Kalaupapa Vacations from $914

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Your Kalaupapa Vacation

The exciting city of Kalaupapa is calling. Immerse yourself in everything it has to offer with a Kalaupapa vacation package that's customized to you. Be sure to spend some time sightseeing during your trip to Kalaupapa. Kalaupapa National Historical Park and St. Philomena Church are some popular places to visit. Don't put off exploring this destination any longer. The perfect Kalaupapa vacation is a couple of clicks away with Expedia.

The Latest Kalaupapa vacation packages

Price found within the past 48 hours. Click for updated prices.
Castle at Moloka'i Shores

Castle at Moloka'i Shores

3 out of 5
Price was $1,109, price is now $914 per person
$914
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Hoolehua (MKK)
7.2/10 Good! (183 reviews)
Shower was Moldy!! Lots and Lots of Carpenter Ants!!!! Spiders Everywhere that my kids couldn’t sleep at night!!!!

Reviewed on Jun 30, 2026

Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was $1,520, price is now $1,233 per person
$1,233
per person
Aug 11 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Hoolehua (MKK)
8.2/10 Very Good! (684 reviews)
Wonderful oceanfront room. Picture perfect. Bed was so comfortable! . Advertising said bar and restaurant. Perhaps should adjust that so guests are informed no bar or restaurant.

Reviewed on Jul 6, 2026

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Stay near popular Kalaupapa attractions

Kalaupapa National Historical Park

9.0/10 (433 reviews)
Explore the great outdoors at Kalaupapa National Historical Park, a lovely green space in Kalaupapa. Stroll along this relaxing area's seaside, or simply enjoy its bars.
See properties

Kalaupapa Hotel Deals

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
$858 nightly
The price is $1,019 total per night from Jul 24 to Jul 25
$1,019 total
Jul 24 - Jul 25
Total with taxes and fees
9.2/10 Wonderful! (1,004 reviews)
"Excellent"

Reviewed on Jul 7, 2026

The Ritz-Carlton Maui, Kapalua
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $314 total per night from Jul 9 to Jul 10
$314 total
Jul 9 - Jul 10
Total with taxes and fees
8.8/10 Excellent! (4,168 reviews)
"Everything goes so nice. We loved their swimming pool. It was right on the beach and everything was good."

Reviewed on Jul 7, 2026

Aston Kaanapali Shores
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

4 out of 5
104 Ka'anapali Shores Place Kaanapali HI
$284 nightly
The price is $337 total per night from Aug 7 to Aug 8
$337 total
Aug 7 - Aug 8
Total with taxes and fees
9/10 Wonderful! (1,005 reviews)
"Had a wonderful family trip here for 9 nights in July. Loved the size of the rooms and location of the property. Kids loved the pool, beach and golf. Staff were all very friendly and helpful when we got to the resort. My only compliant was when I had questions prior to the trip. Some were answered ..."

Reviewed on Jul 7, 2026

Hilton Vacation Club Ka'anapali Beach Maui
See all 3,486 properties in Kalaupapa
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.

Find the Best Kalaupapa Vacation Packages

Kalaupapa Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Molokai Airport (MKK)
Max Temp Winter
75ºF
Max Temp Summer
80ºF
Top Sights
Kalaupapa National Historical Park and St. Philomena Church

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Frequently asked questions

How much does a Kalaupapa vacation package cost?
You'll find cheap prices from $914 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.

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