Kalaupapa Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Lisa A Schmidt

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    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.

Top Kalaupapa Vacation Deals

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
per person
Sep 14 - Sep 21
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Hoolehua (MKK)
7.2/10 Good! (163 reviews)
Property was very good. Def worth the price. Dont expect a Four Seasons Hotel or a Marriott. Its a nice area.. close to the food and shopping, and you def get your moneys worth staying here.

Reviewed on Jun. 21, 2025

Wavecrest

Wavecrest

3 out of 5
per person
Sep 6 - Sep 13
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to Hoolehua (MKK)
8/10 Very Good! (3 reviews)
Molokai Shores

Molokai Shores

2 out of 5
per person
Sep 6 - Sep 13
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to Hoolehua (MKK)
6/10 (2 reviews)

Ready to book your vacation to Kalaupapa?

 

Choose your dates

Kalaupapa Hotel Deals

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
The price is CA $1,232 per night from Jul 27 to Jul 28
CA $1,232
CA $1,542 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"Great location! Nice beach! Plenty of excellent dining options nearby! Staff is helpful and knowledgeable!"

Reviewed on Jul. 21, 2025

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
The price is CA $190 per night from Aug 24 to Aug 25
CA $190
CA $265 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (3,630 reviews)
"Beautiful grounds. Loved restaurant & bar on the premises."

Reviewed on Jul. 21, 2025

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
The price is CA $344 per night from Aug 22 to Aug 23
CA $344
CA $454 total
Aug 22 - Aug 23
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
"Overall this was a great property and we had a wonderful stay. The only negatives were the elevators took a long time to transport you floors and the gift shop did not stay open past 5pm."

Reviewed on Jul. 24, 2025

Hilton Vacation Club Ka'anapali Beach Maui
See all 3,485 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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

Frequently asked questions

How much does a Kalaupapa vacation package cost?
Offering great value package deals from CA $1,043 on Expedia, you'll be thrilled with how little a vacation to Kalaupapa costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Kalaupapa?
January, February and September are the best times to search for cheap Kalaupapa vacation packages. Opting to travel in quieter periods means you can generally find reduced prices on flights and hotels.
How many days is enough for Kalaupapa?
The ideal length for your Kalaupapa vacation depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to tick off all the major sights and discover some hidden spots along the way.
Is it worth booking a vacation package to Kalaupapa?
It's no wonder a Kalaupapa vacation is on the to-do list of many travellers. Popular attractions like Kalaupapa National Historical Park are just the beginning of what you can explore here.
How to find the best Kalaupapa package deals?
Use Expedia's handy filters to help you find some terrific Kalaupapa package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Kalaupapa package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Kalaupapa vacation as a package?
You can enjoy significant savings on your Kalaupapa getaway by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Kalaupapa?
If you've got your Kalaupapa travel dates finalized, book as early as you can to grab some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Kalaupapa?

  1. Choose your travel dates: What you want to do in Kalaupapa and your favourite season can help you decide when to go.
  2. Budget wisely: On top of the price of your accommodations, you'll need to factor in other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Kalaupapa.
  3. Decide how many days away: Start by making a list of all the attractions you'd like to experience in Kalaupapa. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized Kalaupapa vacation package.

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