Hawaii Island Adventure Vacations

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Flight and Adventure hotel deals in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Keaukaha
CA $1,962
per person
Oct 31 - Nov 7
found 22 hours ago
Roundtrip flight included
Victoria (YYJ) to Kailua-Kona (KOA)
8.2/10 Very good! (1,373 reviews)
Enjoyed happy hour prices Music in lounge

Reviewed on Sep 27, 2026

Fairmont Orchid

Fairmont Orchid

CA $2,719
per person
Nov 1 - Nov 6
found 4 hours ago
Roundtrip flight included
Calgary (YYC) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,001 reviews)
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

CA $3,045
per person
Nov 30 - Dec 7
found 19 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Kailua-Kona (KOA)
8.6/10 Excellent! (1,001 reviews)
Aston Kona by the Sea

Aston Kona by the Sea

Holualoa Village
CA $2,549
per person
Nov 30 - Dec 7
found 19 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,284 reviews)
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

CA $4,277
per person
Nov 1 - Nov 6
found 4 hours ago
Roundtrip flight included
Calgary (YYC) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,003 reviews)
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5* Adventure holidays in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

CA $4,277
per person
Nov 1 - Nov 6
found 4 hours ago
Roundtrip flight included
Calgary (YYC) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,003 reviews)
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
Save 100% on your flight
CA $5,679
per person
Nov 1 - Nov 6
found 4 hours ago
Roundtrip flight included
Calgary (YYC) to Kailua-Kona (KOA)
9.6/10 Exceptional! (504 reviews)
It doesn’t get better than this hotel! Been going here for 25 years and it’s still the best hotel ever and no wonder it was named #1 resort in the world! It will forever be my favorite place.

Reviewed on Sep 26, 2026

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3 Night Adventure holidays in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

CA $1,981
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Kailua-Kona (KOA)
8.6/10 Excellent! (1,001 reviews)
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4 Night Adventure holidays in Hawaii Island

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

Holua Resort

Keauhou
Save 100% on your flight
CA $820
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,001 reviews)
This was a very nice place. I was actually pleasantly surprised considering the price was more in line with a hotel rather than a resort. I did not realize though, that it is a time share and i was asked to attend a 90 minute presentation which i did not go to. I would stay there again with no hesitation.

Reviewed on Sep 27, 2026

Club Wyndham Kona

Club Wyndham Kona

Holualoa Village
Save 100% on your flight
CA $1,269
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,002 reviews)
Royal Kona Resort

Royal Kona Resort

Historic Kailua Village
CA $913
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
8.4/10 Very good! (2,989 reviews)
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Adventure Hotels in Hawaii Island

Kona Coast Resort

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. ...
Kona Coast Resort
Hilton Waikoloa Village

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 ...
Hilton Waikoloa Village
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

68-1400 Mauna Lani Dr Kamuela HI
  • 2 hours drive from Hawaii Volcanoes National Park
Book a stay at this luxury resort in Kamuela. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Mauna Lani, Auberge Collection
See all 7,320 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.

Things to do

Deluxe Snorkel & Dolphin Watch

4.5hr Snorkel & Dolphin Watch includes breakfast & Lunch plus a 20ft slide

CA $181
per adult
96% of travellers recommend
4.5hr Snorkel & Dolphin Watch includes breakfast & Lunch plus a 20ft slide
Kona Catamaran Sail aboard Spirit of Aloha from Honokohau Harbor

Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha

CA $124
per adult
96% of travellers recommend
Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha
Young girl holding a sea urchin on the glass bottom boat in the Pacific Ocean near the Big Island of Hawaii

Glass-Bottom Boat Tour in Waikoloa

CA $70
per adult
94% of travellers recommend
Glass-Bottom Boat Tour in Waikoloa
See all activities in Hawaii Island

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.