Hawaii Island Pet-friendly Vacations
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Top Pet-friendly vacation packages in Hawaii Island
Price found within the past 48 hours. Click for updated prices.
Fairmont Orchid
Price was $2,710, price is now $2,259 per person
$2,259
per person
Dec 24 - Dec 26
found 1 day ago
Roundtrip flight included
Houston (HOU) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,009 reviews)
My husband and I stayed here with friends and had a wonderful stay. We had a partial ocean view and they had an ocean view. Rooms were spacious and service was great. The grounds are pretty and we enjoyed the private beach with snorkeling available at your feet. I wish they would have had umbrellas available on the beach, but once the shade disappeared, we just moved over to the pool area and grabbed umbrella chairs. Perfect sunsets at night.
Reviewed on Oct 22, 2025
Four Seasons Resort Hualalai
Kaupulehu
Save 100% on your flight
Price was $6,378, price is now $4,882 per person
$4,882
per person
Jan 1 - Jan 4
found 20 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (471 reviews)
What an amazing property but even more importantly what a superamazing staff!!
Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!!
Isiah from in room dining was great and easy to talk to.
Chayan on check in made us feel like ohana!
Greg upon check out conitnued to make us feel wanted and loved.
Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!!
Thank you four seasons
Aloha and malama till we see you again
Reviewed on Oct 15, 2025
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View all trips5* Pet-friendly vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.
Four Seasons Resort Hualalai
Kaupulehu
Save 100% on your flight
Price was $6,378, price is now $4,882 per person
$4,882
per person
Jan 1 - Jan 4
found 20 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (471 reviews)
What an amazing property but even more importantly what a superamazing staff!!
Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!!
Isiah from in room dining was great and easy to talk to.
Chayan on check in made us feel like ohana!
Greg upon check out conitnued to make us feel wanted and loved.
Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!!
Thank you four seasons
Aloha and malama till we see you again
Reviewed on Oct 15, 2025
Don't see what you're looking for?
See all available trips from Columbus to Hawaii Island
View all trips3 Night Pet-friendly vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.
Fairmont Orchid
Price was $2,710, price is now $2,259 per person
$2,259
per person
Dec 24 - Dec 26
found 1 day ago
Roundtrip flight included
Houston (HOU) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,009 reviews)
My husband and I stayed here with friends and had a wonderful stay. We had a partial ocean view and they had an ocean view. Rooms were spacious and service was great. The grounds are pretty and we enjoyed the private beach with snorkeling available at your feet. I wish they would have had umbrellas available on the beach, but once the shade disappeared, we just moved over to the pool area and grabbed umbrella chairs. Perfect sunsets at night.
Reviewed on Oct 22, 2025
Four Seasons Resort Hualalai
Kaupulehu
Save 100% on your flight
Price was $6,378, price is now $4,882 per person
$4,882
per person
Jan 1 - Jan 4
found 20 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (471 reviews)
What an amazing property but even more importantly what a superamazing staff!!
Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!!
Isiah from in room dining was great and easy to talk to.
Chayan on check in made us feel like ohana!
Greg upon check out conitnued to make us feel wanted and loved.
Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!!
Thank you four seasons
Aloha and malama till we see you again
Reviewed on Oct 15, 2025
Don't see what you're looking for?
See all available trips from Columbus to Hawaii Island
View all trips4 Night Pet-friendly vacations in Hawaii Island
Price found within the past 48 hours. Click for updated prices.
Kirpal Meditation and Ecological Center
Price was $1,121, price is now $1,095 per person
$1,095
per person
Dec 24 - Dec 28
found 23 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Hilo (ITO)
8/10 Very Good! (77 reviews)
KMEC is the opposite of Oahu—peaceful, solitary and centering.
Reviewed on Jul 25, 2025
Four Seasons Resort Hualalai
Kaupulehu
Price was $8,526, price is now $6,663 per person
$6,663
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Kailua-Kona (KOA)
9.6/10 Exceptional! (471 reviews)
What an amazing property but even more importantly what a superamazing staff!!
Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!!
Isiah from in room dining was great and easy to talk to.
Chayan on check in made us feel like ohana!
Greg upon check out conitnued to make us feel wanted and loved.
Overall, a lovely property and a great experience but once again Ryan deserves the biggest mahalo nui loa!!
Thank you four seasons
Aloha and malama till we see you again
Reviewed on Oct 15, 2025
Fairmont Orchid
Price was $3,781, price is now $3,083 per person
$3,083
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,009 reviews)
My husband and I stayed here with friends and had a wonderful stay. We had a partial ocean view and they had an ocean view. Rooms were spacious and service was great. The grounds are pretty and we enjoyed the private beach with snorkeling available at your feet. I wish they would have had umbrellas available on the beach, but once the shade disappeared, we just moved over to the pool area and grabbed umbrella chairs. Perfect sunsets at night.
Reviewed on Oct 22, 2025
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See all available trips from Columbus to Hawaii Island
View all tripsTop Pet-friendly Hawaii Island Hotels
OUTRIGGER Kona Resort and Spa
78-128 Ehukai Street, Kailua-Kona, HI
Stay at this 4-star 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 ...
8.6/10 Excellent! (1,005 reviews)
We loved it! Celebration of 10 years married would stay here again!
Reviewed on Oct 20, 2025
PACIFIC 19 Kona
75-5646 Palani Rd, Kailua-Kona, HI
Dogs are welcome (fees apply) at this pet-friendly hotel offering pet-approved amenities, like food and water bowls. For a walk during your stay, seek out nearby ...
8.4/10 Very Good! (1,896 reviews)
I spent many nights at the hotel and always impressed by the exceptional hospitality. The staff were consistently friendly and attentive, and the location is super. You can walk and choose which store or restaurant you want to stop by, you can’t miss any fresh and delicious.
Reviewed on Oct 19, 2025
Grand Naniloa Hotel Hilo - a Doubletree by Hilton
93 Banyan Dr, Hilo, HI
Book a stay at this beach resort in Hilo. Enjoy free WiFi, a beach locale, and a golf course. Our guests praise the bar and the helpful staff in our reviews. ...
8/10 Very Good! (1,249 reviews)
Nice hotel and amazing staff, pretty weathered property and the ocean front wasn’t as close to the ocean as expected especially for the price. Very comfortable beds and overall decent stay just not really sure it’s worth the price.
Reviewed on Oct 17, 2025
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.
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.