Kalaupapa Holidays

Photo by Lisa A Schmidt

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Top hotels in Kalaupapa

Aston Kaanapali Shores

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
S$354
29 Aug - 30 Aug
includes taxes & fees
8.8/10 Excellent! (4,285 reviews)
"Very happy with the location - it was larger than expected and as convenient as we recalled. The room was larger than we expected and we had the loft! Expected a king and 2 twin bedroom and ended up with a king and queen bdrm plus the sofa bed and a loft with a queen and 2 twin. Could have slept ..."

Reviewed on 27 Aug, 2026

Aston Kaanapali Shores
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

5315 Lower Honoapiilani Rd Lahaina HI
S$491
1 Sept - 2 Sept
includes taxes & fees
Napili Shores Maui by OUTRIGGER
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

104 Ka'anapali Shores Place Kaanapali HI
S$371
3 Sept - 4 Sept
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"The hotel is in a nice area but it’s a bit dated and needs renovations, and the breakfast option need more options."

Reviewed on 27 Aug, 2026

Hilton Vacation Club Ka'anapali Beach Maui
See all 3,531 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.
See properties

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.
See properties

Frequently asked questions

How much does a Kalaupapa holiday 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 holiday 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 holiday 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 holiday. 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 holiday package to Kalaupapa?
Kalaupapa has everything you need for an unforgettable trip. Begin your Kalaupapa holiday 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," "Traveller 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 holiday as a package?
An Expedia holiday 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 holiday 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 holiday. Put together a rough itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your accommodation and airfare: Once you've settled on your dates and duration, book the perfect Kalaupapa holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.