Hawaii Island Pet-friendly Vacations

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Flight and Pet-friendly hotel deals in Hawaii Island

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

Fairmont Orchid

CA $3,784
per person
Dec 19 - Dec 24
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
This was an absolutely beautiful resort !!! It is definitely a 5 star resort.It is expensive but you get what you pay for. Everyone was just great and the atmosphere is really laid back. I would recommend this resort if you are looking for island luxury!

Reviewed on Oct 13, 2026

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
Save 100% on your flight
CA $7,469
per person
Jan 2 - Jan 7
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (505 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Hawaii Island
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5* Pet-friendly holidays in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
Save 100% on your flight
CA $7,469
per person
Jan 2 - Jan 7
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Kailua-Kona (KOA)
9.6/10 Exceptional! (505 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Hawaii Island
View all trips

3 Night Pet-friendly holidays in Hawaii Island

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

Fairmont Orchid

CA $2,947
per person
Nov 13 - Nov 16
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
This was an absolutely beautiful resort !!! It is definitely a 5 star resort.It is expensive but you get what you pay for. Everyone was just great and the atmosphere is really laid back. I would recommend this resort if you are looking for island luxury!

Reviewed on Oct 13, 2026

Don't see what you're looking for?
See all available trips from Columbus to Hawaii Island
View all trips

4 Night Pet-friendly holidays in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Aloha Junction Guest House

Aloha Junction Guest House

CA $1,670
per person
Nov 18 - Nov 22
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Hilo (ITO)
9.4/10 Exceptional! (222 reviews)
This is an OK place if you're not looking for everything up to date and sleek. They provided breakfast fixing but we brought our own and left most of theirs untouched. The property is secluded and quiet as long as fellow travelers are quiet. nicely decorated and close to the National Park. a big plus

Reviewed on Oct 12, 2026

Fairmont Orchid

Fairmont Orchid

CA $2,623
per person
Nov 18 - Nov 22
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
This was an absolutely beautiful resort !!! It is definitely a 5 star resort.It is expensive but you get what you pay for. Everyone was just great and the atmosphere is really laid back. I would recommend this resort if you are looking for island luxury!

Reviewed on Oct 13, 2026

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
CA $5,997
per person
Nov 18 - Nov 22
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
9.6/10 Exceptional! (505 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Hawaii Island
View all trips

Pet-friendly Hotels in Hawaii Island

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 golf resort in Kailua-Kona. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our ...
Outrigger Kona Resort and Spa
Grand Naniloa Hotel Hilo - a Doubletree by Hilton

Grand Naniloa Hotel Hilo - a Doubletree by Hilton

93 Banyan Dr Hilo HI
  • 1 hour drive from Hawaii Volcanoes National Park
Book a stay at this golf resort in Hilo. Enjoy free WiFi, a golf course, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Grand Naniloa Hotel Hilo - a Doubletree by Hilton
PACIFIC 19 Kona

PACIFIC 19 Kona

75-5646 Palani Rd Kailua-Kona HI
  • 1 hour drive from Hawaii Volcanoes National Park
Stay at this hotel in Kailua-Kona. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. ...
PACIFIC 19 Kona
See all 7,280 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

Kona Snorkel Tour: Captain Cook Reef Snorkel, Dolphin & Sea Caves

Kona Snorkel Tour: Captain Cook Reef Snorkel, Dolphin & Sea Caves

CA $97
per adult
86% of travellers recommend
Kona Snorkel Tour: Captain Cook Reef Snorkel, Dolphin & Sea Caves
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
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.