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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

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

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Popular with guests booking holiday rentals in Kaanapali

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 4 reviews

Popular with guests booking holiday rentals in Kaanapali

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking holiday rentals in Kaanapali

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking holiday rentals in Kaanapali

Popular with guests booking holiday rentals in Kaanapali

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 2 reviews

Popular with guests booking holiday rentals in Kaanapali

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking holiday rentals in Kaanapali

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 3 reviews

Popular with guests booking holiday rentals in Kaanapali

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 22 reviews

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, 792 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$529.67 per night

Aston Kaanapali Shores

Lahaina
Free cancellation options available
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 645 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$453 per night

Pikake Unit A6

Lahaina
Free cancellation options available

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.

Maui Kaanapali Villas #B143 condo

Lahaina
Free cancellation options available
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.

Maui Kaanapali Villas #D271

Lahaina
Free cancellation options available

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.

Maui Kaanapali Villas #A317

Lahaina
Free cancellation options available

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.

Maui Kaanapali Villas E290

Lahaina
Free cancellation options available

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.

Maui Kaanapali Villas #B133

Lahaina
Free cancellation options available

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.

Highly rated holiday rentals in Kaanapali and nearby

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 20 reviews

Facing the seafront in Kahana, Royal Kahana Maui by OUTRIGGER - Select Your Unit is an apartment, featuring a year-round outdoor pool and private parking.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 530 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, 427 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 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.

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.

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, 231 reviews

Set in Lahaina, 600 metres from Kaanapali Beach, Aston at The Whaler on Kaanapali Beach offers accommodation with a garden, free private parking, a shared lounge and a terrace.

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.

Enjoy breakfast in Kaanapali and nearby

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.

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. The air-conditioned accommodation is a few steps from Alii Kahekili Beach.

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.

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.

Scored out of 10, guest rating 10
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.

Scored out of 10, guest rating 10
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. The air-conditioned accommodation is 200 metres from Alii Kahekili Beach.

Maui Eldorado K211

Kahana
Breakfast options
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.

Holiday Rentals with swimming pools in Kaanapali and nearby

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 32 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$1,083.20 per night

Boasting a garden, heated pool and sea views, Maui Kai 908 Oceanfront 1 Bedroom condo is situated in Kahana. This beachfront property offers access to free WiFi and free private parking.

From US$1,104.11 per night

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.

From US$1,004.70 per night

Located in Kahana and only 300 metres from Honokowai Beach Park, Kaleialoha 209 condo provides accommodation with sea views, free WiFi and free private parking.

Boasting a garden, heated pool and sea views, Kuleana 613 1 Bdrm condo is situated in Kahana. This beachfront property offers access to free WiFi and free private parking.

From US$817.23 per night

Featuring a garden, heated pool and sea views, Kuleana 622 1Bdrm Condo is located in Kahana. This beachfront property offers access to free WiFi and free private parking.

Boasting a garden, heated pool and sea views, Sands Of Kahana 315 2Bd 2Ba Oceanfront condo is situated in Kahana. This beachfront property offers access to free WiFi and free private parking.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Located in Kahana, Kahana Village 13 Oceanview 3Bed 2Bath apts features accommodation with a heated pool. This beachfront property offers access to free WiFi and free private parking.

From US$1,696.04 per night

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
gogless