House Sitting Kailua
Find a loving house sitter to watch over your pets and your home.

Over 265 pet parents in Kailua have booked house sitting
Kailua, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Alice provided wonderful care to my dog and 2 cats. She went above and beyond from start to finish. The regular updates gave me complete peace of mind — it was clear our animals were happy, comfortable, and in great hands. She also treated my home with total respect. Everything was exactly as I left it when I returned. You can tell she genuinely loves animals and takes her responsibility seriously. We will absolutely book her again and would recommend her to anyone looking for a trustworthy, attentive, and caring pet sitter.”
“This is my second time having Amber pet-sit for me, and I couldn’t have had a better experience. She is reliable, trustworthy, and communicates well. She’s super patient in learning your pet’s needs. As someone with a mini-dachshund who has a lot of specific quirks, anxieties, and needs, it is often nerve-wrecking trying to find a pet-sitter that’s the right fit; with that in mind, I confidently recommend Amber for the job!”

“Madison was great with both of my dogs while I was away! She sent pictures and updates throughout the day and kept the house tidy. I came home from my trip with happy dogs, would highly recommend her as a sitter for your fur babies!”


“We were elated with their enthusiasm and attention to detail with our dog Rufus. He fell in love with their every instantly! Great communicators. Reliable. Timely. Can’t wait to book again.”


“Michelle handled my two large dogs (one with severe anxiety) like a champ! She is so loving and patient with them and excellent with communication. We will definitely be working with her again.”

“Leilani and Luke took great care of our dogs and our home while we were away! They were very communicative and sent lots of pictures! They also clearly treated our home as their own. Will definitely book them again!”

“Joshua was great!! He instantly had karma with our 2 Basenji's. He was VERY professional in all aspects. This was the first time away from home for us with these 2 dogs and Joshua gave us daily updates with pictures daily, and sometimes multiple times in the day. We were nervous with it being the first visit away and we were very happy that Joshua was with them. We will for sure request Joshua's services in the future and give him the highest rating possible. Thank you Joshua, Chris & Annette”

“Alyson was lovely!! She really took care of my baby with a bunch of walks and snuggles. She constantly sent photos and I felt like Lincoln (our pup) was in the best of hands!! Thank you so much!! Highly recommend!!”


About: I'm amazing with animals. (Dogs specifically.) I can say this confidently, because I'm able to understand and reciprocate communication without a single word being used. I've been attacked before, and stayed because I understand that misbehavior probably has a deeper issue than just wanting to cause pain. - Simply put. I love seeing animals happy within a loving environment. But enough with the bragging and sob stories.😂 If you need a walker, a babysitter, or someone to love the bad behavior out of your furbaby, please reach out! I have 100% open availability. I'm currently working on breaking into the freelance lifestyle, so my flexibility allows for last-minute changes and needs! Open to all days and times! I live in a quiet neighborhood with a beautiful but unfenced yard. Your place is honestly (probably) better than mine. I'm a single independent woman with both professional and personal references - can be available to sit at the owner's location with ease of mind guaranteed!

“I am very appreciative that Karen was able to take over for another sitter. She was at a disadvantage because we did not get to meet before the stay started. So, she missed out on the intricate details of each dog and their behavior. But, she was caring and professional and did what was required. Also left the house so clean and even vacuumed! During the stay we gave her some tips to control one of our anxious dogs. She followed the instructions and made the rest of the visit much better. I would definitely recommend her.”


“Michaela was great, we had a meet and greet, and everything went smoothly. She stayed at my apartment, and she was attentive to Zoe, and always made sure she was fed and taking her medicines. She kept in contact with me to let me know how Zoe was doing. Would definitely rebook”

“We love Haunani! She is friendly, responsive and very professional. This was our first time using her for our dogs and house sitting, and she was great! Right before we left on our trip, one of our dogs developed a medical issue and she handled it very well. She kept us updated with photos and reports, so we were able to relax completely while away. I highly recommend her!”

About: I grew up with Great Pyrenees, Great Pyrenees/Border Collie, Australian Shepards mixes. I've walked, fed, brushed and played with these big dogs for more than a decade. The two Great Pyrenees sisters I currently help take care of have matured from 4 month old puppies to elderly ladies. I'm quite used to the typical arm jerk or pull that is often associated with walking big, enthusiastic dogs. I work during the day, but generally am up quite early and thus would be able to walk dog(s) before work. I am also quite flexible in terms of where I stay on Oahu and thus can easily incorporate dog sitting into my weekly routine. Alternatively, I have cared for large breeds in their owners homes in San Diego. I am extremely respectful of folks homes and belongings both in the context of pet care, as well as through AirBnB.
“Ashley was great with our 4 month and 8 year old Goldendoodles while house sitting for us and even did so on short notice. Managing a puppy is never easy and she did a wonderful job. We came home to a clean house and felt the house was safe with Ashley staying in it. She kept us up to date with great photos while we were away too. Highly recommend Ashley for any dog walking or other sitting services !”

“Lexie took great care of our girls while we were away for our wedding! She was attentive and very easy to work with. We will definitely be booking with her again for our future travels!”

“Janey was amazing! She was super communicative and took amazing care of our two older pups! We went away for a long weekend and were able to enjoy ourselves knowing our pups were well cared for and in such good hands. We came home and the house was perfect and maybe even tidier than when we left ! I know our dogs can’t wait to see her again 🤍”

“Liz came to stay at her house for two days to take care of our two dogs shortly after we moved from the Mainland to Oahu. She provided absolutely excellent care and love, and we recommend her highly. While at our house, she sent us many pictures and updates, as well as asked questions on anything she was uncertain about, so we knew throughout our time away that our dogs were in the best hands.”

The median cost per night for house sitting in Kailua is $50
Pet parents share their Rover experiences - Kailua
Michaela was great, we had a meet and greet, and everything went smoothly. She stayed at my apartment, and she was attentive to Zoe, and always made sure she was fed and taking her medicines. She kept in contact with me to let me know how Zoe was doing. Would definitely rebook

Joshua was great!! He instantly had karma with our 2 Basenji's. He was VERY professional in all aspects. This was the first time away from home for us with these 2 dogs and Joshua gave us daily updates with pictures daily, and sometimes multiple times in the day. We were nervous with it being the first visit away and we were very happy that Joshua was with them. We will for sure request Joshua's services in the future and give him the highest rating possible. Thank you Joshua, Chris & Annette

John was absolutely incredible with our 3 dogs (that range in age and size - 12 yr old Golden, 10 yr old Golden, 3 yr old mini-poodle)! He stayed the night while we were traveling allowing the pups to feel comfortable in their own home. He even sent pictures to us throughout the day. The pups had a blast!! He is a licensed veterinarian and an epidemiologist, which made us feel extra comfortable. He also agreed to an initial meeting with the pups before the booking. We will absolutely be using John again!
Alyssa stayed with our two dogs for five days while we were out of town. Of course, both of them were having skin flare ups while we were away. Alyssa administered all kinds of meds, creams and sprays which helped keep everything under control. She left the house sparkling clean as usual. We are so grateful!

Ashley was great with our 4 month and 8 year old Goldendoodles while house sitting for us and even did so on short notice. Managing a puppy is never easy and she did a wonderful job. We came home to a clean house and felt the house was safe with Ashley staying in it. She kept us up to date with great photos while we were away too. Highly recommend Ashley for any dog walking or other sitting services !

Gabby was wonderful with our anxious dog. He takes some time to warm up to new people, but she was patient, calm, and clearly made him feel comfortable. She sent thoughtful updates and photos that gave us peace of mind, and it was obvious he really liked her. We’re so glad we found Gabby and absolutely plan to use her again in the future.
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It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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