Lanai Vacations from $1,743

Book a Hotel + Flight or Car together to unlock savings

Photo by KHYLAsophy

The Latest Lanai vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Lanai
Four Seasons Resort Lanai
Sensei Lanai, A Four Seasons Resort
Don't see what you're looking for?
See all available trips from Chicago to Lanai
View all trips

Discover the most popular places to visit in Lanai

What to do in Lanai

Lanai Hotel Deals

Four Seasons Resort Lanai
Four Seasons Resort Lanai
5 out of 5
1 Manele Bay Road, Lanai City, HI
$1,095 nightly
The price is $1,292 total per night from Jul 17 to Jul 18
$1,292 total
Jul 17 - Jul 18
Total includes taxes and fees
9.6/10 Exceptional! (216 reviews)
"enjoy"

Reviewed on May 5, 2025

Four Seasons Resort Lanai
Royal Lahaina Resort & Bungalows
Royal Lahaina Resort & Bungalows
4 out of 5
2780 Kekaa Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
$311 nightly
The price is $366 total per night from Jul 6 to Jul 7
$366 total
Jul 6 - Jul 7
Total includes taxes and fees
8.2/10 Very Good! (1,352 reviews)
"My family like it due to safe and quiet. Easy to walk around and food is delicious."

Reviewed on Jul 2, 2025

Royal Lahaina Resort & Bungalows
The Westin Maui Resort & Spa, Ka'anapali
The Westin Maui Resort & Spa, Ka'anapali
4.5 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
$611 nightly
The price is $721 total per night from Aug 1 to Aug 2
$721 total
Aug 1 - Aug 2
Total includes taxes and fees
9/10 Wonderful! (847 reviews)
"Great location, facilities and staff. Can’t wait to go back!"

Reviewed on Jul 1, 2025

The Westin Maui Resort & Spa, Ka'anapali
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.

Find the Best Lanai Vacation Packages

Lanai Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.