House Sitting Kailua
Find a loving house sitter to watch over your pets and your home.
Over 246 pet parents in Kailua have booked house sitting
Kailua, Find top rated house sitting
“Alice provided wonderful care to my dog and 2 cats. She went above and beyond from start to finish. The regular updates gave me complete peace of mind — it was clear our animals were happy, comfortable, and in great hands. She also treated my home with total respect. Everything was exactly as I left it when I returned. You can tell she genuinely loves animals and takes her responsibility seriously. We will absolutely book her again and would recommend her to anyone looking for a trustworthy, attentive, and caring pet sitter.”
“Amber was flexible and accommodating. The entire experience was stress free as we knew our boys were in good hands. Amber left the house in great condition and was a great communicator. We would definitely use Amber again.”
“Madison was great with both of my dogs while I was away! She sent pictures and updates throughout the day and kept the house tidy. I came home from my trip with happy dogs, would highly recommend her as a sitter for your fur babies!”
“This was our first time using Rover, so we were a bit hesitant; but Sam and Solene absolutely exceeded our expectations. They made us feel completely comfortable leaving our pups at home for four days, and we could tell right away that they genuinely cared. They treated our home with the utmost respect and left everything spotless. Even washing our towels and bed sheets before we returned. Our dogs were kept active, happy, and so loved, and we really appreciated the consistent updates and photos throughout our trip. It gave us total peace of mind. We highly, highly recommend Sam and Solene and will absolutely be reaching out to them again for future trips!”
“Alexis is the best! She took excellent care of our cat Vinny and was constantly sending pictures and updating us! We are so grateful she was able to watch him for over 8 days! We felt very relieved our baby boy was in great hands. Thank you!!”
“Haunani was great with our pups! She is a very kind person and confident when interacting with our two labs. I’m so grateful that they got to remain in our home and keep their same schedule. They’re nervous when we travel, but Haunani helped keep them distracted as we left for our trip and we came home to a clean house and happy dogs.”
“My dog is on five different types of medications to address her irritable bowel and her arthritis. The doses cannot be missed and have to be administered on a strict schedule. Over the years, my dog has learned how to hide the pills in her mouth then spit them out when you’re not looking. If she misses her medications - especially the ones for irritable bowel - she gets sick very quickly and will get diarrhea. Sometimes violent and frequent diarrhea. So I was quite nervous about leaving her with people who weren’t familiar with her issues and her tricks. But Karen and Tony handled her like pros. How do I know? Because I came home to a healthy dog who showed no signs of having missed any meds. I can’t thank them enough for taking such good care of my Coco. Oh, and bonus, they are respectful sitters who left my home just as I had left it. They even laundered the sheets! Thank you, Karen and Tony, for caring for Coco and letting me enjoy my trip without worry. They are pros.”
About: 🌺 I will be on hiatus for dog services July-August for recovery. I will reopen dog services mid August!🌺 I bring over 10 years of hands-on experience working with animals, including more than 5 years as a kennel assistant and 5 years as a veterinary assistant. In addition to caring for my own pets, I’ve developed strong skills in administering medications, including insulin and asthma treatments. My time in a veterinary hospital has also given me valuable experience working with animals of all temperaments, allowing me to stay calm, patient, and attentive in any situation. I’m a full-time pet sitter, which means your pet gets my complete time, attention, and care. I’m dedicated to making sure they feel safe, happy, and loved, and that their time with me is as comfortable and enjoyable as possible. I have 5 years of veterinary medical experience and feel confident providing a wide range of care for pets of all needs—from those requiring more involved medical support to those who simply need extra love and cuddles. I take cleanliness and safety seriously, thoroughly cleaning and sanitizing between each client to ensure a healthy, comfortable environment for your furry friend.
“Alyson was lovely!! She really took care of my baby with a bunch of walks and snuggles. She constantly sent photos and I felt like Lincoln (our pup) was in the best of hands!! Thank you so much!! Highly recommend!!”
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.
“Alexa is a great sitter whom I highly recommend! She was so kind and amazing to work with! She sent photos and updates of Ari and made sure to keep in contact with me while I was gone. She communicates flawlessly and is extremely responsible. Definitely asking her to come again!!”
“Michaela took such great care of my dog, Wally! She was incredibly attentive throughout his stay and made me feel completely at ease. She sent lots of photos and updates, which I really appreciated, and her communication was excellent from start to finish. It was clear that Wally was well cared for and getting plenty of love and attention. I would absolutely book with Michaela again and highly recommend her to anyone looking for a reliable, caring sitter!”
“Michelle super helped us out last minute when our flight got delayed! She answered right away and gave us such peace of mind by taking care of the pups. We love having her as a part of our pack!”
“Lei is a true animal lover at heart, you can just tell from how happy and excited she was to care for our pup. She was a reliable and trustworthy care taker for our dog and home while we were off island. She made sure to communicate well about our pup and home. Our pup was happy and seemed to have a great time with Lei. I would highly recommend her for house/pet sitting or any other needs.”
“Ashley was great with our 4 month and 8 year old Goldendoodles while house sitting for us and even did so on short notice. Managing a puppy is never easy and she did a wonderful job. We came home to a clean house and felt the house was safe with Ashley staying in it. She kept us up to date with great photos while we were away too. Highly recommend Ashley for any dog walking or other sitting services !”
About: I'm amazing with animals. (Dogs specifically.) I can say this confidently, because I'm able to understand and reciprocate communication without a single word being used. I've been attacked before, and stayed because I understand that misbehavior probably has a deeper issue than just wanting to cause pain. - Simply put. I love seeing animals happy within a loving environment. But enough with the bragging and sob stories.😂 If you need a walker, a babysitter, or someone to love the bad behavior out of your furbaby, please reach out! I have 100% open availability. I'm currently working on breaking into the freelance lifestyle, so my flexibility allows for last-minute changes and needs! Open to all days and times! I live in a quiet neighborhood with a beautiful but unfenced yard. Your place is honestly (probably) better than mine. I'm a single independent woman with both professional and personal references - can be available to sit at the owner's location with ease of mind guaranteed!
The median cost per night for house sitting in Kailua is $50
Pet parents share their Rover experiences - Kailua
Joshua was great!! He instantly had karma with our 2 Basenji's. He was VERY professional in all aspects. This was the first time away from home for us with these 2 dogs and Joshua gave us daily updates with pictures daily, and sometimes multiple times in the day. We were nervous with it being the first visit away and we were very happy that Joshua was with them. We will for sure request Joshua's services in the future and give him the highest rating possible. Thank you Joshua, Chris & Annette
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!
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!
Ashley was great with our 4 month and 8 year old Goldendoodles while house sitting for us and even did so on short notice. Managing a puppy is never easy and she did a wonderful job. We came home to a clean house and felt the house was safe with Ashley staying in it. She kept us up to date with great photos while we were away too. Highly recommend Ashley for any dog walking or other sitting services !
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?
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 pets like family
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
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Kailua sitters!Sitters in Kailua average 3 repeat house sitting clients
FAQs for House Sitting - Kailua
Frequently asked questions about Rover
The average cost for House Sitting in Kailua on Rover is $53.28 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of July 2026, there are 1,040 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 short introductory meeting between you, your pet, 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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Kailua. On Rover:
- 94% of sitters can help with special care needs
- 96% 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.
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