Kalaupapa Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Lisa A Schmidt

  • Plan, book, travel with confidence

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    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit

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

    Plan, book, and manage your trip all in one place

Find the Best Kalaupapa Vacation Packages

Kalaupapa Hotel Deals

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 ￥21,659 per night from Sep 15 to Sep 16
￥21,659
￥29,923 total
Sep 15 - Sep 16
includes taxes & fees
8.6/10 Excellent! (3,669 reviews)
"Love it will be back forsure thank you"

Reviewed on Aug 19, 2025

Aston Kaanapali Shores
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
The price is ￥122,966 per night from Sep 5 to Sep 6
￥122,966
￥154,675 total
Sep 5 - Sep 6
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Great Stay.
"It was an awesome experience. The service was exceptional."

Reviewed on Aug 18, 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
The price is ￥34,954 per night from Sep 7 to Sep 8
￥34,954
￥46,448 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Not to bad"

Reviewed on Aug 21, 2025

Hilton Vacation Club Ka'anapali Beach Maui
See all 3,478 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.

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.

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