Kaanapali Vacation Rentals

Kaanapali is Maui's most popular vacation destination. You'll find a wide variety of accommodation options here - hotels and resort condos, as well as private homes and villas overlooking the ocean and West Maui Mountains. There are many things to see and do around Kaanapali. Kaanapali Beach, a long white-sand beach, is perfect for swimming and snorkeling. During the winter months (November through March), Kaanapali is a great place to observe the migration of humpback whales. There are also several golf courses in Kaanapali. Browse through this fine selection of Kaanapali vacation rentals below and find your perfect home away from home.

Browse Kaanapali Vacation Rentals by condo/hotel name:

» Honua Kai Resort & Spa » Hokulani Tower » Hyatt Residence Club
» International Colony Club » Kaanapali Alii » Kaanapali Beach Club
» Kaanapali Hillside » Kaanapali Plantation » Kaanapali Royal
» Kaanapali Shores » Luana Garden » Mahana at Kaanapali
» Marriott's Maui Ocean Club » Maui Eldorado » Maui Kaanapali Villas
» Maui Kai » Papakea Resort » The Whaler on Kaanapali Beach
» Westin Ka'anapali Ocean Resort Villas » Westin Nanea Ocean Villas
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  • Spring Dates OPEN - Dec. 2021 Remodel - Large ground floor Kaanapali Royal - spacious lanai with BBQ

    Completely remodeled December 2021 - Ground level Ka'anapali Royal Two Bedroom / Two Bath - Unit B-102. With over 1,500 sf of air conditioned living space all on one level, this gorgeous condominium is ideally located directly on the ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Kaanapali
    7 night min stay1  reviews
    from $489 per night
      Book Now
  • Maui Westside Presents: Honua kai - K301 Ocean view 2 Bed Frontline w/BBQ

    This resort is currently fully open, all amenity use is subject to Hawaii State Covid-19 rules and regulations and CDC recommendations concerning social distancing and cleaning procedures. These rules and recommendations regarding amenity usage ...

    • 2 bedroom
    • 3 bathroom
    • Sleeps 6
    HI> Kaanapali
    2 night min stay16  reviews
    from $751 per night
      Book Now
  • Newly remodeled 3 bedroom. Kaanapali Alii #193

    This property was remodeled in 2020 and was just added to our rental pool! We are still working on finalizing furniture then professional photos will be taken. **THE TOTAL AMOUNT LISTED IN THE "RATE CALCULATOR" REPRESENTS ROOM AND TAX ONLY. ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Kaanapali
    2 night min stay17  reviews
    from $640 per night
      Book Now
  • 1 Br OV-3 Aston Kaanapali Shores 1 br Ocean View at Ocean Front Resort

    Aston Ka’anapali Shores one-bedroom ocean view condo. Located Oceanfront, the Aston Ka’anapali Shores offers a one-bedroom, one bathroom, ocean view condo. The condo includes a king or queen bed in the bedroom and a sofa-bed in the living ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Kaanapali
    4 night min stay4  reviews
    from $537 per night
      Book Now
  • Westin Nanea Ocean Villas, Kaanapali Beach, Gorgeous, 2BdRm Ocean view

    GREATLY REDUCED PRICE!! New Year's Eve and January 4 and 5!! NEW YEAR’S EVE - GREATLY REDUCED PRICE!! BIG SALE PRICE!! Large inviting living room, Gorgeous dining room, breathtaking large Master Bd Rm and ensuite bath with a large modern ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 8
    HI> Kaanapali
    7 night min stay1  reviews
    from $849 per night
      Book Now
  • Maui Westside Presents: Luana Garden Villa 15D at Honua Kai Luxurious 3Bed/3Bath

    This resort is currently fully open, all amenity use is subject to Hawaii State Covid-19 rules and regulations and CDC recommendations concerning social distancing and cleaning procedures. These rules and recommendations regarding amenity usage ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 8
    HI> Kaanapali
    2 night min stay4  reviews
    from $1,134 per night
      Book Now
  • Spectacular 3 BR Oceanfront Marriott Maui Ocean Club

    Welcome to Marriott's luxurious 5-star resort and its spectacular Lahaina and Napili Tower villas! Your sophisticated, bright, spacious oceanfront 3 bedroom/3 bath villa, with breathtaking panoramic Ka'anapali Beach and expansive Pacific Ocean ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 12
    HI> Kaanapali
    7 night min stay5  reviews
    from $1,400 per night
      Book Now
  • Junior Suite Oceanfront #302

    This is a lovely Studio featuring a Queen sized Murphy Bed. The bed is easily placed into the wall to expand your living space if you so desire. One of Maui Kai’s little gems is unit 302. In colorful, floral designs, this room presents itself ...

    • 0 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Kaanapali
    5 night min stay2  reviews
    from $335 per night
      Book Now
  • 2 Br GV-1 Aston Kaanapali Shores 2 BR Garden View at Ocean Front Resort

    Aston Ka’anapali Shores two-bedroom garden view condo. Located Oceanfront, the Aston Ka’anapali Shores offers a two-bedroom, two-bathroom, garden view condo. The condo includes a king or queen bed in the 1st bedroom, two twins in the 2nd ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Kaanapali
    4 night min stay2  reviews
    from $669 per night
      Book Now
  • Maui Westside Presents: Luana Garden Villa 18C at Honua Kai Luxurious 3Bed/3Bath

    This resort is currently fully open, all amenity use is subject to Hawaii State Covid-19 rules and regulations and CDC recommendations concerning social distancing and cleaning procedures. These rules and recommendations regarding amenity usage ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 8
    HI> Kaanapali
    2 night min stay6  reviews
    from $1,244 per night
      Book Now
  • BE FIRST TO STAY -REMODELLED OV/GOLF COURSE FRONT * 1200 sq ft 1BR A204

    * Enjoy your stay with enhanced cleaning and disinfecting protocols. Private entrance to your condo, along with OPEN AIR OUTDOOR WALKWAY to your condo. * Located in the heart of Kaanapali, enjoy the privacy of a spacious 1200 sq ft top floor ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Kaanapali
    4 night min stay8  reviews
    from $476 per night
      Book Now
  • Maui Westside Presents: Honua Kai - Konea 642/643 4 bed ocean view sleeps 12

    This resort is currently fully open, all amenity use is subject to Hawaii State Covid-19 rules and regulations and CDC recommendations concerning social distancing and cleaning procedures. These rules and recommendations regarding amenity usage ...

    • 4 bedroom
    • 4 bathroom
    • Sleeps 12
    HI> Kaanapali
    2 night min stay1  reviews
    from $1,388 per night
      Book Now
  • Kaanapali Beach Club, one bedroom SCENIC VIEW Villa

    Located on the beautiful island of Maui, you will enjoy this tropical paradise and the many activities designed for the whole family. The resort offers spacious 1 bedroom villas, this one has an SCENIC VIEW, beautiful pool including adult only ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Kaanapali
    7 night min stay1  reviews
    from $300 per night
      Book Now
  • Maui Westside Presents: Luana Garden Villa 14D at Honua Kai Luxurious 3Bed/3Bath

    This resort is currently fully open, all amenity use is subject to Hawaii State Covid-19 rules and regulations and CDC recommendations concerning social distancing and cleaning procedures. These rules and recommendations regarding amenity usage ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 8
    HI> Kaanapali
    2 night min stay2  reviews
    from $1,000 per night
      Book Now
  • Maui Westside - Maui Eldorado J207 - Large 2 Bed Corner With Ocean & Golf Views

    This resort is currently fully open, all amenity use is subject to Hawaii State Covid-19 rules and regulations and CDC recommendations concerning social distancing and cleaning procedures. These rules and recommendations regarding amenity usage ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Kaanapali
    2 night min stay5  reviews
    from $417 per night
      Book Now