House Sitting Kīhei
Find a loving house sitter to watch over your pets and your home.
Over 102 pet parents in Kīhei have booked house sitting
Kīhei, 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.
“I am so happy I found Madison & Dylan when my 10lb chihuahua needed care. They stayed with her for about 9 days while I was away. She is spoiled and fussy with food, needs regular walks but only when she wants them, and loves human companionship. She bonded with them right away and they cared for her with attention and kindness. Madison and Dylan are great house guests too. They made everything easy and communication was excellent. Highly recommend!”
About: What is it about those dog souls? They capture me, each and every one. I am a Registered Nurse with a heart for all dogs. I have had 3 dogs myself, the last one being a bully breed who taught me a great deal of how to work with dogs who require high management. I understand dog behaviors and idiosyncrasies and enjoy working with different personalities. I work from home so can keep eyes on your pup at most all times. I enjoy breaking up the day with a dog walk or training. I am happy to walk, run, play fetch, work on training or any other request during your pups stay. I enjoy spoiling dogs. But I also practice boundaries and behavioral expectations. My rate includes 2 walks a day and/or other exercise. I also provide a stuffed kong and other chewy toys unless you prefer they don't have ☺️ I am a proponent for dog parents to have a fi or gos collar for their pups. I think it's helpful for you as the owner to know where your pup is and the exercise they are getting as well, in an unfortunate/ unlikely event of getting out we can track them. I work from home so am available at most all times. I also have a half acre fenced yard If possible I'd like to do a meet and greet before sitting. I understand the trust it takes to allow someone to take care of you own pup but also to allow into ones home when you are away. I want to ensure owners are comfortable with my level of care and trust you instill with my service
“Casey watched my 2 nuggets this past weekend while I was out of state- he sent photos while I was gone, kept me updated and responded right away when I reached out. He took them to the park, made sure they got their meds, and lots of cuddles. I highly recommend Casey to take care of your fur-babies anytime!”
“Hannah was great! Very communicative, sent many photos daily, and spent a lot of time with our animals on walks and playing fetch. The house was spotless when we returned.”
“5 stars! We have a high maintenance border collie and an anxious rescue pointer-mix. They bonded with Johnathan who sent daily photos of walks, frisbee, etc. Johnathan telecommutes so he could work while house sitting and hanging out with our dogs, which is what they're used to. Highly recommend; friendly, reliable, and responsible.”
“Courtney was amazing while I was away. She took great care of my pets and my home and sent me updates each day, which I really appreciated. Coming home was so nice, the house was all set and she even left me flowers. I felt at ease knowing everything was in good hands and will definitely be booking with her again in the future.”
“Victoria is terrific! She took very good care of my pup and my home while I was out of town. She was very patient, caring and conscientious and she updated me daily with pictures and messages. It was reassuring know that my little bulldog was in good hands.”
About: I have been a pet sitter and walker since I was 13. I was known as the neighborhood dog walker whenever someone went on vacation or needed an extra hand. I am currently unemployed and will be on Maui for the summer so I am very flexible and can help whenever it is needed or however it is needed! I have a nice grassy backyard in my condo building and a pet friendly condo that can meet any pet owners needs and happy to help!
“Diann was the best! Bella and our kitties were very well taken care of at our home. Bella can be a very finicky eater and Diann made sure she was happy and fed. She even brought over a can of another kind of dog food to feed Bella and I know she loved it because it was almost all gone! We would love to have Diann watch Bella again on our next vacation. Oh yeah, Diann has the cutest lil companion named Judd. It was love at first sight for me! Thanks again Diann!”
About: I’ve always had a passion for dogs and recently loss my chocolate lab who lived 14 years. I do still have a 9 year old black lab who needs a playmate during the day. I’ve worked at the Boise zoo for 5 years and have experience in administering medicine. Im currently a full time BSU student and since most of my classes are online, I’m home all day to take care of dogs full time. I have a fenced in yard and I’m walking distance from several dog parks. I have a very friendly black Female lab who would love to have a playmate during the day. I’m a big guy (6’4”)so I can walk 3-4 dogs on a walk. Currently unemployed and looking for jobs in Kihei, Hawaii for now until I find either walk or until I figure out something just let me know and I’ll be there in a jiffy. I talk with the client and make sure to either give them a choice of daily or every other day updates on the dogs progress/mood if anything is out of the norm I will contact them immediately
“Thank you so much for taking care of my cats while I was away! I really appreciate your time, effort, and responsiveness throughout the booking. It gave me great peace of mind knowing someone was there to check in on them. Thanks again for your help!”
About: Hi I'm Kelly and caring for animals is my passion! I currently work in conservation and have more 7 years of professional animal care experience. I have had pets and been caring for dogs and other animals since a very young age and am an outdoor enthusiast. I have extensive experience housesitting people’s dogs and cats, and even chickens, rabbits, horses, goats llamas, alpacas, and donkeys. I would love to take your dog for a stroll on the beach or a walk through the park or forest. Your animal’s well being, comfort and happiness are my absolute priority. My work as a vet tech and training in technical animal emergency rescue make me even more prepared to take care of your animal in any situation.
About: I’ve had two amazing dogs and cats in my lifetime, volunteered at an animal shelter since I was 13, and researched canine cognition at Duke University! I was also prevet in college, worked with many dogs and pups, and have experience training service puppies. I have most weekends off with occasional weekdays off from my full time job. Happy to house sit or dog walk outside of my work hours and commute! I have been a pet sitter for many people over the years and I’m extremely responsible, attentive, and comfortable around dogs and cats. I’ve had two dogs and two cats of my own and worked training service puppies in my free time. Very active and love being outside will give your pets lots of love and attention while you’re away!
“Anela took care of our pups for 3 nights and stayed at our place while we were off island. Both our dogs immediately warmed up to her - she’s definitely got the touch! Anela sent picture updates regularly without having to ask and she left the house in the condition we left it in. Couldn’t have asked for a better experience!”
About: As a teacher and mother, I’m a natural caregiver and there’s nothing I love more than caring for dogs. I have a gift for understanding them and providing the right kind of love and affection. I’ve worked at a vet, helped dog rescues in Korea, and have been a dog sitter since childhood. Our dog Prim lives a splendid life in our new fenced backyard. We brought her to Maui from Korea and have showered her with love. Along the way we’ve watched many buddies for her, always making these dogs feel like part of the family. Let me put your mind at ease, give your dog a safe and loving second home, and provide you with some cute photos too! I am a teacher so I’m usually home by 3 pm and have a lot of holidays off. My husband works four days a week. We’re always home on the weekends and have a great setup when we’re not here so that pets can enjoy both the house and the backyard. My yard is fully fenced in and live on a quiet cul-de-sac. We are very aware of potential dangers and try to always have a plan in case it’s needed. We’re informed on all feeding precautions and exercise care during play and meal time. Both our kids, even our toddler, are careful and kind with all animals. I passed my dog whisperer genes on to them!
About: I’ve been taking care of the dogs since my childhood. Neighbors and friends rely on my help . I have my own dog - 8 years old Pomeranian . I cook the best food for dogs and would love to share with you healthy recipes and tips . I will get to know your dog personality and help you with training . Please ask me any questions. I look forward to meet your furry friend and take good care of them . I’m currently working part-time, so my schedule is flexible and I will have plenty of time to take good care of your dog . I’m available during the week and weekends as well . Each service will be different . I can take your dog for a walk in your preferred neighborhood or bring him/her to West Boca. We have a beautiful lake here and all pet owners take their dogs for a walk here .
About: Hi! I’m an experienced pet sitter who has been dog sitting and boarding for returning clients over the past three years. Caring for dogs has become one of my favorite ways to spend my time, and I love getting to know each pup’s unique personality. Whether your dog is energetic, shy, anxious, or loves attention, I’m comfortable adapting to their individual needs and routine. I have experience caring for dogs with a variety of temperaments and always prioritize making them feel safe, loved, and at home. I’m very active and love being outdoors, so your dog can expect plenty of walks, playtime, exercise, and affection. I live in a pet-friendly apartment and offer both boarding and house sitting. I also have experience with basic training and reinforcing good habits, so I’ll happily stick to your dog’s routine and any instructions you provide. My goal is simple: to give you peace of mind while you’re away and make sure your dog has a fun, safe, and loving experience from start to finish. I can’t wait to meet you and your pet! I am available to care for your pet everyday of the week. I work as a surf instructor 3 days a week (8am–1pm), which leaves me very flexible and home the majority of the time. On work days, I provide early morning walks and care before I leave, plus afternoon/evening walks and attention when I’m back. On my off days, I’m fully available for plenty of walks, playtime, and company. Your dog will always get a consistent routine, lots of exercise, and plenty of love based on their individual needs. Whether in my home or yours, your pet’s safety, comfort, and routine are my top priorities. My apartment is dog-friendly, clean, cozy, and smoke-free, with easy access to safe outdoor areas for walks, potty breaks, and exercise. I keep my space tidy and calm so pets feel relaxed and at home right away. For house sitting, I treat your home with the same respect and care as my own.
The median cost per night for house sitting in Kīhei is $70
Pet parents share their Rover experiences - Kīhei
Our pup Izzie had a great time with Makanalani while we were away! It was a comfort to know she was staying at our house, keeping Izzie in her routine, and taking great care of her. When we came home, Izzie was happy, healthy, and calm, and the house was spotless. Thank you, Makanalani!
Courtney was amazing while I was away. She took great care of my pets and my home and sent me updates each day, which I really appreciated. Coming home was so nice, the house was all set and she even left me flowers. I felt at ease knowing everything was in good hands and will definitely be booking with her again in the future.
Madison and Dylan were fantastic! They took excellent care of my three kitties and kept me updated throughout the stay with regular messages and pictures. I came home to a spotless house, which I really appreciated. Both my cats and my home were in great hands, and I would absolutely book with them again.
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.
Meet local sitters who will treat your pets like family
1. Search
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2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for house sitting - Kīhei
Select a filter and find qualifying sitters offering house sitting.Sitters in Kīhei average 2 repeat house sitting clients
FAQs for House Sitting - Kīhei
Frequently asked questions about Rover
The average cost for House Sitting in Kīhei on Rover is $46.9 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of July 2026, there are 159 sitters on Rover offering House Sitting across Kīhei. 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 Kīhei 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 Kīhei 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 Kīhei 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Kīhei. On Rover:
- 97% of sitters can help with special care needs
- 100% 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.
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