Kalaupapa Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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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.

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

CA $1,269
per person
Dec 10 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Hoolehua (MKK)
7/10 Good! (187 reviews)

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Kalaupapa Hotel Deals

Aston Kaanapali Shores

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
CA $250
CA $339 total
Sep 24 - Sep 25
includes taxes & fees
8.8/10 Excellent! (4,324 reviews)
"Loved it. Has great amenities for the price and in a great location. I will stay again."

Reviewed on Sep 21, 2026

Aston Kaanapali Shores
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

1 Ritz-Carlton Drive Kapalua HI
CA $1,118
CA $1,425 total
Sep 26 - Sep 27
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Everything from the food to the spa to the pool….all fantastic"

Reviewed on Sep 21, 2026

The Ritz-Carlton Maui, Kapalua
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

110 Ka'anapali Shores Place Kaanapali HI
9/10 Wonderful! (1,820 reviews)
"Was able to watch the waves and sunset from our room and had a nice Lani to sit on"

Reviewed on Sep 20, 2026

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Aston Mahana at Kaanapali
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.

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.
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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.
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Frequently asked questions

How much does a Kalaupapa vacation package cost?
Offering great value package deals from CA $1,269 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.