Pet-friendly Vacations in Hawaii Island 2026

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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

CA $3,090

per person

Sep 18 - Sep 24

found 17 hours ago

Roundtrip flight included

Montreal (YMQ) to Kailua-Kona (KOA)

9.2/10 Wonderful! (1,006 reviews)

Had an unbelievable stay in this place during the storm the staff were unbelievable area accommodation

Reviewed on Aug 17, 2026

Four Seasons Resort Hualalai

Kaupulehu

CA $9,210

per person

Sep 18 - Sep 24

found 17 hours ago

Roundtrip flight included

Montreal (YMQ) to Kailua-Kona (KOA)

9.6/10 Exceptional! (499 reviews)

Went there everything is beautiful but the most amazing thing is the people!!!!!

Reviewed on Aug 11, 2026

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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

Kaupulehu

CA $9,210

per person

Sep 18 - Sep 24

found 17 hours ago

Roundtrip flight included

Montreal (YMQ) to Kailua-Kona (KOA)

9.6/10 Exceptional! (499 reviews)

Went there everything is beautiful but the most amazing thing is the people!!!!!

Reviewed on Aug 11, 2026

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

CA $2,677

per person

Oct 3 - Oct 6

found 1 day ago

Roundtrip flight included

Winnipeg (YWG) to Kailua-Kona (KOA)

9.2/10 Wonderful! (1,006 reviews)

Had an unbelievable stay in this place during the storm the staff were unbelievable area accommodation

Reviewed on Aug 17, 2026

Four Seasons Resort Hualalai

Kaupulehu

CA $7,665

per person

Oct 3 - Oct 6

found 1 day ago

Roundtrip flight included

Winnipeg (YWG) to Kailua-Kona (KOA)

9.6/10 Exceptional! (499 reviews)

Went there everything is beautiful but the most amazing thing is the people!!!!!

Reviewed on Aug 11, 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.

Fairmont Orchid

CA $2,466

per person

Sep 25 - Sep 29

found 19 hours ago

Roundtrip flight included

Edmonton (YEG) to Kailua-Kona (KOA)

9.2/10 Wonderful! (1,006 reviews)

Had an unbelievable stay in this place during the storm the staff were unbelievable area accommodation

Reviewed on Aug 17, 2026

Four Seasons Resort Hualalai

Kaupulehu

CA $6,014

per person

Oct 23 - Oct 27

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Kailua-Kona (KOA)

9.6/10 Exceptional! (499 reviews)

Went there everything is beautiful but the most amazing thing is the people!!!!!

Reviewed on Aug 11, 2026

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 & Spa

78-128 Ehukai Street 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 ...

8.8/10 Excellent! (1,190 reviews)

"We stayed 2 nights in an Oceanfront Room with Club Lounge access. The ocean view was breathtaking, and the Club Lounge host, Aunt Fua, was exceptional—warm, kind, helpful, and genuinely welcoming. She truly provided the Hawaiian hospitality. Unfortunately, several major issues overshadowed these ..."

Reviewed on Aug 18, 2026

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. ...

8.4/10 Very good! (2,743 reviews)

"This place has everything you need: towels, umbrella, seats, bike, microwave, kettle and laundry area. Staff are helpful. Will go back again."

Reviewed on Aug 18, 2026

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. ...

8.2/10 Very good! (1,377 reviews)

"We stayed as a family of three, but all the teas and coffees and water bottles were prepared for two."

Reviewed on Aug 16, 2026

See all 7,250 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.