Kaanapali Holiday Rentals

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Our top choices for Kaanapali holiday rentals

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3,996 reviews)
"Our room was great and the staff were always so friendly. Perfect place to stay for a good value. "
United States
Emily
The price is NZ$953
includes taxes & fees
7 Mar - 8 Mar
Aston Kaanapali Shores

The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1,131 reviews)
"Staff friendly, great room and cleanliness. Amenties were excellent. "
United States
WILLIAM
The price is NZ$973
includes taxes & fees
23 Feb - 24 Feb
The Westin Ka'anapali Ocean Resort Villas

Kaanapalii Royal by KBM

Kaanapalii Royal by KBM
4.0 star property
Lahaina
The price is NZ$6,019
includes taxes & fees
25 Feb - 26 Feb
Kaanapalii Royal by KBM

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,917 reviews)
"Wonderful vacation apot Everyone was amazing. "
United States
Michael
The price is NZ$1,593
includes taxes & fees
18 Mar - 19 Mar
OUTRIGGER Honua Kai Resort & Spa

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,541 reviews)
"Nice clean room, nice staff and very quiet. "
United States
Marjie
The price is NZ$865
includes taxes & fees
1 Mar - 2 Mar
Aston Maui Kaanapali Villas

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (358 reviews)
"Location is absolutely perfect…lots of space and nice kitchen amenities "
United States
Scott
The price is NZ$1,668
includes taxes & fees
20 Mar - 21 Mar
The Whaler Resort Kaanapali Beach

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

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Lahaina
8.4 out of 10, Very good, (239 reviews)
"Super clean room, staff was amazing will be back "
Canada
Carter Johannes
The price is NZ$989
includes taxes & fees
1 Mar - 2 Mar
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

The Westin Nanea Ocean Villas (2BR)

The Westin Nanea Ocean Villas (2BR)
Lahaina
The price is NZ$1,369
includes taxes & fees
2 Mar - 3 Mar
The Westin Nanea Ocean Villas (2BR)

Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning

Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning
4.0 star property
Lahaina
The price is NZ$3,619
includes taxes & fees
26 Feb - 27 Feb
Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is NZ$2,542
includes taxes & fees
26 Feb - 27 Feb
Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Ocean View steps from beach, dining, shopping 464

Ocean View steps from beach, dining, shopping 464
Lahaina
The price is NZ$1,457
includes taxes & fees
2 Mar - 3 Mar
Ocean View steps from beach, dining, shopping 464

The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Lahaina
8.0 out of 10, Very good, (40 reviews)
"great place except for the Pololio ? restaurant, mediocre service and food"
United States
Gregory
The price is NZ$973
includes taxes & fees
23 Feb - 24 Feb
The Westin Ka'anapali Ocean Resort Villas North

Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.6 out of 10, Exceptional, (82 reviews)
"Amazing stayThis was our honeymoon. I would definitely come back again"
United States
Annette
The price is NZ$4,426
includes taxes & fees
26 Feb - 27 Feb
Honua Kai Konea Resort by KBM

Ocean View steps from beach, dining, shopping 974

Ocean View steps from beach, dining, shopping 974
Lahaina
The price is NZ$1,944
includes taxes & fees
1 Mar - 2 Mar
Ocean View steps from beach, dining, shopping 974

Honua Kai Konea 107 Ocean View 2 Bedroom 2 Bath

Honua Kai Konea 107 Ocean View 2 Bedroom 2 Bath
Lahaina
Honua Kai Konea 107 Ocean View 2 Bedroom 2 Bath

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

Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort
Lahaina
10.0 out of 10, Exceptional, (23 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 NZ$3,291
includes taxes & fees
20 Feb - 21 Feb
Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort

Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Lahaina
8.6 out of 10, Excellent, (202 reviews)
"Good service and room was clean and comfortable. Views were spectacular. "
United States
James
The price is NZ$957
includes taxes & fees
3 Mar - 4 Mar
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Great Deal! 1BR Condo at Oceanfront Kaanapali Shores | Pools, AC, Beach

Great Deal! 1BR Condo at Oceanfront Kaanapali Shores | Pools, AC, Beach
Lahaina
7.8 out of 10, Good, (85 reviews)
"Easy check in and great accommodations."
United States
Danh K.
The price is NZ$1,398
includes taxes & fees
5 Mar - 6 Mar
Great Deal! 1BR Condo at Oceanfront Kaanapali Shores | Pools, AC, Beach

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

Christmas/Xmas and New Year's Weeks 51 & 52 @ Marriot's Maui Ocean Club Hawaii

Christmas/Xmas and New Year's Weeks 51 & 52 @ Marriot's Maui Ocean Club Hawaii
Lahaina
9.8 out of 10, Exceptional, (10 reviews)
"Excellent holiday stay"
United States
eric h.
The price is NZ$1,941
includes taxes & fees
18 Feb - 19 Feb
Christmas/Xmas and New Year's Weeks 51 & 52 @ Marriot's Maui Ocean Club Hawaii
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 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$865 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 scenic seaside and top-notch restaurants during your holiday.

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

Kapalua Golf Villas by KBM Resorts: 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 Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH.

How many holiday rentals are there in Kaanapali?

With 22 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 Black Rock are a couple of lovely local spots to get outside and enjoy nature. Whalers Village 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.