Kalaupapa Vacations

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  • Plan, book, travel with confidence

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    Save up to ￥109,000 when you book a flight and hotel together*

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

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Find the Best Kalaupapa Vacation Packages

Kalaupapa Hotel Deals

Aston Kaanapali Shores

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
￥36,608
￥48,159 total
Oct 28 - Oct 29
includes taxes & fees
Aston Kaanapali Shores
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

110 Ka'anapali Shores Place Kaanapali HI
9/10 Wonderful! (1,850 reviews)
"The worms were spacious. It had a kitchen, which was great. It’s beautiful ocean view, but what I did not like was that there are roaches in sight the kitchen and in the living room and when you go and let the front desk know there isn’t much that they can do except come and put those little roach ..."

Reviewed on Oct 13, 2026

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Aston Mahana at Kaanapali
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

1 Ritz-Carlton Drive Kapalua HI
￥142,348
￥180,073 total
Oct 17 - Oct 18
includes taxes & fees
The Ritz-Carlton Maui, Kapalua
See all 3,774 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?
You'll find cheap prices 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?
You can typically find lower prices and better availability in January, February and September. Take a look at our cheap Kalaupapa vacation packages and you could land some great off-season discounts.
How many days is enough for Kalaupapa?
Usually, a handful of days is enough to see the major sights during your Kalaupapa vacation. But if you'd like to have time to relax or go on day trips, think about extending your trip.
Is it worth booking a vacation package to Kalaupapa?
Kalaupapa has everything you need for an unforgettable trip. Begin your Kalaupapa vacation on a high note by exploring top attractions like Kalaupapa National Historical Park.
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. Pick your dates: What you'd like to do in Kalaupapa and your preferred season can help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to pay for everything from meals and transportation to flights and activities. Your hotel will probably be the biggest expense during your trip to Kalaupapa.
  3. Decide how long to go for: Now that you're more familiar with Kalaupapa, you can figure out the ideal length of your vacation. Put together a rough itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your accommodations and airfare: Once you've settled on your dates and duration, book the perfect Kalaupapa vacation package for you.

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