Dog Sitting Kailua
Book a Kailua dog sitter to watch your dog in your sitter’s home or yours.
Over 407 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.
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.
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: Since childhood I've had pets of all shapes and sizes. Let me care for your pet as you would do. They are ohana and deserve the very best! I'm currently working part-time and am home for the majority of time most days. Occasionally I do have to go into the office for 4 hour periods. I will visit or stay with your pet in your home. I will walk them as requested. Provide multiple potty breaks throughout the day. Clean drinking water will always remain accessible, and the feeding schedule will follow your directions. Leave me with clear instructions and I will make sure that they are safe, comfortable and happy while you are away.
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.
“I recently hired Madison from Rover for a weekend of drop-in visits for our two dogs. While Madison did a decent job overall, there were a few areas where improvement is needed. She forgot to refill the water bowl on the second day, sent minimal pictures that were often blurry, and delayed picking up the dog poop until the last day, which caused an increase in backyard flies since we're in Hawaii. Additionally, there were some discrepancies in her punctuality regarding the agreed-upon drop-in times. Despite these issues, Madison was friendly and showed genuine care for our pets, earning her a four-star rating.”
About: I've always loved animals and have experience caring for both cats and dogs as an owner myself. I'm comfortable with daily walks, feeding, refreshing water, cleaning up after pets, administering lots of attention and playtime, and fulfilling the needs that work best for you and your pet. I value consistency, reliability, and patience, and I’ll treat your pet with the same care and affection that I’d want for my own. While home from college, I have lots of free time and flexibility in my schedule to best accommodate for your needs. I am active, easygoing, and happy to preform house visits or walks during the day or evening, on weekdays and weekends. Whether for consistent walks/visits or short-notice care, I am available and flexible. Your pet's safety and comfort are my top priorities. During every visit, I'll follow your instructions regarding feeding, medications, walks, and routines. To ensure safety, I'll make sure doors, gates, and leashes are secure at all times and keep a close eye on your pet's well-being. I will also ensure I have clear and reliable communication with you so you can feel confident in your pet’s happiness and safety while you’re away.
About: I've been around dogs many years. Resume includes work at dog boarding learn to feed, clean, and handle pets. Hobbies include play with dogs, exercise, healthy habits, travel, shopping, and eating out. I am available to house sit and to provide day services. Seeking income and I currently stay at home. I am willing to have clients. Dogs are on property in a fenced yard with a few areas. We have morning and evening walks and play and training time throughout the day.
“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: 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.
“Andrea was wonderful. She took great care of our shy boy Julius and went above and beyond. We were so grateful to know we had someone kind, caring and responsible while we were away. We will definitely hire her again!”
“Sarah was great! She sent pictures everyday she came to visit Blackie. Blackie likes to hide but Sarah had a Blackie sighting and was able to get a picture. She is friendly and I am looking forward to working with her in the future.”
“Raven is the best! Cannot say enough about how much she cares for our kitties, how patient and gentle she is with the scared ones, how she goes ABOVE AND BEYOND when someone is hiding, MIA, or needing any kine special care, and how much we trust her in our home and with our babies. Don’t want to say too many wonderful things because if the secret of her gets out, she might booked up become too busy for us 😹”
“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!”
About: Patient and experienced dog lover based in Kailua. Animals have always been a big part of my life — from playful puppies and energetic big dogs to gentle seniors. I know that every pet has their own personality and needs, so I make sure to tailor my care to what makes your furry friend happiest. Whether that’s long walks, backyard playtime, snuggles on the couch, or just a calm and steady presence, I’m here to give them the love and attention they deserve. I currently have a very flexible schedule and work from home. Weekdays my transportation is more limited, but most locations in the kailua/kaneohe are no issue. I do not offer boarding in my house. However, I take safety, consent, and trust very seriously. This includes digital privacy of my client's pets and home.
About: Going on vacation should not be stressful for you or your pet. Your pet will enjoy their own mini-vacay with me! I enjoy creating interactive games or adventures outdoors. I worked 3 years emergency veterinary medicine and 2 years as a vet tech so I know what to look out for and can also provide special needs if your pet requires it. I have experience in training dogs also, so I can keep up with whatever your training plan is if your pup is still in training! I make healthy homemade training treats so I will share those and make them feel spoiled. If your dog is up for it, I would love to take them to hang out with friends' dogs, hiking, running, or some beach fun. It is best to keep a dog on a similar schedule that they are used to so please let me know what your dog's routine usually is. Please let me know if your dog is or isn't friendly with other dogs. I also have experience with cats and have had rabbits for 12 years so I can help no matter what your fluffy family is! Ask me about multiple pet discounts! *Limited experience with whelping and rearing puppies under 8 weeks. Let me know what your pet's usual routine is, or favorite toys, or what things they enjoy doing most so we can do them together. I can accommodate pet sitting in your home with a variety of scenarios, no matter if your pet is crate-trained or is a bedtime snuggler.
“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!”
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!
The median cost per visit for dog sitting in Kailua is $21
Dog parents share their Rover experiences - Kailua
Alice was such a great sitter for our lab, Thor. She gave him the sweetest attention and kept us up to date with each visit. She went above and beyond to make sure he was comfortable and well cared for. We will absolutely be re-booking her and recommending her services!
I reached out to Rebecca last minute for a drop-in, and she was incredibly kind, responsive, and reliable! She took such great care of our dog Penny and our house! Couldn’t have asked for a better sitter and will absolutely rebook with Rebecca!! Thank you, Rebecca!!!
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.
Sarabeth has been incredible to our pup! She’s walked our pup consistently over the past year multiple times a week and she’s super reliable! My pup loves her and gets so excited to see her for her walk! We’re sad to see her go as we trusted her greatly taking care of our pup when we needed.
Julie went above and beyond during her hangout with our pups. They’re not the easiest dogs and since they’re so big they can be a lot. This did not bother her one bit and I know they loved every second of her visit. Would love to have her stop by again. Thank you!
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.
Meet local sitters who will treat your dogs like family
1. Search
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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 Drop-In Visits - Kailua
Frequently asked questions about Rover
The average cost for Dog Sitting in Kailua on Rover is $19.98 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of August 2026, there are 1,408 sitters on Rover offering Dog Sitting across Kailua. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Kailua stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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 calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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