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 $1,772
per person
Nov 21 - Nov 28
found 18 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Kailua-Kona (KOA)
8.2/10 Very good! (1,373 reviews)
Cockroaches are in the room.

Reviewed on Sep 15, 2026

Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

CA $2,799
per person
Nov 21 - Nov 28
found 18 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Kailua-Kona (KOA)
8.6/10 Excellent! (1,000 reviews)
Perfect!

Reviewed on Sep 15, 2026

Fairmont Orchid

Fairmont Orchid

Save 100% on your flight
CA $3,665
per person
Nov 21 - Nov 28
found 18 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
My husband was unexpectedly unable to join me on the trip. But my cousin came along instead. When I explained what happened, they helpfully changed my king room to a double queen. This is my second trip to the Fairmont Orchid. The beach and pool are lovely. The food is fabulous. The grounds are immaculate. The outdoor spa can't be beat with the sound of the running water. I had picked the Orchid originally because I wanted a place my husband would enjoy while I was off scuba diving. With my cousin with me (who also dives), I sometimes wished we were closer to the harbor. But, the Orchid really can't be beat for a beautiful spot to enjoy (and it is close to some of the lovely state beaches to the north -- not that you need to go to them given the lovely cove with drinks service!!) Oh! And if you happen to be there on a "talk story" weekend at the nearby Eva Parker Woods Cottage, you should go!

Reviewed on Sep 15, 2026

Aston Kona by the Sea

Aston Kona by the Sea

Holualoa Village
CA $2,487
per person
Nov 21 - Nov 28
found 18 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,274 reviews)
Oven front was amazing - we will be back.

Reviewed on Sep 14, 2026

Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

Keauhou
CA $2,114
per person
Nov 21 - Nov 28
found 18 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Kailua-Kona (KOA)
8.6/10 Excellent! (560 reviews)
The room we stayed in said it was a partial ocean view. When looking out the sliding glass doors from the living room, we had more of an ocean view than we were expecting. We also had partial ocean views when looking out from both bedrooms. The property has 3 pools and one of them is a quiet pool, which is the one we used the most. We arrived after hours and the security guy was helpful with showing us where the condo was located and then we were able to go the next morning to finish checking in.

Reviewed on Sep 16, 2026

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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 $3,422
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,004 reviews)
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
CA $19,682
per person
Oct 20 - Oct 27
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Kailua-Kona (KOA)
9.6/10 Exceptional! (500 reviews)
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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 $1,705
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Prince George (YXS) to Kailua-Kona (KOA)
8.6/10 Excellent! (1,000 reviews)
Perfect!

Reviewed on Sep 15, 2026

Fairmont Orchid

Fairmont Orchid

CA $1,981
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Prince George (YXS) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
My husband was unexpectedly unable to join me on the trip. But my cousin came along instead. When I explained what happened, they helpfully changed my king room to a double queen. This is my second trip to the Fairmont Orchid. The beach and pool are lovely. The food is fabulous. The grounds are immaculate. The outdoor spa can't be beat with the sound of the running water. I had picked the Orchid originally because I wanted a place my husband would enjoy while I was off scuba diving. With my cousin with me (who also dives), I sometimes wished we were closer to the harbor. But, the Orchid really can't be beat for a beautiful spot to enjoy (and it is close to some of the lovely state beaches to the north -- not that you need to go to them given the lovely cove with drinks service!!) Oh! And if you happen to be there on a "talk story" weekend at the nearby Eva Parker Woods Cottage, you should go!

Reviewed on Sep 15, 2026

Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

CA $2,661
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Prince George (YXS) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,004 reviews)
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4 Night Adventure holidays in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Aston Kona by the Sea

Aston Kona by the Sea

Holualoa Village
CA $1,740
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,274 reviews)
Oven front was amazing - we will be back.

Reviewed on Sep 14, 2026

Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

Save 100% on your flight
CA $3,225
per person
Nov 6 - Nov 10
found 19 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
8.6/10 Excellent! (1,000 reviews)
Perfect!

Reviewed on Sep 15, 2026

Fairmont Orchid

Fairmont Orchid

CA $2,193
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
My husband was unexpectedly unable to join me on the trip. But my cousin came along instead. When I explained what happened, they helpfully changed my king room to a double queen. This is my second trip to the Fairmont Orchid. The beach and pool are lovely. The food is fabulous. The grounds are immaculate. The outdoor spa can't be beat with the sound of the running water. I had picked the Orchid originally because I wanted a place my husband would enjoy while I was off scuba diving. With my cousin with me (who also dives), I sometimes wished we were closer to the harbor. But, the Orchid really can't be beat for a beautiful spot to enjoy (and it is close to some of the lovely state beaches to the north -- not that you need to go to them given the lovely cove with drinks service!!) Oh! And if you happen to be there on a "talk story" weekend at the nearby Eva Parker Woods Cottage, you should go!

Reviewed on Sep 15, 2026

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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 ...
8.4/10 Very good! (1,234 reviews)
"Most places closes early ( pool bar, spa, etc). It was very hard finding towels (all towel kiosks were empty for us). Adult swimming pool was small and had no special accommodations. Location is FARRR from the main Kona area (30minute drive) and there is nothing in Waikoloa except the village ..."

Reviewed on Sep 17, 2026

Hilton Waikoloa Village
Outrigger Kona Resort and Spa

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 ...
Outrigger Kona Resort and Spa
See all 7,363 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 $179
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 $123
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 $69
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.