Pet Sitting & Drop Ins In Kailua
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
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Top rated Kailua pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kalyn took amazing care of my two kitties! We had to fly to the mainland for an emergency trip, and she was super flexible and helped us out so much. One of my cats has anxiety and really struggles with new people, but my cat loved her and ran right up to her! I never had any anxiety about my fur babies while they were in Kalyn’s care!”
“Great great great! Sarah is so consistent and communicative with me while I travel. My girls are so well taken care of every single time! Thank you for being a trusted part of their lives!!”
About: I’m a lifelong animal lover with a soft spot for wagging tails and happy paws. Whether it’s a playful pup or a shy senior dog, I’m here to provide personalized, loving care while you’re away—so you can have peace of mind knowing your pet is in great hands. I offer patient, attentive care tailored to your pet’s needs—whether that means long walks, belly rubs, or simply quiet companionship. I understand that every pet is unique. Pet care is a natural part of my daily routine. I structure my week around being available for walks or drop-ins, and I make sure each pet in my care gets the time, attention, and love they deserve. Whether it’s early morning walks, midday visits, or evening playtime, I plan my schedule to prioritize pet needs first. I'm dependable, flexible, and happy to accommodate each pet’s routine to keep them happy and comfortable. Your pet’s comfort and safety are always my top priorities. Whether I’m caring for pets in my home or yours, I take time to understand their routines, habits, and needs. I follow your instructions closely and do my best to replicate the environment they’re used to so they feel secure and relaxed. In your home, I respect your space as if it were my own—keeping things clean, locked, and safe at all times. I always double-check leashes, gates, and doors to ensure pets stay secure, and I never leave animals unattended in unsafe situations. If pets are in my home, they’ll enjoy a quiet, pet-friendly space with no hazards, plenty of supervision, and lots of love. I keep toxic items out of reach, monitor interactions carefully (if multiple pets are present), and make sure everyone has their own space to relax. I also send regular updates with photos or videos so you’re never left wondering how your pet is doing. You can count on me to be dependable, communicative, and genuinely caring.
About: Hi! I’m Alice :) I’ve been around dogs my whole life and truly love being around them. I grew up with dogs back home and I’m used to caring for different personalities, from super playful to more calm and shy. I’m very patient, attentive, and reliable. I’ll make sure your pet feels safe, loved, and comfortable while you’re away. Whether it’s walks, playtime, or just keeping them company, I always adapt to what your dog needs. I also understand how important communication is, so I’ll keep you updated with messages and photos so you can feel at ease while you’re away 🤍 I treat every pet like they’re my own! I have a flexible schedule and can adapt to your pet’s routine! I’m available for mornings, afternoons, evenings, and overnight stays depending on your needs. I respect your home and your pet’s routine, and I always follow your instructions carefully. Your pet’s safety and comfort are my top priorities. I’m attentive to their behavior, keep their environment clean, and make sure they feel secure and cared for at all times.
About: Hello! I have been caring for pets my entire life, and I have been dog sitting for friends and family for over a decade. I also spent 4 years volunteering at Mostly Mutts Animal Shelter, and i’ve worked with all ages of dogs. From walking, feeding, and giving or applying medication to just giving endless playtime and love to your pets, I would love to help you with anything you may need!! I am also a pet owner to a sweet 2 year old puppy, so I am very well adapted to the puppy stages!! I am currently working part time as a nanny, but my weekends are very open! I also am occasionally available later in the day (usually off work by 1pm!) and on random days through the week depending on when I may be needed for my little one, so never hesitate to reach out! I do not offer care in my own home, but I will absolutely be willing to take care of your fur babies in your home! I will prioritize however you may wish for me to care for their safety.
“Josh was great! He provided updates, and photos every day which gave me confidence that are cats were being cared for. During our trip, there was heavy rain which caused our ceiling to collapse in one of our bathrooms. Josh informed us immediately and provided photos of the damaged areas. He tried to help by cleaning up any water that came through and cleaned up debris. Will definitely utilize his services again.”
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.
“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!”
“We are so grateful that Julie and Peter were available to take care of our cat for almost a month! They are so compassionate and cared for our aging cat as we would do. We were out of the country so communication was tricky but they didn't miss a beat and took care of things when we were not available to assist. I highly recommend them both if you have any concerns about leaving your fur baby with a stranger. I promise you, your fur baby will love them too!”
“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’ve taken care of dogs of all kinds. I grew up with multiple dogs and have had two foster puppies of my own. I have a very flexible work schedule and am looking to babysit, walk/run, and take care of any dog who needs a friend! I work part time and have a very flexible schedule at the moment. I am free the most on weekends but the weekdays are very doable as well. I have a townhouse without a backyard but I plan on going on extensive walks and even runs for more active pets. For boarding I will take your pet anywhere I go if they are comfortable with that!
“I had a very busy week and was delighted to find Karen to come relieve my pup and play with him once or twice a day. I could focus on my work and know Jasper was in good hands!”
“Alyssa took excellent care of my two cats! She provided me with thorough updates every day and was quick to answer any questions I had about the kitties. She was also kind enough to come over on Christmas Day.”
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.
About: I’m a Licensed vet technician and this is important because Incase of any problems I can act quickly and correctly. I do love animals and caring for them, trust me when I say your pet is in good hands. I can do long walks if that’s what you insist, any service need at your home I’m the girl to call! Dog/cat have specific care needs no worries I will take care of him/her and take very good notes on what to do! Any service wanted throughout the walk I’m always open to ideas to keep the pup happy! I do believe i would be an outstanding choice for you and your dear pet, I hope you can trust me to care for them as much as you do!! I have a mix of working from home and going into the office but my schedule is very flexible and I can tailor to you be your pets needs! I have an fenced yard, so I will be accompanying your pet to outside when it is time to go potty. I have trained and worked with all types of pets from birds to horses & I promise to take very good care of your paw friend as if they were my own.
Over 319 pet parents in Kailua have booked pet sitting
Kailua pet parents share their Rover experiences
Josh was great! He provided updates, and photos every day which gave me confidence that are cats were being cared for. During our trip, there was heavy rain which caused our ceiling to collapse in one of our bathrooms. Josh informed us immediately and provided photos of the damaged areas. He tried to help by cleaning up any water that came through and cleaned up debris. Will definitely utilize his services again.
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.
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.
We are repeat customers of Leah’s, and she did another wonderful job caring for our dog Ami when we were away on travel. Leah is local to the Windward side, very responsive, a great communicator, and it was clear from the pics Leah shared that our dog loves being with her. We always have peace of mind that our pet is in loving hands with Leah!
I am so happy to have found Cherilyn to check in on my baby Apollo. I was nervous leaving him for the first time in a new place, but she was amazing with him. Apollo can be a bit temperamental meeting new people, but Cherilyn is so good with cats he was even playing with her by their second meeting. I am so relieved I have someone to watch him now!!
Colton was incredibly caring and trustworthy with the care of our two beloved cats while on Holiday. He treated them as his own and sent us detailed updates and pictures while we were away. I would recommend him to anyone looking for the care of your animals and would definitely use him again!
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Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Kailua.
Rover makes it easy to find Kailua pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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