Kaanapali Holiday Rentals from AU$408: Search Short-Term Rentals

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Our top choices for Kaanapali holiday rentals

A spacious living room with a large sofa, a coffee table, and a television. There is a balcony with a view of greenery and a ceiling fan.

1. OUTRIGGER Honua Kai Resort & Spa

Lahaina

Aprille A

includes taxes & fees

27 Nov - 28 Nov

A tropical garden with a waterfall, lush greenery, and a gazebo.

2. Aston Kaanapali Shores

Lahaina

Roopa Rani

includes taxes & fees

12 Nov - 13 Nov

A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

3. Aston Maui Kaanapali Villas

Kannapali Beach Area

Mariano

includes taxes & fees

23 Nov - 24 Nov

A resort with a pool, palm trees, a waterfall, and a view of the ocean.

4. The Westin Ka'anapali Ocean Resort Villas

Kannapali Beach Area

James

includes taxes & fees

4 Nov - 5 Nov

A view of a beach with palm trees and a sailboat on the water.

5. The Whaler Resort Kaanapali Beach

Kannapali Beach Area

zachary

includes taxes & fees

28 Oct - 29 Oct

A resort with a pool, palm trees, and a night scene with fire torches.

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

Kannapali Beach Area

Lisa

includes taxes & fees

9 Nov - 10 Nov

A resort with a swimming pool, palm trees, and a view of the ocean.

7. Honua Kai Hokulani Resort by KBM

Kaanapali

Gabriel

includes taxes & fees

29 Oct - 30 Oct

A beach view with palm trees, a clear sky, and a distant mountain.

8. The Whaler 518 – Remodeled Ocean View Studio on Kāʻanapali Beach

Kannapali Beach Area

Nate M.

includes taxes & fees

26 Nov - 27 Nov

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Top Kaanapali Hotel Reviews

Aston Mahana at Kaanapali

8/10 Good

"View from balcony is so wonderful. Staffs are friendly and helpful and room is neat and clean."

The Westin Maui Resort & Spa, Ka'anapali

8/10 Good

"Disappointing Stay for the Price We recently stayed at The Westin Maui Resort & Spa for our honeymoon, and honestly, we expected a lot more for what we paid. At nearly $800 per night, we anticipated a room and overall experience that felt luxurious and worth the price. Unfortunately, that wasn’t our experience. The room felt pretty basic for a resort at this price point, and we were disappointed with the overall value. On top of the already expensive nightly rate, the additional resort fee made the experience feel even more overpriced. While the location in Maui is beautiful, the cost simply didn’t match what we felt we received. For a special trip like our honeymoon, we expected a more impressive room and a better overall experience. Overall, the resort was underwhelming for the price. It’s hard to justify spending that much per night when the accommodations feel basic and extra fees add even more to the bill. We left feeling that we paid a premium price without receiving a premium experience."

Aston Kaanapali Shores

10/10 Excellent

"The room didn’t look renovated but it was clean and traditional. The resort itself offered a lot of amenities and was gorgeous. Everyone was really nice and welcoming. They do make you pay for parking which is annoying but it was like 12$/a day.The resort was beautiful and i really enjoyed the pools. You also have to pay for access to the gym (7$/a day)…..also annoying. They offer a lot of information about the island and fun things to do. All in all, I enjoyed my stay!"

The Whaler Resort Kaanapali Beach

8/10 Good

"We did the partial ocean view, and it was better than full on ocean view. We got to see the beautiful oceans and the clouds resting on top of the mountains. The room was clean and staff was the friendliest staff I've met. My only downfall was the bed. It needs to be replaced!"

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$408 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?

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool: This highly rated holiday home rental in Kaanapali is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. Our travellers also rate The Best of the Best JUST GOT BETTER with 3rd Remodel as a favourite home for rent in Kaanapali.

How many holiday rentals are there in Kaanapali?

With 24 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.

Kaanapali Holiday Rentals

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Our top choices for Kaanapali holiday rentals

1. OUTRIGGER Honua Kai Resort & Spa

2. Aston Kaanapali Shores

3. Aston Maui Kaanapali Villas

4. The Westin Ka'anapali Ocean Resort Villas

5. The Whaler Resort Kaanapali Beach

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

7. Honua Kai Hokulani Resort by KBM

8. The Whaler 518 – Remodeled Ocean View Studio on Kāʻanapali Beach

9. Hawaiiana Suite, Beach Club, walk Kaanapali Beach, Gym

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

11. New! Maui Eldorado J121, Amazing Ocean View , #1 Kaanapali Beach, Prime Location

12. Summertime Special Prices!! Book Now!

13. Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

14. The Westin Nanea Ocean Villas, Ka'anapali

15. Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

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

17. Honua Kai Konea Resort by KBM

18. Beachfront clubhouse, new furnishings, 1st floor, bonus 2 bathroom

19. Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

20. Spacious Studio w AC Pool and Beach Cabana - Maui Eldorado J209

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Top Kaanapali Hotel Reviews

Aston Mahana at Kaanapali

Find out more about Kaanapali

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