Hawaii Island Adventure Vacations
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Top Adventure vacation packages in Hawaii Island
Price found within the past 48 hours. Click for updated prices.
Four Seasons Resort Hualalai
Kaupulehu
Save 100% on your flight
Price was $6,378, price is now $4,882 per person
$4,882
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (471 reviews)
What an amazing property but even more importantly what a superamazing staff!!
Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!!
Isiah from in room dining was great and easy to talk to.
Chayan on check in made us feel like ohana!
Greg upon check out conitnued to make us feel wanted and loved.
Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!!
Thank you four seasons
Aloha and malama till we see you again
Reviewed on Oct 15, 2025
Waikoloa Beach Marriott Resort & Spa
Price was $1,818, price is now $1,442 per person
$1,442
per person
Dec 24 - Dec 27
found 10 hours ago
Roundtrip flight included
Los Angeles (QLA) to Kailua-Kona (KOA)
8.6/10 Excellent! (1,001 reviews)
3 pools 3 jacuzzi games music food and drink service close to the beach and nature
Reviewed on Oct 19, 2025
Fairmont Orchid
Save 100% on your flight
Price was $2,750, price is now $2,183 per person
$2,183
per person
Dec 24 - Dec 27
found 10 hours ago
Roundtrip flight included
Los Angeles (QLA) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,009 reviews)
My husband and I stayed here with friends and had a wonderful stay. We had a partial ocean view and they had an ocean view. Rooms were spacious and service was great. The grounds are pretty and we enjoyed the private beach with snorkeling available at your feet. I wish they would have had umbrellas available on the beach, but once the shade disappeared, we just moved over to the pool area and grabbed umbrella chairs. Perfect sunsets at night.
Reviewed on Oct 22, 2025
Grand Naniloa Hotel Hilo - a Doubletree by Hilton
Keaukaha
Price was $2,102, price is now $1,722 per person
$1,722
per person
Dec 24 - Dec 31
found 20 hours ago
Roundtrip non-stop flight included
Oakland (OAK) to Kailua-Kona (KOA)
8.2/10 Very Good! (1,246 reviews)
The area is not good. They charge $25 a day to park on property and you HAVE to valet. Doesn't make any sense, it becomes expensive and very slow at times. Huge line up every morning of people trying to get their car.
Reviewed on Oct 23, 2025
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View all trips5* Adventure vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.
Four Seasons Resort Hualalai
Kaupulehu
Save 100% on your flight
Price was $6,378, price is now $4,882 per person
$4,882
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (471 reviews)
What an amazing property but even more importantly what a superamazing staff!!
Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!!
Isiah from in room dining was great and easy to talk to.
Chayan on check in made us feel like ohana!
Greg upon check out conitnued to make us feel wanted and loved.
Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!!
Thank you four seasons
Aloha and malama till we see you again
Reviewed on Oct 15, 2025
Don't see what you're looking for?
See all available trips from Columbus to Hawaii Island
View all trips3 Night Adventure vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.
Waikoloa Beach Marriott Resort & Spa
Price was $1,818, price is now $1,442 per person
$1,442
per person
Dec 24 - Dec 27
found 10 hours ago
Roundtrip flight included
Los Angeles (QLA) to Kailua-Kona (KOA)
8.6/10 Excellent! (1,001 reviews)
3 pools 3 jacuzzi games music food and drink service close to the beach and nature
Reviewed on Oct 19, 2025
Four Seasons Resort Hualalai
Kaupulehu
Save 100% on your flight
Price was $6,378, price is now $4,882 per person
$4,882
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (471 reviews)
What an amazing property but even more importantly what a superamazing staff!!
Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!!
Isiah from in room dining was great and easy to talk to.
Chayan on check in made us feel like ohana!
Greg upon check out conitnued to make us feel wanted and loved.
Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!!
Thank you four seasons
Aloha and malama till we see you again
Reviewed on Oct 15, 2025
Fairmont Orchid
Save 100% on your flight
Price was $2,750, price is now $2,183 per person
$2,183
per person
Dec 24 - Dec 27
found 10 hours ago
Roundtrip flight included
Los Angeles (QLA) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,009 reviews)
My husband and I stayed here with friends and had a wonderful stay. We had a partial ocean view and they had an ocean view. Rooms were spacious and service was great. The grounds are pretty and we enjoyed the private beach with snorkeling available at your feet. I wish they would have had umbrellas available on the beach, but once the shade disappeared, we just moved over to the pool area and grabbed umbrella chairs. Perfect sunsets at night.
Reviewed on Oct 22, 2025
Don't see what you're looking for?
See all available trips from Columbus to Hawaii Island
View all trips4 Night Adventure vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.
Club Wyndham Kona
Holualoa Village
Price was $2,237, price is now $1,591 per person
$1,591
per person
Jan 2 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Kailua-Kona (KOA)
9/10 Wonderful! (979 reviews)
Only 2 day stay but Very beautiful and quiet rooms are well equipped and very spacious would definitely recommend a friend or family and would definitely come back to stay again! Thank you!!
Reviewed on Oct 6, 2025
The Westin Hapuna Beach Resort
Price was $3,798, price is now $3,165 per person
$3,165
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Kailua-Kona (KOA)
9/10 Wonderful! (1,007 reviews)
Perfect setting for a relaxing beach resort vacation.
Reviewed on Oct 15, 2025
Don't see what you're looking for?
See all available trips from Columbus to Hawaii Island
View all tripsFind awesome Hawaii Island adventure vacations
How can I book the best Hawaii Island adventure trips?
Choose your own adventure in Hawaii Island, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.
How can I plan the perfect Hawaii Island family adventure vacation?
Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Hawaii Island. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.
Can I book all-inclusive Hawaii Island adventure vacation packages?
By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.
Why should I book a Hawaii Island adventure vacation for couples?
Book a Hawaii Island couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.
How can I find the best deals on adventure packages in Hawaii Island?
It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.
Can I book an adventure vacation package in Hawaii Island with free cancellation and/or flexible dates?
Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.
Why should I book a Hawaii Island adventure trip with Expedia?
Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.
Top Adventure Hawaii Island Hotels
Kona Coast Resort
78-6842 Alii Dr, Kailua-Kona, HI
Stay at this 3.5-star golf hotel in Kailua-Kona. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (1,375 reviews)
The room was really nice. The only issue we ran into was the person at the actvities desk was late so we didn't get our wristbands the first day. And when we did, he was so busy trying to sell us on "joining" the property he forgot to activate them. As we were leaving the next day it wasn't worth ...
Reviewed on Oct 16, 2025
Hilton Waikoloa Village
69-425 Waikoloa Beach Dr, Waikoloa, HI
Stay at this 4-star beach resort in Waikoloa. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.2/10 Very Good! (1,056 reviews)
Staff were amazing, Resort is beautiful.
Reviewed on Oct 18, 2025
Outrigger Kona Resort and Spa
Ehukai Street, 78-128, Kailua-Kona, HI
Book a stay at this spa hotel in Kailua-Kona. Enjoy 2 outdoor pools, a full-service spa, and 4 restaurants. Popular attractions Magic Sands Beach and Kailua ...
This property was due for renovations about 3 years ago but the pandemic hit. They are planning a huge renovation now and you can tell they are in the recovery phase of the pandemic. We love this resort but could tell the pandemic hurt them.
Reviewed on Apr 11, 2022
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.
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.
