Kalaupapa Vacations from $985

Book a Hotel + Flight or Car together to unlock savings

Photo by Lisa A Schmidt

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 $1,105, price is now $985 per person
$985
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Hoolehua (MKK)
7.2/10 Good! (190 reviews)
good unit right on water. - bad internet - needed some repairs. screens. refrid, stove. lot of bugs

Reviewed on Oct 7, 2026

Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was $1,168, price is now $999 per person
$999
per person
Jan 8 - Jan 13
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Hoolehua (MKK)
8.2/10 Very Good! (697 reviews)

Don't see what you're looking for?
See all available trips from Columbus to Kalaupapa
View all trips

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

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$240 nightly
The price is $284 total per night from Dec 4 to Dec 5
$284 total
Dec 4 - Dec 5
Total with taxes and fees
8.8/10 Excellent! (4,421 reviews)
"Pool, hot tub, and beach access were outstanding. The room/suite was adequately furnished but lacked style."

Reviewed on Nov 2, 2026

Aston Kaanapali Shores
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
110 Ka'anapali Shores Place Kaanapali HI
9/10 Wonderful! (1,883 reviews)
"Great place"

Reviewed on Nov 2, 2026

Get rates
Aston Mahana at Kaanapali
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
$958 nightly
The price is $1,137 total per night from Nov 5 to Nov 6
$1,137 total
Nov 5 - Nov 6
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
"Beautiful view from lobby and cocktail area. Staff was extremely friendly and helpful! Pools were great! Had a wonderful time!"

Reviewed on Nov 2, 2026

The Ritz-Carlton Maui, Kapalua
See all 3,784 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

What are the top things to do in Kalaupapa?
A Kalaupapa vacation offers a unique blend of natural beauty and historical significance, making it ideal for outdoor and nature enthusiasts.

Browse and book things to do in Kalaupapa on Expedia to enhance your best vacation packages in Kalaupapa.
Can I change or cancel my Kalaupapa vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Kalaupapa vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Kalaupapa vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Kalaupapa vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How can I save money on a Kalaupapa vacation package?
When you bundle, you can save up to 30%*. To save money on a Kalaupapa package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
How do I find last-minute vacation packages to Kalaupapa?
To find last-minute vacation packages to Kalaupapa, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Kalaupapa vacation packages?
Free cancellation on a Kalaupapa vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Kalaupapa vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Kalaupapa getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Kalaupapa vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.