House Sitting Kahakuloa
Find a loving house sitter to watch over your pets and your home.
Kahakuloa, 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.
“Natalie watched our two pups while we were out of town for our wedding. Having a 6 month old puppy as well as a 4 year old dog was no easy feat, but we could not have been happier with their care! While we were busy with wedding events, Natalie was amazing at updating us and sending daily pictures and report cards. We came home to a clean house and happy dogs! Can’t wait to have her back:)”
About: I have been a Rover sitter and dog walker since 2023 and have always had a lifelong love for all animals. Growing up on a farm in rural Nebraska, I was responsible for horses, cattle, pigs, chickens, goats, cats, dogs, and even fish. This hands-on experience honed my understanding of different pet needs and personalities. My cat, Milly, has been a part of my family for 9 years and counting. I have worked at a vet clinic and interned at the California Wildlife Center, which gave me veterinary medical knowledge and skills. I am comfortable with medication administration and special diets. With 20+ years of pet care experience, I'm dedicated to ensuring your fur family receives the utmost care and attention they deserve! I'm thrilled to offer my flexible availability to cater to your pet's needs! I am available on weekdays in the mornings and afternoons, and can schedule for midday as well depending on your location. Most weekends I am available to schedule for any time that suits you best. Based on the pet parent’s guidance, I tailor my care approach to match their pet’s personalities and preferences. I have experience working in veterinary medicine and can help administer any medications or give special diets. Safety, happiness, and well-being are my top priorities.
About: I am a dog fanatic, they are very special to me. I have had many dogs growing up of all breeds and sizes. I will love them whole heartedly, I understand how much love and care they need while you're away. I do have a 9 year old who is dog crazy as well, he has lived with dogs of all sizes and personalities. Animals have a very special place in my heart (especially dogs) and I would love to be the one to take care of your special friend. I know the importance of trust with your loved ones. I would like to bring good energy into you and your pets life with a whole lot of love. Mahalo I am flexible, I don't mind traveling around the island to take care of animals. I have been fortunate to work with animals all over Maui for the last 11 years. I am very open to any specific instructions your special friend will need; first timers, allergies, high energy, separation anxiety and any extra care your pet may need
About: I’ve spent my life around dogs, from raising my own senior pup to pet-sitting for friends and neighbors. I’m comfortable with everything from high-energy dogs to gentle senior care, including administering oral medications. I also use a patient training method for dogs that pull on the leash, and I always keep things clean—whether that's wiping muddy paws or keeping their play area tidy! My schedule is highly flexible! Since my daily routine already revolves around caring for my dog, Lily, I can easily fit in your pet's needs. For house-sitting, I can bring Lily along as a built-in playmate. If you prefer solo walks or drop-in visits, I’ll gladly leave her at home to give your pet my undivided attention I have a fully fenced yard for safe playtime and a friendly 12-year-old dog who gets along great with other pups. Plus, having lived on Maui for 16 years, I know all the best quiet trails, parks, and safe outdoor spots to take your dog for some fun adventures
“Courtney was a fantastic pet sitter for our cat, Zora. She came to our home for a consultation before we booked her and we immediately knew she was the one. She has such a calm, kind and caring energy. While we were away for two weeks, Courtney cared for Zora and our home as if they were her own. She sent us thoughtful updates throughout our time away and we could tell that Zora completely trusted her, which meant so much to us, especially because Zora can be very shy. Courtney also went above and beyond by taking care of things around our home, including watering our roses and plants and being very respectful of our vegan household. She left our home beautifully tidy and even cut some roses from the garden and put them in vases for us. Such a thoughtful touch! We can’t thank Courtney enough for the love and care she gave to our precious girl and our home. We felt completely at ease knowing they were both in such wonderful hands. We will absolutely be booking Courtney again in the future and highly recommend her to anyone looking for a trustworthy, compassionate and thoughtful pet sitter!”
About: I’ve had dogs and other animals in my life since I was a kid. I’ve taken care of and helped raise dogs from the puppy stages to adulthood. I am the type of dog lover who enjoys bringing the pup(s) with me to exercise. But I also love to just chill and love on them! In my home, the pet(s) are allowed inside. We have a fenced-in yard. They cannot sleep on the furniture, including the room/bed. I will respect any wishes you have for your pet, whether that be in my home or yours. I work from home -- so, I can accommodate practically any schedule of care. I am pretty flexible because 90% of my work is done online. I treat your animals and your home as if they were my own, with love, care, and respect. If at any time I feel like I have a question, I won’t hesitate to ask, because the well-being of your animal and home are important.
About: Aloha :) My dogs and I would love to have your dog stay at our house in Olinda! We have a fenced yard and a few (partially fenced) acres of land beyond that for the pups to play and fetch the ball (depending on your comfort level with that, of course). Delilah is a sweet 4 year old golden retriever who loves equally to play and chill. Bear is a 2 year old golden Aussie who *always* loves to play and love on other pups! We live 10 minutes from both Olinda forest and Makawao forest so we usually go for morning walks there 4-5 days week. We would love to bring your pup along with us! I work from home during the day. I’m never gone for more than a 5-6 hour time frame at a time and on top of that, we have a doggy door for the dogs to go in and out freely in our fenced yard. I have a fenced yard for the dogs to hang out in and a few acres beyond that (partially fenced) for them to run around and get their energy out in. I’m always watching the dogs when they are beyond the fully fenced yard. I will also make sure you are comfortable with your dog in this situation before doing so.
About: Hi, we are Melissa and Drake! We have both been caring for pets since we were teenagers, gaining years of experience looking after dogs of all sizes, cats, bunnies, chickens, goats, plants, and homes during both short- and long-term stays. Over the years, we’ve built a wealth of knowledge and understanding of different animals’ needs, ensuring each one feels comfortable and cared for in our company. We will care for your space as if it were our own. We are both digital nomads with flexible work schedules. So, it will not be a problem to accommodate the routine that you’ve already established for your furry friends. We will care for your pets in your home and take care of them and the space as if they were our own. We are very tidy and responsible.
The median cost per night for house sitting in Kahakuloa is $65
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?
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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.
How to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
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Popular requests for house sitting - Kahakuloa
Select a filter and find qualifying sitters offering house sitting.Sitters in Kahakuloa average 2 repeat house sitting clients
FAQs for House Sitting - Kahakuloa
Frequently asked questions about Rover
As of October 2026, there are 166 sitters on Rover offering House Sitting across Kahakuloa. 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 Kahakuloa 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 Kahakuloa 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 Kahakuloa 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 Kahakuloa. On Rover:
- 95% of sitters can help with special care needs
- 97% 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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