Holiday Rentals in Kaunakakai

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Kaunakakai

Castle at Moloka'i Shores

3.0 star property
7.2 out of 10, Good, (168)
"No AC - was HOT Staff very friendly "
Castle at Moloka'i Shores

MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!

9.6 out of 10, Exceptional, (162)
"So relaxing! Beautiful! So fun watching the deer and birds from the lanai. Great pool. Well-stocked kitchen and bathroom. Thanks, Ann!"
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3776)
"Great stay"
The price is €330
includes taxes & fees
29 Oct - 30 Oct
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2468)
"Beautiful quiet property on the beach with dining options and shopping a short walk or shuttle ride away"
The price is €304
includes taxes & fees
2 Nov - 3 Nov
Aston Maui Kaanapali Villas

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (258)
"Nice pool, sandy beach, easy parking in garage."
The price is €557
includes taxes & fees
16 Oct - 17 Oct
The Whaler Resort Kaanapali Beach

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2845)
"Great stay"
The price is €714
includes taxes & fees
4 Nov - 5 Nov
OUTRIGGER Honua Kai Resort & Spa

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1672)
"awesome stay!"
The price is €270
includes taxes & fees
24 Oct - 25 Oct
Napili Shores Maui by OUTRIGGER

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (935)
"rooms were nice , clean, staff was friendly "
Kahana Falls Maui by VRI Americas

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1491)
"The property met all my expectations...extremely impressive"
Aston at The Whaler on Kaanapali Beach

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1668)
"Great views and amazing beach to snorkel "
Aston Mahana at Kaanapali

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

10.0 out of 10, Exceptional, (265)
"Great location. "
The price is €611
includes taxes & fees
7 Oct - 8 Oct
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1384)
"Everything was excellent "
Aston at Papakea Resort

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1114)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is €449
includes taxes & fees
12 Oct - 13 Oct
The Westin Ka'anapali Ocean Resort Villas

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (469)
"Very nice place to stay"
The price is €562
includes taxes & fees
31 Oct - 1 Nov
The Westin Nanea Ocean Villas, Ka'anapali

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (954)
"Everything about this property was amazing. We loved the stag and the facilities. The pools were amazing and easy beach access allowed you to be in the water in 5 minutes. There was a grocery store right across the street making it very easy to grab anything you may need. We did try the food trucks one time (average plate was $25 which got you food court quality and portion size at any mall.)"
The price is €676
includes taxes & fees
4 Nov - 5 Nov
Kapalua Villas Maui

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (477)
"Great vibes and amenities."
AEI at Kaanapali Shores

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (724)
"Great place to stay "
Kahana Beach Vacation Club

The Gardens at West Maui

3.0 star property
8.6 out of 10, Excellent, (501)
"Great for family! "
The Gardens at West Maui

Honua Kai Konea Resort by KBM

4.5 star property
9.6 out of 10, Exceptional, (61)
"Beautiful views, ambiance’s, pool, rooms everything what we needed."
Honua Kai Konea Resort by KBM

Castle Napili Surf Beach Resort

3.5 star property
9.8 out of 10, Exceptional, (140)
"Beautiful place, great for vacation with kids "
Castle Napili Surf Beach Resort
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 Kaunakakai Hotel Reviews

Find out more about Kaunakakai

Find out more about Kaunakakai

Everything you need to know about Kaunakakai 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 Kaunakakai 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 Kaunakakai holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kaunakakai holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kaunakakai. 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 Kaunakakai 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 Kaunakakai holiday rentals we have selected for you start as low as €270 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kaunakakai rentals

At Expedia, we put the best Kaunakakai 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 Kaunakakai 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 Kaunakakai 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 Kaunakakai. 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

Can I find a holiday rental in Kaunakakai?

Yes, there are holiday rentals close to the most popular sights in Kaunakakai, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts say Kaunakakai is known for its live music and entertainment venues. Allow lots of time to check out the beaches and bars during your visit.

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

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool: This holiday home rental outside of Kaunakakai is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Kaunakakai?

With 37 Expedia holiday rentals, you're guaranteed to find just the right place for your Kaunakakai stay.

What can I see and do in Kaunakakai?

Molokai Harbor and Wailau Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Halawa Bay Beach and Kapuaiwa Coconut Grove.

What are holiday rentals like in Kaunakakai?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kaunakakai. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips or small group gatherings.