Holiday Rentals in Kaanapali

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Our top choices for Kaanapali holiday rentals

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

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Lahaina
8.6 out of 10, Excellent, (106 reviews)
"Lovely room in a great location. Check in and check out were super easy, great amenities"
United States
Michaela F.
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

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, (18 reviews)
"It was a great resort We will be back for sure"
United States
Gregory M.
The price is €660
includes taxes & fees
4 Jun - 5 Jun
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (410 reviews)
"From check-in to check-out and all days in between the staff and property were wonderful.Clean, beautiful property located in the hub of Kaanapali Beach. Always a great place to stay."
United States
Ralph
The price is €625
includes taxes & fees
27 May - 28 May
The Whaler Resort Kaanapali Beach

Oceanview Condo - Pools, Hot Tub, Spa & Beach

Oceanview Condo - Pools, Hot Tub, Spa & Beach
Lahaina
Oceanview Condo - Pools, Hot Tub, Spa & Beach

BeachFront: MauiKai - WestMaui, Hawaii

BeachFront: MauiKai - WestMaui, Hawaii
Lahaina
9.2 out of 10, Wonderful, (44 reviews)
"Great location!"
United States
Ethan B.
The price is €372
includes taxes & fees
27 May - 28 May
BeachFront: MauiKai - WestMaui, Hawaii

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, (111 reviews)
"Beautiful view! Had everything that we needed. Great location! Would love to come back and stay there again"
United States
Kelly C.
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Kaanapali Shores 734 North Facing Ocean View

Kaanapali Shores 734 North Facing Ocean View
Lahaina
9.0 out of 10, Wonderful, (17 reviews)
"The place was advertised and delivered the same. It was easy to book, easy to get info on and up to date on many things. I would stay again. The sheets smelt so clean for the entire trip."
Canada
Marion K.
The price is €439
includes taxes & fees
28 May - 29 May
Kaanapali Shores 734 North Facing Ocean View

Maui Eldorado! Relax at Beach Cabana, Snorkel Black Rock, Walk to Whalers

Maui Eldorado! Relax at Beach Cabana, Snorkel Black Rock, Walk to Whalers
Kaanapali
10.0 out of 10, Exceptional, (117 reviews)
"The host was amazing with great communications! This unit was perfect! We had a great time. "
United States
Karen K.
The price is €469
includes taxes & fees
27 May - 28 May
Maui Eldorado! Relax at Beach Cabana, Snorkel Black Rock, Walk to Whalers

Oceanview Corner Suite at Honua Kai – Sunshine & Serenity

Oceanview Corner Suite at Honua Kai – Sunshine & Serenity
Lahaina
9.2 out of 10, Wonderful, (121 reviews)
"Overall great place to stay and spend time in Maui, lots of space and good view of the ocean and mountain. Pools and beach area was beautiful great sunset moments. Beach chairs and a cooler were available and that helped a lot. "
Canada
Evan P.
The price is €788
includes taxes & fees
5 Jun - 6 Jun
Oceanview Corner Suite at Honua Kai – Sunshine & Serenity

Top Floor, Corner Unit, Pool View, Kaanapali Beach

Top Floor, Corner Unit, Pool View, Kaanapali Beach
Kaanapali
9.4 out of 10, Exceptional, (57 reviews)
"Clean/helpful and friendly "
United States
Linda
The price is €396
includes taxes & fees
7 Jun - 8 Jun
Top Floor, Corner Unit, Pool View, Kaanapali Beach

Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
Kaanapali Shores 432 Studio Condo Condo

Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422
Lahaina
7.8 out of 10, Good, (87 reviews)
"Easy check in and great accommodations."
United States
Danh K.
The price is €667
includes taxes & fees
7 Jun - 8 Jun
Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining
Lahaina
9.6 out of 10, Exceptional, (72 reviews)
"The room was nice and clean and beautifully decorated. We would definitely stay there again."
United States
Jay I.
The price is €768
includes taxes & fees
6 Jun - 7 Jun
Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

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, (197 reviews)
"Amazing stay. Short walk to multiple beaches, easy parking, stocked kitchen, roomier than expected, used chairs/umbrella/cooler everyday. Would definitely stay here again. "
United States
Daren
The price is €551
includes taxes & fees
30 May - 31 May
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Lahaina
8.2 out of 10, Very good, (47 reviews)
"Staff was great, rooms were clean, pools were warm. The ocean right outside the hotel is clean and allows you do do activities without leaving the area like snorkeling, swimming, boogie boarding, floating, etc)"
United States
Clinton
The price is €464
includes taxes & fees
2 Jun - 3 Jun
The Westin Ka'anapali Ocean Resort Villas North

Beautiful Ocean View High-Rise in Ka’anapali 🌴😎⛵️

Beautiful Ocean View High-Rise in Ka’anapali 🌴😎⛵️
Lahaina
10.0 out of 10, Exceptional, (182 reviews)
"Great place, lots to do"
United States
Harvey B.
Beautiful Ocean View High-Rise in Ka’anapali 🌴😎⛵️

Oceanfront Mahana Condo 1BR/1BA Sweeping Views Ac, Pool

Oceanfront Mahana Condo 1BR/1BA Sweeping Views Ac, Pool
Lahaina
10.0 out of 10, Exceptional, (202 reviews)
"Awesome place, awesome stay!! Would absolutely rent this property again!!"
United States
Sam C.
Oceanfront Mahana Condo 1BR/1BA Sweeping Views Ac, Pool

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,968 reviews)
"Everything about this place was great!"
United States
Jag
The price is €873
includes taxes & fees
4 Jun - 5 Jun
OUTRIGGER Honua Kai Resort & Spa

Perch - Oceanfront Tranquility: 1BR Condo w/ Views

Perch - Oceanfront Tranquility: 1BR Condo w/ Views
Lahaina
9.8 out of 10, Exceptional, (7 reviews)
"The view from the lanai was great."
United States
Cindy R.
The price is €324
includes taxes & fees
1 Jun - 2 Jun
Perch - Oceanfront Tranquility: 1BR Condo w/ Views

Oceanfront Maui Kai|1BR/1BA|Enclosed Lanai|Panoramic Views|A/C|

Oceanfront Maui Kai|1BR/1BA|Enclosed Lanai|Panoramic Views|A/C|
Lahaina
9.4 out of 10, Exceptional, (28 reviews)
"I've stayed at the Maui Kai many times, each time in a different room, and this room was just as excellent. Well-appointed and comfortable, and can't beat the view. Would happily stay here again."
United States
Bill F.
The price is €746
includes taxes & fees
27 May - 28 May
Oceanfront Maui Kai|1BR/1BA|Enclosed Lanai|Panoramic Views|A/C|
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, apart-hotels, 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 €349 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?

Kapalua Golf Villas Resort by KBM: 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 26 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.