House Sitting Kailua
Find a loving house sitter to watch over your pets and your home.
Over 226 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.
“Ashley was absolutely perfect at taking care of my cat Strawberry and my Pomeranian Rocky. She stayed in my apartment and took good care of them. I chose Ashley because she has a calm, cool & collected demeanor and she works from home so she was with my pets all day & night. She played with strawberry and took Rocky for lots of walks & outings. I didn’t worry about a thing the entire week I was away. I highly recommend her!”
“Julie and Peter are fantastic! We really appreciate their communication and flexibility when needed, providing the optimal care for our dogs. Thanks again!”
“Amber was great! She’s very communicative and is good about providing updates. We have a really anxious dachshund who needs a lot of attention, and Amber was patient & attentive throughout learning our pup’s needs. She was respectful of our home during her stay and came across as an experienced pet-sitter. I was nervous about having someone new watch my dog and my house, however, Amber’s calm demeanor and experience as a sitter brought comfort. Definitely recommend!”
“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!”
“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!!”
“Nancy took great care of our cats while we were gone! She was also able to calmly deal with some unexpected issues at our house while we were away which we greatly appreciated!”
“Alyssa did a fabulous job with our two babies! We were gone for two weeks overseas, and we were able to enjoy our trip knowing that our dogs were in caring, capable hands. Alyssa has a love for animals, even ones that can be difficult like ours, that really shines through, so you can rest assured knowing that your pets are safe and loved even when you have to be away. The pics she sent every day really lifted our spirits! She also took great care of our house and left it in great condition. If you're looking for a dependable and caring caregiver for your pets, look no further than Alyssa! She's fabulous!”
“We seriously couldn’t have asked for a better person to watch our three doggos while we were away 🐾🤍 From the very beginning, Jordan was so communicative, thoughtful, and reassuring. During our initial meet and greet, our dogs absolutely loved her right away, which honestly gave us such peace of mind leaving them in her care. She kept us updated with pictures and messages throughout our trip, and you could truly tell she cared for them like they were her own. It’s such a good feeling finding someone you can fully trust with your pets, especially when they’re such a huge part of your family. We came home to happy, loved, well-cared-for pups and are so incredibly grateful for Jordan. Highly, highly recommend her to anyone looking for someone dependable, caring, and genuinely amazing with animals 🐶✨”
About: I’ve grown up with dogs and other pets my entire life and currently have a husky of my own, so I’m very comfortable caring for dogs with lots of energy, strong personalities, and specific routines. Having a husky has given me plenty of experience with daily exercise, long walks, basic training, grooming, and keeping an energetic dog happy and stimulated. I’ve also cared for pets for friends and family over the years, including both younger, high-energy dogs and older dogs who need a little more patience and attention. I’m comfortable following specific feeding schedules, administering basic medications, and adapting to each pet’s normal routine. As a former EMT and current PA student, I’m attentive to changes in behavior or health and comfortable staying calm if something unexpected happens. Most importantly, I genuinely enjoy spending time with animals and will treat your pet with the same care and attention I give my own. I’ll be on Oʻahu from October 18th through November 14th for one of my medical school clinical rotations in Kailua. During that time, I’ll have a fairly consistent clinical schedule, so pet care fits naturally into my mornings and evenings. I’ll be available for feeding, walks, playtime, and plenty of attention before and after my rotation each day, as well as more flexibility on my days off. Since I’ll be staying locally for the entire month, I’m also happy to work with your pet’s usual routine as much as possible. I know how much trust it takes to leave your pet and home in someone else’s care. I always follow the owner’s instructions closely and try to keep each pet’s normal routine as consistent as possible, including feeding, walks, medications, exercise, and any house rules. I’m very mindful about keeping doors, gates, and yards secure, especially with pets that like to explore or make a run for it. I’ll also keep your home clean and tidy, bring in packages or mail, and keep you updated with photos and messages so you know how things are going. I’m happy to follow any specific instructions you have for your pet or home.
About: 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.
“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: Hi there! I'm Jackie, a dedicated dog lover with a passion for providing exceptional care for your furry friend. I've had the pleasure of caring for a husky in the past and currently have a loving minpin/chihuahua mix. My experience with dogs of all sizes has taught me the importance of understanding each pet's unique needs and personality. While I can't personally own a cat due to my boyfriend's allergies, I'm happy to provide loving care for your feline friend. I enjoy spending quality time with animals and would be thrilled to offer companionship and attention. I'm an active person who loves to walk, so if your pet needs plenty of exercise, I'm up for the challenge. Whether your dog requires daily walks or simply needs a comforting presence, I'm here to provide the care and attention they deserve I'm a part-time worker who loves spending time with animals. I'm happy to take pets on adventures or provide in-home care on weekdays and weekends "I'm committed to providing your pet with the best possible care. Please let me know your specific preferences for feeding, walking, cleaning, playing, and crating your dog. I'm also happy to accompany your pet on walks or hikes if you'd like
“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: 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.
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.
“This was the first time we have left our pup Milo for a week with a stranger. I was pretty nervous about it but as soon as I met Melissa I knew he would be taken care of! She updated us daily with texts and photos, and I wanted her to feel welcome in our home. When we got back, it was just the way we left it! Definitely recommend!”
The median cost per night for house sitting in Kailua is $50
Pet parents share their Rover experiences - Kailua
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.
Ashley was absolutely perfect at taking care of my cat Strawberry and my Pomeranian Rocky. She stayed in my apartment and took good care of them. I chose Ashley because she has a calm, cool & collected demeanor and she works from home so she was with my pets all day & night. She played with strawberry and took Rocky for lots of walks & outings. I didn’t worry about a thing the entire week I was away. I highly recommend her!
Joshua looked after my two very active dogs for 18 nights, in my home. He sent regular updates, including photos and videos. He also offered to take care of watering plants while there. The dogs were very well exercised and taken care of. It was very reassuring to know they were being looked after so well while I was off island. I would highly recommend Joshua and will definitely request his services again next time I am away.
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!
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!
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.
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
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Popular requests for house sitting - Kailua
Select a filter and find qualifying sitters offering house sitting.Sitters in Kailua average 4 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 $51.06 per night (as of September 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 September 2026, there are 1,025 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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