Kalaupapa Vacations from $790
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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
$790
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Hoolehua (MKK)
7/10 Good! (186 reviews)
There’s no jacuzzi as advertised. The unit is a bit run down. It was clean and had the basic amenities but needs better maintenance. Overall it was a nice stay.
Reviewed on Aug 24, 2026
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.
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.
Kalaupapa Hotel Deals
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$230 nightly
$273 total
Sep 2 - Sep 3
Total with taxes and fees
8.8/10 Excellent! (4,278 reviews)
"Overall, staff was very friendly! Shout out to the female concierge! She is hilarious and knows how to deliver a good time. The two outdoor pools are gorgeous especially at night with the beachfront view. If you’re on a budget, I highly recommend. It is definitely an older establishment and the cleanliness ..."
Reviewed on Aug 24, 2026
Napili Shores Maui by OUTRIGGER
5315 Lower Honoapiilani Rd Lahaina HI
$329 nightly
$391 total
Sep 1 - Sep 2
Total with taxes and fees
9/10 Wonderful! (1,862 reviews)
"Beautiful property and location, however choose location wisely. Our ground floor unit had musty carpets and a view of the pool which was loud at night. If we stayed again we would choose second floor ocean view"
Reviewed on Aug 25, 2026
The Ritz-Carlton Maui, Kapalua
1 Ritz-Carlton Drive Kapalua HI
$858 nightly
$1,019 total
Aug 28 - Aug 29
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
"The staff is amazing, and the hotel is beautiful, but the rooms are not in great condition. AC didn’t work well, outlets didn’t work, remote control was broken"
Reviewed on Aug 25, 2026
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
Frequently asked questions
How much does a Kalaupapa vacation package cost?
You'll find cheap prices from $790 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?
- Choose your travel dates: The things you want to do in Kalaupapa and your preferred season can help you decide when to travel.
- 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.
- 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.
- 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.
- 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.
- 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
- Flights to Kalaupapa
- Flights to Maui
- Flights to Honolulu
- Flights from Seattle (SEA) to Kahului (OGG)
- Flights from Portland (PDX) to Kahului (OGG)
- Flights to Molokai
- Flights from Honolulu (HNL) to Kahului (OGG)
- Flights from San Francisco (SFO) to Kahului (OGG)
- Flights from Los Angeles (LAX) to Kahului (OGG)
- Flights from Sacramento (SMF) to Kahului (OGG)
- Flights from Kahului (OGG) to Hoolehua (MKK)
- Flights from Honolulu (HNL) to Hoolehua (MKK)
- Flights from Kailua-Kona (KOA) to Hoolehua (MKK)
- Honolulu Museum of Art at First Hawaiian Center
- Kaka‘ako Farmers’ Market
- Moomomi Beach
- Lanikaula's grave
- Molokai Harbor
- Kaanapali Beach
- Kaluaʻaha Church
- Chinatown Cultural Plaza
- Japanese Cultural Center of Hawai'i
- Waikiki Vacations
- All inclusive Vacation Packages Maui
- National Memorial Cemetery of the Pacific
- Lili'uokalani Botanical Garden
- Waikolu Lookout
- Ala Moana Vacations
- Hawaii State Capitol
- Kaanapali Vacations
- Hawaiʻi Heritage Center
- Cathedral of St. Andrew
- Pukoo Vacations
- Hawaiian Mission Houses
- King's Guard Museum
- Kapuaiwa Coconut Grove
- Koreatown Vacations
- Tag - The Actors' Group
- Kalaupapa National Historical Park
- Visit Kalaupapa
- Kaunakakai Wharf
- Big Wind Kite Factory & Plantation Gallery
- St. Philomena Church
- Diamond Head - Kapahulu - St. Louis Vacations
- Honolulu Vacations
- Hawaii Theater
- Ala Wai Golf Course
- Taoist Temple
- Ualapue Vacations
- Kaunakakai Vacations
- St. Joseph's Catholic Church
- Izumo Taishakyo Mission of Hawaii
- Chinatown Vacations
- Kawehewehe
- Rw Meyer Sugar Mill
- Honolulu Police Department's Museum
- Nene O Molokai
- Kamalo Vacations
- Lum Sai Ho Tong
- Pelekunu Valley Overlook
- Kumu Kahua Theatre
- U.s. Army Museum of Hawai'i
- Kakahaiʻa National Wildlife Refuge
- Mauna Loa Museum & Cultural Park
- X-Treme Parasail
- Honolulu Museum of Art
- Mu Ryang Sa Buddhist Temple
- 'Ili'ili'opae Heiau
- Molokai War Memorial
- Louis Pohl Gallery
- Ironwood Hills Golf Club
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
