Kalaupapa Vacations from $990

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 $1,045 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.
Vacasa at Hotel Molokai

Vacasa at Hotel Molokai

2 out of 5
Price was $997, price is now $990 per person
$990
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Hoolehua (MKK)
7.2/10 Good! (5 reviews)
If you are in all-inclusive resort type, the island of Molokai is unlikely for you, but if you value personalized engagement, solitude and rustic charm, Hotel Molokai delivers beautifully. The property was quiet and had just the right amenities to cook simple meals, nap in a hammock and have a happy hour or breakfast with the welcoming kitties and chickens!

Reviewed on Nov 3, 2025

Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was $1,621, price is now $1,348 per person
$1,348
per person
Mar 26 - Apr 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Hoolehua (MKK)
8.2/10 Very Good! (639 reviews)
Everything we needed during our stay. Beautiful view. Very nice staff.

Reviewed on Dec 13, 2025

Castle at Moloka'i Shores

Castle at Moloka'i Shores

3 out of 5
Price was $1,385, price is now $1,174 per person
$1,174
per person
Mar 26 - Apr 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Hoolehua (MKK)
7.2/10 Good! (169 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 to expect is clearer. The stay was good. No complaints of the room. However, the spa was not hot.

Reviewed on Sep 15, 2025

Wavecrest

Wavecrest

3 out of 5
Price was $1,105, price is now $1,039 per person
$1,039
per person
Mar 11 - Mar 18
found 1 hour ago
Roundtrip non-stop flight included
Seattle (SEA) to Hoolehua (MKK)
8.6/10 Excellent! (4 reviews)
I didn’t like 3 flights of stairs when I I’m han

Reviewed on Jan 30, 2025

Molokai Shores

Molokai Shores

2 out of 5
Price was $1,014, price is now $999 per person
$999
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Hoolehua (MKK)
6/10 (2 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Kalaupapa
View all trips

Discover the most popular places to visit in Kalaupapa

Kalaupapa National Historical Park

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.

Kalaupapa National Historical Park

St. Philomena Church

St. Philomena Church is just one of the places to see in Kalaupapa, so why not enjoy the other things to explore during your travels? Wander the seaside and beaches in this relaxing area.

St. Philomena Church

Kalaupapa Hotel Deals

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
$854 nightly
The price is $1,013 total per night from Jan 4 to Jan 5
$1,013 total
Jan 4 - Jan 5
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Top notch property with amazing service and staff

Reviewed on Dec 22, 2025

The Ritz-Carlton Maui, Kapalua
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
$399 nightly
The price is $474 total per night from Jan 18 to Jan 19
$474 total
Jan 18 - Jan 19
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Great staff and pool

Reviewed on Dec 23, 2025

Hilton Vacation Club Ka'anapali Beach Maui
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Lahaina HI
$806 nightly
The price is $944 total per night from Jan 3 to Jan 4
$944 total
Jan 3 - Jan 4
Total with taxes and fees
10/10 Exceptional! (207 reviews)
A beautiful and comfortable condo! We totally enjoyed ourselves.

Reviewed on Dec 26, 2025

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
See all 3,764 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

How much does a Kalaupapa vacation package cost?
You'll find cheap prices from $990 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.

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.