House Sitting Kailua
Find a loving house sitter to watch over your pets and your home.

Over 261 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 :) !”


“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.”


“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.”

“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: Dogs have always been a big part of my life. I grew up with a Maltese who was my best friend, and since then I've been the go to dog sitter for friends and family. I've cared for dogs of all sizes and personalities, including Huskies, Border Collies, Poodles, Shiba Inus, and many more. I genuinely love spending time with dogs and tend to treat them like my own kids. Whether it's walks, playtime, feeding, cuddles, or keeping them company while you're away, I'll make sure your pup feels safe, happy, and loved. I work from home so I'm pretty flexible. The earlier we communicate the more flexibility I have. Typically more available in the afternoons and evenings I know leaving your dog with someone else can feel a little nerve wracking, so I'll do my best to make it easy for both you and your pup! Whether I'm stopping by for a visit, taking them on a walk, or staying overnight, I'll follow their usual routine and give them plenty of attention, playtime, and care. I'll also keep you updated with photos and messages, so you can relax knowing your dog is safe, happy, and getting lots of love while you're away.

“5 Stars – Truly the Best Dog Sitter! We are beyond grateful for the incredible care our three dogs received while we were away. From the start, it was clear our sitter was not only experienced but genuinely kind and attentive. She took the time to get to know each dog’s unique personality and needs, and it immediately put us at ease. We got regular updates and adorable photos that gave us so much peace of mind—it really felt like our dogs were on their own little vacation! It was obvious how much love and effort went into every part of their care. Reliable, thoughtful, and truly a gem—this is someone who goes above and beyond. We wouldn’t hesitate for a second to book again or recommend them to anyone looking for top-tier pet care.”

“Kawehi took excellent care of both the dog and the house. We would love to have her pet sit again next time. Also, she had excellent communication and sent lots of pictures of our happy dog.”

“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 !”

“Rochelle was great at sending updates and pictures while I was away. I felt very confident that my large dog Wisco was being well taken care of and that his special needs/requests were being accommodated. I would definitely book again.”


“Nicole is lovely to work with. She was so incredible with my dog and was extremely attentive! She took great care of the house and send lots of pictures of my sweet girl, I think my dog likes her more than me haha!”

“My dog Bella absolutely loves Anne! Anne is so wonderful! Anne watched Bella from 12pm-9pm. My in laws were visiting my husband and I from Seattle so we were looking for someone to watch her for a whole day. We are so happy that we could find a perfect match for Bella and we definitely want to ask Anne to dog sit Bella again! Thank you so much Anne! You’re the best!!”


“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”


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.
“We used Veronica to house sit and to watch our cat and dog. Veronica communicate with us daily about our animals and sent us pictures. She was super friendly and listened to all of our needs in taking care of our animals. I would recommend Veronica and definitely will be using her again to watch our animals.”
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.

Kelly took great care of Monty and made sure our home was OK during a crazy weather event on Oahu. She was also great to coordinate and communicate with and was able to help care for our home and pupper when we needed to be away due to a last minute stay in Waikiki. I would highly recommend her!

Julie was awesome! Both of my pets absolutely adored her, even my notoriously grouchy kitty! I always hate leaving them when I travel, but I felt completely comfortable with them in Julie’s care. She provided regular updates and photos and it was evident how much they liked her too. I will definitely rebook with Julie the next time I have travel.

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!

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Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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