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.

H
Hammad
From
Canada
My wife and I had an absolutely wonderful stay at this oceanfront apartment in Maui. The place was beautiful—immaculately clean, well-organized, and had everything we needed for a comfortable stay. The location was simply unbeatable. Waking up to the sound of the waves and having the ocean right outside was magical. One of the highlights of our trip was being able to see humpback whales breaching the water from the apartment in the mornings—an unforgettable experience! Overall, this was the perfect getaway, and we highly recommend it to anyone looking for a serene and scenic stay in Maui. Would love to return!
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$583.02
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, 403 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.

K
Kiri
From
New Zealand
Great staff and good value for money.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 477 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.

H
Helen
From
Australia
Fantastic spot, oceanfront with short walk to Napili Bay and wonderful snorkelling. Swam with turtles every day, as well as lots of colourful fish to be seen.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 544 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.

J
Jackie
From
New Zealand
Plenty of free parking. The food, drinks and service at the restaurant were terrific. Good sized clean and comfortable rooms.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 813 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.

M
Man Xiong
From
Australia
Clean, large room, helpful staff. Two pools and right on the oceanfront. Good sized kitchen.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 593 reviews
Price from
US$254.15
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, 155 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$583.23
1 night, 2 adults

OUTRIGGER Honua Kai Resort and Spa

Lahaina (Near Kaanapali)

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.

R
RALTH
From
United States
The rooms were spacious and nice. The condo was very clean and there was plenty of complimentary essentials. I also like the fact that we had our own washer and dryer.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 31 reviews
Price from
US$321.75
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.

Highly rated holiday rentals in Kaanapali and nearby

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 813 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$503.59 per night
  • 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$1,130.70 per night
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 155 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
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 593 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$500.19 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.

  • 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.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 544 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.

    From US$389.90 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 477 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

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

  • 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.

  • Maui Eldorado K211

    Kahana
    Free cancellation options available
    Scored out of 10, guest rating 5.5
    Passable - What previous guests thought, 2 reviews

    Facing the seafront in Kahana, Maui Eldorado K211 is a holiday home, featuring an outdoor pool and parking on-site.

FAQ about holiday rentals in Kaanapali

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