House Sitting Kailua

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

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Over 232
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.

1 / 1
Sitter Profile Image: Julie & Peter W.
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Julie & Peter W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 40 reviews
13 repeat clients
20 years of experience
Kailua, Kailua, HI, 96734

“Julie is great with my pittie mix and follows all my instructions and directions given with feeding and spending time with her. I came home to clean dishes and dog bowls which was nice after a long trip. This is my second time using her and will definitely rebook in the future. She is conscientious and responsible!”

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시 라.
Sitter Profile Image: Amber R.
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Amber R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 36 reviews
11 repeat clients
8 years of experience
Kailua, HI, 96734

“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!”

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Samantha D.
Sitter Profile Image: Alycia N.
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Alycia N.
from
$56
per night
5.0 out of 5 stars
• 15 reviews
8 repeat clients
10 years of experience
Kailua, HI, 96734

“Alycia watched our sweet little boy while we were out of the country on really short notice. She was communicative and kept our place pristine. I would definitely recommend her for your pet sitting needs!”

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Kristen B.
Sitter Profile Image: Karen & Anthony C.
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Karen & Anthony C.
from
$75
per night
4.9 out of 5 stars
• 141 reviews
72 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: Jackie B.
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Jackie B.
from
$75
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
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: Halina F.
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Halina F.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 9 reviews
6 repeat clients
10 years of experience
Kailua, HI, 96734

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.

Sitter Profile Image: Kiana M.
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Kiana M.
from
$50
per night
10 years of experience
Kailua, HI, 96734

About: I've had a dog ever since I was about 6 years old. I'm just turned 25 so that's just about 20 years of experience! I've started pet sitting and housesitting when I was 15 years old. I have taken care of all kinds of breeds from goldens, to herding dogs, and (my personal faves) bully breeds. I can work with all types of temperaments and energy levels :) I am currently serving active duty in the Marine Corps, so my days can look quite different, which is why I prefer weekends. During the week days I have PT starting at 5:30AM and don’t get off of work until 4:30. However I do have a 2 hour window during lunch from 11-1, but that is not always guaranteed. On the weekends I am completely open! I go to church on Sundays but other than that I am available. For overnights I prefer to come to the house at least a day in advance in order to see where everything is and what set up the pet(s) have. During the stay I try my best to send updates with pictures to ensure the pet owner is kept in the loop on a daily basis!

Sitter Profile Image: Gabriella C.
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Gabriella C.
from
$95
per night
5.0 out of 5 stars
• 55 reviews
11 repeat clients
11 years of experience
Kailua, Kailua, HI, 96734

“Gabriella did a great job house and dog sitting for us while we were out of town. She was communicative, sent lots of updates, and our two pups seemed happy and calm when we got home. Would love to work with her again!”

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Katy & Connor F.
Sitter Profile Image: Melissa W.
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Melissa W.
from
$42
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Kailua, HI, 96734

“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!”

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Dani T.
Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 135 reviews
46 repeat clients
12 years of experience
Makiki, Honolulu, HI, 96822

“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!”

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Becca L.
Sitter Profile Image: Kaitlyn A.
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Kaitlyn A.
from
$40
per night
5.0 out of 5 stars
• 1 review
1 year of experience
Kailua, Kailua, HI, 96734

“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.”

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Tiffany C.
Sitter Profile Image: Heidi R.
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Heidi R.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
30 years of experience
Kailua, Kailua, HI, 96734

“Heidi is wonderful! We’re so lucky to have found her!”

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Eliza M.
Sitter Profile Image: Evelyn M.
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Evelyn M.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
6 years of experience
Kailua, Kailua, HI, 96734

“Outstanding pet sitter and house sitter. We felt very comfortable traveling knowing Evelyn was looking after our dogs and our home. Highly recommend.”

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Christopher K.
Sitter Profile Image: Shanelle-Leilani S.
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Shanelle-Leilani S.
from
$45
per night
3 years of experience
Kaneohe, HI, 96744

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.

Sitter Profile Image: Alyssa P.
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Alyssa P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 181 reviews
62 repeat clients
15 years of experience
Waimanalo, Waimanalo, HI, 96795

“Alyssa responded quickly and sent pictures of our two dogs everyday while we were gone, it was a 3 day trip. She also gave our Great Dane his medicated eye drops which isn’t always an easy task lol. I feel like they were taken care of well, would book again.”

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Haley J.
Sitter Profile Image: Pamela L.
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Pamela L.
from
$85
per night
25 years of experience
Kailua, HI, 96734

About: As owner of Doggie Paddles for nearly 25 years,I'm confident, but not cocky regarding my ability to anticipate the needs of both pets and their owners. I've cared for every size dog from teacup to giant. Some impeccably trained, others not so much. I loved them all equally. I recognize while many pet sits are similar to each other, each pet brings his/her unique process in how they react to being away from their owner. I currently work from 830 am to 330 pm in an office in Temple Valley Monday through Friday. For cats, this shouldn't affect their care. For dogs, their mid-day visit would fall between my office hours. If for whatever reason the mid-day doesn't seem necessary then I won't perform one. Likewise if your in Kaneohe I can likely run over there. I'm a non-smoker and rarely cook in an owners kitchen. Privacy/security is important to me. I'm off the grid as far as socials for the safety of my clients and myself. I'm also not on vacation. While there's no job that makes me as happy as working with pets, I'm there for your fur-kids.

Sitter Profile Image: Kelly P.
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Kelly P.
from
$70
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
Kaneohe, Kaneohe, HI, 96744

“Kelly is great with our dogs and overall a considerate and caring person that we trust. We’re so grateful we found her!”

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Asmar O.
Sitter Profile Image: Nancy A.
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Nancy A.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
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: Tristram D.
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Tristram D.
from
$35
per night
10 years of experience
Kailua, HI, 96734

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.

Sitter Profile Image: Leilani & Luke P.
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Leilani & Luke P.
from
$40
per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
10 years of experience
Honolulu, HI, 96821

“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.”

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Liana & Wilbur R.
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The median cost per night for house sitting in Kailua is $50

Pet parents share their Rover experiences - Kailua

1 / 1
5.0 out of 5 stars

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.

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Alicia H.
House Sitting
5.0 out of 5 stars

Our dogs were happy, well-fed, and received attention during our time away. Our house was left tidy when we returned. We are very happy with the care provided and will definitely be repeat customers!

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Tara K.
House Sitting
5.0 out of 5 stars

Josh took wonderful care of our fur babies and took the time to send us photos each day even though we were only away two days!

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Liz A.
House Sitting
5.0 out of 5 stars

Julie was great. Took the dogs for walks played with them, snuggled with them and made sure that they were taken care of, perhaps better than what we do ourselves. She left the house immaculate. I would hire her again in a second.

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Robert C.
House Sitting
5.0 out of 5 stars

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.

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Tiffany C.
House Sitting
5.0 out of 5 stars

Tony did a great job taking care of my 3 dogs!! Would definitely use again for house/pet sitting needs!!

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Heidi C.
House Sitting
5.0 out of 5 stars

Alice was so dependable, a good communicator and loving caregiver. We will definitely use her again snd recommend her.

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Jackie B.
House Sitting
5.0 out of 5 stars

KC did an excellent job taking care of our two cats! She kept us updated and it was obvious they received a lot of love. Our cats love having her around!

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Leah B.
House Sitting
5.0 out of 5 stars

This is our second time having Alexis watch our dogs. She takes exceptional care of them and they absolutely love her. Highly recommend!!!

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Sean B.
House Sitting
5.0 out of 5 stars

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.

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Austin M.
House Sitting
5.0 out of 5 stars

Kara was the bests! We got professional quality pictures of our dog everyday, was very responsive and left our home in great condition! And not to mention ton Chevy was sad to see her go. Thanks again Kara!

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Wes B.
House Sitting
5.0 out of 5 stars

Amazing per usual. Our dog loves Kayla and she send us updates through the trip. Will continue to use her.

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Lauren R.
House Sitting
5.0 out of 5 stars

Summer did a fantastic job taking care of my two Golden Retrievers. She sent me photos of them while I was away and kept my house very neat. I would definitely employ her again.

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Maggie J.
House Sitting
5.0 out of 5 stars

Abigail did a fantastic job with our 3 dogs. She sent pictures every day of them playing fetch, and when we got home they were honestly better behaved than when we left!

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Boyd R.
House Sitting
5.0 out of 5 stars

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!

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Leigh K.
House Sitting
5.0 out of 5 stars

I was nervous leaving my baby girl for the first time but she was so happy to be with Jackie and even whimpered at the door when she left. Jackie is confident, reassuring, and sent lots of updates. Glad we found her!

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Amber A.
House Sitting
5.0 out of 5 stars

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!

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Leah B.
House Sitting
5.0 out of 5 stars

Ela was a great sitter for our boys! She was on time and went above and beyond in their care. We will definitely be reaching out to her again whenever we leave town! Definitely recommend.

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Carol K.
House Sitting
5.0 out of 5 stars

Haley was so amazing while staying with my dog at my house for a week! He absolutely loved her. She made him feel so comfortable. I highly recommend Haley! So thankful we found her! :)

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Kristen G.
House Sitting
5.0 out of 5 stars

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.

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Melissa W.
House Sitting
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Popular requests for house sitting - Kailua

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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 on Rover is $53 per night as of October 2026. Most bookings cost between $31 and $96 per night. 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 1,017 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.

<b>Tip:</b> 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 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 Meet & Greet .

sitters on Rover set their own cancellation policy , 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:

  • 95% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 99% 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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