House Sitting Kailua
Find a loving house sitter to watch over your pets and your home.
Over 204 pet parents in Kailua have booked house sitting
Kailua, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Amber is very sweet, communicative and responsive! She took great care of our 2 dogs. She even grabbed our mail and threw out anything that had gone bad while we were gone! Would book her again :)”
“Sam & Solene are absolute *dream* pet/home sitters. They are so kind, communicative, and professional. We didn't worry once while we were away and we came home to very happy and calm pets. They also left our house SO clean. They really go above and beyond, and we are so grateful to have found them for future pet/house sits! Thank you, Sam & Solene! 🌺”
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: Ever since I could remember, I've learned to care for as well as love several different animals. Whether or not they're my own, it's always been second nature for me to care for them as family. I have thorough experience taking care of old and young furry, scaley, feathery, and swimming friends- both owned by others and me! I have raised puppies, kittens, and ducklings and am currently caring for a senior pup and senior hamster! I am currently living with my brother in Hawaii for a few months and would love to care for furry friends all around the island! Here, I spend lots of time with the family pup Maggie-Jo playing and going for walks. When it comes to connecting with others' pets, I make sure to understand their routine and make them feel the most comfortable in the place they call home!
“Kaitlyn was absolutely amazing with my anxious dog Penny. She knew how to approach her and talk to her without any trouble. Penny usually barks at new people but she didn’t bark once at Kaitlyn which is when I knew that Kaitlyn was perfect for Penny. She was able to get close and feel at ease. She did an amazing job at watching Penny and kept me updated with texts and pictures throughout the day which was amazing and reassured me that my dog was given love and care the whole time. My previous Rover sitter had not contacted me in a couple days and Kaitlyn was able to squeeze me in at the last minute! I am so grateful for that. I will definitely be seeking out Kaitlyn again for any future days that I am away from Penny as she is very trustworthy and amazing with fur babies. I’ll know she’ll be well taken care. I’ll definitely be recommending Kaitlyn to everyone that I know that will need a sitter.”
About: Experienced sitter who cares for dogs large & small, senior or robust. Caters to their individual personalities. Administers medication as needed & ensures dietary guidelines are met. Prioritizes pets comfort in their space. Flexible & willing to accommodate. Monday - Thursday, after 4pm. Every other Friday, open. Work Fridays, after 3pm. Weekends & holidays, open. I am available after work and available on weekends. I will ensure your pet is a priority. Maintains an open line of communication with pet owners. Instructions are followed as described. Maintains clean environment. Privacy is upheld to protect pet and owner.
About: I grew up with Great Pyrenees, Great Pyrenees/Border Collie, Australian Shepards mixes. I've walked, fed, brushed and played with these big dogs for more than a decade. The two Great Pyrenees sisters I currently help take care of have matured from 4 month old puppies to elderly ladies. I'm quite used to the typical arm jerk or pull that is often associated with walking big, enthusiastic dogs. I work during the day, but generally am up quite early and thus would be able to walk dog(s) before work. I am also quite flexible in terms of where I stay on Oahu and thus can easily incorporate dog sitting into my weekly routine. Alternatively, I have cared for large breeds in their owners homes in San Diego. I am extremely respectful of folks homes and belongings both in the context of pet care, as well as through AirBnB.
“Alyssa stayed with our two dogs for five days while we were out of town. Of course, both of them were having skin flare ups while we were away. Alyssa administered all kinds of meds, creams and sprays which helped keep everything under control. She left the house sparkling clean as usual. We are so grateful!”
About: As owner of Doggie Paddles for nearly 25 years,I'm confident regarding my ability to anticipate the needs of both pets and their owners. This doesn't mean I dont take a huge amount of notes from everything about your dogs health to the location of your breaker box. I've cared for every size dog from teacup to giant. Some impeccably trained, others not so much and have loved them all equally. I currently work from 830 am to 330 pm in an office in Temple Valley Monday through Friday. For cats, this shouldn't affect their care. For dogs it means I'd be leaving Kaneohe for your home to complete the mid-day visit. This isn't an issue as long as I know it's expected. I'm a non-smoker and rarely cook in an owners kitchen. Privacy/security is important to me. I'm off the grid as far as socials go and ask who knows your off island and what cars should be in your driveway.
About: I have had pups my entire life. I am an absolute animal lover. We currently have 2 spoiled frenchies that love having playmates come over. We have a large fenced in yard so they get plenty of playtime outside as well. I am a personal trainer as well. I am home most of the day because my clients come to train in my home. When I do have to leave for something, someone is typically home. Our pups are rarely ever alone. We have a large fenced yard but also love to take walks if you pup likes to get out. Extremely detail oriented and responsible. I take care of our little visitors as I would someone in my family. I send plenty of updates and photos to ease your mind when away.
About: What sets me apart is the genuine care and attention I give every pet as if they were my own. I take the time to understand each animal’s personality and routine, helping them feel safe, comfortable, and loved while you’re away. I’m experienced with pets of all ages, from energetic puppies and kittens needing patience and consistency to senior pets requiring gentle care and extra attention. I’m comfortable with special feeding schedules, exercise, playtime, basic training reinforcement, medication reminders, and providing updates with photos and messages for your peace of mind. My goal is to provide reliable, compassionate care that keeps both you and your pet stress-free. Pet care fits naturally into my daily routine because I have a flexible schedule and enjoy spending time with animals. I plan my day around each pet’s needs, making sure they receive timely feedings, walks or playtime, fresh water, and plenty of attention. Whether it’s a quick drop-in visit or extended care, I’m committed to keeping pets on their regular routine so they feel comfortable, safe, and happy while you’re away. I also provide regular updates with photos, giving you peace of mind that your pet is receiving the care and companionship they deserve. I care for every pet with patience, kindness, and attention to their individual needs. In a client’s home, I follow their pet’s normal routine as closely as possible, including feeding schedules, fresh water, walks or playtime, litter box or yard cleanup, medication if needed, and plenty of affection and companionship. I also keep the home tidy and provide regular photo and message updates so owners know their pets are safe and happy.
“Francine did a wonderful job watching not only my senior cat Mabel, but also looking after my apartment during the terrible storms and flood warnings. I have a hard time leaving my cat and my home in the hands of other people, but Francine made me feel very comfortable and confident that everything would be well taken care of and it was. I’d highly recommend booking with Francine.”
About: I’ve had cats and dogs and fish and birds as a kid, I have had cats and dogs and currently have 2 resident havanese small dogs. I work full time in Honolulu. I can do pet care evenings and some weekends. I can board pets in my home. I can give medications, take pups on a walk or check in on cats. The pets I have had can crate or roam free in the house depending on needs. I have administered medications, doggie diapers and even played YouTube dog separation anxiety videos for pups to settle into the home. I work full time and can let pups out in the evenings. Weekends I am often home. So sometimes I enjoy heading to the beach or on a hike. I am a loving pet mama who will care, hang out and love on your sweet pet. I like to cuddle with the pets in the evening and watch TV and take them on a walk during the day.
About: I am always the person asking to say hi to your dog. Having owned everything from Cane Corsos and Rottweilers to lovable mutts of all kinds, I am completely comfortable with dogs of every size, breed, and temperament. I have also raised and cared for cats, rabbits, hens, silkies, quails, and even a pig, which has given me a deep appreciation for each animal's unique personality. Whether your pup is a gentle giant, an energetic explorer, or a sweet rescue who needs a little extra patience, I bring genuine warmth, attentive care, and plenty of affection so you can have peace of mind while you are away. I work from home most days, and my schedule is flexible enough to accommodate your pet's daily routine, walks, playtime, and feeding times with ease. When caring for pets in your home, my top priority is keeping their environment safe, clean, and consistent with their usual routine. I follow your instructions closely for feeding, walks, and house rules so your pets feel comfortable and secure in their own space. I also treat your home with the utmost respect and send regular updates and photos so you always know how your pets are doing. If you are also boarding pets in your own home, let me know details like whether you have a fenced yard or where pets sleep, and I can tailor it for that too.
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: Hi! I’m a lifelong dog lover with 14 years of experience in dog walking & house sitting. My family has a 12-year-old Golden Retriever, and I’ve been involved in her training over the years. I’ve also helped a friend train their puppy under the guidance of a military police dog trainer. Over the years, I’ve cared for dogs of all ages and needs, from puppies to senior dogs requiring specialized attention and dogs needing extra care while recovering from illness. I prioritize every dog’s health, happiness, and safety, whether that means going on adventures, getting exercise, or providing a comfortable space to relax. My goal is to make every dog feel loved and cared for while giving their owners peace of mind! I recently moved to Hawaii with my boyfriend in the military and currently volunteer part-time at a local hospital a few mornings per week for four-hour shifts. Outside of that commitment, I have a flexible schedule and am happy to coordinate care around your pet’s needs. I’m glad to discuss specific days & times to find a schedule that works best for everyone! When caring for pets in their own homes, I prioritize maintaining their usual routines and providing a safe and comfortable environment. I follow each owner's instructions closely regarding feeding, exercise, training, and any special care needs. For dog walking, I prioritize leash safety and each dog's individual energy level and abilities. When house sitting, I treat every home with respect and ensure pets receive plenty of attention, companionship, and care while their owners are away. I also believe in keeping owners updated as appropriate so they can feel confident their pets are in good hands!
About: Hey y’all, my name is Kayla! I am a loving dog mom of two big girls. I have many years of pet care experience. I worked for a boarding kennel caring for up to 50 pets (cats & dogs) at once, and miss it dearly! Additionally, I grew up with many different types of pets. I have also pet sat for many families over the years, those with cat and dogs. Lastly, I have had my girls for almost 8 years now. I look forward to meeting you and your babies! 🤎🐾 I work full time typically 8 hours a day and am off on weekends. Although, I am completely free for your pets when not at work! I am happy to accommodate all of your pets needs! I can accommodate your pets as needed! I can do drop ins, walks, park visits, overnights, etc. I am comfortable giving medicine as needed. I find it very important to keep pets routines as normal as possible, especially while parents are away to minimize stress!
“Sasha is the best, this is our second time using her and not the last!! She is so sweet with our two doggies and they love her. She also does a wonderful job taking care of our house and making sure our sheets are washed and house is in order!”
“Milan did a wonderful job taking care of our two cats and our apartment and plants. She was genuinely affectionate with our cats while we were gone (so much so that she seemed to win over our shy cat who tends to hide from strangers!). Milan was responsive, sent daily pictures, and left the house clean and the cats happy. She’s an all around kind, friendly, and responsible person, and we’ll definitely book again if she’s available on our next trip!”
The median cost per night for house sitting in Kailua is $50
Pet parents share their Rover experiences - Kailua
We couldn’t have asked for a better house and dog sitter than Melissa! She recently took care of our senior dog, Hoku, and was incredibly thoughtful and attentive to all his needs. Her communication was top-notch—she sent daily photos and updates, which gave us so much peace of mind while we were away. Knowing Hoku was in such good hands and our house was well looked after allowed us to truly relax. We felt 100% comfortable with Melissa and will definitely be booking her again!
Ashley was one of the best pet sitters we have ever had. She took wonderful care of our two dogs while house sitting for a week, sent us daily photo updates, and even cleaned the house before she left. She is incredibly thoughtful, reliable, and communicative. We felt completely at ease knowing our dogs and home were in such good hands.
Kaitlyn was absolutely amazing with my anxious dog Penny. She knew how to approach her and talk to her without any trouble. Penny usually barks at new people but she didn’t bark once at Kaitlyn which is when I knew that Kaitlyn was perfect for Penny. She was able to get close and feel at ease. She did an amazing job at watching Penny and kept me updated with texts and pictures throughout the day which was amazing and reassured me that my dog was given love and care the whole time. My previous Rover sitter had not contacted me in a couple days and Kaitlyn was able to squeeze me in at the last minute! I am so grateful for that. I will definitely be seeking out Kaitlyn again for any future days that I am away from Penny as she is very trustworthy and amazing with fur babies. I’ll know she’ll be well taken care. I’ll definitely be recommending Kaitlyn to everyone that I know that will need a sitter.
Madison did a great job taking care of our dog and house. She kept us up to date with photos through out her stay and left our place very clean. She responded quickly to all messages and requests. I would highly recommended Madison for any pet sitting services and will hopefully be using her in the future to take care of our house and dog.
John was absolutely incredible with our 3 dogs (that range in age and size - 12 yr old Golden, 10 yr old Golden, 3 yr old mini-poodle)! He stayed the night while we were traveling allowing the pups to feel comfortable in their own home. He even sent pictures to us throughout the day. The pups had a blast!! He is a licensed veterinarian and an epidemiologist, which made us feel extra comfortable. He also agreed to an initial meeting with the pups before the booking. We will absolutely be using John again!
Gabby was wonderful with our anxious dog. He takes some time to warm up to new people, but she was patient, calm, and clearly made him feel comfortable. She sent thoughtful updates and photos that gave us peace of mind, and it was obvious he really liked her. We’re so glad we found Gabby and absolutely plan to use her again in the future.
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 house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
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Popular requests for house sitting - Kailua
Select a filter and find qualifying sitters offering house sitting.Sitters in Kailua average 3 repeat house sitting clients
FAQs for House Sitting - Kailua
Frequently asked questions about Rover
The average cost of House Sitting in Kailua is $50 per night as of October 2026. Most bookings cost between $31 and $96 per night. 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 1,006 sitters on Rover offering House Sitting across Kailua. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Kailua walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Kailua maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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!
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.
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.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Kailua. On Rover:
- 90% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 97% 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.
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