Kaanapali Holiday Rentals

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Our top choices for Kaanapali holiday rentals

1. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,102 reviews)
"Great place"
United States
Brian
The price is NZ$1,552
includes taxes & fees
14 Dec - 15 Dec
OUTRIGGER Honua Kai Resort & Spa

2. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,665 reviews)
"Amazing and relaxing resort"
United States
Mariano
The price is NZ$590
includes taxes & fees
16 Nov - 17 Nov
Aston Maui Kaanapali Villas

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,443 reviews)
"Beautiful resort."
United States
Shawn
The price is NZ$443
includes taxes & fees
16 Nov - 17 Nov
Aston Kaanapali Shores

4. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (523 reviews)
"Amazing stay!"
United States
zachary
The price is NZ$1,111
includes taxes & fees
1 Dec - 2 Dec
The Whaler Resort Kaanapali Beach

5. 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, (547 reviews)
"great family stay"
United States
Justin
The price is NZ$859
includes taxes & fees
2 Dec - 3 Dec
The Westin Nanea Ocean Villas, Ka'anapali

6. 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
8.4 out of 10, Very good, (261 reviews)
"Great property very close to everything"
United States
Carroll M
The price is NZ$771
includes taxes & fees
14 Dec - 15 Dec
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

7. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (107 reviews)
"nice place for vacation,"
United States
Edgar
The price is NZ$1,616
includes taxes & fees
27 Nov - 28 Nov
Honua Kai Konea Resort by KBM

8. Whaler 413 Oceanview Studio Condo Apts

Whaler 413 Oceanview Studio Condo Apts
3.0 star property
Kannapali Beach Area
Whaler 413 Oceanview Studio Condo Apts

9. Ocean View Kaanapali Condo w 2 Lanais Loft AC Pool Walk to Beach

Ocean View Kaanapali Condo w 2 Lanais Loft AC Pool Walk to Beach
2.0 star property
Kannapali Beach Area
10.0 out of 10, Exceptional, (1 review)
"The location was immaculate and conveniently situated with hassle-free parking. It was perfectly nestled near charming beaches and lively shopping districts. The staff went above and beyond to ensure our stay was unforgettable. Check-in and check-out were seamless and effortless. You can see beautiful sunsets from the lanai, and they were stunning! We’re definitely eager to return."
United States
MA CRISTINA
The price is NZ$2,532
includes taxes & fees
17 Nov - 18 Nov
Ocean View Kaanapali Condo w 2 Lanais Loft AC Pool Walk to Beach

10. Papakea H404 3 Bedroom Condo by RedAwning

Papakea H404 3 Bedroom Condo by RedAwning
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"We had a great stay with two other couples. The unit is well kept as are the grounds. Some good places to eat without having to drive. My only criticism is that none of the lights are very bright except those in the kitchen. We could not play cards at the dinning table because of this. We had to arrange chairs around the kitchen counter."
United States
Ronald
The price is NZ$3,894
includes taxes & fees
16 Nov - 17 Nov
Papakea H404 3 Bedroom Condo by RedAwning

11. Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
3.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"room was amazing best view with ocean front right out of your window turtles and whales right outside your window as well what a place def recommend just one thing needed for the ladies is more mirrors and a iron lol. "
United States
Louis Philip
The price is NZ$2,390
includes taxes & fees
18 Nov - 19 Nov
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

12. Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning

Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is NZ$2,782
includes taxes & fees
22 Nov - 23 Nov
Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning

13. Whaler 518 Oceanview Studio Condo Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning
3.5 star property
Kannapali Beach Area
The price is NZ$2,536
includes taxes & fees
21 Nov - 22 Nov
Whaler 518 Oceanview Studio Condo Condo by RedAwning

14. Kaanapali Plantation Condominiums

Kaanapali Plantation Condominiums
2.0 star property
Kannapali Beach Area
The price is NZ$2,620
includes taxes & fees
17 Nov - 18 Nov
Kaanapali Plantation Condominiums

15. 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, (1,171 reviews)
"Fantastic"
United States
Dwane D
The price is NZ$737
includes taxes & fees
29 Nov - 30 Nov
The Westin Ka'anapali Ocean Resort Villas

16. 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, (236 reviews)
"Best resort for kids"
United States
Mai Ka
The price is NZ$771
includes taxes & fees
7 Dec - 8 Dec
Marriott's Maui Ocean Club - Lahaina & Napili Towers

17. Honua Kai Hokulani Resort by KBM

Honua Kai Hokulani Resort by KBM
4.0 star property
Kaanapali
8.6 out of 10, Excellent, (35 reviews)
"Beautiful property with wonderful staff."
United States
Lance
The price is NZ$1,761
includes taxes & fees
17 Nov - 18 Nov
Honua Kai Hokulani Resort by KBM

18. Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning

Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning
3.0 star property
Lahaina
6.8 out of 10, (3 reviews)
"Comfortable and a great view. Is there a way I book this unit directly through the owner?"
United States
Carl
The price is NZ$2,050
includes taxes & fees
17 Nov - 18 Nov
Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning

19. The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Kannapali Beach Area
8.4 out of 10, Very good, (67 reviews)
"Great stay"
United States
Jackson
The price is NZ$1,063
includes taxes & fees
27 Nov - 28 Nov
The Westin Ka'anapali Ocean Resort Villas North

20. Kaanapali Shores Resort by KBM

Kaanapali Shores Resort by KBM
4.0 star property
Lahaina
8.8 out of 10, Excellent, (8 reviews)
"Fine location for beach and ocean. Condo unit bathrooms needed upgrades and better lighting."
United States
David
The price is NZ$2,451
includes taxes & fees
21 Nov - 22 Nov
Kaanapali Shores Resort by KBM
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.

Find holiday rentals that suit your style

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 favorite 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 depends 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 NZ$443 per night. Entering your travel dates in the search wizard you might find 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.

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.

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