Kaunakakai Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Kaunakakai

Castle at Moloka'i Shores
Castle at Moloka'i Shores
3 out of 5
109 Ala Malama St, Building D, Unit A, Kaunakakai, HI
7/10 Good! (162 reviews)
"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 ..."

Reviewed on 19 Nov 2024

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Castle at Moloka'i Shores
Hotel Moloka'i
Hotel Moloka'i
3 out of 5
1300 Kamehameha V Hwy, Kaunakakai, HI
Fully refundableReserve now, pay when you stay
The price is 5.709.676 ₫ per night from 21 Jul to 22 Jul
5.709.676 ₫
7.968.171 ₫ total
21 Jul - 22 Jul
includes taxes & fees
8/10 Very Good! (618 reviews)
"Quiet and peaceful!"

Reviewed on 14 Jun 2025

Hotel Moloka'i
The Westin Maui Resort & Spa, Ka'anapali
The Westin Maui Resort & Spa, Ka'anapali
4.5 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is 15.652.469 ₫ per night from 24 Jun to 25 Jun
15.652.469 ₫
19.974.337 ₫ total
24 Jun - 25 Jun
includes taxes & fees
9/10 Wonderful! (833 reviews)
"Great stay! Would go back in a heartbeat"

Reviewed on 20 Jun 2025

The Westin Maui Resort & Spa, Ka'anapali
See all 6,850 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.

Frequently asked questions

How much does a Kaunakakai holiday package cost?
You can pick up a holiday package to this destination on Expedia. However, how much your holiday to Kaunakakai costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Kaunakakai?
May, June and August are great times to search for cheap Kaunakakai holiday packages. Opting to travel in less busy periods means you'll typically find reduced prices on accommodation and flights.
How many days is enough for Kaunakakai?
With a well-planned schedule, you can easily hit the most popular Kaunakakai sights in a handful of days. But if you want to venture off the beaten track or go on day tours, think about booking your Kaunakakai holiday for longer.
Is it worth booking a holiday package to Kaunakakai?
It's no wonder a Kaunakakai holiday is on the to-do list of many travellers. Major attractions like Molokai Harbour are just the beginning of things to keep you busy here.
How to find the best Kaunakakai package deals?
Use Expedia's filter tool to find some tempting Kaunakakai package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Kaunakakai package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as soon as possible.
Is it cheaper to book a Kaunakakai holiday as a package?
You can enjoy significant savings on your next Kaunakakai escape by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Kaunakakai?
If you're considering a spur-of-the-moment Kaunakakai getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Kaunakakai?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Kaunakakai.
  2. Set a budget: Factor in costs such as flights, transportation and food when calculating how much to set aside for your trip to Kaunakakai. Then, pick a hotel that matches your budget, whether that's a low-cost option or a deluxe retreat.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to experience in Kaunakakai. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customised Kaunakakai holiday package.

Popular places to visit

Halawa Bay Beach

Halawa Bay Beach

Why not spend a care-free afternoon at Halawa Bay Beach during your travels in Kaunakakai? Stroll along this relaxing area's seaside or simply enjoy its bars.

Halawa Bay Beach

Wailau Beach

Why not spend a care-free afternoon at Wailau Beach during your travels in Kaunakakai? Experience the live music and entertainment venues in this relaxing area.

Wailau Beach

Kapuaiwa Coconut Grove

Explore the great outdoors at Kapuaiwa Coconut Grove, a lovely green space in Kaunakakai. Wander the beaches and seaside in this relaxing area.

Kapuaiwa Coconut Grove