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Kaanapali Hillside Vacation Rentals

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  • Amazing Views, Peaceful, Luxurious and Relaxing ! Unit #3801

    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 6
    HI> Lahaina
    30 night min stay2  reviews
    $173 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 stay1  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 at " The Masters " is equipped with everything. Air conditioning throughout with a ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Lahaina
    30 night min stay2  reviews
    $200 per night
      Book Now
  • Upgraded 2 bed/2 ba Condo in Ka'anapali... Only $195 per night

    This beautiful 2 bedroom 2 bath ground floor end unit is new to the vacation rental market. This unit has been fully renovated with granite ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Lahaina
    30 night min stay1  reviews
    $185 per night
      Book Now
  • Island views, beautiful sunsets, and lush tropical landscapes!

    Situated high on the hills of West Maui, yet less than a mile from the beach, this unit offers expansive view of the ocean and the island of ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Lahaina
    30 night min stay6  reviews
    $190 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 8 people in ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 9
    HI> Lahaina
    28 night min stay6  reviews
    $150 per night
      Book Now
  • 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 ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Lahaina
    30 night min stay1  reviews
    $153 per night
      Book Now
  • AVAILABLE NOW DUE TO CANCELATION !!

    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 stay1  reviews
    $160 per night
      Book Now
  • Best Ocean Views on Maui

    Feel absolute serenity at this amazing hillside ocean facing condo sitting on the 13th hole of the Kaanapali Championship Golf Course. Beautiful...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Lahaina
    1 night min stay0  reviews
    $1 per night
      Book Now