Adventure Vacations in Hawaii Island 2026

Plan, book, travel with confidence
Better together
Save up to CA $4,200 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Flight and Adventure hotel deals in Hawaii Island

Price found within the past 48 hours. Click for updated prices.

Royal Kona Resort

Historic Kailua Village

CA $1,674

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Kailua-Kona (KOA)

8.4/10 Very good! (2,989 reviews)

Perfect spot for our honeymoon, great pricing, easy parking, clean rooms with a nice ocean view. It's definitely an older hotel but feels sturdier than some newer options out there.

Reviewed on Sep 12, 2026

Fairmont Orchid

CA $4,213

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Kailua-Kona (KOA)

9.2/10 Wonderful! (1,006 reviews)

Nice location, grounds are pretty. Room was bare and lackluster, no slippers, staff did not go out of their way for anything.

Reviewed on Sep 11, 2026

Waikoloa Beach Marriott Resort & Spa

CA $2,401

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Kailua-Kona (KOA)

8.6/10 Excellent! (1,000 reviews)

Excellent food, service, associates, pool area the entire property was a 10 out of 10.

Reviewed on Sep 9, 2026

Kanaloa at Kona by OUTRIGGER

Keauhou

CA $2,146

per person

Oct 12 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Kailua-Kona (KOA)

8.6/10 Excellent! (560 reviews)

Aston Kona by the Sea

Holualoa Village

CA $2,114

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Kailua-Kona (KOA)

8.8/10 Excellent! (1,274 reviews)

Beautiful view, beautiful pool, nice sandy area, very cool lava pool.

Reviewed on Sep 8, 2026

Don't see what you're looking for?

See all available trips from Columbus to Hawaii Island

View all trips

5* Adventure holidays in Hawaii Island

Price found within the past 48 hours. Click for updated prices.

Mauna Lani, Auberge Collection

CA $1,939

per person

Oct 12 - Oct 14

found 23 hours ago

Roundtrip flight included

Honolulu (HNL) to Kailua-Kona (KOA)

9.4/10 Exceptional! (1,004 reviews)

Exceptional facility. Would go back in a heartbeat.

Reviewed on Sep 6, 2026

Four Seasons Resort Hualalai

Kaupulehu

CA $20,195

per person

Oct 18 - Oct 25

found 10 hours ago

Roundtrip flight included

Edmonton (YEG) to Kailua-Kona (KOA)

9.6/10 Exceptional! (500 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Hawaii Island

View all trips

3 Night Adventure holidays in Hawaii Island

Price found within the past 48 hours. Click for updated prices.

Aston Kona by the Sea

Holualoa Village

CA $1,847

per person

Oct 22 - Oct 25

found 2 hours ago

Roundtrip flight included

Montreal (YUL) to Kailua-Kona (KOA)

8.8/10 Excellent! (1,274 reviews)

Beautiful view, beautiful pool, nice sandy area, very cool lava pool.

Reviewed on Sep 8, 2026

Fairmont Orchid

CA $2,328

per person

Oct 22 - Oct 25

found 3 hours ago

Roundtrip flight included

Calgary (YYC) to Kailua-Kona (KOA)

9.2/10 Wonderful! (1,006 reviews)

Nice location, grounds are pretty. Room was bare and lackluster, no slippers, staff did not go out of their way for anything.

Reviewed on Sep 11, 2026

Four Seasons Resort Hualalai

Kaupulehu

CA $7,658

per person

Oct 22 - Oct 25

found 3 hours ago

Roundtrip flight included

Calgary (YYC) to Kailua-Kona (KOA)

9.6/10 Exceptional! (500 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Hawaii Island

View all trips

4 Night Adventure holidays in Hawaii Island

Price found within the past 48 hours. Click for updated prices.

Aston Kona by the Sea

Holualoa Village

CA $1,959

per person

Nov 2 - Nov 6

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Kailua-Kona (KOA)

8.8/10 Excellent! (1,274 reviews)

Beautiful view, beautiful pool, nice sandy area, very cool lava pool.

Reviewed on Sep 8, 2026

Club Wyndham Kona

Holualoa Village

CA $2,060

per person

Nov 2 - Nov 6

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Kailua-Kona (KOA)

9.2/10 Wonderful! (1,002 reviews)

Fairmont Orchid

CA $2,469

per person

Nov 21 - Nov 25

found 23 hours ago

Roundtrip flight included

Vancouver (YVR) to Kailua-Kona (KOA)

9.2/10 Wonderful! (1,006 reviews)

Nice location, grounds are pretty. Room was bare and lackluster, no slippers, staff did not go out of their way for anything.

Reviewed on Sep 11, 2026

Don't see what you're looking for?

See all available trips from Columbus to Hawaii Island

View all trips

Adventure Hotels in Hawaii Island

Kona Coast Resort

78-6842 Alii Dr Kailua-Kona HI

51 min drive from Hawaii Volcanoes National Park

Book a stay at this 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 reviews. ...

9.2/10 Wonderful! (1,471 reviews)

"Clean room and full amenities"

Reviewed on Sep 11, 2026

Hilton Waikoloa Village

69-425 Waikoloa Beach Dr Waikoloa HI

1 hour drive from Hawaii Volcanoes National Park

Book a stay at this 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 ...

Outrigger Kona Resort and Spa

Ehukai Street, 78-128 Kailua-Kona HI

51 min drive from Hawaii Volcanoes National Park

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 Holua Tennis ...

See all 7,335 properties in Hawaii Island

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.