Kaunakakai Holiday Rentals

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Holiday Rentals in Kaunakakai

Castle at Moloka'i Shores
3.0 star property
7.0 out of 10, Good, 153 reviews
"It was okay but a much larger fee than we really wanted to pay, but was the same as other properties in the area."
The price is NZ$697
includes taxes & fees
21 June - 22 June
21 Jun - 22 Jun
Castle at Moloka'i Shores
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
9.6 out of 10, Exceptional, 144 reviews
"well appointed, plenty of space, clean and 2 balconies. It was perfect!"
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
9.8 out of 10, Exceptional, 76 reviews
"Enjoyed the proximity to town. Condo had all we needed. We had a great hike to Halawa Valley waterfall and a nice dinner at nearby Hiro’s."
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, 3,058 reviews
"Workers very friendly. Front desk very accommodating Bar area and tenders were great! Drinks and apps amazing. Pool by beach was basic. Stayed in a 2 bd/2 ba room. It was clean but older/dated. Carpet could probably use to be replaced - clean but old. Great location by stores and a few restaurants. "
The price is NZ$511
includes taxes & fees
20 June - 21 June
20 Jun - 21 Jun
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, 2,173 reviews
"Staff was friendly and very attentive. They were proactive in every step of the process and anticipated all our needs and provided excellent service. the property was well maintained, and the beach was beautiful. Highly recommend this property. "
The price is NZ$629
includes taxes & fees
29 June - 30 June
29 Jun - 30 Jun
Aston Maui Kaanapali Villas
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, 1,492 reviews
"Loved everything about our stay at the hotel. Made it very comfortable "
Aston Mahana at Kaanapali
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, 2,546 reviews
"One of the most beautiful places I have stayed at so far! The vibrant views, friendly people, and proximity of restaurants and shops!"
The price is NZ$1,393
includes taxes & fees
10 July - 11 July
10 Jul - 11 Jul
OUTRIGGER Honua Kai Resort & Spa
The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, 37 reviews
"Great vacation spot. Convenient, relaxing, and gorgeous room views! Best vacation location!"
The Whaler Resort Kaanapali Beach
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, 1,488 reviews
"Great condo. Roomy, comfortable and everything you need in the kitchen. Located on beach. Restaurants were great as well"
Napili Shores Maui by OUTRIGGER
Castle Napili Surf Beach Resort
3.5 star property
9.8 out of 10, Exceptional, 16 reviews
"Loved the beach view and nice quiet location. Beach isn’t really walkable and can’t really surf here. Snorkeling and swimming are pretty good. Great restaurants near by, but not part of this property. Overall good choice and good value. "
Castle Napili Surf Beach Resort
Kaanapali Alii
4.0 star property
9.4 out of 10, Exceptional, 794 reviews
"Greta location and close to many things. Hotel was amazing, the staff were great, had many amenities. Highly recommend and will be back "
Kaanapali Alii
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very good, 1,333 reviews
"nice "
Aston at Papakea Resort
Aston at The Whaler on Kaanapali Beach
4.0 star property
9.2 out of 10, Wonderful, 1,408 reviews
"All around great experience. Highly recommend!!"
The price is NZ$1,197
includes taxes & fees
2 July - 3 July
2 Jul - 3 Jul
Aston at The Whaler on Kaanapali Beach
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, 1,055 reviews
"Resort is nice and clean, checking process and tagin your self parked vehicle is not friendly."
The price is NZ$1,043
includes taxes & fees
26 June - 27 June
26 Jun - 27 Jun
The Westin Ka'anapali Ocean Resort Villas
Sands of Kahana
3.0 star property
8.2 out of 10, Very good, 384 reviews
"Everything was in good and clean order. We had a great experience at this property."
Sands of Kahana
Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, 562 reviews
"A little dated, but clean and comfy"
The price is NZ$438
includes taxes & fees
20 June - 21 June
20 Jun - 21 Jun
Napili Sunset on the Beach
AEI at Kaanapali Shores
4.0 star property
8.6 out of 10, Excellent, 281 reviews
"The trip was amazing. The resort is a little aged. Our bath tub drain was clogged up when we got there and despite having maintenance look at it twice it was still clogged. The staff are extremely friendly and accommodating. Be aware that there is a daily resort and parking fee but if you want to use the gym on site you also have to pay for that separately and if you want a beach chair or boogie board you can rent those as well. It was quiet and we would stay there again but there are a lot of...
AEI at Kaanapali Shores
AEI at The Mahana Kaanapali Resort
4.0 star property
8.8 out of 10, Excellent, 213 reviews
"Beautiful property and excellent snorkeling at the beach. "
AEI at The Mahana Kaanapali Resort
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, 421 reviews
"nice ,clean and roomy"
The price is NZ$1,197
includes taxes & fees
3 July - 4 July
3 Jul - 4 Jul
The Westin Nanea Ocean Villas, Ka'anapali
Kapalua Villas Maui
4.0 star property
8.6 out of 10, Excellent, 898 reviews
"Great location"
The price is NZ$1,598
includes taxes & fees
15 July - 16 July
15 Jul - 16 Jul
Kapalua Villas Maui
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See all available properties in Kaunakakai
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.

Other types of properties in Kaunakakai you may be interested in

Hotel Moloka'i
3.0 star property
8.2 out of 10, Very good, 596 reviews
"Service was exceptional!"
The price is NZ$480
includes taxes & fees
17 July - 18 July
17 Jul - 18 Jul
Hotel Moloka'i
Castle at Moloka'i Shores
3.0 star property
7.0 out of 10, Good, 153 reviews
"It was okay but a much larger fee than we really wanted to pay, but was the same as other properties in the area."
The price is NZ$697
includes taxes & fees
21 June - 22 June
21 Jun - 22 Jun
Castle at Moloka'i Shores
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
9.6 out of 10, Exceptional, 144 reviews
"well appointed, plenty of space, clean and 2 balconies. It was perfect!"
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Kaunakakai holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Kaunakakai. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Kaunakakai. Seeing all the best attractions is bound to make you fall in love with Kaunakakai. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Kaunakakai short-term rentals, that won’t be hard to do.

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?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32: This holiday home rental outside of Kaunakakai is located on the beach, and has an outdoor pool, a balcony 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. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Kaunakakai?

With 3 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 Kapuaiwa Coconut Grove are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Kaunakakai Wharf and Moloka'i Beaches.

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.

Recent reviews of Kaunakakai properties
Expedia verified reviews