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$624
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.

A
Agnes
From
Canada
The location was excellent, only 5 min walk to the beach and parking was included. The room included full kitchen which was great for meal prep and allowed us to save money instead of eating out every day. The bed was super comfy and the pool and various sitting areas indoors and outside were nice options for relaxing. The best part about this property was that it was locally owned and small scale. We wanted more of an authentic experience away from the crowds and without the resort feel that is unfortunately the commonplace in Maui. It was PERFECT for what we were looking for! Moreover, the staff were very friendly and super helpful. They assisted with first aid kit when we had minor scrapes.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 398 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.

A
Anne
From
United Kingdom
the property is right on the beach , couple of restaurants around but quiet in the evening I would say you definitely need a car , the apartment has everything you need and much much more you don’t need to take anything at all with you including beach towels I can’t rate this place highly enough , the girls on reception and the cleaning staff were all lovely , I would stay here again if I come back I don’t think you can get any better for the price
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 467 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.

C
Carmen
From
Romania
Location, garden, wonderful beach, facilities in tbe room
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 541 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, 809 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.

A
Anne-Marie
From
United Kingdom
Good location, lovely pools, good cooking facilities and plenty of room for the whole family.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 618 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.

C
Catherine
From
Finland
The view from the apartment is stunning! We saw turtles from our balcony and the sunsets from there are gorgeous :) People in the reception are super nice and friendly. The apartment itself has all you need, and is nice decorated. Definitely I recommend this place if you are visiting Maui.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 149 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$574
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.

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

  • Aston Maui Kaanapali Villas

    Lahaina
    Free cancellation options available
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 809 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$423.50 per night
  • Aston Kaanapali Shores

    Lahaina
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 618 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 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.

Highly rated holiday rentals in Kaanapali and nearby

  • 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, 149 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 8.8
    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 8.8
    Fabulous - What previous guests thought, 541 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$437.30 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 467 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, 398 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$347.98 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 9.4
    Superb - What previous guests thought, 6 reviews

    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.

Holiday Rentals with swimming pools in Kaanapali and nearby

  • 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 8.5
    Very good - What previous guests thought, 2 reviews

    Featuring heated pool, Kaanapali Shores Studio #742 is located on the beachfront in Lahaina. The air-conditioned accommodation is 600 metres from Honokowai Beach Park.

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

    Featuring free WiFi, parking on-site and an outdoor swimming pool, the recently renovated property of The Noniluna One - Sleeps 10 Plus Pack N Play, offers accommodation in Lahaina, 600 metres from...

    From US$1,284.53 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Featuring a garden, heated pool and sea views, Valley Isle 1108B condo is set in Kahana. This beachfront property offers access to free WiFi and free private parking.

    From US$996.14 per night
  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Featuring heated pool, Royal Kahana 309 1 Bedroom Condo condo is located on the beachfront in Kahana. Free WiFi is provided throughout the property and private parking is available on site.

  • Situated 33 km from Paia and 11 km from Lahaina, Royal Kahana 220 offers accommodation in Kahana. Guests benefit from patio. The kitchen comes with a dishwasher and an oven.

    From US$933.12 per night
  • Featuring a garden, heated pool and sea views, Sands Of Kahana PH 381 3Bd 3Ba OF condo is set in Kahana. This beachfront property offers access to free WiFi and free private parking.

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