A beach with clear turquoise water, people swimming and sunbathing, and palm trees.

Kaanapali Holiday Rentals

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Our top choices for Kaanapali holiday rentals

1. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,627 reviews)
"Loved the waterfront cafe and beautiful beach!"
United States
Sabrina
The price is AU$488
includes taxes & fees
13 Sept - 14 Sept
Aston Maui Kaanapali Villas

2. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (1,158 reviews)
"All in all , it was an amazing experience, staff was great, room clean, trip was amazing."
United States
Brenda
The price is AU$820
includes taxes & fees
18 Sept - 19 Sept
The Westin Ka'anapali Ocean Resort Villas

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,306 reviews)
"We have stayed here multiple times. We love the location and the beach. It’s clean and the pools are nice. We will stay here again."
United States
Christina
The price is AU$338
includes taxes & fees
17 Sept - 18 Sept
Aston Kaanapali Shores

4. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,041 reviews)
"Beautiful property, kind staff, Dukes restaurant was awesome & located on property!! Will definitely come back again!!"
United States
Diana
The price is AU$1,333
includes taxes & fees
21 Sept - 22 Sept
OUTRIGGER Honua Kai Resort & Spa

5. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (465 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
The price is AU$897
includes taxes & fees
5 Oct - 6 Oct
The Whaler Resort Kaanapali Beach

6. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (101 reviews)
"Awesome"
United States
Gerald
The price is AU$2,582
includes taxes & fees
15 Sept - 16 Sept
Honua Kai Konea Resort by KBM

7. Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (254 reviews)
"Great property very close to everything"
United States
Carroll M
The price is AU$846
includes taxes & fees
25 Sept - 26 Sept
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

8. Summertime Special Prices!! Book Now!

Summertime Special Prices!! Book Now!
Kannapali Beach Area
10.0 out of 10, Exceptional, (172 reviews)
"Great communication from host. Condo was perfect with all the amenities one could need. Nice location convenient for walking, shopping, dining….Very quiet perfect for relaxing."
United States
Karen K.
The price is AU$835
includes taxes & fees
16 Sept - 17 Sept
Summertime Special Prices!! Book Now!

9. Ground Floor Luxury, Perfect Family Spot, Quiet Lanai to Pool/Beach in 1 Minute!

Ground Floor Luxury, Perfect Family Spot, Quiet Lanai to Pool/Beach in 1 Minute!
Lahaina
10.0 out of 10, Exceptional, (190 reviews)
"Unit was great for our family of four. The location was ideal on the first floor and easy in and out to the pool and beach. We loved our stay and would definitely stay again."
United States
Chelsea C.
Ground Floor Luxury, Perfect Family Spot, Quiet Lanai to Pool/Beach in 1 Minute!

10. Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
Kannapali Beach Area
10.0 out of 10, Exceptional, (204 reviews)
"We loved our room!! The shower and bed were our highlights for sure. Definitely recommend staying here!!"
United States
Emily A.
The price is AU$769
includes taxes & fees
16 Sept - 17 Sept
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

11. Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining
Kannapali Beach Area
9.6 out of 10, Exceptional, (80 reviews)
"Nice room. You can’t go wrong at the whaler. The shower leaked a little. Overall good experience"
United States
Alaba G.
The price is AU$1,250
includes taxes & fees
13 Oct - 14 Oct
Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

12. The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (530 reviews)
"We were extremely satisfied with our stay. The hotel was clean, comfortable, and welcoming, and we had a wonderful experience. We truly enjoyed our time here and would definitely love to come back again. Highly recommended!"
United States
Hassenat
The price is AU$926
includes taxes & fees
28 Sept - 29 Sept
The Westin Nanea Ocean Villas, Ka'anapali

13. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.2 out of 10, Wonderful, (1,559 reviews)
"My wife and I are 100% satisfied with everything. The cleanliness, the friendliness and most of all the location. Specifically, the proximity (short walk) to Whalers Village and restaurants. And of course the beach, which is literally right there :) where we sat and watched some pretty amazing sunsets."
United States
Milton Ismael Solorzano
The price is AU$746
includes taxes & fees
12 Oct - 13 Oct
Aston at The Whaler on Kaanapali Beach

14. Best Ocean Front Views on Maui! Cheaper Rates in August and September!

Best Ocean Front Views on Maui! Cheaper Rates in August and September!
Lahaina
10.0 out of 10, Exceptional, (228 reviews)
"Beautiful property and insane location and view!"
United States
Ashwin
Best Ocean Front Views on Maui! Cheaper Rates in August and September!

15. FANTASTIC OCEAN VIEW, LUSH GARDENS, QUIET REMODELED END UNIT, 2 KING BEDS, A/C

FANTASTIC OCEAN VIEW, LUSH GARDENS, QUIET REMODELED END UNIT, 2 KING BEDS, A/C
Kannapali Beach Area
9.8 out of 10, Exceptional, (181 reviews)
"Property was clean, well supplied and convenient location for all our activities on Maui. Communication was excellent with the owners when we had any questions. Would definitely stay here again!! Even got to see a rainbow while sitting on our Lani."
United States
Marisa M.
The price is AU$1,652
includes taxes & fees
3 Oct - 4 Oct
FANTASTIC OCEAN VIEW, LUSH GARDENS, QUIET REMODELED END UNIT, 2 KING BEDS, A/C

16. Honua Kai Hokulani Resort by KBM

Honua Kai Hokulani Resort by KBM
4.0 star property
Kaanapali
8.8 out of 10, Excellent, (33 reviews)
"Beautiful property with wonderful staff."
United States
Lance
The price is AU$1,866
includes taxes & fees
19 Sept - 20 Sept
Honua Kai Hokulani Resort by KBM

17. Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (227 reviews)
"Resort has everything you need!"
United States
Jacob
The price is AU$820
includes taxes & fees
25 Sept - 26 Sept
Marriott's Maui Ocean Club - Lahaina & Napili Towers

18. Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort

Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort
Kannapali Beach Area
10.0 out of 10, Exceptional, (24 reviews)
"Beautifully maintained property with a great location and views of the ocean. It was perfect for our family of four."
United States
Amy J.
The price is AU$4,724
includes taxes & fees
18 Sept - 19 Sept
Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort

19. Ocean View Condo | Aston Whaler at Kaanapali 1173 – Pool, Hot Tub & Spa

Ocean View Condo | Aston Whaler at Kaanapali 1173 – Pool, Hot Tub & Spa
Kannapali Beach Area
9.8 out of 10, Exceptional, (11 reviews)
"Everything was perfect! We had a wonderful time. Great food and shopping nearby. Black rock was the best spot for snorkeling."
United States
Britta H.
Ocean View Condo | Aston Whaler at Kaanapali 1173 – Pool, Hot Tub & Spa

20. Ocean View Upgraded Top Fl HOKU711 Shaded Lanai see condo comparison chart

Ocean View Upgraded Top Fl HOKU711 Shaded Lanai see condo comparison chart
Lahaina
10.0 out of 10, Exceptional, (151 reviews)
"Start to finish, excellent host and property!! Would stay again for sure"
United States
Prateek L.
The price is AU$1,477
includes taxes & fees
18 Sept - 19 Sept
Ocean View Upgraded Top Fl HOKU711 Shaded Lanai see condo comparison chart
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kaanapali Hotel Reviews

Find out more about Kaanapali

Everything you need to know about Kaanapali holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kaanapali holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kaanapali holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Kaanapali holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kaanapali. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kaanapali holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kaanapali holiday rentals we have selected for you start as low as AU$338 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Kaanapali rentals

At Expedia, we put the best Kaanapali holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kaanapali rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kaanapali holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kaanapali. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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Frequently asked questions

Are there holiday rentals in Kaanapali?

Yes, there are holiday rentals close to the most popular sights in Kaanapali, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Kaanapali speak highly of the array of shops and relaxing spas. Make sure to also enjoy the popular beaches and top-notch restaurants during your holiday.

What are some of the best holiday rentals that Kaanapali has to offer?

Kapalua Golf Villas Resort by KBM: This holiday home rental outside Kaanapali is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden. Other favourite homes for rent in Kaanapali are #1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool and Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach.

How many holiday rentals are there in Kaanapali?

With 28 Expedia holiday rentals, you're guaranteed to find just the right place for your Kaanapali stay.

What can I see and do in Kaanapali?

Kaanapali Beach and Kahekili Beach are a couple of great spots to enjoy nature, whereas other top attractions include Whalers Village. Black Rock and Kaanapali Kai Course at Kaanapali Golf Resort are other places to visit while you're in town.

What are holiday rentals like in Kaanapali?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kaanapali. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.