The 10 best holiday rentals in Kaanapali, USA | Booking.com
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Holiday Rentals in Kaanapali

Find the holiday rentals that appeal to you the most

The best holiday rentals in Kaanapali

Check out our pick of great holiday rentals in Kaanapali

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Oceanfront with AirCon-Hear the waves-Amazing Views-WIFI

Lahaina (Near Kaanapali)

Set within the Kaanapali district in Lahaina, Oceanfront with AirCon-Hear the waves-Amazing Views-WIFI has air conditioning, a patio, and sea views.

L
Lovre
From
Croatia
Everything that you need for an extended stay is already provided. Such as dishwasher tabs and detergent for clothes. Apartment is clean, spacious and gorgeous. Beach is very close and the location of the unit is in the perfect place on the island. Parking lot is provided which is amazing.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 32 reviews
Price from
US$168.30
1 night, 2 adults

Kapalua Bay Villa 29B4 villa

Kahana (Near Kaanapali)

Featuring a garden, heated pool and sea views, Kapalua Bay Villa 29B4 villa is located in Kahana. This beachfront property offers access to free WiFi and free private parking.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews
Price from
US$642.42
1 night, 2 adults

Hale Napili

Lahaina (Near Kaanapali)

Just 3 miles from Kapalua-West Maui Airport, this Lahaina guest accommodation features ocean views. A Shuffleboard court offers outdoor fun. Each suite and studio features a fully equipped kitchen.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 15 reviews
Price from
US$294
1 night, 2 adults

Napili Village Hotel

Kahana (Near Kaanapali)

Set within 300 metres of Napili Beach and 3.2 km of Kapalua Plantation Course, Napili Village Hotel offers rooms with air conditioning and a private bathroom in Kahana.

K
Kelly
From
Australia
Loved the homey vibe. Location for us wss perfect. We like peace and quiet and the beach access was a very close walk 🚶‍♀️ 👌
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 394 reviews
Price from
US$310
1 night, 2 adults

Napili Sunset Beach Front Resort

Lahaina (Near Kaanapali)

Located beachfront on Napili Bay in Lahaina, Napili Sunset Beach Front Resort offers self-catering apartments with fully-equipped kitchens and free WiFi.

M
Michael
From
Canada
The beach is terrific. The room was excellent. Location is excellent, as is the public transportation, such that a rental car is not really required.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 464 reviews
Price from
US$374.90
1 night, 2 adults

Napili Shores Maui by OUTRIGGER - No Resort & Housekeeping Fees

Lahaina (Near Kaanapali)

Located on Maui’s west coast on Napili Bay, Napili Shores Maui by OUTRIGGER - No Resort & Housekeeping Fees offers free WiFi in all guest rooms.

J
Jade
From
New Zealand
Absolutely loved the location. The property was right next to the beach and had the most beautiful grounds.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 540 reviews
Price from
US$429
1 night, 2 adults

Aston Maui Kaanapali Villas

Lahaina (Near Kaanapali)

Situated on 11 acres of tropical gardens, this 4-star resort in Lahaina boasts 2 adult pools, and a day spa. Kaanapali Beach is just 15 minutes’ walk away.

R
Regina
From
Ireland
Place was stunning, and the room was fab too. We really enjoyed our stay
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 811 reviews
Price from
US$252
1 night, 2 adults

Aston Kaanapali Shores

Lahaina (Near Kaanapali)

Located on the beautiful Kaanapali Beach, the Aston Kaanapali Shores features an ocean-front pool and restaurants. Guests can enjoy the on-site massage centre.

C
Cole
From
Canada
Beautiful convient . Reasonable price we had a flight issue had to stay on the island an extra day. Best price to amenities for a short stay.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 626 reviews
Price from
US$239.20
1 night, 2 adults

Maui Kai Condos - No Resort Fees

Lahaina (Near Kaanapali)

These oceanfront Lahaina apartments offer panoramic ocean views of Kaanapali Beach, Lanai, and Molokai. Each apartment includes a fully-equipped kitchen and free WiFi.

D
Daniel
From
Brazil
Great apartment with grate views. The staff was very helpful and kind, highly recommend!
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 146 reviews
Price from
US$247
1 night, 2 adults

The Noniluna Two - Sleeps 9 plus Pack N Play

Lahaina (Near Kaanapali)

Situated in Lahaina, 600 metres from Honokowai Beach Park and 3.6 km from Whalers Village Shopping Center, The Noniluna Two - Sleeps 9 plus Pack N Play offers a garden and air conditioning.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 6 reviews
Price from
US$577.08
1 night, 2 adults
All holiday rentals in Kaanapali

Most booked holiday rentals in Kaanapali and surroundings in the past month

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Enjoy breakfast in Kaanapali and nearby

  • Pikake Unit A6

    Lahaina
    Breakfast options

    Offering massage services and sea view, Pikake Unit A6 is situated in Lahaina, 1.5 km from Whalers Village Shopping Center and 7.5 km from Lahaina Boat Harbor.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2 reviews

    Situated in Lahaina in the Hawaii region with Alii Kahekili Beach and Whalers Village Shopping Center nearby, Maui Kaanapali Villas #B143 condo offers accommodation with access to a fitness room.

  • Situated in Lahaina in the Hawaii region with Alii Kahekili Beach and Whalers Village Shopping Center nearby, Maui Kaanapali Villas #D271 features accommodation with access to a fitness room.

  • Situated in Lahaina in the Hawaii region with Alii Kahekili Beach and Whalers Village Shopping Center nearby, Maui Kaanapali Villas #A317 features accommodation with access to a fitness room.

  • Situated in Lahaina in the Hawaii region with Alii Kahekili Beach and Whalers Village Shopping Center nearby, Maui Kaanapali Villas E290 features accommodation with access to a fitness room.

  • Located in Lahaina in the Hawaii region with Alii Kahekili Beach and Whalers Village Shopping Center nearby, Maui Kaanapali Villas #B133 features accommodation with access to a fitness room.

  • Located in Lahaina in the Hawaii region with Alii Kahekili Beach and Whalers Village Shopping Center nearby, Maui KaanapaliVilla A517 provides accommodation with access to a fitness room.

  • Located in Lahaina in the Hawaii region with Alii Kahekili Beach and Whalers Village Shopping Center nearby, Maui Kaanapali Villas #B233 provides accommodation with access to a fitness room.

Holiday Rentals with swimming pools in Kaanapali and nearby

  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 811 reviews

    Situated on 11 acres of tropical gardens, this 4-star resort in Lahaina boasts 2 adult pools, and a day spa. Kaanapali Beach is just 15 minutes’ walk away.

    From US$429.40 per night
  • Boasting heated pool, Whaler 518 OceanView Studio Condo condo is set on the beachfront in Lahaina. Complimentary WiFi is offered throughout the property and private parking is available on site.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 31 reviews

    Located along Kaanapali Beach on the island of Maui, this all-suite resort features free WiFi. Upscale shopping and dining at Whalers Village is 5 minutes' drive away.

    From US$1,079.93 per night
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 146 reviews

    These oceanfront Lahaina apartments offer panoramic ocean views of Kaanapali Beach, Lanai, and Molokai. Each apartment includes a fully-equipped kitchen and free WiFi.

    From US$516.85 per night
  • Boasting a garden, heated pool and sea views, Maui Kai 804 Oceanfront 1 BD 1Ba condo is situated in Kahana. This beachfront property offers access to free WiFi and free private parking.

  • Boasting a garden, heated pool and sea views, Maui Kai 805 Ocean View 1 bedroom 1 bath condo is situated in Kahana. This beachfront property offers access to free WiFi and free private parking.

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 626 reviews

    Located on the beautiful Kaanapali Beach, the Aston Kaanapali Shores features an ocean-front pool and restaurants. Guests can enjoy the on-site massage centre.

    From US$476.60 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 6 reviews

    Situated in Lahaina, 600 metres from Honokowai Beach Park and 3.6 km from Whalers Village Shopping Center, The Noniluna Two - Sleeps 9 plus Pack N Play offers a garden and air conditioning.

These holiday rentals in Kaanapali and nearby have options with free cancellation

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 32 reviews

    Set within the Kaanapali district in Lahaina, Oceanfront with AirCon-Hear the waves-Amazing Views-WIFI has air conditioning, a patio, and sea views.

  • Maui Kaanapali Villas A209

    Lahaina
    Free cancellation options available
    Scored out of 10, guest rating 4.0
    Disappointing - What previous guests thought, 1 review

    Facing the seafront in Lahaina, Maui Kaanapali Villas A209 is a holiday home, boasting an outdoor pool and parking on-site.

  • Maui Kaanapali Villas A420

    Lahaina
    Free cancellation options available
    Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 5 reviews

    Facing the seafront in Lahaina, Maui Kaanapali Villas A420 is a holiday home, boasting an outdoor pool and parking on-site.

  • Maui Kaanapali Villas 191

    Kaanapali
    Free cancellation options available
    Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 2 reviews

    Featuring heated pool, Maui Kaanapali Villas 191 is located on the beachfront in Kaanapali. The air-conditioned accommodation is 200 metres from Alii Kahekili Beach.

  • Maui Kaanapali Villas C253

    Lahaina
    Free cancellation options available

    Featuring an outdoor pool and sea views, Maui Kaanapali Villas C253 is located in Lahaina. The air-conditioned accommodation is 200 metres from Alii Kahekili Beach.

  • Maui Kaanapali Villas A116

    Lahaina
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Facing the seafront in Lahaina, Maui Kaanapali Villas A116 is a holiday home, featuring an outdoor pool and parking on-site. The air-conditioned accommodation is 200 metres from Alii Kahekili Beach.

  • Maui Kaanapali Villas A210

    Lahaina
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Facing the seafront in Lahaina, Maui Kaanapali Villas A210 is a holiday home, boasting an outdoor pool and parking on-site.

  • Maui Kaanapali Villas A108

    Lahaina
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 4 reviews

    Situated in Lahaina, 200 metres from Alii Kahekili Beach and 1.8 km from Whalers Village Shopping Center, Maui Kaanapali Villas A108 offers air conditioning.

Highly rated holiday rentals in Kaanapali and nearby

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 540 reviews

    Located on Maui’s west coast on Napili Bay, Napili Shores Maui by OUTRIGGER - No Resort & Housekeeping Fees offers free WiFi in all guest rooms.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 464 reviews

    Located beachfront on Napili Bay in Lahaina, Napili Sunset Beach Front Resort offers self-catering apartments with fully-equipped kitchens and free WiFi.

    From US$444.22 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 394 reviews

    Set within 300 metres of Napili Beach and 3.2 km of Kapalua Plantation Course, Napili Village Hotel offers rooms with air conditioning and a private bathroom in Kahana.

    From US$313.18 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 15 reviews

    Just 3 miles from Kapalua-West Maui Airport, this Lahaina guest accommodation features ocean views. A Shuffleboard court offers outdoor fun. Each suite and studio features a fully equipped kitchen.

    From US$355.65 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 7 reviews

    Located in Lahaina, International Colony Club 13 · ICC 13 Beautifully Furnish Kaanap provides accommodation with an outdoor pool.

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 7 reviews

    Boasting an outdoor pool and sea views, Kaanapali Plantation 57 · KPL 57 Hillside Haven | AC + BeachView is situated in Lahaina.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 239 reviews

    600 metres from Kaanapali Beach in Lahaina, Aston at The Whaler on Kaanapali Beach offers accommodation with access to a sauna, hot tub and fitness room.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 7 reviews

    Boasting an outdoor pool and sea views, Kaanapali Plantation 54 is situated in Lahaina. The air-conditioned accommodation is less than 1 km from Alii Kahekili Beach.

Holiday rentals that guests love in Kaanapali

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  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 2 reviews
    Kaanapali Villas are a top notch facility with an amazing staff and location. Loved, loved the vibe.
    Guest review by
    jose
    Family with young children