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.
“We have had Katie drop in a few different times now and we absolutely adore her, as does our lil fur baby. She's reliable, responsible, quick to get back to requests, and this time in particular she was able to take care of our dog last minute. We are so grateful! We know you and Kanoa love each other which is so precious.”
“I am so happy to have found Alice! She made the time to meet my two cats and they love her!! She managed to make my shy boy feel comfortable and safe, as he is easily distracted and afraid of strangers. She asked for clarification and suggestions on how to feed them, given my girl is hungry all the time and my boy is not food motivated at all. Alice helped me modify my Rover request to add a visit. I'm so thankful to have been able to leave my cats in her care. I will definitely hire her again in the future!”
“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.”
“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 :)”
“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!”
“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.”
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 is super responsive and flexible! My dog Arwen loves her, especially the calm energy she brings to the drop-ins. I appreciate all the cute pics and am looking forward to more visits!”
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: 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
About: Hi, I'm Haleigh! I can't wait to meet you and your pets! I have been a dog owner for 11 years. Basil and I have lived with both dogs and cats throughout the years. I've consistently taken care of my friend's/ roommate's pets while they went out of town. I feel comfortable taking care of pets of all breeds and sizes! I'm also able to care for multiple dogs in a household, making sure that each pet feels loved. I'm here to provide all of the care, love, and walks that your pets need while you're away. *schedule* I'm currently working part-time, so I have a pretty flexible schedule! I also have reliable transportation so get to your home. I'm currently living in Kailua. *Safety* Safety is top priority for me! I have extensive experience handling leash reactive dogs. I use treat based rewards to help reactive dogs feel safe by creating positive association with their environment on walks. I'm constantly scanning for potential triggers so that I can maintain a comfortable distance on our walks. I will always double check that harnesses/ collars are secure and that gates & doors are closed/ locked. *Typical day* A day with me balances physical activity, mental stimulation, and a ton of belly rubs! I love to allow dogs to go on "sniff walks" to reduce their stress and leave them feeling enriched! I like to change up their route of walks to provide variety to their walks. *Important info* I would like to know everything to ensure your dog is feeling safe and happy! * Socialization and leash styles * Health and medical history * Special care required * High value treats * House rules *schedule* I'm currently working part-time, so I have a pretty flexible schedule! I also have reliable transportation so get to your home. I'm currently living in Kailua. Safety is top priority for me! I have extensive experience handling leash reactive dogs. I use treat based rewards to help reactive dogs feel safe by creating positive association with their environment on walks. I'm constantly scanning for potential triggers so that I can maintain a comfortable distance on our walks. I will always double check that harnesses/ collars are secure and that gates & doors are closed/ locked.
“We are so fortunate to have found Karen and Tony. They are amazing. The do what they say they will do, show up as scheduled, and upload photos. Our dogs are in great hands. It is so comforting to be on their team. It makes work travel easier, and reduces the dogs stress. Thanks so much ??????”
About: As a devoted dog lover and experienced pet sitter, I've cared for a variety of dogs since the age of 10. I've walked, fed, and provided medication for family and friends' pets, and I'm skilled at handling multiple dogs at once. Your fur baby will receive exceptional care and love when they're with me. I work a full-time from 9am-5pm Monday through Friday from home. I take early morning walks, lunch walks, or after-work walks. I’m happy to work with you to get your pet care and exercise week nights to weekends. I am highly organized and always make sure to read detailed care instructions. I can crate your dog, share mid-walk photos, and send care updates.
About: I got my first dog when I was 4 and started dog sitting for neighbors when I was 8. I worked with a group when I lived in Kansas City that did short term in-home dog fostering for 1 day to two weeks. My puppy experience comes from a few of my friends having puppies, but adult dogs are my favorite. I work full time from home, and can schedule walks in between meetings during the day. If the dog(s) are up for it I would love to take them hiking, SUPing, kayaking, to the beach, and to hang out with my friend's dogs. I prefer to keep the dog on a similar schedule to what they are used to and not overwhelm them with new experiences while their owners are gone. Please provide me with the needed information of your dog's routine.
About: I’ve taken care of pets of all kinds for years and would love to be of service to someone who needs help on the weekends, early mornings, or evenings. I would be happy to sit and hang out with an elderly dog or take your active pup on a hike. When I’m not with your dog, I’m working at castle hospital, at the gym or doing photography. I work 8-4pm Monday to Friday so I’m open to early morning walks or evening check ins until 10pm. Open to flexible needs on the weekends and holiday coverage. I currently live with a husky so it would be best if I came to your home. Unfortunately, I am allergic to cats so I can’t be around them but dogs are okay!
Over 210 pet parents in Kailua have booked pet sitting
Kailua pet parents share their Rover experiences
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!
Alice took exceptional care of our cat Pua visiting her twice daily, always keeping us up to date with Pua with daily pictures and notations of how she was doing, and spoiling her above and beyond her usual quota of spoiling! The house was neat and tidy, cat bowls cleaned, and litter vacuumed up! I would highly reccommend Alice as she is very responsible and took excellent care of our cat. It was a relief knowing our cat was in her caring and loving hands! Thank you, Alice! Pua sends purrs and cuddles!
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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1. Search
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2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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The median cost per night for pet sitting in Kailua is $20
Why Choose Rover?
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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.
Sitters in Kailua average 4 repeat pet sitting clients
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 Jun 2026 was about $20 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.
As of Jun 2026, there are 1,459 pet sitters in Kailua. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 83% of Kailua pet sitters respond in under an hour.
Pet sitters in Kailua have an average of 15 years of experience. Pet sitters with repeat customers have an average of 4 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters 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
There are 1,459 pet sitters in Kailua on Rover, so you’re sure to find the perfect match for your pet! In Kailua, 98% of pet sitters offer daily exercise, 98% offer medication administration, and 93% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
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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