Kalawao County Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Stacey Sporrer

Top destinations in Kalawao County

Visiting the island of Moloka'i from O'ahu on a six-passenger propeller plane and landing right in the old leper colony of Kalaupapa was one of the coolest experiences to-date. These gorgeous #beaches lie just beneath some of the tallest sea cliffs in the world. The only way to get to Kalaupapa is on a private tour, either by small plane, donkeys or hiking. #lifeatexpedia
FlightsFlightsHotelsHotels

Kalaupapa

Kalaupapa

Top hotels in Kalawao County

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 7.777.066 ₫ per night from 22 Jan to 23 Jan
7.777.066 ₫
10.011.856 ₫ total
22 Jan - 23 Jan
includes taxes & fees
8.6/10 Excellent! (3,951 reviews)
Great spot for kids, walking distance to food. Staff very friendly!

Reviewed on 20 Jan 2026

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 23.611.336 ₫ per night from 23 Jan to 24 Jan
23.611.336 ₫
29.733.496 ₫ total
23 Jan - 24 Jan
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Yes it's secluded. Yes it is a large property that requires a lot of walking. The rooms are slightly dated. It's all made up by the attention and care from the staff at the Ritz. My wife and I were celebrating our honeymoon. We were treated with the utmost care from the kind folks there. The property ...

Reviewed on 3 Jan 2026

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 8.708.161 ₫ per night from 17 Feb to 18 Feb
8.708.161 ₫
11.272.929 ₫ total
17 Feb - 18 Feb
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Clean and relaxing

Reviewed on 16 Jan 2026

Hilton Vacation Club Ka'anapali Beach Maui
See all 3,743 properties in Kalawao County
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 Kalawao County holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Kalawao County from just . And the more you bundle, the more cash you save. The holiday of your dreams has never been more affordable.
How do I get a cheap travel package to Kalawao County?
Just imagine all the wonderful things you could do in Kalawao County with a pile of extra cash in your wallet. Watch your savings stack up when you combine your travel bookings into a Kalawao County holiday package. You have loads of choice with Expedia too. In fact, you can take your pick of more than 550 air carriers and 1null000null000 properties around the world. Whether you're holidaying with the family or adventuring alone, organising a trip to Kalawao County is better with a package.
How far in advance should I book my Kalawao County holiday?
Reserving your tickets early with Expedia means one less thing to worry about. Many air carriers advertise prices up to a year in advance. Typically, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Kalawao County sometimes become available just a few weeks before departure.
What does an Expedia Kalawao County travel package include?
That depends on you. You can choose from a range of Kalawao County bundles, such as a hotel, rental car and flight. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your perfect Kalawao County trip looks like, get set to save!
What should I know before booking a Kalawao County travel package?
Whether it's relaxation or adventure you're chasing, a Kalawao County holiday package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Kalawao County Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you'd prefer to fly to Kalawao County in business or coach, simply select from the available airline options. Expedia has access to more than 550 airline partners across the world.
If I'm not able to travel, can I cancel my Kalawao County holiday package?
Because we know life can be unpredictable, the answer is yes. For further details, check out our Customer Service Portal. But generally speaking, if you've booked your Kalawao County holiday package in the last 24 hours, you may be able to cancel or change it free of charge. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

Explore a world of travel with Expedia