
Kalawao County Vacations & Trips from $1,016
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Top destinations in Kalawao County

Kalaupapa
The Latest Kalawao County Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Castle at Moloka'i Shores
Price was $1,127, price is now $1,016 per person
$1,016
per person
Sep 14 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Hoolehua (MKK)
7.2/10 Good! (183 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

Hotel Lanai
Save 100% on your flight
Price was $2,083, price is now $1,642 per person
$1,642
per person
Aug 25 - Sep 1
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


Four Seasons Resort Lanai
Price was $7,410, price is now $6,368 per person
$6,368
per person
Sep 25 - Oct 2
found 24 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)
"We had a great stay!"
Reviewed on Jul 3, 2026

Hilton Vacation Club Ka'anapali Beach Maui
104 Ka'anapali Shores Place Kaanapali HI
$295 nightly
The price is $350 total per night from Jul 14 to Jul 15
$350 total
Jul 14 - Jul 15
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"This hotel is a DREAM, it was our first visit to Maui and this place is what made our trip! We loved it here, the room was amazing and the views were incredible, we will definitely be back!!"
Reviewed on Jul 4, 2026

Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$258 nightly
The price is $307 total per night from Jul 9 to Jul 10
$307 total
Jul 9 - Jul 10
Total with taxes and fees
8.8/10 Excellent! (4,163 reviews)
"Rooms are definitely dated and in need of a refresh. No real blackout shades and walls are thin. Beach isn’t very big."
Reviewed on Jul 3, 2026
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.
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