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Vacation Rentals in Kaanapali

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August 2026

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The best vacation rentals in Kaanapali

Check out our selection of great vacation rentals in Kaanapali

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Aston at The Whaler on Kaanapali Beach

Lahaina (Near Kaanapali)

Located in Lahaina, a 7-minute walk from Kaanapali Beach, Aston at The Whaler on Kaanapali Beach has accommodations with a garden, free private parking, a shared lounge and a terrace.

H
HU
From
China
Location is perfect besides Kaanpali beach and shopping hub. Staffs were warm and helpful. Free parking lot is available. View over the balcony is fantastic.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 159 reviews
Price from
$410
1 night, 2 adults

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

Lahaina (Near Kaanapali)

Oceanfront with AirCon-Hear the waves-Amazing Views-WIFI is located in Lahaina, just a few steps from Honokowai Beach Park and 2.3 miles from Whalers Village Shopping Center.

P
Paul
From
United States
Instructions and door code provided just prior to check-in. Nice not having to keep track of a room key. Assigned parking space so never had to look for a place to park.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 38 reviews
Price from
$418.30
1 night, 2 adults

Napili Village Hotel

Kahana (Near Kaanapali)

Offering garden views, Napili Village Hotel in Kahana features accommodations, a garden, and a terrace. With pool views, this accommodation provides a balcony and a swimming pool.

e
ewaewa
From
Poland
very close to the beach, room comfortable with all you need for vacation. Big parking lot. wonderful pool.
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 234 reviews
Price from
$283.01
1 night, 2 adults

Napili Sunset Beach Front Resort

Honokowai (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.

J
Joanne
From
United States
Right on the ocean. Loved the ease of getting to the beach. The private lanai was a stone’s throw from the surf. Not crowded. Staff was superb!!!
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 244 reviews
Price from
$262.43
1 night, 2 adults

Napili Shores Maui by OUTRIGGER - No Resort & Housekeeping Fees

Honokowai (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.

S
Shannon
From
United States
The oceanfront upper floor rooms are incredible, and the beach at Napili Bay is just a short walk away. Super easy to park, great breakfast restaurant (Gazebo), and dinner restaurant onsite. Loved that the room had a mini kitchen.
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 503 reviews
Price from
$269.25
1 night, 2 adults

Aston Maui Kaanapali Villas

Lahaina (Near Kaanapali)

Discover a quieter side of Kaanapali at Aston Maui Kaanapali Villas, a beachfront condominium resort where lush tropical gardens, spacious accommodations, and uncrowded beaches create the perfect Maui...

D
David
From
Israel
Well laid out, 2 swimming pools (so the one I used was very quiet)
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 530 reviews
Price from
$324.89
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 center.

L
Louise
From
Australia
What was there not to like! The whole place is fantastic.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 746 reviews
Price from
$281.47
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.

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 85 reviews
Price from
$646
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.

C
Constance
From
United States
Location was great! Close to the beach. Our granddaughter loved the pools.
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 55 reviews
Price from
$897.33
1 night, 2 adults

Unit 17 Waena Inn - Maui Private Suite

Wailuku (Near Kaanapali)

4 miles from Iao Valley State Park in Wailuku, Unit 17 Waena Inn - Maui Private Suite features accommodations with access to a public bath.

D
Dayana
From
Israel
It was clean and nice Loved the facilities Loved the option to use the snorkels and beach chairs
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 20 reviews
Price from
$292.40
1 night, 2 adults
All vacation rentals in Kaanapali

Most booked vacation rentals in Kaanapali and surrounding area in the past month

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Popular with guests booking vacation rentals in Kaanapali

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 37 reviews

Popular with guests booking vacation rentals in Kaanapali

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

Popular with guests booking vacation rentals in Kaanapali

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 9 reviews

Popular with guests booking vacation rentals in Kaanapali

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews

Popular with guests booking vacation rentals in Kaanapali

Popular with guests booking vacation rentals in Kaanapali

Popular with guests booking vacation rentals in Lahaina

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 746 reviews

Popular with guests booking vacation rentals in Lahaina

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 530 reviews

Popular with guests booking vacation rentals in Lahaina

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 159 reviews

Popular with guests booking vacation rentals in Kahana

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 234 reviews

Vacation Rentals with swimming pools in Kaanapali and nearby

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A 8-minute walk from Kaanapali Beach in Lahaina, Whaler 518 OceanView Studio Condo condo features accommodations with access to a fitness room.

1.4 miles from Whalers Village Shopping Center in Lahaina, Kaanapali Plantation 3 bedroom 2,5 baths OceanView condo offers accommodations with access to a fitness room.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 159 reviews

Located in Lahaina, a 7-minute walk from Kaanapali Beach, Aston at The Whaler on Kaanapali Beach has accommodations with a garden, free private parking, a shared lounge and a terrace.

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

1.3 miles from Alii Kahekili Beach in Lahaina, Honua Kai 215 2 Bedroom 2 Bath condo provides accommodations with access to a fitness room.

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 55 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.

A 7-minute walk from Alii Kahekili Beach in Kahana, Mahana 604 Oceanfront 1BD 1BA condo offers accommodations with access to a hot tub and fitness room.

2.3 miles from Whalers Village Shopping Center in Kahana, Maui Kai 908 Oceanfront 1 Bedroom condo features accommodations with access to a fitness room.

Offering massage services and a garden, Maui Kai 804 Oceanfront 1 BD 1Ba condo in Kahana is close to Honokowai Beach Park and Maui Art & Gifts.

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

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Kuleana 613 1 Bdrm condo

Kahana
Free cancellation options available

A 6-minute walk from Pohaku Park Beach in Kahana, Kuleana 613 1 Bdrm condo features accommodations with access to a fitness room.

Kuleana 622 1Bdrm Condo

Kahana
Free cancellation options available

Offering massage services and a garden, Kuleana 622 1Bdrm Condo in Kahana is close to Pohaku Park Beach and Honokowai Beach Park.

Valley Isle 1108B condo

Kahana
Free cancellation options available
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

Offering massage services, Valley Isle 1108B condo features accommodations in Kahana. This beachfront property offers access to free Wifi and free private parking.

Royal Kahana 309 1 Bedroom Condo condo

Kahana
Free cancellation options available

Providing massage services, Royal Kahana 309 1 Bedroom Condo condo provides accommodations in Kahana. Free Wifi is provided throughout the property and private parking is available on site.

Royal Kahana 119 Studio Condo

Kahana
Free cancellation options available

Royal Kahana 119 Studio Condo is located in Kahana, just a 8-minute walk from Pohaku Park Beach and 2.6 miles from Kapalua Plantation Course.

Kahana Sunset C7 condo

Kahana
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

A few steps from Keonenui Beach in Kahana, Kahana Sunset C7 condo provides accommodations with access to a fitness room. This beachfront property offers access to free Wifi and free private parking.

Napili Village Hotel

Kahana
Free cancellation options available
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 234 reviews

Offering garden views, Napili Village Hotel in Kahana features accommodations, a garden, and a terrace. With pool views, this accommodation provides a balcony and a swimming pool.

Kapalua Bay Villa 32G4 villa

Kahana
Free cancellation options available
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

A few steps from Oneloa Bay Beach in Kahana, Kapalua Bay Villa 32G4 villa features accommodations with access to a fitness room.

Enjoy breakfast in Kaanapali and nearby

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Pikake Unit A6

Lahaina
Breakfast options

Just a 8-minute walk from Sugar Cane Train-Kaanapali and 0.8 miles from Aloha Motorsports, Pikake Unit A6 features accommodations in Lahaina with massage services.

A few steps from Alii Kahekili Beach in Lahaina, Maui Kaanapali Villas #D271 provides accommodations with access to a fitness room.

A few steps from Alii Kahekili Beach in Lahaina, Maui Kaanapali Villas #A317 features accommodations with access to a fitness room.

A few steps from Alii Kahekili Beach in Lahaina, Maui Kaanapali Villas E290 provides accommodations with access to a fitness room.

A few steps from Alii Kahekili Beach in Lahaina, Maui Kaanapali Villas #B133 features accommodations with access to a fitness room.

A few steps from Alii Kahekili Beach in Lahaina, Maui KaanapaliVilla A517 provides accommodations with access to a fitness room.

A few steps from Alii Kahekili Beach in Lahaina, Maui Kaanapali Villas #B233 provides accommodations with access to a fitness room.

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 7 reviews

A few steps from Alii Kahekili Beach in Lahaina, Maui Kaanapali Villas A420 provides accommodations with access to a hot tub and fitness room.

Highly rated vacation rentals in Kaanapali and nearby

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Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 244 reviews

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

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 5 reviews

A 2-minute walk from Alii Kahekili Beach in Lahaina, Maui Kaanapali Villas A108 offers accommodations with access to a hot tub and fitness room.

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 5 reviews

Located along Kaanapali Kai Golf Course, Maui Eldorado Kaanapali by Outrigger offers a free shuttle to the beachfront Outrigger Maui Eldorado Resort cabana on North Kaanapali Beach.

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 5 reviews

International Colony 17 offers accommodations in Lahaina, a 9-minute walk from Alii Kahekili Beach and 1.3 miles from Whalers Village Shopping Center.

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 7 reviews

Kaanapali Plantation 57 · KPL 57 Hillside Haven | AC + BeachView is located in Lahaina, just 1.4 miles from Whalers Village Shopping Center and 5 miles from Lahaina Boat Harbor.

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 11 reviews

Kaanapali Plantation 54 offers accommodations in Lahaina, a 10-minute walk from Alii Kahekili Beach and 1.5 miles from Whalers Village Shopping Center.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 14 reviews

Kaanapali Plantation 58 · KPL 58 Spacious 2BD Plantation Home Ne is located in Lahaina, just 1.5 miles from Whalers Village Shopping Center and 5 miles from Lahaina Boat Harbor.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 8 reviews

Kaanapali Plantation 11 · Modern Luxury Near Beach offers accommodations in Lahaina, 1.5 miles from Whalers Village Shopping Center and 5 miles from Lahaina Boat Harbor.

FAQ about vacation rentals in Kaanapali

On average, a vacation rental in Kaanapali costs $260 per night (based on Booking.com prices).
The average price per night for a vacation rental in Kaanapali this weekend is $1,175 (based on Booking.com prices).