Kalawao County Vacation Packages

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Top Kalawao County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Castle at Moloka'i Shores

Castle at Moloka'i Shores

3 out of 5
Price was CA $1,524, price is now CA $1,382 per person
CA $1,382
per person
May 15 - May 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Hoolehua (MKK)
7.2/10 Good! (179 reviews)
The room and property was nice but could be cleaner. Overall, the staff was nice and friendly but communication for additional fees, such as cleaning amount did not match what reflected on Expedia, the hotel could do better to email tenants prior to arriving just confirming the exact amounts so what to expect is clearer. The stay was good. No complaints of the room. However, the spa was not hot.

Reviewed on Sep 15, 2025

Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was CA $2,351, price is now CA $2,001 per person
CA $2,001
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Hoolehua (MKK)
8.2/10 Very Good! (663 reviews)
No kitchen, shopping center and restaurants nearby

Reviewed on Apr 6, 2026

Sensei Lanai, A Four Seasons Resort

Sensei Lanai, A Four Seasons Resort

5 out of 5
Price was CA $5,632, price is now CA $5,003 per person
CA $5,003
per person
Jul 6 - Jul 13
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Lanai City (LNY)
9.8/10 Exceptional! (139 reviews)
Transformative experience! Highly recommended - unlike any other vacation!

Reviewed on Aug 18, 2025

Vacasa at Hotel Molokai

Vacasa at Hotel Molokai

2 out of 5
Price was CA $1,866, price is now CA $1,737 per person
CA $1,737
per person
May 20 - May 25
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Hoolehua (MKK)
6.8/10 (6 reviews)
If you are in all-inclusive resort type, the island of Molokai is unlikely for you, but if you value personalized engagement, solitude and rustic charm, Hotel Molokai delivers beautifully. The property was quiet and had just the right amenities to cook simple meals, nap in a hammock and have a happy hour or breakfast with the welcoming kitties and chickens!

Reviewed on Nov 3, 2025

Kepuhi Beach Resort

Kepuhi Beach Resort

3 out of 5
Price was CA $1,727, price is now CA $1,613 per person
CA $1,613
per person
May 19 - May 26
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Hoolehua (MKK)
6.2/10 (28 reviews)
Awesome views, listening to the ocean

Reviewed on Apr 11, 2025

Kalawao County Hotel Deals

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 CA $439 per night from May 7 to May 8
CA $439
CA $570 total
May 7 - May 8
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
It was great!

Reviewed on Apr 14, 2026

Hilton Vacation Club Ka'anapali Beach Maui
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 CA $439 per night from Apr 18 to Apr 19
CA $439
CA $562 total
Apr 18 - Apr 19
includes taxes & fees
8.8/10 Excellent! (4,060 reviews)
The staff were very friendly. Our room looked like it had recently been renovated and very spacious. The pools were a little dirty but other than that it was a great experience.

Reviewed on Apr 15, 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 CA $1,238 per night from May 1 to May 2
CA $1,238
CA $1,566 total
May 1 - May 2
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Felt more like a Marriott than a Ritz. Hotel is okay, pool heater was out for the week, room was somewhat worn, AC was noisy. Not the same level of Ritz or Four Season's for the cost that I expect. Not a bad experience but not worth the cost compared to other 5 stars. I would not stay there ...

Reviewed on Apr 15, 2026

The Ritz-Carlton Maui, Kapalua
See all 3,850 properties in Kalawao County
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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 CA $1,382. 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.