
Kalawao County Vacations & Trips from $899
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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 $1,056, price is now $899 per person
$899
per person
Jul 22 - Jul 27
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Hoolehua (MKK)
7.2/10 Good! (180 reviews)
This place is great and the best affordable place to stay on Molokai. Full kitchen with microwave,s stove and oven. Nice balcony. The only complaint, that I'm not sure can be that controlled, were flies in the drains and we saw maybe 2 or 3 cockroaches. Which with being on a tropical island is the best outcome. Beds, couch, dishes, fridge and freezer all super clean. Only thing that could have made it better would be air-conditioning!
Reviewed on Apr 29, 2026

Hotel Moloka'i
Price was $1,278, price is now $1,023 per person
$1,023
per person
Jul 22 - Jul 27
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Hoolehua (MKK)
8.2/10 Very Good! (672 reviews)
Friendly and helpful staff, room and property grounds well cared for. Ashley called to notify me of our room being ready for an early check in, which was greatly appreciated!
Reviewed on Apr 20, 2026

Four Seasons Resort Lanai
Save 100% on your flight
Price was $4,102, price is now $3,553 per person
$3,553
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lanai City (LNY)
9.8/10 Exceptional! (227 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

Sensei Lanai, A Four Seasons Resort
Price was $2,787, price is now $2,435 per person
$2,435
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lanai City (LNY)
9.8/10 Exceptional! (142 reviews)
Transformative experience! Highly recommended - unlike any other vacation!
Reviewed on Aug 18, 2025

Wavecrest
Price was $1,556, price is now $1,525 per person
$1,525
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hoolehua (MKK)
9/10 Wonderful! (6 reviews)
The unit was lovely and well appointed. Even nicer than the pictures and that never happens. Pool is great. Neighbors are quiet. I very much enjoyed it.
Reviewed on Jan 10, 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
$958 nightly
The price is $1,137 total per night from May 9 to May 10
$1,137 total
May 9 - May 10
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
Absolutely amazing, Incredible service. absolutely the best!
Reviewed on May 7, 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 May 21 to May 22
$373 total
May 21 - May 22
Total with taxes and fees
9/10 Wonderful! (1,020 reviews)
Amazing stay! Can not recommend it enough! The property was beautiful. The pool and proximity to the beach and beach walk were an added bonus. I felt like I was at home, instead of a hotel. I loved that there was a free washer and dryer on every floor. I came home with mostly clean clothes. I definitely ...
Reviewed on May 8, 2026

Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$352 nightly
The price is $418 total per night from May 9 to May 10
$418 total
May 9 - May 10
Total with taxes and fees
8.8/10 Excellent! (4,090 reviews)
Wow what a gem! Super smooth check in- even let us do an early check in! Grounds are beautiful! The whole experience was 10/10! Right on the beach and walking distance, very close to many different food options! I would love to stay here again. Aloha
Reviewed on May 8, 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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