30 night min stay0  reviews
    $200 per night
      Book Now