Dog Boarding in Kailua
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Loving dog boarding sitters in your neighborhood
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1. Jacque L.

“Jackie was very nice and I was able to leave Lucky with her without any worries. She sent me pictures and videos of Lucky every day, so I was relieved to see him having fun every day. Lucky seemed happy to be able to spend time with Jackie's three cute dogs. I'm really glad I was able to ask Jackie to be my sitter.”


2. Angela M.

“Angie was absolutely wonderful! She and her son Took such great care of my two pups ! She was able to help me out in a pinch and pick up and deliver the pups back home. I love that she sent me pictures and updates of how they were doing! I will definitely have her as my number one Sitter when I am in Annapolis!”


3. Jennifer & Richard E.

“Jennifer and Mack are absolute best sitters! We always feel comfortable leaving Bella with them because we know she is being well taken care of and spoiled! They send updates, have great communication, and take great pictures and Bella says it all when we pick her up! She is always happy to be with them! Thank you so much Jennifer and Mack! We appreciate you taking such good care of Bella! We highly recommend them and they are our go to sitters!”


4. Florianne F.

“Florianne and her family took wonderful care of my dog while I was off island! I felt completely at ease knowing she was in such a great environment while I was away. It is obvious that they all care deeply about dogs and welcomed my pup as their own! On top of everything they did to take care of Sunny, they are also just incredibly nice people. I highly and confidently recommend her/their services and will definitely book again in the future. Thanks again so much!”


5. Angela L.

“This was the second time Honey stayed with Angela and I could tell she felt right at home! Thanks Angela for taking great care of our fur baby.”


6. McKenley S.

“Our fur baby had an adventurous stay with McKenley with her pug cause they went on a hike and walks not all sitters do that. We are greatful that we chose her to watch after our fur baby. Thank you!”




7. Piya C.

“My dog had a great time with you again! It means a lot to have someone who really can trust for us, so thank you soooo much for treating our dog like your loved ones too!!!”


8. Jessica M.

“Jessica was absolutely amazing with my two furbabies! One who never slept out and the other who didn’t get along with other dogs, she understood them and their needs! And to top that off, she took this job with only a day’s notice! I recommend and have her saved for future trips 🫶🏼”




9. Heidi P.

“Heidi was exceptional in caring for our Keiko. During our weekend trip, I forgot that Keiko’s birthday would be during our trip. When I received my calendar notification, I sent Heidi a message to send our birthday wishes to Keiko! Heidi and her husband went over and beyond our expectations, and celebrated Keiko’s birthday on their own! I am forever grateful. We were nervous about using any type of boarding services. However when I saw Heidi’s profile I had a good feeling that Keiko would be a match. Keiko thanks Heidi for a wonderful and memorable stay!”


10. Denise L.

“Tiva had a wonderful time and came home very happy. I appreciate Denise and the care she gave Tiva in my absence. She has a beautiful farm and 10/10 recommend her!”


11. Kyrie P.

“Excellent. Loved photos and videos. My dog was well cared for and really liked Kyire & her family. Home & yard was perfect. Thank you, Kyrie!”


12. Dale & Lauren G.

“Lauren and Dale were awesome sitters, and we will definitely be using them again. We left our dog with them for a long weekend, and received daily pictures, videos, and texts about how much fun all the dogs were having. I truly believe our dog became a part of their family over those few days. Would recommend them to anyone.”


13. Natsuko M.

“Natsuko came through for us after our previous sitter had a family emergency and canceled just a few days before our trip. She was easy to communicate with and took the time to meet us quickly and was very easy going about taking dogs at the last minute. She took excellent care of our senior dog, who struggles with mobility issues and needs meds. She also made sure our 2 year old lab enjoyed time with her big dogs and kept her busy every day. They came home happy and smelling good from a bath. Will definitely ask Natsuko to help us again next time! Definitely recommend!”


14. Senne M.

“Our pup had a great stay and Senne was able to take him super last minute only a few hours before. Would most definitely have my pup stay again!”


15. Kaliyah D.

“Great experience for our pup, and great communication, will definitely book again.”


16. Greg O.

“At this point we joke that when Giz goes to Greg's house. That it's his vacation from us. He doesn't even look back when we drop him off. Might offer to share custody soon. In all seriousness, Greg has afforded us the ability to take trips again and know that without a shadow of a doubt that Giz is taken care off. He sends us action shots of the dogs and always gives us updates. We literally can not ask for more. He's the best.”




17. Tracey M.

“AMAZING!!! After recently moving to Hawaii, I was worried about not finding a reliable sitter while away for a week. I found Tracey, and knew it was the right choice! My mini goldendoodle had a blast with a few other smaller dogs, i received multiple pictures throughout the day, and Tracey was very helpful with answering any questions I had to feel comfortable before charging! I’m glad that I found a great sitter on the first go, and thankfully, now i have someone to continually use that i fully trust! Thanks so much!”


18. KC B.
About: I have owned and cared for a variety of pets since I was a child. As a professional, I have a M.S. in animal behavior and cognition and have worked in vet care for 10 years I am currently working for myself so that means I can dedicate myself full time to your pet. I am fully devoted to my passion in pet care and pet consulting I own a 2 story condo with plenty of outdoor dog walking space. I have previous experience pet sitting multiple dogs in a clients home and providing home care as well


19. Charlie K.

“Charlie is great, super communicative and constantly sending updates on how they’re doing. Would not even think twice about leaving my dog with her.”


20. Briana O.
“Milo had a great time staying with Briana. She sent me lots of photos and updates which I really appreciated. She was overall a wonderful sitter and definitely recommend her to anyone looking to board their dog!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2025, the median cost of dog boarding in Kailua is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Kailua dog boarding rates can be found as low as $26 to as high as $61 per night.
As of Jun 2025, 620 sitters provided dog boarding in Kailua. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Kailua dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Kailua have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 6 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Kailua.
Rover makes it easy to find Kailua dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 620 dog boarding sitters in Kailua on Rover, so you’re sure to find the perfect match for your dog! In Kailua, 91% of sitters offer daily exercise, 98% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
