Kaanapali Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Kaanapali holiday rentals

4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
Lahaina
8.8 out of 10, Excellent, (2,906 reviews)
"Clean room, nice staff. "
United States
Marsha
The price is HK$2,489
HK$7,108 total
includes taxes & fees
23 Jan - 24 Jan
OUTRIGGER Honua Kai Resort & Spa
Exterior

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, (482 reviews)
"Wonderful place to stay. "
United States
Sharon Lynn
The price is HK$4,860
HK$5,770 total
includes taxes & fees
3 Feb - 4 Feb
The Westin Nanea Ocean Villas, Ka'anapali
2 outdoor pools

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,538 reviews)
"Nice clean room, nice staff and very quiet. "
United States
Marjie
The price is HK$2,846
HK$4,072 total
includes taxes & fees
28 Jan - 29 Jan
Aston Maui Kaanapali Villas
Property amenity

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3,956 reviews)
"Clean room, very nice furniture, great staff, excellent amenities, beautiful property! Will stay there again!"
United States
Richard
The price is HK$2,309
HK$2,973 total
includes taxes & fees
22 Jan - 23 Jan
Aston Kaanapali Shores
Exterior

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, (238 reviews)
"Super clean room, staff was amazing will be back "
Canada
Carter Johannes
The price is HK$3,923
HK$4,657 total
includes taxes & fees
3 Feb - 4 Feb
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Garden view

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (340 reviews)
"Great location and great views of beach"
United States
VenkataRamadas
The price is HK$4,024
HK$7,627 total
includes taxes & fees
20 Feb - 21 Feb
The Whaler Resort Kaanapali Beach
Front of property

Honua Kai Hokulani by KBM

Honua Kai Hokulani by KBM
4.0 star property
Kaanapali
8.6 out of 10, Excellent, (13 reviews)
"Excellent "
Canada
Amir
The price is HK$7,407
HK$13,439 total
includes taxes & fees
28 Jan - 29 Jan
Honua Kai Hokulani by KBM
Pool

Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
The price is HK$1,837
HK$10,976 total
includes taxes & fees
1 Feb - 2 Feb
Kaanapali Shores 432 Studio Condo Condo
Pool

New Listing!! Oceanview Studio at The Whaler 413 Kāʻanapali Beach Location

New Listing!! Oceanview Studio at The Whaler 413 Kāʻanapali Beach Location
2.0 star property
Lahaina
The price is HK$2,199
HK$7,897 total
includes taxes & fees
4 Feb - 5 Feb
New Listing!! Oceanview Studio at The Whaler 413 Kāʻanapali Beach Location
Interior

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

Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
Lahaina
10.0 out of 10, Exceptional, (188 reviews)
"We stayed here for 11 days for our 10 year anniversary and it was perfect. The condo is well equipped with high end appliances. The owners are very accommodating. The beach equipment was a plus! The bed was very comfortable and the bathroom is gorgeous. We would definitely stay here again. Oh and the location can’t be beat. "
United States
Wesley S.
The price is HK$1,930
HK$5,496 total
includes taxes & fees
6 Feb - 7 Feb
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
Pool

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

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
Lahaina
8.8 out of 10, Excellent, (106 reviews)
"The property management company was excellent and very responsive. "
Canada
Rajesh
The price is HK$1,341
HK$6,626 total
includes taxes & fees
30 Jan - 31 Jan
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
Property grounds

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, (1,129 reviews)
"Perfect stay"
United States
hao
The price is HK$3,797
HK$4,507 total
includes taxes & fees
7 Feb - 8 Feb
The Westin Ka'anapali Ocean Resort Villas
Interior

Ocean View steps from beach, dining, shopping 464

Ocean View steps from beach, dining, shopping 464
2.0 star property
Lahaina
The price is HK$4,204
HK$9,435 total
includes taxes & fees
22 Jan - 23 Jan
Ocean View steps from beach, dining, shopping 464
Pool

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

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
lahaina
9.6 out of 10, Exceptional, (14 reviews)
"Clean room, great pool and beach on location. Close to lots of things we were doing. Overall fantastic stay! "
United States
Brandi C.
The price is HK$1,341
HK$6,626 total
includes taxes & fees
1 Feb - 2 Feb
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
3 outdoor pools, pool cabanas (surcharge), pool loungers

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, (200 reviews)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
The price is HK$3,922
HK$4,656 total
includes taxes & fees
7 Feb - 8 Feb
Marriott's Maui Ocean Club - Lahaina & Napili Towers
A heated pool

The Westin Nanea Ocean Villas (2BR)

The Westin Nanea Ocean Villas (2BR)
Lahaina
The price is HK$5,840
HK$6,623 total
includes taxes & fees
4 Feb - 5 Feb
The Westin Nanea Ocean Villas (2BR)
Pool

Maui Kaanapali Villas by KBM

Maui Kaanapali Villas by KBM
4.0 star property
Kaanapali
The price is HK$7,760
HK$13,636 total
includes taxes & fees
20 Feb - 21 Feb
Maui Kaanapali Villas by KBM
Beach

Whaler 518 Oceanview Studio Condo Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning
3.5 star property
Lahaina
The price is HK$3,065
HK$10,865 total
includes taxes & fees
29 Jan - 30 Jan
Whaler 518 Oceanview Studio Condo Condo by RedAwning
Outdoor pool, a heated pool

Honua Kai Ground Floor huge yard ~ Konea 142 ~1 minute walk to Pools/Beach/BBQs!

Honua Kai Ground Floor huge yard ~ Konea 142 ~1 minute walk to Pools/Beach/BBQs!
Lahaina
9.8 out of 10, Exceptional, (136 reviews)
"Excellent location. The resort has everything.Beds and pillows were very comfortable. Eating on the lanai was very relaxing. Recommend this place."
United States
Jeannie L.
The price is HK$3,705
HK$9,107 total
includes taxes & fees
2 Feb - 3 Feb
Honua Kai Ground Floor huge yard ~ Konea 142 ~1 minute walk to Pools/Beach/BBQs!
Beach nearby, beach towels

Maui Eldorado J100: Premium location, ocean views

Maui Eldorado J100: Premium location, ocean views
Kaanapali
9.6 out of 10, Exceptional, (29 reviews)
"Very clean the first condo a little disappointing re appliances but geat view if the ocean! The second condo was excellent enjoyed the view n Patricia was great to deal with. We all enjoyed our stay n would go back. Mahalo"
United States
Ersilia S.
The price is HK$3,112
HK$7,718 total
includes taxes & fees
10 Feb - 11 Feb
Maui Eldorado J100: Premium location, ocean views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kaanapali Hotel Reviews

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"Great spot for kids, walking distance to food. Staff very friendly! "
Carla 1-night trip
Posted 1 day ago
Aston Kaanapali Shores

Find out more about Kaanapali

Search for holiday rentals in Kaanapali on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaanapali using one of the methods below:

  • View our selection of featured holiday rentals in Kaanapali
  • Use the map to find apartments and other holiday homes in the Kaanapali neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kaanapali while they last

Look no further and take a look at our great range of rental properties in Kaanapali!

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 Spectacular Sunset and Ocean Views with Pool & Hotbub near 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 great spots to enjoy nature, whereas other top attractions include Whalers Village. Kaanapali Kai Course at Kaanapali Golf Resort and Kaanapali Golf Courses 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.