Kaanapali Holiday Rentals

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Our top choices for Kaanapali holiday rentals

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (404 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 NZ$1,247
includes taxes & fees
19 May - 20 May
The Whaler Resort Kaanapali Beach

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, (17 reviews)
"It was a great resort We will be back for sure"
United States
Gregory M.
The price is NZ$1,282
includes taxes & fees
19 May - 20 May
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

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 NZ$1,285
includes taxes & fees
19 May - 20 May
Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

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)
"Snacks and drinks were greatly appreciated. Room was very comfortable and clean"
United States
DEBBIE
The price is NZ$1,289
includes taxes & fees
29 May - 30 May
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

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 NZ$925
includes taxes & fees
25 May - 26 May
The Westin Ka'anapali Ocean Resort Villas North

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 NZ$717
includes taxes & fees
20 May - 21 May
BeachFront: MauiKai - WestMaui, Hawaii

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 NZ$1,499
includes taxes & fees
21 May - 22 May
Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,101 reviews)
"Great Beach, staff,Hot tubs, restaurant, excellent happy hour. "
United States
Kathleen
The price is NZ$696
includes taxes & fees
21 May - 22 May
Aston Kaanapali Shores

Oceanview Condo - Pools, Hot Tub, Spa & Beach

Oceanview Condo - Pools, Hot Tub, Spa & Beach
Lahaina
The price is NZ$702
includes taxes & fees
24 May - 25 May
Oceanview Condo - Pools, Hot Tub, Spa & Beach

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 NZ$1,081
includes taxes & fees
20 May - 21 May
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

Wake Up Over The Ocean at Maui Kai 904 - Your Quiet Kaanapali Oceanfront Escape.

Wake Up Over The Ocean at Maui Kai 904 - Your Quiet Kaanapali Oceanfront Escape.
Lahaina
9.8 out of 10, Exceptional, (146 reviews)
"Perfect location. Beautiful views. Had any supplies you might need to sleep go to the beach bathe relax. Not one negative to say or encountered. "
United States
robert w.
The price is NZ$1,148
includes taxes & fees
20 May - 21 May
Wake Up Over The Ocean at Maui Kai 904 - Your Quiet Kaanapali Oceanfront Escape.

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, (209 reviews)
"View is great Very family friendly resort "
United States
John
The price is NZ$925
includes taxes & fees
31 May - 1 June
Marriott's Maui Ocean Club - Lahaina & Napili Towers

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.
The price is NZ$1,572
includes taxes & fees
19 May - 20 May
Oceanfront Mahana Condo 1BR/1BA Sweeping Views Ac, 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, (111 reviews)
"Beautiful view! Had everything that we needed. Great location! Would love to come back and stay there again"
United States
Kelly C.
The price is NZ$1,289
includes taxes & fees
29 May - 30 May
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Perfect for Couples! Family Vacation Home!🏝️Ocean-Golf-Pool Views! -Host by Owner

Perfect for Couples! Family Vacation Home!🏝️Ocean-Golf-Pool Views! -Host by Owner
Lahaina
10.0 out of 10, Exceptional, (144 reviews)
"Perfect place just a short walk to the beach. Host was wonderful."
United States
Samuel
The price is NZ$1,325
includes taxes & fees
26 May - 27 May
Perfect for Couples! Family Vacation Home!🏝️Ocean-Golf-Pool Views! -Host by Owner

Relaxing Updated Studio Close to Everything!!

Relaxing Updated Studio Close to Everything!!
Lahaina
10.0 out of 10, Exceptional, (164 reviews)
"Great stay. Kitchen fully equipped. The resort was quite and relaxing. A short walk to kanapalli beach where there is excellent snorkeling. The cabana was great with chairs and towels if needed. Whalers village a short walk away. Would definitely stay here again."
Canada
Darren
The price is NZ$1,081
includes taxes & fees
19 May - 20 May
Relaxing Updated Studio Close to Everything!!

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, (1,138 reviews)
"Never a bad stay here!! "
United States
Michele
The price is NZ$925
includes taxes & fees
29 May - 30 May
The Westin Ka'anapali Ocean Resort Villas

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)
"We had the best time staying here. The hosts were very communicative and responsive. Amenities were great and the room had beach chairs and a cooler which was so handy for all our beach days. Mahalo"
United States
Allison W.
The price is NZ$1,441
includes taxes & fees
25 May - 26 May
Oceanview Corner Suite at Honua Kai – Sunshine & Serenity

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 NZ$636
includes taxes & fees
31 May - 1 June
Perch - Oceanfront Tranquility: 1BR Condo w/ Views

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

Beautiful Ocean View High-Rise in Ka’anapali 🌴😎⛵️
Lahaina
10.0 out of 10, Exceptional, (181 reviews)
"Great place, lots to do"
United States
Harvey B.
Beautiful Ocean View High-Rise in Ka’anapali 🌴😎⛵️
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$696 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 Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH.

How many holiday rentals are there in Kaanapali?

With 23 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.