Dog Boarding in Kailua
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Top rated Kailua dog boarders

“Alexandra was fantastic! She sent me so many updates and Maui had the best time. They cuddled, went on a four mile walk. You can tell she really spent good quality time with Maui. I appreciate it so much! I highly recommend her and will definitely hire her again to watch Maui ?”


“Arlo had a great time with Angela and her boys. He came home a happy boy! It was my first time using rover, and I had a great experience and will definitely use Angela again!”



“Piya was wonderful with Reeses. She sent me pictures and videos while I was out of town to let me know how he was doing. I didn't have to worry about him at all. I would leave Reeses with Piya anytime!”


“Hugo had an amazing time. His first encounter to have a huge yard to play and explore. He definitely was spoiled. The family taking care of Hugo was awesome. They are trust worthy, under standing and accommodating . We also received daily updates and pics of Hugo’s progress which was really nice to get. We would definitely use them again and recommend his service .”


“Angela is our favorite rover sitter. Our pup gets along well with her dog Kane. This is the third time we have used Angela and hope to board with her again!”


“Provided daily photos and updates of my dog! I felt at ease knowing my dog was in great hands. Additionally, Denise answers quickly! Would definitely recommend Denise to watch your pet and will be using her services again :)”


“Couldn’t have asked for a better sitter. She was very responsive and sent the best pics during our vacation. Would highly recommend her to anyone looking for a sitter in Kailua. Thank you again for watching Milo!”


“The best pet sitter ever! My two dogs had an amazing time with her! I felt completely at ease knowing they were in such caring and capable hands, which allowed me to truly relax and enjoy my vacation. She knew I had so much anxiety leaving them with strangers, but she made sure to send me extra pictures and updates. She treated them like her own, and I could tell they were happy and well cared for. I’ll definitely be booking again! thank you so much!”


“Jennifer and Richard are wonderful. They took very good care of Grits. They kept me updated while I was traveling out of state. Grits came home happy without any sign of distress or anexity. This is his first time boarding. It's obvious that they gave him a lot of attention. Also, some great pictures with the updates. Thank you again for taking such good care of him. We will see you soon.”


“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!”


“Lani’s stay seemed to go very well and she adapted sooner than I expected. I got pictures of her stay every day if not every other day. She looked at home and comfortable. Had great communication with how the stay went. All and all everything went better than I expected! I’d say I’m very satisfied. Rebecca did a wonderful job taking care of lani!😊”


“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!”


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


“Erin did an amazing job watching my two dogs. She made sure to send pictures and keep me constantly updated. She was very flexible with our busy schedules. I would recommend her to watch your puppies!”


“Joseph was absolutely wonderful! He kept me updated on my fur babies various adventures and was great with communication!! I highly HIGHLY recommend booking with him! Thank you so much Joseph!!!”

Loving dog boarding sitters in your neighborhood
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Jacque L.Star Sitter

“The best sitter !! Always updates with videos , available on short notice . Very kind and dog comes home tired everytime . Will always use this sitter”


Alexandra W.

“Alexandra was fantastic! She sent me so many updates and Maui had the best time. They cuddled, went on a four mile walk. You can tell she really spent good quality time with Maui. I appreciate it so much! I highly recommend her and will definitely hire her again to watch Maui ?”


Angela M.

“Arlo had a great time with Angela and her boys. He came home a happy boy! It was my first time using rover, and I had a great experience and will definitely use Angela again!”




Piya C.

“Piya was wonderful with Reeses. She sent me pictures and videos while I was out of town to let me know how he was doing. I didn't have to worry about him at all. I would leave Reeses with Piya anytime!”


Kyrie P.Star Sitter

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


Greg O.Star Sitter

“Hugo had an amazing time. His first encounter to have a huge yard to play and explore. He definitely was spoiled. The family taking care of Hugo was awesome. They are trust worthy, under standing and accommodating . We also received daily updates and pics of Hugo’s progress which was really nice to get. We would definitely use them again and recommend his service .”


Angela L.Star Sitter

“Angela is our favorite rover sitter. Our pup gets along well with her dog Kane. This is the third time we have used Angela and hope to board with her again!”


Denise L.Star Sitter

“Provided daily photos and updates of my dog! I felt at ease knowing my dog was in great hands. Additionally, Denise answers quickly! Would definitely recommend Denise to watch your pet and will be using her services again :)”


Florianne F.

“Couldn’t have asked for a better sitter. She was very responsive and sent the best pics during our vacation. Would highly recommend her to anyone looking for a sitter in Kailua. Thank you again for watching Milo!”


Kyersten V.

“The best pet sitter ever! My two dogs had an amazing time with her! I felt completely at ease knowing they were in such caring and capable hands, which allowed me to truly relax and enjoy my vacation. She knew I had so much anxiety leaving them with strangers, but she made sure to send me extra pictures and updates. She treated them like her own, and I could tell they were happy and well cared for. I’ll definitely be booking again! thank you so much!”


Jennifer & Richard E.Star Sitter

“Jennifer and Richard are wonderful. They took very good care of Grits. They kept me updated while I was traveling out of state. Grits came home happy without any sign of distress or anexity. This is his first time boarding. It's obvious that they gave him a lot of attention. Also, some great pictures with the updates. Thank you again for taking such good care of him. We will see you soon.”


Dale & Lauren G.Star Sitter

“Dale and Lauren took great care of our pup. They sent me updates with photos. We were gone 1 night and were glad to find such good care for our girl.”


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!”


Kaliyah D.

“Gaia really seemed to enjoy being at Kaliyah’s and playing with her pup Mocha. Kaliyah is great with communication and I hope to use her services again.”


Jessica M.

“Very caring and went out of her way to care for my elderly dog who needed medical attention. Always gave me an update and pictures on how she doing.”


Rebecca M.

“Lani’s stay seemed to go very well and she adapted sooner than I expected. I got pictures of her stay every day if not every other day. She looked at home and comfortable. Had great communication with how the stay went. All and all everything went better than I expected! I’d say I’m very satisfied. Rebecca did a wonderful job taking care of lani!😊”


Natsuko M.Star Sitter

“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!”


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




Erin B.
Star Sitter


“Erin did an amazing job watching my two dogs. She made sure to send pictures and keep me constantly updated. She was very flexible with our busy schedules. I would recommend her to watch your puppies!”


Joseph R.Star Sitter

“Joseph was absolutely wonderful! He kept me updated on my fur babies various adventures and was great with communication!! I highly HIGHLY recommend booking with him! Thank you so much Joseph!!!”
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 Aug 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 Aug 2025, 645 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 17 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 645 dog boarding sitters in Kailua on Rover, so you’re sure to find the perfect match for your dog! In Kailua, 94% of sitters offer daily exercise, 96% offer medication administration, and 87% 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.
