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, (156)
"I arrived at night and didn’t realize there wasn’t a front desk. My phone had no signal, so I couldn’t make a call. A guy who lived there was outside and let me borrow his phone, so I was then able to call and get instructions. There was apparently a key box, and they gave me the code. However, I couldn’t figure out how to open the key box, so I went back to that same guy, and, between the two of us, we figured it out. It was very frustrating getting inside, but once I did, I really liked...
Castle at Moloka'i Shores

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3350)
"Several people we visited were “owners” at AKS and were very friendly; one even said “thank you for staying at Shores; I hope you make the choice to stay here again.” The view out our balcony of the pool area and the ocean from afar was beautiful. "
The price is S$602
includes taxes & fees
8 Dec - 9 Dec
Aston Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2627)
"Some things were not working in our room, e.g. master bedroom balcony door would not open, table in the balcony was very wobbly, dryer was not operating properly. All these issues were resolved by the staff when I called them, but they seem to be basic checks that property management should have checked before giving us keys and not have me call about them. "
The price is S$1,063
includes taxes & fees
10 Dec - 11 Dec
OUTRIGGER Honua Kai Resort & Spa

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1080)
"Great property in perfect location adjacent to walking path & snorkeling beach. We loved our one-bedroom unit and enjoyed the resorts amenities including pools and restaurants. Well maintained, very clean, friendly staff, wish we could have extended our stay, but not easy to do at a timeshare property like you can at a hotel. That said, we wouldn't hesitate to return, next time for a longer visit. Mahalo!"
The price is S$761
includes taxes & fees
1 Dec - 2 Dec
The Westin Ka'anapali Ocean Resort Villas

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2300)
"Leann at the front desk is amazing!!!"
The price is S$613
includes taxes & fees
7 Dec - 8 Dec
Aston Maui Kaanapali Villas

Kaanapali Alii

4.0 star property
9.6 out of 10, Exceptional, (838)
"It needs a bar"
Kaanapali Alii

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1574)
"We love this place. We stay here to relax and enjoy the view. Also the staff is wonderful!"
Aston Mahana at Kaanapali

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (118)
"Amazing! Right on the beach. Staff was friendly and incredible. Had the best experience! Can’t wait to be back. "
The Whaler Resort Kaanapali Beach

Napili Shores Maui by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (1533)
"Lovely peaceful place. Lots of grass for kids to play on. Pool was perfect temperature and the gentleman doing maintenance/cleaning was extremely through and very friendly."
Napili Shores Maui by OUTRIGGER

Castle Napili Surf Beach Resort

3.5 star property
10.0 out of 10, Exceptional, (78)
"This property was in a prime location, best beach in Maui. "
Castle Napili Surf Beach Resort

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1447)
"We loved our time at the Whaler however our room needed an upgrade as it looked like it was from the 80’s. Everything else perfect. Staff wonderful!!"
The price is S$874
includes taxes & fees
29 Nov - 30 Nov
Aston at The Whaler on Kaanapali Beach

Napili Sunset on the Beach

2.5 star property
9.2 out of 10, Wonderful, (600)
"Very Nice Soot! Cozy!"
The price is S$341
includes taxes & fees
1 Dec - 2 Dec
Napili Sunset on the Beach

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1353)
"Originally we were checked into a smaller 3rd story room when we believed we were supposed to have a different ground floor. We advised them at check in, and though we would have still had a great vacation in this room, the management quickly remedied the situation and made our stay so much more pleasant. Everyone was so kind and gracious. The property and stay were perfect!"
Aston at Papakea Resort

Kapalua Villas Maui

4.0 star property
8.6 out of 10, Excellent, (910)
"Loved the property and location. Only issue is that eating establishments are somewhat limited in variety and price and most require advance reservations. I found I would drive to kanapali for more options"
The price is S$1,050
includes taxes & fees
12 Dec - 13 Dec
Kapalua Villas Maui

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very good, (436)
"Lisa at the front desk was so friendly, helpful and a delight, really enjoyed this property. Would recommend it too others."
The Gardens at West Maui

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (446)
"Absolutely loved this property. Stayed with my family of 4 in a 2 bed 2 bath and it was fabulous. The pools were great for families. Rooms were spacious and well appointed. We would stay here again! "
The price is S$901
includes taxes & fees
10 Dec - 11 Dec
The Westin Nanea Ocean Villas, Ka'anapali

Royal Kahana Maui by OUTRIGGER

3.0 star property
8.0 out of 10, Very good, (1312)
"We had a great room, staff was great. Resort feel."
The price is S$884
includes taxes & fees
20 Dec - 21 Dec
Royal Kahana Maui by OUTRIGGER

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (609)
"Fantastic, updated room with all necessities."
Kahana Beach Vacation Club

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (313)
"I’m giving this good ratings but I did want to comment on a few issues. Overall, we enjoy this place and it was our 2nd time back. We stayed in room 823. The toilet in the master was not working right and I noticed it right away when we arrived. It had a small bit of water running all the time so it always made noise. My 2nd complaint with this unit was that there were a lot of small/medium size cockroaches all over. I probably killed 15-30 of them but it didn’t seem to make a difference....
AEI at Kaanapali Shores

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (232)
"The reef right outside your door and the walkable nearby beach were great. The service charges for room cleaning was a negative."
AEI at The Mahana Kaanapali 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.
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Other types of properties in Kaunakakai you may be interested in

Castle at Moloka'i Shores

3.0 star property
7.0 out of 10, Good, (156)
"I arrived at night and didn’t realize there wasn’t a front desk. My phone had no signal, so I couldn’t make a call. A guy who lived there was outside and let me borrow his phone, so I was then able to call and get instructions. There was apparently a key box, and they gave me the code. However, I couldn’t figure out how to open the key box, so I went back to that same guy, and, between the two of us, we figured it out. It was very frustrating getting inside, but once I did, I really liked...
Castle at Moloka'i Shores

Hotel Moloka'i

3.0 star property
8.2 out of 10, Very good, (605)
"Excellent hotel with great restaurant and bar beautiful views"
The price is S$414
includes taxes & fees
28 Nov - 29 Nov
Hotel Moloka'i

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3350)
"Several people we visited were “owners” at AKS and were very friendly; one even said “thank you for staying at Shores; I hope you make the choice to stay here again.” The view out our balcony of the pool area and the ocean from afar was beautiful. "
The price is S$602
includes taxes & fees
8 Dec - 9 Dec
Aston Kaanapali Shores
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.
Beautiful view of the beach with palm trees

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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.

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 Moloka'i Beaches and Halawa Bay Beach.

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.