Kalawao County Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

Photo by Stacey Sporrer

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 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

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

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
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Kalaupapa

Kalaupapa

Kalawao County 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 ￥48,881 per night from Jan 24 to Jan 25
￥48,881
￥62,723 total
Jan 24 - Jan 25
includes taxes & fees
8.6/10 Excellent! (3,947 reviews)
Great room! It was set up like a furnished apartment. The staff was extremely friendly, helpful, and hardworking people. Very clean and welcoming resort. Awesome location on the island.

Reviewed on Jan 17, 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 ￥142,213 per night from Jan 24 to Jan 25
￥142,213
￥179,087 total
Jan 24 - Jan 25
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Wonderful Staff, Chef Ignacio at Banyan Tree is the Best, Guests, Energy, Location Food, Everything was so nice.

Reviewed on Jan 19, 2026

The Ritz-Carlton Maui, Kapalua
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Lahaina HI
The price is ￥95,082 per night from Feb 16 to Feb 17
￥95,082
￥170,854 total
Feb 16 - Feb 17
includes taxes & fees
10/10 Exceptional! (209 reviews)
Great views! The kitchen was fully equipped and there were beach chairs, towels and an umbrella provided. The emergency kit was a nice touch - thankfully it wasn’t needed.

Reviewed on Jan 11, 2026

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
See all 3,747 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 vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Kalawao County from just . And the more you bundle, the more cash you save. The vacation 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 vacation package. You have loads of choice with Expedia too. In fact, you can take your pick of more than 550 air carriers and 1,000,000 properties around the world. Whether you're vacationing with the family or adventuring alone, organizing a trip to Kalawao County is better with a package.
How far in advance should I book my Kalawao County vacation?
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 vacation package lets you organize your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Kalawao County Expedia vacation package?
With a vacation 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 vacation 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 vacation 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.