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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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 great with my two dogs, she made sure to send pictures and updates and left my house in great shape to come home to. I would highly recommend Amber with your fur babies! Thank you for watching the boys while I was on the mainland :) !”
“Rebooked Sam and Solene because of how fantastic they were with our pups last time. We can tell how much our dogs love them! Brings a sense of ease to me and my husband knowing they are in amazing hands!”
“This was our second time using Madison and as the first she was great! Our dogs were well cared for in the 10 days we were gone, our house was well cared for and we came home to happy healthy dogs. 😊”
“I am very appreciative that Karen was able to take over for another sitter. She was at a disadvantage because we did not get to meet before the stay started. So, she missed out on the intricate details of each dog and their behavior. But, she was caring and professional and did what was required. Also left the house so clean and even vacuumed! During the stay we gave her some tips to control one of our anxious dogs. She followed the instructions and made the rest of the visit much better. I would definitely recommend her.”
“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!!”
About: 🌺 I will be on hiatus July-August for surgery and recovery🌺 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.
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!!”
“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!!”
“Michelle is the absolute best. She stayed with my girls for a few nights and took great care of them. She’s great with sending detailed updates and photos. Michelle is reliable, professional, and has a special way with animals.”
“Michaela was great, we had a meet and greet, and everything went smoothly. She stayed at my apartment, and she was attentive to Zoe, and always made sure she was fed and taking her medicines. She kept in contact with me to let me know how Zoe was doing. Would definitely rebook”
“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.”
“Jackie was an absolute amazing cat sitter to our girl Sushi! She immediately gave her so many great cuddles and made me feel so comfortable! I was off gird for several days when I was away, and came back to many amazing updates and photos of our kitty looking so relaxed and happy! I came back to a spotless house and really happy kitty :) will 100% work with Jackie again and highly recommended her!”
“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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