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

Over 252 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: 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.
“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!”

“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!”

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

“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!”


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: I have been taking care of animals since a very young age. Family and friends have have relied on me to care for their pets when they've traveled. My schedule is flexible and open currently to help care for and meet your pet's needs. I'll be able to spend plenty of time with them and make sure they have all the attention love they need while in my care! Pet sitting at your home will keep your pets are comfortable and in a safe environment while you are away. Feel free to share any important details about your pet's schedules and routines with me and I will be sure to keep them happy!
“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 🐶✨”

“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!!”


“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.”

“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”

“Leilani and Luke took great care of our dogs and our home while we were away! They were very communicative and sent lots of pictures! They also clearly treated our home as their own. Will definitely book them again!”

“Rochelle was a responsible, respectful, and clean house sitter. She was so attentive with my fur baby and sent me pictures and updates daily. I really appreciated her and my fur baby loved her! I will definitely be booking with Rochelle again.”

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!

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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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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