Kaanapali Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks

Our top choices for Kaanapali vacation rentals

Condo resort in Lahaina

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2887)
"Wonderful stay! "
United States
Quiauna
$932 nightly
The price is $1,016
Jan 14 - Jan 15, 2026
Total with taxes and fees
OUTRIGGER Honua Kai Resort & Spa

Aparthotel in Lahaina

Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2522)
"We enjoyed the property "
United States
Therese
$390 nightly
The price is $462
Jan 1 - Jan 2, 2026
Total with taxes and fees
Aston Maui Kaanapali Villas

Aparthotel in Lahaina

Aston Kaanapali Shores
3.5 star property
8.8 out of 10, Excellent, (3929)
"Loved the 2 pools and 2 hot tub, staff is great…thank you!"
United States
Candida
$312 nightly
The price is $370
Jan 1 - Jan 2, 2026
Total with taxes and fees
Aston Kaanapali Shores
4.0 star property
9.6 out of 10, Exceptional, (328)
"Amazing resort second time being here will definitely be back next year "
United States
David
$608 nightly
The price is $722
Jan 16 - Jan 17, 2026
Total with taxes and fees
The Whaler Resort Kaanapali Beach
4.0 star property
8.6 out of 10, Excellent, (1126)
"Perfect stay"
United States
hao
$487 nightly
The price is $578
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.4 out of 10, Very Good, (237)
"Room was clean. Hotel staff were pleasant and competent. Construction was a little inconvenient noise and no carpeting by elevators was weird."
United States
Ron
$503 nightly
The price is $597
Jan 12 - Jan 13, 2026
Total with taxes and fees
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
$935 nightly
The price is $1,110
Jan 12 - Jan 13, 2026
Total with taxes and fees
Whaler 518 Oceanview Studio Condo Condo by RedAwning
8.8 out of 10, Excellent, (106)
"The property management company was excellent and very responsive. "
Canada
Rajesh
$713 nightly
The price is $805
Jan 5 - Jan 6, 2026
Total with taxes and fees
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Condo resort in Lahaina

Ka'anapali Shores 160
3.5 star property
$1,227 nightly
The price is $1,457
Jan 1 - Jan 2, 2026
Total with taxes and fees
Ka'anapali Shores 160
2.0 star property
$542 nightly
The price is $581
Dec 29 - Dec 30
Total with taxes and fees
Ocean View West Maui • Pool & Hot Tub
$880 nightly
The price is $884
Jan 19 - Jan 20, 2026
Total with taxes and fees
The Westin Nanea Ocean Villas (2BR)
$645 nightly
The price is $649
Jan 9 - Jan 10, 2026
Total with taxes and fees
Marriott's Maui Ocean Club, Lāhainā (1BR)
2.0 star property
$1,051 nightly
The price is $1,219
Jan 11 - Jan 12, 2026
Total with taxes and fees
Ocean View steps from beach, dining, shopping 464
8.6 out of 10, Excellent, (101)
"Over all a great spot. Lication"
Canada
shelly k.
$715 nightly
The price is $807
Jan 9 - Jan 10, 2026
Total with taxes and fees
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
4.0 star property
9.4 out of 10, Exceptional, (474)
"Spacious rooms and fun pools"
United States
Vanessa
$623 nightly
The price is $740
Jan 10 - Jan 11, 2026
Total with taxes and fees
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
8.8 out of 10, Excellent, (198)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
$487 nightly
The price is $578
Jan 10 - Jan 11, 2026
Total with taxes and fees
Marriott's Maui Ocean Club - Lahaina & Napili Towers
$1,144 nightly
The price is $1,358
Jan 5 - Jan 6, 2026
Total with taxes and fees
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
9.2 out of 10, Wonderful, (129)
"Super clean!!Stocked with plenty essentials!Felt very comfortable there!!"
United States
Laura S.
$842 nightly
The price is $986
Jan 14 - Jan 15, 2026
Total with taxes and fees
Wonderful 2BR/ 2BA Oceanview Condo
2.0 star property
$943 nightly
The price is $1,097
Jan 10 - Jan 11, 2026
Total with taxes and fees
Honua Kai Partial Ocean View Studio
10.0 out of 10, Exceptional, (65)
"Check-in was a very smooth and easy process. Room was very clean and had plenty of amenities. A very pleasant stay!"
United States
Ethan M.
$396 nightly
The price is $464
Jan 10 - Jan 11, 2026
Total with taxes and fees
REMODELLED, prime OCEAN VIEW at Maui's #1 Kaanapali beach J221
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kaanapali Hotel Reviews

Price trends for vacation rentals in Kaanapali

Less expensive
More expensive
Next month
September
February
$461
Month
Price
January
$461
February
$513
March
$475
April
$428
May
$419
June
$454
July
$479
August
$475
September
$378
October
$392
November
$404
December
$407
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Kaanapali. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Kaanapali

Everything you need to know about Kaanapali vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kaanapali vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kaanapali vacation 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 low season months. For more hustle and bustle, you may prefer to visit Kaanapali in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $370 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kaanapali rentals

At Expedia, we put the best Kaanapali vacation 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 vacation.

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 vacation rentals in Kaanapali?

Yes, we have vacation rentals near popular sights in Kaanapali, or you can choose a more secluded option if you want a relaxing place to 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 vacation.

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

Kapalua Golf Villas by KBM Resorts: Located near Kaanapali, this vacation home rental is located on the beach and has an outdoor pool, a balcony, and a barbecue grill 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 favorite 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 vacation rentals are there in Kaanapali?

With 25 Expedia vacation rentals, you're sure 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 vacation rentals like in Kaanapali?

Vacation rentals are private properties you can stay in for several days or more in Kaanapali. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips.