Pet Sitting & Drop Ins in Kailua, Honolulu, HI
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

“Katie was great in helping us with Lucy while we were on vacation. She took her on walks, fed her, and sent us pics at each check-in to show how she was doing! Lucy clearly had a blast with Katie around!”


“My three dogs love Whitney! She drops in for play time and treats when I’m at the office. She has been teaching them better manners too (which they definitely need!). She is caring, dependable and professional.”


“This was my first time leaving my cats alone for more than 2 days. Mickayla was so helpful with easing my nerves and making sure my boys got so much love each day!”


“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!”


“Angel was an absolute lifesaver swooping in when I requested super last-minute drop-in visits for my two heelers! I really appreciated the pictures and videos she sent of my girls and updates on how they were doing. She was even kind enough to bring in packages for me when I hadn't even asked her to. Overall a great experience and I know my girls appreciated the company! Thank you again!”


“Sarah was amazing! I highly recommend her for your dog sitting needs. She watched my little furball for a day and was very attentive and communicative, filled out the rover cards with a ton of info and sent many happy photos, all of which gave me a peace of mind while out of town. 10/10!”



About: Your dog will be on vacation and will enjoy long walks, paly time and relaxation while in my care. I can text daily pictures if requested and give your dog a bath before the end of their stay. I love taking care of dogs and know they will enjoy staying at my house with me and my dog Misty. I've have been pet sitting since the 7th grade and have often been the go to pet sitter for friends and family. I have watched bunnies, dogs, cats, fish, birds, hamsters and guinea pig just to name a few. I was a volunteer at the Fairfax county animal shelter for 8 months and have also worked at Petsmart. I love pets and can't wait to watch your pet.

“We booked Rebecca for some drop in visits and she was wonderful! She sent daily updates and photos and was very reliable. We'd highly recommend her to anyone in need of pet care and we'd love to work with here again. Thank you, Rebecca!”


About: I have grown up with big dogs and little dogs. I currently have a golden retriever who loves the water and going on long walks! I am available weekdays days after 2pm and anytime during the weekends. I am more than happy to walk rain or shine and any distance your dog needs! I have raised puppies before and cared for elderly dogs. My current home does not have a yard but have plenty of areas for walking. I am an animal lover and will take care of your furry friend as if it were my own!

About: Aloha! My names Adiella and I’m a new dog walker on Rover! Although I am new to rover I have years of hands-on experience caring for dogs of all ages—from playful puppies to sweet senior pups. I raised two dogs of my own, so I understand the love, patience, and attention they need at every stage of life. Whether it’s helping with potty training, keeping up with high energy, or providing gentle care and companionship for older dogs, I’m here to make sure your pet feels safe, happy, and loved while you’re away. Mahalo! My schedule is super flexible, so I’m available whenever your pet needs me Monday through Friday! Weekends availability is by request! I’m just a message away. 🐾 Every dog is unique and I can adapt to their environment, home, and limitations! Their comfort and safety is my priority. Along with the guidelines you leave me for your dog/dogs.

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

About: I so look forward to caring for your pup! I grew up caring for a variety of pets, including cats, fish, rabbits, and chameleons, giving me a well-rounded understanding of different animal needs. For the past five years, I’ve cared for medium to large dogs, and they hold a special place in my heart. I treat every pet like family, ensuring they receive love, attention, and plenty of exercise. I’m happy to take dogs on walks around the neighborhood, hikes in the mountains, and fun outings to dog parks and beaches—always prioritizing safety and their comfort level. I’ve taken dog training classes and only use positive reinforcement to encourage good behavior. Whether your pet stays with me or I come to you, I strive to provide a stress-free, fun, and loving experience for both you and your furry friend. I work full-time, Monday to Friday from 8 AM to 5 PM, so pets in my care should be comfortable being alone for up to 8 hours. However, I ensure they get plenty of exercise, attention, and potty breaks before and after work. Well-behaved and/or crate-trained dogs may be able to accompany me to the office, but this depends on their temperament and how well they fit into my work environment. On weekends and evenings, I have more flexibility for walks, playtime, and extra cuddles to keep your pet happy and comfortable. I prioritize safety, trust, and a comfortable environment for every pet I care for. In my home, pets enjoy a secure, fenced yard for safe outdoor time, along with plenty of attention, play, and rest. I follow owners’ routines closely, ensuring pets feel at ease with familiar food, walks, and care. In clients' homes, I respect their space and maintain consistency in feeding, exercise, and companionship. Whether at my home or yours, I provide loving, responsible care so you can have peace of mind while you're away!

About: Hi! My name is Kyersten! I have 12+ years of caring and loving on animals! I've had dogs (and cats) of all different breeds, sizes and ages and can accommodate any of your babies! I enjoy long walks, taking dogs to the beach/park and just getting to experience and know all their different personalities. Thank you for reading a little bit about me and I hope I get to meet you and your dog soon :)) My schedule is open almost every day of every week! I currently do not work so I can be home all day with your pet! I treat every pet as if they were my own! I have a fenced in back yard and a husband who also loves dogs to keep your pet company as well!

About: I recently decided to take a break from the 9-5 life and instead spend my time doing what I love, which includes being around animals! I am a firm believer that pets are a member of the family and because of that I know how difficult it can be to entrust them in someone else's care especially when traveling or if you have an exotic animal. I not only have ample experience pet sitting for family and friends but I have personally owned a wide variety of "fur-babies" at all ages. If you are looking for someone reliable who will love your pet as their own please do not hesitate to reach out. I have experience with the following; however, I love all pets and would be happy to discuss your needs: - Large / Small Dogs (Puppy - Senior years) - Cats - Bunnies - Lizards - Fancy Rats - Fish! I have ample availability and can provide care on weekdays, weekends, and holidays. My husband and I moved here permanently and will be here to stay, so I can provide long-term services and build a trusting relationship with you and your pet(s) if needed. There is nothing worse than finding someone you love and then having to move on to a new sitter and start that relationship from scratch! Every pet parent runs their house a certain way and I respect that. If you have a routine or preferences in terms of how to provide care in your home, I can accommodate that. Your pets are naturally going to sense your absence and so adhering to their "normal" schedule as much as possible helps provide some comfort while you are away.

About: I’ve cared for animals my whole life, including dogs, cats, and bunnies. Most of my pet-sitting experience comes from watching my siblings’ dogs while they’re out of town. I'm a proud aunt to six fur babies and a bonus mom to my boyfriend’s sweet kitty. Outside of family pets, I’ve cared for young puppies (8–10 weeks old), senior dogs, and shy rescues. I also have some experience administering basic oral medications. I’m comfortable with all ages and love getting to know each pet’s unique personality! I work early hours and virtually, so I’m available for check-ins during my morning break and after 2PM most weekdays. My schedule is flexible depending on the day, and I’m also available on weekends. I’m happy to work around your pet’s routine whenever possible. I treat every pet and home with the same care and respect I would expect for my own. I follow your instructions closely, keep routines consistent, and prioritize your pet’s safety at all times. I always make sure doors, gates, and leashes are secure and that pets are never left unattended in unsafe situations. I also clean up after myself and your pet to keep your space tidy and comfortable. Communication is important to me, so I’m happy to send updates and photos so you know your pet is in good hands.

“Brindid great with our senior German Shepard! She was very responsive and sent several pictures so we could see what our girl was up. I would highly recommend Bri and will definitely use her services again ☺️”

Loving pet sitters in your neighborhood
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Katie A.Star Sitter

“Katie was great in helping us with Lucy while we were on vacation. She took her on walks, fed her, and sent us pics at each check-in to show how she was doing! Lucy clearly had a blast with Katie around!”


Whitney B.

“My three dogs love Whitney! She drops in for play time and treats when I’m at the office. She has been teaching them better manners too (which they definitely need!). She is caring, dependable and professional.”


Mickayla R.Star Sitter

“This was my first time leaving my cats alone for more than 2 days. Mickayla was so helpful with easing my nerves and making sure my boys got so much love each day!”


Jamie D.

“Jamie was amazing, gave the best updates, and took great care of my cats. They love her! I’ll definitely be a return client. Thank you so much for everything Jamie! ❤️”


Julie & Peter W.Star Sitter

“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!”


Haunani S.

“Awesome!! She took care of my little killing machine during a business trip. Everything worked out thanks to her help. She saved the day. Many thanks.”


Lillian V.Star Sitter

“Lillian did a wonderful job watching my two cats! :) They got lots of good pets and playtime, and she was great about giving me updates and pictures!!”


Angel G.

“Angel was an absolute lifesaver swooping in when I requested super last-minute drop-in visits for my two heelers! I really appreciated the pictures and videos she sent of my girls and updates on how they were doing. She was even kind enough to bring in packages for me when I hadn't even asked her to. Overall a great experience and I know my girls appreciated the company! Thank you again!”


Sarah Y.Star Sitter

“Sarah was amazing! I highly recommend her for your dog sitting needs. She watched my little furball for a day and was very attentive and communicative, filled out the rover cards with a ton of info and sent many happy photos, all of which gave me a peace of mind while out of town. 10/10!”




Melissa H.
“Melissa volunteered for the Fairfax County Animal Shelter for nine months and during that time she volunteered over 42 hours. She was very good at walking the dogs and was able to control and effectively walk dogs of different sizes and temperaments.”


Rebecca M.

“We booked Rebecca for some drop in visits and she was wonderful! She sent daily updates and photos and was very reliable. We'd highly recommend her to anyone in need of pet care and we'd love to work with here again. Thank you, Rebecca!”


Taylor R.
“I have known Taylor now for 5 years and she is the only person that I would trust with my own dog. I have seen her as an owner before with a dog named Bubbles and she was outstanding, always taking her on walks when she got home from work, socializing her, getting her toys and treats while ensuring her health was in great condition! I would highly recommend her to watch anyones furry friend and have peace of mind that they are in good hands.”


Adiella M.
About: Aloha! My names Adiella and I’m a new dog walker on Rover! Although I am new to rover I have years of hands-on experience caring for dogs of all ages—from playful puppies to sweet senior pups. I raised two dogs of my own, so I understand the love, patience, and attention they need at every stage of life. Whether it’s helping with potty training, keeping up with high energy, or providing gentle care and companionship for older dogs, I’m here to make sure your pet feels safe, happy, and loved while you’re away. Mahalo! My schedule is super flexible, so I’m available whenever your pet needs me Monday through Friday! Weekends availability is by request! I’m just a message away. 🐾 Every dog is unique and I can adapt to their environment, home, and limitations! Their comfort and safety is my priority. Along with the guidelines you leave me for your dog/dogs.


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


Ingrid J.
“Ingrid watched my two dogs many times, and they were always well cared for and loved. She followed instructions clearly and was able to manage them on walks despite one being a little crazy! She is reliable and a good communicator. There isn't anyone that I would trust more with my dogs!”


Rose J.

“Rose treated my cat like her own while I was gone - I came back to a very happy and healthy baby. Would definitely recommend; I already have her rebooked!!”


Kyersten V.
About: Hi! My name is Kyersten! I have 12+ years of caring and loving on animals! I've had dogs (and cats) of all different breeds, sizes and ages and can accommodate any of your babies! I enjoy long walks, taking dogs to the beach/park and just getting to experience and know all their different personalities. Thank you for reading a little bit about me and I hope I get to meet you and your dog soon :)) My schedule is open almost every day of every week! I currently do not work so I can be home all day with your pet! I treat every pet as if they were my own! I have a fenced in back yard and a husband who also loves dogs to keep your pet company as well!


Jennifer L.
“We had very high maintenance dogs and needed someone who could watch and care for our animals as if they were their own as well as be okay with special needs and instructions on how to care for them. One of our animals was epileptic and required special medication provided to him multiple times a day with still having a chance of a seizure and the other was a very anxious and high stressed dog that needed someone who is calm and loving for him to feel comfortable. Jennifer, or as we call her Lina, has watched our dogs many times. We never once questioned or were worried about our animals when she watched them because we knew she would care for them as if they were her own pups. She is a very trustworthy and reliable person. I never doubted her in any aspect of caring for our animals or knowing that they would be safe in her care. She loves animals and has a wonderful heart. She will do everything she can to make sure your pets are loved and cared for while you are away.”


Bailey W.
“Bailey is a fantastic with pets of all kinds and a true animal lover! She has checked in, walked, or pet sit for up to 8 days my two dogs on multiple occasions and always treats them with as much care as I would. She takes them on ample walks, ensures any specifications to their care are met; and most important they are always thrilled to see her.”


Briana O.Star Sitter

“Brindid great with our senior German Shepard! She was very responsive and sent several pictures so we could see what our girl was up. I would highly recommend Bri and will definitely use her services again ☺️”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets 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 pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Kailua on Rover as of Aug 2025 was about $22 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
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.
