Kalawao County Vacations & Trips from $624
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top destinations in Kalawao County
Kalaupapa
The Latest Kalawao County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Lanai
Price was $1,504, price is now $1,227 per person
$1,227
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lanai City (LNY)
9.6/10 Exceptional! (15 reviews)
In my first visit to Lana'i, this property was a slice of tranquil heaven. The sumptuous rooms rivaled the outstanding dining mere steps away. I wish I could have stayed longer.
Reviewed on Dec 1, 2025
Castle at Moloka'i Shores
Price was $851, price is now $703 per person
$703
per person
Aug 11 - Aug 16
found 7 hours ago
Roundtrip flight included
Los Angeles (QLA) to Hoolehua (MKK)
7.2/10 Good! (182 reviews)
Shower was Moldy!!
Lots and Lots of Carpenter Ants!!!!
Spiders Everywhere that my kids couldn’t sleep at night!!!!
Reviewed on Jun 30, 2026
Sensei Lanai, A Four Seasons Resort
Save 100% on your flight
Price was $3,579, price is now $3,081 per person
$3,081
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Lanai City (LNY)
9.8/10 Exceptional! (146 reviews)
Amazing experience. Totally worth going.
Reviewed on Jun 14, 2026
Four Seasons Resort Lanai
Price was $1,721, price is now $1,628 per person
$1,628
per person
Sep 1 - Sep 3
found 23 hours ago
Roundtrip flight included
Los Angeles (QLA) to Lanai City (LNY)
9.8/10 Exceptional! (228 reviews)
Beautiful property. Fabulous service. If you want stay in a nice hotel in Lana’i, this is the only game in town.
Reviewed on Apr 25, 2026
Find the Best Kalawao County Vacation Packages
Kalawao County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kalaupapa, HI (LUP) |
Top Sights | Kalaupapa National Historical Park and Kalaupapa National Historical Park |
Kalawao County Hotel Deals
The Ritz-Carlton Maui, Kapalua
1 Ritz-Carlton Drive Kapalua HI
$858 nightly
The price is $1,019 total per night from Jul 24 to Jul 25
$1,019 total
Jul 24 - Jul 25
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
"The staff is top notch and always made us feel welcomed!"
Reviewed on Jun 26, 2026
Hilton Vacation Club Ka'anapali Beach Maui
104 Ka'anapali Shores Place Kaanapali HI
$314 nightly
The price is $373 total per night from Jul 14 to Jul 15
$373 total
Jul 14 - Jul 15
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
"Wow! I cannot wait to come back to this hotel. It really is a gem! Great staff, great amenities, great location! The only thing I was not a fan of was the birds all over. I wish they would put up signs to not feed the birds (similar to what we saw at Costco when we were there). The guests definitely ..."
Reviewed on Jun 30, 2026
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $278 total per night from Jul 5 to Jul 6
$278 total
Jul 5 - Jul 6
Total with taxes and fees
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 Kalawao County attractions
Explore a world of travel with Expedia
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
