A coastal landscape with a prominent green hill and a smaller rock formation in the sea.
Photo by Lisa A Schmidt
Open Photo by Lisa A Schmidt

Kalaupapa Vacations from $1,149

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

The Latest Kalaupapa Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Oct 11 - Oct 15

    Castle at Moloka'i Shores + Flight

    Kaunakakai
    4 nights
    3.0 star property
    7.2/10 - Good (184 reviews)
    "Shower was Moldy!! Lots and Lots of Carpenter Ants!!!! Spiders Everywhere that my kids couldn’t sleep at night!!!!"
    Reviewed June 30, 2026
    Roundtrip Dallas (DFW) - Molokai (MKK)
    DFW - MKK2 stops MKK - DFW2 stops
    $1,241
    $1,149
    per traveler
    found 14 hours ago
    Castle at Moloka'i Shores
  • Oct 11 - Oct 15

    Hotel Moloka'i + Flight

    Kaunakakai
    4 nights
    3.0 star property
    8.2/10 - Very Good (686 reviews)
    "Great place on Molokai!"
    Reviewed June 30, 2026
    Roundtrip Dallas (DFW) - Molokai (MKK)
    DFW - MKK2 stops MKK - DFW2 stops
    $1,555
    $1,362
    per traveler
    found 14 hours ago
    Hotel Moloka'i

Kalaupapa Hotel Deals

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 Kalaupapa vacation package cost?

You'll find cheap prices from $1,149 on Expedia for your Kalaupapa break. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Kalaupapa costs.

What are the cheapest months to go to Kalaupapa?

September, October and December are the best times to look for cheap Kalaupapa vacation packages. Choosing to travel in quieter months means you can generally find reduced prices on flights and accommodations.

How many days is enough for Kalaupapa?

The ideal length for your Kalaupapa vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you plenty of time to hit all the top sights and discover some hidden gems along the way.

Is it worth booking a vacation package to Kalaupapa?

It's easy to see why a Kalaupapa vacation is on the must-do list of many travelers. Well-known attractions like Kalaupapa National Historical Park are just the beginning of what you can explore here.

How to find the best Kalaupapa package deals?

Finding a cheap Kalaupapa package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most affordable Kalaupapa package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.

Is it cheaper to book a Kalaupapa vacation as a package?

An Expedia vacation package could land you significant savings when compared to booking flights and hotels individually. Better still, you can tailor your Kalaupapa escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.

When to book a vacation package to Kalaupapa?

If you have your Kalaupapa travel dates locked in, book as soon as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.

How to plan a trip to Kalaupapa?

  1. Choose your travel dates: The things you want to do in Kalaupapa and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: As well as the cost of your hotel, you should consider other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Kalaupapa.
  3. Explore Kalaupapa with Expedia's trip planning tool: Gain insights into the leading attractions and best properties for your trip to Kalaupapa. You can also save your favorite places, collaborate with your group and manage your plans in one place.
  4. Decide how long to go for: Now that you're up to speed on Kalaupapa, you can figure out the right length of your break. Put together a draft plan and give yourself enough time for all the things you want to do.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Kalaupapa vacation package.
  6. Add on experiences and excursions: Have a look at our travel guide to find some awesome things to do in Kalaupapa. Book tickets or make reservations as soon as you can to save time and avoid the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Kalaupapa vacation packages?

Your Kalaupapa trip should be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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