Dog Sitting Kailua
Book a Kailua dog sitter to watch your dog in your sitter’s home or yours.
Over 441 pet parents in Kailua have booked dog sitting
Kailua, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Rebekah was great taking care of my two cats! I think she primarily cares for dogs, however my shy cats warmed up to her and appreciated her around. Responsive and helpful. Despite being off island I felt more at ease with the communication. We were able to work through a door access issue and two storms/power disruptions.”
“This was my first time booking Rover, and Alexis made it so so easy. I wasn’t capable of being in contact 24/7, since I was out of town for a family matter. She easily understood my instructions, and I never ONCE had any doubt or fear for Yoshi’s (my kitty) safety. I was able to enjoy my time away, while also knowing she was well taken care of :)”
“Karin and her kids were awesome to Koa! She did a great job taking care of him and went far and beyond what was expected. Her kids playing with Koa warmed my heart so much and that was not expected at all and very much appreciated. Koa loves being with kids. I definitely would hire Karin again next time I need her. Thanks Karin!”
“Shienne really helped us in a bind for care for our two kitties. She was super responsive, and even handled an issue with our cat’s feeder without ever having seen it before. Our cats seemed to warm up to her quickly, too, even without having met her prior to care!”
“Marie is AMAZING!! She is so loving and thorough with taking care of my furrbabies, I always have peace of mind when I am away because I know they will be loved and well taken care of 😸”
“Laura was absolutely amazing! She took such great care of our sweet boy while we were out of town. I never once worried about him and she treated him like her own. She constantly updated us on how he was doing and provided us pictures for every visit. I will definitely be booking with her again and couldn’t recommend her more! She took such great care of our home too. She is the hands down BEST!!!!”
About: Dogs have always been a big part of my life. I grew up with a Maltese who was my best friend, and since then I've been the go to dog sitter for friends and family. I've cared for dogs of all sizes and personalities, including Huskies, Border Collies, Poodles, Shiba Inus, and many more. I genuinely love spending time with dogs and tend to treat them like my own kids. Whether it's walks, playtime, feeding, cuddles, or keeping them company while you're away, I'll make sure your pup feels safe, happy, and loved. I work from home so I'm pretty flexible. The earlier we communicate the more flexibility I have. Typically more available in the afternoons and evenings I know leaving your dog with someone else can feel a little nerve wracking, so I'll do my best to make it easy for both you and your pup! Whether I'm stopping by for a visit, taking them on a walk, or staying overnight, I'll follow their usual routine and give them plenty of attention, playtime, and care. I'll also keep you updated with photos and messages, so you can relax knowing your dog is safe, happy, and getting lots of love while you're away.
“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!”
“I use Lisa for drop-in visits and she is wonderful! She is very communicative and sends detailed follow ups with pictures. It is evident that she cares about your pet, and she wants to make sure she is meeting your needs and requests. She is trustworthy and just a kind person in general. I felt comfortable with her from day 1.”
About: I've had a dog ever since I was about 6 years old. I'm just turned 25 so that's just about 20 years of experience! I've started pet sitting and housesitting when I was 15 years old. I have taken care of all kinds of breeds from goldens, to herding dogs, and (my personal faves) bully breeds. I can work with all types of temperaments and energy levels :) I am currently serving active duty in the Marine Corps, so my days can look quite different, which is why I prefer weekends. During the week days I have PT starting at 5:30AM and don’t get off of work until 4:30. However I do have a 2 hour window during lunch from 11-1, but that is not always guaranteed. On the weekends I am completely open! I go to church on Sundays but other than that I am available. For overnights I prefer to come to the house at least a day in advance in order to see where everything is and what set up the pet(s) have. During the stay I try my best to send updates with pictures to ensure the pet owner is kept in the loop on a daily basis!
About: I work from home, so your pet gets constant attention and care. Clean, calm home with a fenced yard for safe play. Daily walks that dogs love to join. I also love to run if your pup does! Experience in veterinary settings; comfortable administering medication. I only host 1–2 dogs at a time for personalized care. Single dog stays available upon request. Active or low energy, I match your pet’s needs. I work from home, so your pet will have consistent attention and companionship throughout the day. I can easily step away for walks, potty breaks, or playtime whenever needed. I’m also close enough to walk to and from my kids school, so a twice a day walk is guaranteed. I’m happy to match your pet’s energy — whether that’s a relaxed day lounging in the sun, short walks, or going for a jog. On weekends, I enjoy hiking and being outdoors, but I also love quiet days at home with movies and downtime. Whatever your pet prefers, I can accommodate. In your home, I will stick closely to your pet’s routine and any house rules you have in place. I hold a Top Secret clearance, so you can trust that your home and belongings are in safe, responsible hands. In my home, I have a calm, structured environment. I have a spayed, very submissive hairless Xoloitzcuintli who does well with other pets. My kids are with me part time and are very respectful of animals and mindful about doors and boundaries. I have a cat who was raised in a foster environment and is very comfortable around other animals. My home is a safe, low stress space where pets can relax and feel at ease.
“Michaela continues to be our go-to petsitter for our two kitties while we are out of town! She is communicative, goes above and beyond to love on our kitties and sends great photo updates. We really appreciate knowing our babies are in good hands when we leave town. Thank you for all your help, Michaela!”
“Brooke's communication during our trip was excellent. We got daily messages about how the dogs were doing and pictures, when the dogs cooperated. I could tell our girls were well cared for during our absence.”
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.
About: I have taken care of and had dogs my whole life! I had four dogs growing up as a kid that I watched while my parents went away, and now I have a fur baby of my own! I am a school psychologist by day :) Looking for something to on weekends on this beautiful island! Happy to take your dog out for weekend walks As the mom of an anxious pup, I am familiar with how to care for, leave, and greet your pup! I am familiar with crating dogs before leaving, sneaking out, or just saying goodbye!
About: Hi, I'm a remote worker who loves to travel and meet new people and pets. Recently, I have been spending more time in Hawaii, so I'm starting my Rover back up while I'm on island. I have over 10 years of experience caring for dogs, cats, and other pets. I've taken a training in dog body language from the humane society and am very detail oriented when it comes to following instructions for your pet's needs. I work remotely, which means more time at home caring for your dogs or cats. Feel free to reach out with any questions :) I'm happy to video call or meet in person with any potential clients to see if we'd be a good fit. I work from home on a flexible schedule, which means more time to give attention, pets, and walks to your furry loved ones. I'm happy to stick to your pet's preferred routine. Your pet will be my priority while I'm at your place. I'm also happy to tackle other responsibilities during a pet sit - picking up mail, taking out trash, etc., so that everything gets taken care of while you're away. Cleanliness will be a priority, and I always pick up after myself to leave a space exactly as I found it.
About: I have always had a dog present since I was born. With that I have always wanted to build a strong connection with them. This includes belly rubs, giving treats, going for walks/venturing, or playing with doggy toys. I am currently working a part-time job and typically available at the beginning of the week. I do sometimes pick up shifts but I am pretty flexible with my time. During my days off I will have a plethora of time for your pets to keep company for a walk or being social. I often times like to match a pets energy. If they need some play time, I will be more than happy to give them needed attention. If they would like to have a more chill day, we can go for a nice calm walk or just relax outside on the grass.
About: Hello! My name is Jasmine, I am a pet owner and have always been animal lover. Growing up on a small farm, I learned at a young age what proper animal care meant and the significance it holds. I have experience caring for a variety of animals ranging from: cats, dogs, birds, fish, chickens, ducks, frogs and rodents. I have over 6 years of experience in caring for people’s animals as well as my own. I am comfortable of my grooming, walking, feeding, playing with and bomding with your pets. I have been a volunteer at the SPCA and have participated in their pet care summer programs. I am an energetic undergraduate student with a flexible schedule and look forward to meeting your pets! Please feel free to contact me to discuss my services. I’m currently working part time which allows me plenty of time to play and care for your animal. Your pets needs are my priority and I am more than confident in my ability to fulfill those needs! I have a fenced in yard with lots of space to offer! I have a small dog who is very loving and playful that can be a companion to your dog!
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?
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 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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
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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 on Rover is $20 per visit as of October 2026. Most bookings cost between $11 and $32 per visit. 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 1,410 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 Rover's Trust & Safety page .
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 Rover Guarantee , 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 Meet & Greet .
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:
- 92% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 98% 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 cancellation policy , 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.
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