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 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!”


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!
“Kelly is simply FANTASTIC! She stayed with out little Maltese (who is a bit spoiled), and watch our house while we traveled for a conference. She sent lots of daily updates and photos. Our little Rocky absolutely LOVED her; so much so that he pouted a bit after we got home and she left. Kelly was responsive, communicative, careful and caring. We will certainly reach out to her again when next we travel.”

About: I have always had a dog present since I was born. With that I have always wanted to build a strong connection with them. This includes belly rubs, giving treats, going for walks/venturing, or playing with doggy toys. I am currently working a part-time job and typically available at the beginning of the week. I do sometimes pick up shifts but I am pretty flexible with my time. During my days off I will have a plethora of time for your pets to keep company for a walk or being social. I often times like to match a pets energy. If they need some play time, I will be more than happy to give them needed attention. If they would like to have a more chill day, we can go for a nice calm walk or just relax outside on the grass.

“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: **$20 OFF First Time Customer** https://www.rover.com/sit/zachaa61403 I grew up with dogs in the house since a very young age and was always responsible for taking care of them. I would dog sit my family and friends pets. I know how to read dogs body language and energy. I know how to take care of them, feed them, exercise them, and bathe them. I enjoy taking care of all types of dogs, cats, and animals. Also, I worked as a handler for a dog daycare center. I was taught how to properly handle and care for dogs and what signs to look out for when they need attention. I have a lot of free time that I would like to fill up with pet sitting. I am free on weekdays and weekends anytime. I will treat everyone's pet with great care and responsibility. I will make sure I follow the owners rules and requests when I watch their pet.
“Nancy did a great job taking care of our cats! She was very communicative and sent us lots of pictures/videos of them. It seemed like she treated them as her own. She was fantastic!”

“Gabriella was amazing with Demi! She was eager to ask all the questions and routinely kept me updated on how they were doing. She left my home in perfect condition and even took the trash can to the curb for me so I wouldn’t have to when I returned home late at night! Definitely will rebook and fully recommend!”

About: Aloha, I am a mother of three and retired police officer. I grew up having pets my whole life. Although we no longer have a family pet, I would love to care for yours. I can board at my home, drop-in at yours or take them for a midday walk. I’m also happy to help out with any other types of pets you may have. Let’s chat! I am a stay at home mom who dog walks throughout the day and totally flexible. Your pet will be given lots of attention, love and care with our family. We have a fenced in yard with room to run. We also have a big crate if they prefer. We are accommodating to however your fur baby is most comfortable. ::::::KEY NOTE::::: I only take 2 dogs max at a time. If petsitting at your home, enjoy guaranteed overnight care from 8pm to 7am, including two additional daytime drop-ins. We offer nighttime and morning care, along with feeding, walks, and potty breaks, ensuring your pet is in the comfort of their own home. Our house sitting option includes an overnight presence and regular photo updates to keep you informed. All of this is available for just $125 per night
“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.”

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
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.
“I’ve never traveled feeling more relaxed than this weekend with Sam. She took such good care of my dogs and was so attentive of them and giving me updates. I’m so happy we crossed paths, I’d trust her with my pups any time!”

About: I’ve had dogs my entire life! Therefore, I’m very passionate on how a pet is taken care of. To love a dog from the beginning to the end of their life teaches you unconditional love and shows what a gift they are to us. I think a pets care should be taken as seriously as how you’d take care of a child. These animals are apart of your family and I think that’s how they all deserve to be treated! I’ve trained many dogs throughout college. I work remotely from home, my schedule consists of morning meetings and a couple hours of online work. Then, I spend most of my time at the beach or on hikes! Wherever I watch an animal, I have a few things I make sure of, to keep my own and other animals always comfortable and happy. Bathroom breaks are always taken as soon as morning comes, and right before bed. Bathroom breaks throughout the day are always before I leave the house, AND as soon as I get home. I believe pets should never feel the need to hold there bladder so breaks are frequent. As requested by owner, outdoor play or walking is a daily routine. By request, dogs can come along to hiking and beach activities if the owner desires!
About: I’ve always had dogs in my life, and currently have two Aussies who keep me on my toes! Over the years I’ve personally raised and trained three dogs from puppies, so I understand the patience and consistency it takes to build good habits. I own my own business and work from home, so my days are very flexible for walks and check-ins. Friends, family, and neighbors have relied on me to walk, feed, and care for their pets, and I treat every dog as if they were my own. Whether it’s a long walk to burn energy, structured playtime, or a drop-in visit, I make sure each pup feels safe, loved, and cared for. I work in remote sales, and run a wedding photography business, so my day to day and weekends are very flexible! Morning, day and evening availability. When I care for pups in their homes, I treat them like my own. I understand how important routine and comfort are, so I stick closely to your dog’s schedule — from walks and mealtimes to play and snuggles. I’m mindful of their environment, keeping them safe and happy in a space they already know and love. Whether it’s a high-energy Aussie who needs lots of exercise or a senior pup who prefers slow walks and gentle company, I adjust my care to fit their unique needs. My goal is to give you peace of mind while making sure your pup feels loved, secure, and cared for until you’re back.
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: Aloha! I’m Morgana, a longtime Oʻahu local, lifelong animal lover, and someone who’s generally happiest around animals, the ocean, or both! I have a degree in Marine Science from UH Mānoa and have spent years working and volunteering with animal care and conservation organizations here in Hawaiʻi and abroad. Animals have always been a big part of my life, whether they’re furry, feathered, or swimming in the ocean. I’ve also spent time working in a veterinary setting, which has taught me to pay attention to the little things, like changes in an animal’s behavior, appetite, or energy. Every pet has their own personality and routine, and I really enjoy getting to know what makes each one feel happy, safe, and comfortable. Outside of work, I’m a creative person who loves music, , hiking, and reading. I’m just as happy going for a nice walk as I am having a quiet evening at home with a furry companion curled up nearby. I’ve also spent years managing and caring for private homes also a prior Airbnb host/owner so I understand how important it is to feel comfortable with someone in your space. I’m tidy, respectful, communicative, and always try to leave everyplace I go a little better than I found it. One of my favorite things about pet sitting is getting to know each animal’s little quirks and building a relationship with them over time. Whether your pet is a cuddle bug, a playful goofball, or a slightly suspicious cat who needs a little time to warm up, I’m happy to meet them where they are and my goal is pretty simple: happy pets :) and owners who can enjoy their time away without worrying about what’s happening back home. And yes, I’m always happy to send photos and little updates along the way! 🐾 I work a hybrid schedule here in Honolulu, so my mornings, evenings, and weekends are when I have the most flexibility for pet care. I enjoy starting and ending my day with some fresh air, a walk, and a little animal companionship! Some days/weeks I have the ability to work remotely other times I will go into the office. For overnight stays, I’m happy to keep pets comfortable in their own home and maintain their usual feeding, walking, and bedtime routines. I know every animal has different needs, so I always like to chat with owners beforehand to make sure my schedule is a good fit. I’m especially happy to build ongoing relationships with local families and become a familiar, trusted face for their pets. I think the best pet-sitting relationships start with good communication and a little trust on both sides! I’m always happy to arrange a meet-and-greet in person or virtual before booking so we can get acquainted, go over expectations, and most importantly, make sure your pet feels comfortable with me. Being local to Oʻahu makes this especially easy, and I love having the opportunity to meet families in person. When staying in someone’s home, I’m mindful of their privacy, belongings, and household preferences. I like to ask questions upfront rather than make assumptions, whether that’s about visitors, household rules, emergency contacts, or your pet’s favorite hiding spot. I’m also a big believer in keeping owners in the loop. I’m happy to share little photo updates, funny moments, and reassurance that everything is going smoothly. My goal is for you to feel like you’ve left your home and furry family members with a trusted friend, not a stranger.
“We had an unexpected need for a house sitter, Aariah jumped in without question and was very gracious about the numerous schedule iterations we asked for before we finally settled on our trip. Grace and Suki immediately took to Aariah, as if she were their long lost mother. The three of them got along splendidly and we came home to two happy girls and a very clean house. Thank you very much for minding our girls and taking excellent care of them and our house! I highly recommend Aariah, she'll be at the top of our list next time we need a sitter!”

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?
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.
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
It's that easy! All payments are processed through Rover's secured platform.
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 , 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 .
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 .
sitters on Rover set their own , 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.










