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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 ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Lahaina
    30 night min stay1  reviews
    $150 per night
      Book Now
  • Beautiful Condo at the Masters at Kaanapali Hillside

    Beautiful remodeled condo......Nestled beneath the lush West Maui Mountains located in The Masters on Kaanapali Hillside overlooks the ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Lahaina
    30 night min stay1  reviews
    $179 per night
      Book Now
  • Hi-End Condo on Kaanapali Hillside

    Gorgeous 1 Master bedroom with a loft and 2 full bath condominium......Nestled beneath the lush West Maui Mountains located in The Masters on ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Lahaina
    30 night min stay4  reviews
    $146 per night
      Book Now
  • Amazing Views Of Molokai And Lanai From This Spacious 2 Bed 2 Bath Condo

    Our 2 bedroom 2 bath condo has a 180 degree panoramic view of Molokai and Lanai. In the winter, watch the whales in the morning and enjoy quiet ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Lahaina
    30 night min stay6  reviews
    $150 per night
      Book Now
  • 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 stay4  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 stay4  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 stay0  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
  • NEW LISTING!! OCEAN VIEW & SUNSETS YEAR ROUND - Masters at Kaanapali Hillside

    E komo mai! Welcome to our 1 bedroom OCEAN VIEW condo in the beautiful and privately guarded, gated community of The Masters at Kaanapali ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Lahaina
    30 night min stay0  reviews
    $130 per night
      Book Now
  • Must See! 2 Bd/2 Ba Unit

    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 stay0  reviews
    $165 per night
      Book Now