Pet Sitting Kailua
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Over 369 pet parents in Kailua have booked pet sitting
Kailua, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Alice took such good care of our babies. Was always communicative and asked a lot of clarifying questions. The pics we got every day was a huge comfort along with her detailed notes on how the day went for each of our 3 wildly differently aged and personality cats (3F, 6M, and 11F). Even when she had to navigate a moody personality (11F), she worked out solutions in ways that you can tell she has a kind and gentle heart who cares deeply for animals. She also stayed in communications even when we had trouble getting signal while away. She even went above and beyond on some of our instructions, to include taking out the trash at the end of her visit (thank you! you didn’t have to do that). Her personal touch of leaving us behind treats, polaroid pics, and a cute letter was very nice and brought even more warmth and comfort to us when we got home. Thank you Alice for taking care of our babies. We never had to worry about their well-being and we found them happy and content when we got home from our 2-week vacation. We would def hire her again.”
“Katie checked in on our fur baby while we’re at work. She did such a great job on making sure she was comfortable and keeping us informed. Katie’s communication has been the best we’ve had in any sitter and she sends such thoughtful Rover Cards with pix and updates on how the visit went. My husband and I work long days and having a responsible person there like Katie to check in on her and care for her has been the best piece of mind. Our pup is people shy, and Katie was so patient with her. In no time our pup was loving Katie and looking forward to her drop in visits. To put so much effort and care into someone else’s pet says a lot about a person’s character. Thank you, Katie! We know Kanoa loves you, and we do too :)”

“Bryanna was amazing with our large black lab. We really appreciated her help with drop in visits and I highly recommend reaching out to her if she is available.”

“Andrea was wonderful. She took great care of our shy boy Julius and went above and beyond. We were so grateful to know we had someone kind, caring and responsible while we were away. We will definitely hire her again!”

“Lillian was amazing and took great care of our cats while we were on vacation. She went above and beyond in her care and did things like take our packages in for us as well. Will definitely use again in the future if available!”

“Sarah was awesome! She did a great job putting our mind at ease and left detailed updates. We super appreciate her willingness to help and take wonderful care of our dogs!”

About: I (Lauren) am a stay at home mom. I love animals and have experience with many different breeds of dogs. In my experience I've worked to foster dogs, secure donations to foster, and helped find them new furever homes. I will be attentive to you pups needs and will give lots of belly rubs! I (Dale) have worked as a dog handler by trade, i love all dogs, and so do my kids. I would love to share my home with your fur babies! I (Lauren) have a few appointments for the kids here and there, school drop off and pickup and kid related activities. I am flexible and have great availability! I (Dale) work in the morning most days and and home between 8-10am so I have a ton of time to dedicate to our animal care Im available to pick up and drop off between 8am and 630pm. Rates will vary with distance and time of day. We live in a 4 bedroom, air conditioned home, with a gated fenced back yard and a spacious front yard for pets to play! We have a doggy door so there's easy access for the dogs to go out back and potty or play. If your dog is unfamiliar with doggy doors of course we will let them out and try and teach them how it works. Fetch and play are never ending with the pups that visit us! If we were to come to your home to care for your pet, we would respect the environment and take care that your pet feels safe. We take multiple dogs at a time! We do meet and greets to make sure they are a good fit around our family and will do well with other dogs.
“Kalyn was absolutely wonderful with my high energy, anxious dog! Communication was great, she was timely with her check-ins and sent many pictures so I could tell Cleo was a happy camper! She even offered to get her out of the house and took her to her son’s baseball game, which was greatly appreciated and above and beyond! I would not hesitate to use Kalyn again!”

“Julie and Peter were wonderful to work with. Peter did drop-in visits for my senior kitty while we were traveling. His check in’s gave us such peace of mind and our kitty was happy to get the attention and interaction. Both Julie and Peter are professional, responsible, and very communicative! We hope to book them for future services :)”

“It's hard to put into words how kind and attentive Rebecca is. My old man is 16 but still loves his walks. Rebecca was so attentive and you could tell he was happy and felt safe when she would check in on him. I will continue to book with her until I leave Hawaii. She is also attentive the your home and things happening around and in the home. She let me know my electricity was out and gave me an update to ensure I knew Cooper was and would be ok until I got home. If I coudl give her 10 stars I would. Mahalo Rebecca, Cooper and I appreciate your experience and kindness more than you know.”

“Allison is my favorite person that I’ve had take care of my puppy. She was always on time, sent lots of photos, and my puppy was always happy when I got back. I hope to use her again very soon!”

“Whitney is the BEST! She is so flexible with our dog Ru and always takes the best care of him. She is sure to include lots of photos and gives lots of treats. She even takes the time to brush him! We are so appreciative of Whitney!”

About: I’m a loving pet owner with a 5-year-old pug, and I’ve had years of experience caring for dogs with different personalities and needs. Over the years, I’ve been the go-to person for friends needing a trustworthy caregiver for their dogs, watching over more than 10 dogs of various breeds. Whether it’s feeding, walking, or playtime, I understand the importance of meeting each dog’s unique needs and providing them with a safe, comfortable environment while their owners are away. I currently work remotely in the morning, I’m available for walks anytime after 2:30pm, but I am also home so I take work breaks to let the dogs outside, feed them and give them attention in the morning. While boarding I will take your dog on a little adventure each day whether that’s a walk, a hike, to the dog park or to the beach. Whatever you’re comfortable with me doing with them! I have a fenced in yard and a friendly pug to keep your dog company. Our home is dog friendly, and with a very food motivated pug we are always making sure there’s no food that your dog can get into by accident.
About: What sets me apart is my lifelong, hands-on experience with dogs of all breeds, sizes, and personalities. I’ve grown up caring for Labs, Rottweilers, Chihuahuas, Border Collies, Huskies, and a Mini Goldendoodle — so I understand everything from high-energy working breeds to small companion dogs. When I was 14 years old, I became the primary caregiver for my Chihuahua, who was under a year old when we brought her home. I cared for her throughout her entire life, including providing attentive, compassionate senior care as her needs changed in her later years. That experience taught me responsibility, patience, and how to adjust care as dogs age. I’ve also cared for an energetic Husky, so I’m very comfortable with active dogs who need structured exercise and mental stimulation. I raised my Mini Goldendoodle from 6 weeks old and handled all of her training, so I’m confident working with puppies and reinforcing good habits. I truly believe dogs deserve an enriching life beyond the home. I love beach walks and hikes, and I tailor each outing to match a dog’s energy level and personality. While dogs may be part of our world, to them we are their whole world — and I care for every dog as if they were my own. Pet care fits very naturally into my routine because I work remotely from 7:00 AM to 3:00 PM. Being home throughout the day allows me to provide consistent supervision, companionship, potty breaks, and attention for dogs in my care. During working hours, I’m available for shorter walks (up to 30 minutes), drop-ins, and in-home care. My meeting schedule varies day to day, so timing during work hours will need flexibility, but I always communicate clearly to coordinate a time that works best. After 3:00 PM, I have full availability for longer walks, outings, and dedicated time with your dog. In My Home: Dogs staying with me have access to my office/guest room, the main living areas, and a fully fenced backyard at all times. Because I work remotely from 7:00 AM–3:00 PM, I’m home throughout the day to provide supervision, companionship, potty breaks, and attention. Dogs are never isolated and can stay near me while I work, helping them feel comfortable and secure. They’ll also have the opportunity to play with my docile and friendly Mini Goldendoodle, Nova, who loves having company. Of course, I always prioritize safe, positive introductions and will separate dogs if needed to ensure everyone feels comfortable. I provide regular walks, playtime, and enrichment based on each dog’s energy level — whether that’s relaxed outdoor time or more active exercise. I follow feeding schedules, routines, and any specific care instructions closely to make the transition from your home to mine as smooth as possible. Drop-In Visits (Client’s Home): For drop-ins, I focus on keeping your dog’s routine consistent in their familiar environment. Visits can include feeding, fresh water, potty breaks, walks, playtime, medication if needed, and lots of attention. I always respect your home and leave it exactly as I found it, and I provide updates so you feel confident your pet is in good hands.

About: Taken care and been around animals my whole life raised on a ranch with all the animals and responsibilities of cleaning feeding caring all the above I am currently working some days but am free rest of the week, also animals help my mental health and bring me peace they will always fit into my daily schedule I have a fenced in yard with a wrap around fence lots of space and 1 friendly older neutered chihuahua in the house who is cage trained
The median cost per visit for pet sitting in Kailua is $20
Pet parents share their Rover experiences - Kailua
I reached out to Rebecca last minute for a drop-in, and she was incredibly kind, responsive, and reliable! She took such great care of our dog Penny and our house! Couldn’t have asked for a better sitter and will absolutely rebook with Rebecca!! Thank you, Rebecca!!!

Alice took such good care of our babies. Was always communicative and asked a lot of clarifying questions. The pics we got every day was a huge comfort along with her detailed notes on how the day went for each of our 3 wildly differently aged and personality cats (3F, 6M, and 11F). Even when she had to navigate a moody personality (11F), she worked out solutions in ways that you can tell she has a kind and gentle heart who cares deeply for animals. She also stayed in communications even when we had trouble getting signal while away. She even went above and beyond on some of our instructions, to include taking out the trash at the end of her visit (thank you! you didn’t have to do that). Her personal touch of leaving us behind treats, polaroid pics, and a cute letter was very nice and brought even more warmth and comfort to us when we got home. Thank you Alice for taking care of our babies. We never had to worry about their well-being and we found them happy and content when we got home from our 2-week vacation. We would def hire her again.
Jess was a wonderful drop in sitter for Arwen! My pup had a bee allergy so we always need a watchful eye. I also appreciated the videos and photos of Arwen and all the creative games! Jess was also super responsive and quick to message back which is really helpful when schedules change last minute. Looking forward to more drop ins!

My dogs absolutely adore Nancy, and so do I! This my second time having Nancy help with my dogs. She has stayed over to house-sit and watch my dogs for three days. She also helped me with drop in visits for my dogs when I needed. I have a Golden Doodle and a Chihuahua. My dogs are my children and I had so much anxiety over leaving them for the first time. It is so hard to find someone who you trust and who will give the love and attention to your animals like you would yourself. I actually had to go away for a surgery and that made things even more nerve racking for me. Nancy put me at ease right away. She actually started with a brief meet and greet so my girls could get to meet her before the stay. She updated me morning and night with photos and updates on how they were doing with me being away. My Chihuahua is very shy and she has a really hard time getting comfortable with strangers, but within an hour she was on Nancy's lap. She even went on walks with her! My Chihuahua will not walk with anyone without me! I came back to my home looking fantastic, my dogs had fresh clean water, they looked so well taken care of and happy. Nancy went above and beyond for me and my fur-babies and I will be referring her to every pet parent I know! I am so happy and grateful for her. I look forward to having her help me in the future and I know my pups are too! 5 stars!
If I could give Alyssa more than 5 stars I would. I contacted her last minute to watch my dog for six days while I was gone on a work trip. The evening I was leaving I got home from work and noticed my dog showing symptoms of an ear infection but didn’t have time to get her into the vet before my flight. The next day when the symptoms remained, Alyssa took her to the vet for me and treated her ear the rest of the trip. My dog then got diarrhea the last day I was gone, and I was out of phone service, so Alyssa handled it. During her regular visits she seemed to take good care of my dog and dedicate the time towards her care and needs. I highly recommend her if you need someone to drop in to take care of your dog.

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