Kaunakakai Vacations from $874

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Your Kaunakakai Vacation

With one of our vacation packages to Kaunakakai, you'll find endless opportunities for fun and excitement. There's tons to experience, including its laid-back lifestyle and tropical climate. Fill up your itinerary with visits to Kapuaiwa Coconut Grove, Molokai Harbor and Molokaʻi Museum & Cultural Center, some of the attractions you simply have to see during your trip to Kaunakakai. Whoever you're taking a break with and whatever the size of your budget, your dream Kaunakakai vacation is just clicks away with Expedia.

The Latest Kaunakakai vacation packages

Price found within the past 48 hours. Click for updated prices.
Castle at Moloka'i Shores
Hotel Moloka'i
Paniolo Hale
Wavecrest
Hotel Molokai
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What to do in Kaunakakai

Kaunakakai Hotel Deals

Hotel Moloka'i

Hotel Moloka'i

3 out of 5
1300 Kamehameha V Hwy, Kaunakakai, HI
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $241 total per night from Sep 24 to Sep 25
$241 total
Sep 24 - Sep 25
Total with taxes and fees
8.2/10 Very Good! (627 reviews)
"We thoroughly enjoyed our stay at this hotel. The king bedroom we stayed in was spacious and had full kitchen utensils, pots, pans, microwave, fridge for making simple meals. Our room was # 215, an upstairs room which has a nice view of a garden area from the outside lanai area; and a bit of the ..."

Reviewed on Sep 13, 2025

Hotel Moloka'i
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! (167 reviews)
"The room and property was nice but could be cleaner. Overall, the staff was nice and friendly but communication for additional fees, such as cleaning amount did not match what reflected on Expedia, the hotel could do better to email tenants prior to arriving just confirming the exact amounts so what ..."

Reviewed on Sep 15, 2025

Castle at Moloka'i Shores
MOLOKAI ISLAND   Two Bedroom Oceanfront Top End Unit!

MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!

Kaunakakai
9.4/10 Exceptional! (137 reviews)
"It was packed with everything we needed, clean and well maintained, roomy and charming. Our hostess was available and helpful. We will definitely return."

Reviewed on Sep 14, 2025

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.

Kaunakakai Beach Vacation

There's nothing better than a Kaunakakai vacation. Whether you're treating yourself to delicious cocktails at a local bar or flipping through a book by the water's edge, your trip to Kaunakakai is the time to live out those beachy daydreams. Many travelers like to stay close to Kapuaiwa Coconut Grove, situated just 1 mile from downtown. However, you'll also find a terrific range of Kaunakakai vacation deals around Kumimi Beach and Halawa Bay Beach, two other well-liked nearby options.

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Frequently asked questions

How much does a Kaunakakai vacation package cost?
You can pick up a vacation package to this destination from $874 on Expedia. However, how much your vacation to Kaunakakai costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Kaunakakai?
If you're looking to snag a cheap Kaunakakai vacation package, consider traveling in August, September and October. You'll typically find lower rates on accommodations and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Kaunakakai?
Usually, a handful of days is enough to check out the top sights during your Kaunakakai vacation. But if you prefer to have time to chill out or take day trips, think about extending your trip.
Is it worth booking a vacation package to Kaunakakai?
It's easy to see why a Kaunakakai vacation is on the to-do list of many travelers. Popular attractions like Molokai Harbor are just the start of what you can explore 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 vacation package as soon as possible.
Is it cheaper to book a Kaunakakai vacation as a package?
You can enjoy significant savings on your next Kaunakakai escape by booking a tailored vacation 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 vacation 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 best time to travel: Your schedule, favorite 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, food and transportation when working out how much to set aside for your trip to Kaunakakai. Then, select a property that fits your budget, whether that's an economical option or a lavish retreat.
  3. Use our trip planning tool to discover Kaunakakai: Research every part of your trip to Kaunakakai with this comprehensive planner. Invite family or friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide your trip length: Think about how long you want to spend exploring Kaunakakai. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Kaunakakai vacation package that brings all your bookings together.
  6. Book any excursions or activities: Here's the fun part — locking in everything you want to see and do. Check out some of the exciting things to do in Kaunakakai in Kaunakakai and reserve your tickets early to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Kaunakakai vacation packages?
If you're like us, you love traveling the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Kaunakakai vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.