House Sitting in Kailua

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

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Top rated Kailua house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Skyla D.
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Skyla D.
from
$38
per night
5.0 out of 5.0 stars
2 reviews
3 repeat clients
4 years of experience
Kailua, kailua, HI, 96734

About: Hi, I’m Skyla! 
I’ve been surrounded by animals my entire life and have a deep passion for their care and well-being. My mom is a veterinary technician, so I was lucky to learn about animal care from a young age. Over the years, at veterinary clinics i’ve gained hands-on experience with a wide range of dogs—from tiny Chihuahuas to large, energetic breeds. I’m comfortable working with all kinds of temperaments, whether your pup is high-energy or more laid-back. In addition to caring for my own pets (a Pit Bull, a Chihuahua, a few cats), I’ve also supported causes like the Street Dog Coalition by helping raise funds and awareness. When your pet is with me, I’ll make sure they feel loved, safe, and entertained—and I’ll send you lots of picture updates so you can follow along on all of our fun walks and adventures! I’d love the opportunity to care for your furry friend—feel free to reach out with any questions Pet care is currently my full-time job, and it fits perfectly into my daily routine. I dedicate all my time to providing the best care for pets. I provide a safe, loving home with a big yard and pool. My two friendly dogs ( pit-bull and chihuahua) can keep visiting pets company during their stay.

Sitter Profile Image: Julie & Peter W.
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Julie & Peter W.
from
$60
per night
5.0 out of 5.0 stars
32 reviews
10 repeat clients
20 years of experience
Kailua, Kailua, HI, 96734

Julie is absolutely amazing with animals. Both my dog and cat are unsure of strangers and they both felt so comfortable with her right away. Highly recommend!!

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Vanessa J.
Sitter Profile Image: Haunani S.
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Haunani S.
from
$45
per night
5.0 out of 5.0 stars
12 reviews
5 repeat clients
8 years of experience
Kailua, HI, 96734

We love Haunani! She is friendly, responsive and very professional. This was our first time using her for our dogs and house sitting, and she was great! Right before we left on our trip, one of our dogs developed a medical issue and she handled it very well. She kept us updated with photos and reports, so we were able to relax completely while away. I highly recommend her!

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Ingrid S.
Sitter Profile Image: Joshua B.
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Joshua B.
from
$45
per night
5.0 out of 5.0 stars
46 reviews
12 repeat clients
8 years of experience
Kailua, HI, 96734

Josh is the best with our husky Roxy! We went away for an extended period for the first time since getting our dog and were nervous to leave her since she can be anxious in unfamiliar situations. Josh took special care to make sure Roxy was at ease. He followed all of her care instructions perfectly and sent wonderful photos of their walks along with detailed updates. His passion for working with animals enabled him to build a strong bond with Roxy quickly and we could tell she was so happy to have him as a new friend. We were able to enjoy our vacation knowing Roxy was so well taken care of while we were away. We highly recommend Josh :)!

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K
Sitter Profile Image: Alexa B.
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Alexa B.
from
$55
per night
4.9 out of 5.0 stars
10 reviews
1 repeat client
15 years of experience
Kailua, Kailua, HI, 96734

Lexie took great care of our girls while we were away for our wedding! She was attentive and very easy to work with. We will definitely be booking with her again for our future travels!

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Kelly S.
Sitter Profile Image: Matt F.
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Matt F.
from
$50
per night
5.0 out of 5.0 stars
7 reviews
2 repeat clients
30 years of experience
Kailua, Kailua, HI, 96734

Matt house sat with our dog Alfie for 2 weeks and kept him active with long walks, runs and trips to the beach. Alfie liked Mike as soon as he met him. Mike kept our home clean and even took care of the garden. We hope he'll be available next time we travel.

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Susan E.
Sitter Profile Image: Nancy A.
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Nancy A.
from
$25
per night
5.0 out of 5.0 stars
6 reviews
1 repeat client
10 years of experience
Kailua, Kailua, HI, 96734

Nancy was great! My cats absolutely loved her. She was communicative throughout the entirety of our trip sending cat updates every day. She left our house clean and tidy. We would definitely book again and recommend her to our friends.

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Kate A.
Sitter Profile Image: Haehae K.
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Haehae K.
from
$40
per night
5.0 out of 5.0 stars
2 reviews
15 years of experience
Kailua, Kailua, HI, 96734

Such a sweet, trustworthy person. We booked her last minute and she did great. Sent lots of photos with our pups, handled some house things that came up and overall very communicative and responsive!

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Shaolin L.
Sitter Profile Image: Amber R.
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Amber R.
from
$60
per night
5.0 out of 5.0 stars
26 reviews
6 repeat clients
8 years of experience
Kailua, HI, 96734

Having just moved on-island and required to travel back to the mainland for an important family event, I was skeptical about using this service to find the right dog-sitter. I'm so grateful that I was able to find Amber! She did a preliminary visit to meet the dogs and see our house and there was an immediate connection. Amber has a very calming energy and made us feel comfortable that everything would be taken care of while we were gone. She stayed at the house with the dogs, took them on walks, and sent us pictures. She left the house exactly as she found it, meaning you couldn't even tell she'd been there - very neat and tidy. I would highly recommend Amber and I will look to rebook with her when my next trip is finalized.

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Kara W.
Sitter Profile Image: Joseph R.
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Joseph R.
Star Sitter
from
$38
per night
5.0 out of 5.0 stars
20 reviews
3 repeat clients
25 years of experience
Kaneohe, Kaneohe, HI, 96744

Joey cared for our two dogs in our home while we were away on an extended trip. He was communicative and sent updates/photos of our dogs and home. We returned to a clean home and happy pups. We recommend Joey and will definitely book with him again!

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Bonnie C.
Sitter Profile Image: Alyssa G.
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Alyssa G.
from
$50
per night
5.0 out of 5.0 stars
3 reviews
10 years of experience
Kailua, Kailua, HI, 96734

I cannot recommend Alyssa enough! She watched my dog Riley for a full week and went above and beyond. She took Riley on tons of walks, played with her endlessly (which is saying a lot because Riley is very energetic!), and even started teaching her new tricks. I came home to a happy, well-cared-for pup who was absolutely exhausted in the best way possible haha. I felt completely at ease knowing Riley was in such great hands. I already booked with her again!

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Kacy N.
Sitter Profile Image: Karen & Anthony C.
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Karen & Anthony C.
from
$75
per night
4.9 out of 5.0 stars
140 reviews
71 repeat clients
15 years of experience
Kailua, Kailua, HI, 96734

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.

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Toni G.
Sitter Profile Image: Melissa H.
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Melissa H.
from
$50
per night
4.7 out of 5.0 stars
9 reviews
2 repeat clients
15 years of experience
Kailua, Kailua, HI, 96734

We were so pleased with Melissa’s stay with our pets. She is reliable, communicated well with us while we were away by sending photos and updates. We also appreciated her flexibility when our travel plans changed last minute. We came home to happy dogs and a well kept home!

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Kt G.
Sitter Profile Image: Jackie B.
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Jackie B.
from
$75
per night
5.0 out of 5.0 stars
12 reviews
1 repeat client
12 years of experience
Kailua, Kailua, HI, 96734

Jackie watched our two French bulldogs for an evening and was wonderful! My frenchies are sweet but can also be a handful, so we are so grateful for Jackie’s patience. My younger pup requires medication at a certain time and has a risk of seizures, and she handled all of that perfectly. She gave lots of updates throughout the night, which we appreciated. Thank you Jackie!

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Lauren J.
Sitter Profile Image: Aiyana D.
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Aiyana D.
from
$28
per night
5.0 out of 5.0 stars
3 reviews
1 repeat client
13 years of experience
Mokapu, Kailua, HI, 96734

This was our first time having a house sitter to watch our dog and two cats in our home so naturally we were pretty nervous about the experience, however after meeting with Aiyana we felt assured and knew we could trust her from the get go, especially getting to know her and her experience. our animals can be a handful but she showed a calm and patience with them the second she met them. She kept great care of our house as well as being super responsive to all of our check-ins while we were gone, sending pictures, updates, and we came home to a happy, healthy fur family with our home just as we left it. Highly recommend her as a trustworthy, reliable, and responsible person to have around, will be reaching back out to her for our next out of town trips!

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Nainoa L.
Sitter Profile Image: Olivia M.
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Olivia M.
from
$60
per night
5 years of experience
Kailua, Kailua, HI, 96734

About: Hi! I’m Olivia. I’ve been pet and house sitting for about 5 years alongside my career as a labor & delivery and NICU nurse. I also have two furry family members of my own- a lab mix named Zeke and a black cat named Binx. Most of my experience has been live-in pet and home sitting when families leave town for work, vacation, etc. However, I’m happy providing daily visits as well :) I have experience caring for dogs, cats, and chickens, with the majority being dogs. I have cared for puppies, seniors, and dogs with medical conditions that require special attention, such as prescription medications and chemotherapy appointments. While I am new to Rover, I do have a Trusted Housesitters profile with reviews from my past clients. Since I recently relocated to Hawaii, I decided to create a Rover account as well to expand my network in hopes of continuing to care for pets in my new home! I am currently working full-time as a nurse at Kapiolani Medical Center, which is 3 12-hour shifts per week. On my off days & nights, I am fully available to provide pet care. While I am unable to bring additional pets into my home in Kailua, I am happy and willing to care for your pets in the comfort of their own home. I have a car and am able to commute as needed.

Sitter Profile Image: Taylor R.
Verified Enhanced Background Check
Taylor R.
Star Sitter
from
$28
per night
5.0 out of 5.0 stars
10 reviews
5 repeat clients
10 years of experience
Kailua, Kailua, HI, 96734

Taylor was great! She sent me pictures of my baby while I was gone. Fast to respond when I reached out. She also washed my sheets and towels so I have something to use when I get home! Thanks Taylor!

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Joana P.
Sitter Profile Image: MaryAnn F.
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MaryAnn F.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
20 reviews
16 repeat clients
15 years of experience
Kaneohe, Kaneohe, HI, 96744

About: I've been working in the animal welfare field both full time and part time for the past 9 years in animal behavior and training. I started volunteering in 2010, and have loved caring for and training animals since I was a kid. I now provide pet caring services (walking, feeding, med administration etc) along with behavior consultations/training for both cats/dogs (specializing in reactivity, fear, anxiety, leash walking, basic obedience training etc.) My favorite dog breeds include herding and working dogs, but I love them all! I also have a special place in my heart for cats, as I've had quite a few throughout my life of all temperaments and medical issues. I work remotely from home and have flexibility during the week and weekends to help take care of your animals. My availability can range from 7am-9pm+ per day. I can also do overnight stays if needed. I take the utmost care with ensuring the safety of my own animals and those in your home. Whether through carefully entering and exiting a home, securely closing doors and gates, properly collaring/harnessing/leashing animals, and being watchful of door darters.

Sitter Profile Image: John B.
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John B.
from
$28
per night
5.0 out of 5.0 stars
1 review
1 repeat client
20 years of experience
Kailua, Kailua, HI, 96734

About: I have a genuine love of all animals, and I would love your pet as if it was my own. I have the most experience with dogs and cats. I’m generally home at about 2pm each week day. I am available to walk or feed your pets in the afternoon and weekends as needed. I offer dog/cat feeding and play time, plus dog walking. I will spend time with your pet so he/she does not feel lonely each day.

Sitter Profile Image: Molli P.
Verified Enhanced Background Check
Molli P.
from
$75
per night
5.0 out of 5.0 stars
10 reviews
1 repeat client
12 years of experience
Kailua, HI, 96734

Molli did an amazing job taking care of my corgi, and she was able to do it with almost no notice!! She truly is a hero and a great dog mom

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Mark C.
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Over 460
pet parents in Kailua have booked house sitting

Kailua pet parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Alyssa was a last-minute overnight, in-our-home pet sitter, and she was excellent! Our usual non-Rover helper was sick and we scrambled! She was so prompt that we were able to communicate almost immediately, and she was very respectful. I felt heard while voicing my concerns, and respected when my young child woke up and I had to interrupt our conversation. She is promptly communicative, she left the home in better shape than she found it, and most importantly, she took perfect care for our two little baby dogs, with receipts :)! I will definitely reach out for any future trips, as she’s professional and trust-worthy for your fur babies!

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Montana T.
House Sitting
5.0 out of 5.0 stars

I highly recommend Matt! He was fantastic with our sometimes moody German Shepard. In addition, he was extremely clean while in our home and communication was excellent. We will absolutely use Matt again in the future!!

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S M.
House Sitting
5.0 out of 5.0 stars

Aiyana is amazing and was so accommodating to our family’s needs! She was wonderful with our dog and would highly recommend her to anyone!!

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Makennah B.
House Sitting
5.0 out of 5.0 stars

Nancy was great! My cats absolutely loved her. She was communicative throughout the entirety of our trip sending cat updates every day. She left our house clean and tidy. We would definitely book again and recommend her to our friends.

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Kate A.
House Sitting
5.0 out of 5.0 stars

Lexie took great care of our girls while we were away for our wedding! She was attentive and very easy to work with. We will definitely be booking with her again for our future travels!

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Kelly S.
House Sitting
5.0 out of 5.0 stars

KC always keeps our cats happy and well taken care of! She goes above and beyond and we have peace of mind that they are doing well when we are away.

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Leah B.
House Sitting
5.0 out of 5.0 stars

Mahalo Josh for taking such good care of Henri. Seems like he had the best time with you and he is so happy and healthy! Thanks you we would love it if you would sit for him again!

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Emily B.
House Sitting
5.0 out of 5.0 stars

Suzanne was fantastic and we would happily rebook. Right away, her care for our pup was obvious, and he liked her back immediately. Plus, her communications were clear and friendly. 10 out of 10.

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Tina S.
House Sitting
5.0 out of 5.0 stars

Kayla was EXCELLENT with our pitbull Percy. He loved staying with her and she sent updates and pictures regularly. She stayed in our house while we were gone for a week and even helped take out trash and kept the place tidy. Would absolutely recommend and use her in the futures.

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Lauren R.
House Sitting
5.0 out of 5.0 stars

Joey was absolutely fantastic with our Frenchie, Lilly! He watched her for 13 days and went above and beyond the entire time. We got frequent updates and amazing pictures that showed just how happy and comfortable she was. Joey kept us informed about everything going on with Lilly, which gave us total peace of mind while we were away. It’s clear he genuinely cares about the dogs he watches. We couldn’t recommend him more highly — we’ll definitely be booking with him again!

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Jessie M.
House Sitting
5.0 out of 5.0 stars

We were so pleased with Melissa’s stay with our pets. She is reliable, communicated well with us while we were away by sending photos and updates. We also appreciated her flexibility when our travel plans changed last minute. We came home to happy dogs and a well kept home!

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Kt G.
House Sitting
5.0 out of 5.0 stars

I'm so glad we found Tony and Karen to watch our dogs! Bowser is paralyzed in his back legs from DM, but they took everything in stride. The boys were happy and the house was clean. Will definitely recommend!

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Alexa N.
House Sitting
5.0 out of 5.0 stars

Adiella was wonderful, we received regular updates and our neighbors mentioned that Ghost was very happy on his daily walks with her. She also managed a very challenging situation with an area wide power outage at our house. Highly recommend and we will use her again.

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Penny H.
House Sitting
5.0 out of 5.0 stars

Another wonderful petsitting experience with Alyson! She is great at communication and updates. She takes wonderful care of our dog and our home.

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Sarah C.
House Sitting
5.0 out of 5.0 stars

Jackie watched our two French bulldogs for an evening and was wonderful! My frenchies are sweet but can also be a handful, so we are so grateful for Jackie’s patience. My younger pup requires medication at a certain time and has a risk of seizures, and she handled all of that perfectly. She gave lots of updates throughout the night, which we appreciated. Thank you Jackie!

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Lauren J.
House Sitting
5.0 out of 5.0 stars

Molli did a great job w 3 young, hi-energy dogs. She sent pix of their activities- swim, hike, beach & goofiness. The dogs & house looked great upon our return home. Thank you, Molli 🐾🐾🐾❤️

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Karen C.
House Sitting
5.0 out of 5.0 stars

Maggie was wonderful with our pets! Our dog can be a lot and her calmness and understanding was so comforting!

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Erin R.
House Sitting
5.0 out of 5.0 stars

Nicole is the best dog/house sitter we’ve ever had. We travel a fair bit and have struggled with finding someone we trust and who cares for our pups like we do. Nicole seems to GENUINELY love what she does. She has an amazing attitude, is a problem-solver, is responsible, kind, gracious, and our dogs love her. I’m impressed with her efforts to go above and beyond to meet the needs of our high energy dogs. She also cared for our home so well. Her communication is amazing! We are SO GRATEFUL. We hope Nicole is willing to come back! 🥰

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Jennifer R.
House Sitting
5.0 out of 5.0 stars

Eliza was the best friend to our Dottie! Thank you for tiring her out each day! Would love to have her back!

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Jane B.
House Sitting
5.0 out of 5.0 stars

Bri is amazing!!! She always kept me updated and shared photos of my pup throughout the stay. It was so nice knowing my pup was so well taken care of while I was away. I would definitely recommend Bri as a sitter!!

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Maya C.
House Sitting
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The median cost per night for house sitting in Kailua is $50

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Sitters in Kailua average 3
repeat house sitting clients

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