Dog Sitting Kailua
Book a Kailua dog sitter to watch your dog in your sitter’s home or yours.

Over 436 pet parents in Kailua have booked dog sitting
Kailua, Find top rated dog sitting
About: Hi, I’m Maddy! I’ve been living in Hawaii for about a year now and currently work in a veterinary clinic!! I have several years of experience working with dogs of all breeds, ages, and temperaments. My background includes working as a kennel technician and receptionist at a busy doggy daycare, boarding, training, and grooming facility. This has given me a strong understanding of animal behavior, safety, and individualized care of dogs and cats! At this time, I do not offer boarding in my home, but I’m more than happy to provide care in your home depending on location. I strive to keep your pets’ routine as normal and stress free as possible while you’re away, and I’ll always go above and beyond to make sure they feel safe, happy, and loved. Before and after work, I’m available for walks, drop-ins, and check-ins, and I make sure each pet gets consistent attention and care. If close by, I am able to use my lunch break to come by for mid-day care and potty breaks. On my days off, I have much more flexibility and can accommodate longer visits or extended care. I always prioritize making time for each pet to ensure they feel comfortable, safe, and well cared for. I am unfortunately not offering boarding services in my own home, as I have another dog. Depending on distance, I am more than happy to stay in your home! Keeping your fur babies safe and happy is my number one priority, I am willing to go above and beyond to care for your baby.

“Ashley did an absolutely wonderful job caring for my three chihuahuas for a full week, and I highly recommend her. From the beginning, she was incredibly committed to making sure my boys were well taken care of, giving them plenty of walks, cuddles, and attention. She communicated with me consistently throughout the week, sending photos and updates that truly gave me peace of mind while I was far away from them. It meant so much to know they were safe, happy, and in such caring hands. Ashley was attentive, responsible, and clearly has a genuine love for dogs. Most importantly, my boys absolutely adore her, which says everything. I will definitely continue to have Ashley look after them on a regular basis, and I’m so grateful we found her.”


About: Hello! I am an animal lover and have been a volunteer with the Humane Society for over 10 years, fostering animals, walking dogs, helping in the vet office, among other activities. I also have walked and “nannied” dogs for 20 years. One of my past jobs include working at a pet store focused on finding the healthiest and most natural food, medicines, and toys for all pets. Here, I learned a great deal about dog health and behavior. I have been a part of 4-H and have taken classes in veterinary medicine as a pre-Vet student. I have also interned in a private vet clinic where I was able to observe patient appointments. I am a highly active DPT who loves to find fun hiking spots & will run with your dog or walk depending on their capabilities. I also love just giving them attention! I have been learning about canine rehab. I have been taking care of animals through Rover for over 6 years and I would love to take care of yours as I would my own while you are away! I am currently working on weekdays but my schedule fluctuates and I will have plenty of time to give your pet attention and exercise! I leave most of my weekends open. I live in Kaneohe and love exploring the best hikes and parks! I also work in east Honolulu so I go to town most days and can spend the night in town.

About: Lifelong dog lover with experience caring for dogs of all sizes, including large breeds. I recently lost a beloved family dog in Japan, which deepened my appreciation for the importance of compassionate, attentive care for animals. Although I do not currently have a pet of my own, I stay closely connected to animals through volunteering at the humane society, where I help care for and socialize dogs of different temperaments and needs. I am active, reliable, and very attentive to each animal’s individual personality and routine. I enjoy providing safe, loving care, regular exercise, and meaningful companionship tailored to each dog’s needs—whether that means calm indoor time, structured walks, or active outdoor time for more energetic dogs. I work mostly remotely, so I’m home the majority of the day and can provide consistent care and attention. I do have occasional appointments, but I plan my schedule to ensure pets are always checked on and cared for regularly. I’m also very active and enjoy hiking and outdoor time, so I’m happy to include pets who enjoy walks, exercise, and being out and about. I provide attentive, reliable care tailored to each pet’s needs and routine. I follow all owner instructions closely, including feeding schedules, walks, playtime, and any special care or medications. In the home, I make sure pets feel safe, comfortable, and not alone for long periods, giving them consistent companionship and supervision. I keep the environment clean, calm, and stress-free, and I’m very respectful of the client’s home, treating it with care as if it were my own.
About: I have been taking care of animals since I was 6 1/2 or 7; they always gravitate towards me! Constantly caring for any lovely pets big to small in and out of my neighborhood from the age of 10. From senior care to newborns I’ve been pet sitting for a long while. Just because most dogs are bigger than me doesn’t mean I won’t tackle them so they get a proper brushing or a nice bath! Birds, Guinea pigs and bunnies, too. Since I’m currently unemployed my schedule is extremely flexible I'm available most weekdays after 9am. Weekend availability varies and will have to be discussed 1o1 I work extremely diligently with written rules and verbal explanations, I adjust to you and your pets needs and act accordingly. Im attentive and your satisfaction along with your pets health is my number one priority. I try to form bonds with any and all animals I will be spending time with whether it’s an hour or 2 days. I try to leave great impressions on the hearts of people and creatures
About: I have had dogs my entire life as well as taken care of many neighbors and friends dogs. We can do walks, baths, cuddles or whatever else you need. I work remote so I can work from any location so I am extremely flexible with my schedule. I go on many walks during the day that I would love to bring your pup on. I am very attentive to your pets and always on alert to make sure they are getting everything they need and more. Your best friend is my priority.
About: Hey everyone! My name is Cassidy and I’m an animal L O V E R. I’ve taken care of animals, mostly cats and dogs (and horses a few times, i love horses), for over 13 years. My sweet golden retriever passed away this year and I’ve really missed being around a sweet fluffy soul, so PLEASE let me know if you need help with your pets. I’d be more than happy to be of service. Much love & aloha ❤️ i typically work nights so I’d be spending all day with the sweet furry friend, and coming home no later than 2:30-3. I’m a big fan of taking cute pics and videos so be ready for some adorable photos :) Typically i communicate with the owners all safety and dietary requirements before each job <3 I love to know everyone’s specifications to their sweet furry pets needs :)
About: As a dedicated dog owner and animal lover, I understand how important it is to find someone you can trust with your furry family members. I provide a safe, loving, and attentive environment where pets receive the care, affection, and attention they deserve. I am responsible, dependable, patient, and attentive to each dog’s individual personality and needs. Whether your pet enjoys long walks, playtime, companionship, or simply relaxing, I strive to make every experience comfortable and enjoyable. I understand the importance of following feeding schedules, maintaining routines, providing regular updates, and treating every pet like a member of my own family. My goal is to give pet owners peace of mind while they’re away. I currently work independently with a flexible schedule, which allows me to make pet care a priority throughout my day. I have the freedom to adjust my availability to accommodate walks, drop-in visits, feeding schedules, playtime, and companionship. Since I manage my own work hours, I can offer weekday and weekend availability, including mornings, afternoons, and evenings. My goal is to provide dependable, attentive care that fits your pet’s routine and gives you peace of mind while you’re away. As a dog owner myself, I understand that pets are family and deserve to feel safe, comfortable, and loved. I treat every pet with the same patience, affection, and attention I give my own dog, Leonidas. Whether caring for pets in my home or visiting yours, I prioritize a clean, safe, and comfortable environment. I carefully follow each owner’s instructions regarding feeding, exercise, medications, and daily routines. I also believe communication is essential, so I provide regular updates and photos to help owners feel connected and reassured. My priority is building trust, respecting each pet’s individual needs, and ensuring they receive quality care and companionship while their family is away.

About: From the first day I was born, I was surrounded by cocker spaniel puppies of my mother's. I was raised to care of different types of animals from dogs, cats, fish, turtle, bunnies, and mice! I have a great fondness and love for animals, especially dogs. We lost our 9 year old Maltese last August and would like to take care and provide some love for other dogs. I've house-sit/dog-sit my neighbor's black lab since 2008, and occasionally dog sit my friend's Australian Shepherd-Corgi mix puppy. I've also house-sit/dog-sit my coworkers black German Shepard several nights last year. I'm sometimes described as a dog whisperer, as dogs have had a natural fondness and friendliness with me. I have a night job as assistant manager/server in DT Bellevue, but morning and afternoon are wide open to take care of your furry companion.
About: I’ve always loved being around animals and getting to know their different personalities. I enjoy taking dogs on walks, playing with them, and making sure they get plenty of attention. I’m responsible, patient, and will always do my best to make your pets feel comfortable and cared for while you’re away! I’m a full-time student at UH Mānoa, but I have plenty of free time in the afternoons and evenings! My schedule is pretty flexible, so I’m able to work around different needs. I also go on daily walks around Diamond Head and would love to take a dog on the walk. I’ve had pets my whole life, so I know how important it is to make sure they feel loved and taken care of! I love going on walks with them, playing, and just spending time with animals. I’ll always make sure your pets are safe, comfortable, and getting plenty of attention, and make sure they’re well cared for.
“Veronica took a very good care of our 2 cats. Our pets were happy. One of them even accepted her and spent time on her lap. Veronica followed our peculiar instructions, and we are very happy with her service.”
“Nicole did a great job taking care of my two cats while I was away. Additionally, she was on time and I never had to worry that my cats were not being cared for.”

About: Exclusive, one-on-one dog care in my Waimānalo home on a fully fenced, quarter-acre property. I provide personalized attention, behavioral understanding, and a calm, loving environment tailored to your dog's individual needs. Only one guest at a time. Your dog is my priority. If and when I am out, your dog will be inside the home that was specifically created with your dog comfort. Each day follows a calm, structured rhythm based on the individual dog. Mornings begin with outdoor movement, followed by relaxed, unhurried meals. The day balances activity and rest, with space to move, play, and decompress, while gentle guidance is naturally integrated throughout. Evenings are calm and predictable, allowing each dog to fully settle in a safe, peaceful home with one-on-one attention..
“Megan was wonderful. Took great care of Nigel and took extra time to keep us updated on how he’s doing and make sure he had some human interaction. Would book again.”

About: Aloha! I’m Morgana, a longtime Oʻahu local, lifelong animal lover, and someone who’s generally happiest around animals, the ocean, or both! I have a degree in Marine Science from UH Mānoa and have spent years working and volunteering with animal care and conservation organizations here in Hawaiʻi and abroad. Animals have always been a big part of my life, whether they’re furry, feathered, or swimming in the ocean. I’ve also spent time working in a veterinary setting, which has taught me to pay attention to the little things, like changes in an animal’s behavior, appetite, or energy. Every pet has their own personality and routine, and I really enjoy getting to know what makes each one feel happy, safe, and comfortable. Outside of work, I’m a creative person who loves music, , hiking, and reading. I’m just as happy going for a nice walk as I am having a quiet evening at home with a furry companion curled up nearby. I’ve also spent years managing and caring for private homes also a prior Airbnb host/owner so I understand how important it is to feel comfortable with someone in your space. I’m tidy, respectful, communicative, and always try to leave everyplace I go a little better than I found it. One of my favorite things about pet sitting is getting to know each animal’s little quirks and building a relationship with them over time. Whether your pet is a cuddle bug, a playful goofball, or a slightly suspicious cat who needs a little time to warm up, I’m happy to meet them where they are and my goal is pretty simple: happy pets :) and owners who can enjoy their time away without worrying about what’s happening back home. And yes, I’m always happy to send photos and little updates along the way! 🐾 I work a hybrid schedule here in Honolulu, so my mornings, evenings, and weekends are when I have the most flexibility for pet care. I enjoy starting and ending my day with some fresh air, a walk, and a little animal companionship! Some days/weeks I have the ability to work remotely other times I will go into the office. For overnight stays, I’m happy to keep pets comfortable in their own home and maintain their usual feeding, walking, and bedtime routines. I know every animal has different needs, so I always like to chat with owners beforehand to make sure my schedule is a good fit. I’m especially happy to build ongoing relationships with local families and become a familiar, trusted face for their pets. I think the best pet-sitting relationships start with good communication and a little trust on both sides! I’m always happy to arrange a meet-and-greet in person or virtual before booking so we can get acquainted, go over expectations, and most importantly, make sure your pet feels comfortable with me. Being local to Oʻahu makes this especially easy, and I love having the opportunity to meet families in person. When staying in someone’s home, I’m mindful of their privacy, belongings, and household preferences. I like to ask questions upfront rather than make assumptions, whether that’s about visitors, household rules, emergency contacts, or your pet’s favorite hiding spot. I’m also a big believer in keeping owners in the loop. I’m happy to share little photo updates, funny moments, and reassurance that everything is going smoothly. My goal is for you to feel like you’ve left your home and furry family members with a trusted friend, not a stranger.
About: Aloha 🌈 With 20 years of experience in pet care, I specialize in providing thoughtful, personalized care for your pets, particularly large breeds. My services are designed to meet both their physical and emotional needs, ensuring they feel safe, loved, and well-exercised while you’re away. I offer more than just traditional pet sitting – I focus on enriching your pet's life with exciting pet adventures, including hiking, long walks, and outdoor play. These activities not only keep your pet active but also provide them with mental stimulation, which is especially important for large breeds. Additionally, I have extensive experience with behavior correction, helping your pets develop good habits and reinforcing positive behavior. Whether it's leash manners, training, or other behavioral concerns, I approach each situation with patience, understanding, and consistency. Your pet will receive the highest level of care and attention, tailored to their individual needs and preferences. I’m here to ensure they not only feel cared for but also thrive while you’re away. Your pet will be loved..🤗 I am a professional photographer working my own personal projects which creates a flexible schedule that allows me to create space for pet love therapy I have a fenced in garden in my building and know several other fenced in parks I frequently use at different times of the day to either avoid crowed parks or to allow for puppy play if your fur baby is social.
About: Hello, my name's Rachel and I'm a 3rd year student at Drexel University. I have had pets since I was 10 years old. I just finished working at Penn Vet Working Dog Center in assisting to train working dogs that are trained for different disciplines such as; search and rescue, explosives, narcotics and medical detection. I'm experienced with very high energy and strong dogs. I believe I can handle and provide the best care for your dog. I believe both my profession and personal experience with dogs and cats has helped me gain the skills necessary to work with almost any dog. I have some experience caring for a blind and diabetic dog and feel it would not be an issue to aid those dogs with special needs.
About: I am available on short notice and have experience caretaking an array of animals. As a first responder who is connected in the veterinary community; I can guarantee your pet is in good hands. My references and reputation providing pet care for the last decade on this island are excellent. I am currently between jobs right now so my schedule is very flexible. I am capable of top notch service. Surely giving your pet all the love, attention and care he/she/they deserve. I am very responsible and respectful of clients homes. My experience with cleaning houses for a living makes me able to take care of any accidents pets might have. I know lots of safe, pet friendly, walking paths to take pets as well.
The median cost per visit for dog sitting in Kailua is $21
Dog parents share their Rover experiences - Kailua
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.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.
How to book dog sitting

1. Search
Browse profiles of sitters near you who offer dog sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog sitting - Kailua
Select a filter and find qualifying sitters offering dog sitting.Sitters in Kailua average 5 repeat dog sitting clients
FAQs for Dog Sitting - Kailua
Frequently asked questions about Rover
The average cost of Dog Sitting in Kailua is $20 per visit as of October 2026. Most bookings cost between $11 and $32 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,395 sitters on Rover offering Dog Sitting across Kailua. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Kailua choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Kailua with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Kailua. On Rover:
- 88% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.















