House Sitting in Kahakuloa

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Top rated Kahakuloa 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: Johnathan W.
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Johnathan W.
from
$58
per night
5.0 out of 5 stars
46 reviews
19 repeat clients
35 years of experience
Wailuku, HI, 96793

We got tons of pictures and updates from Johnathan and our pup was the most calm he has been after being away from us for a few days. Will definitely rebook!

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Kelli M.
Sitter Profile Image: Eric & Nancy Z.
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Eric & Nancy Z.
from
$120
per night
5.0 out of 5 stars
46 reviews
21 repeat clients
20 years of experience
Wailuku, HI, 96793

About: My wife and I host a relaxing environment with no competition or bullying by other dogs. We only host one client at a time, so you will get 100% of our attention! (Multiple dogs from the same household are okay) Come and stay with us at our quiet house. There is a nice yard with lots of grass. We like to walk every day on the beautiful grass and watch the people and birds. Our previous clients have had such a great time that many of them did not want to go home! Our guests must be house-trained, be up-to-date on vaccines, have a very friendly temperament and be neutered/spayed. Rates are for a 24 hour period. Additional charges will apply if pick up time is past the 24 hour period. We work from home, so one of us is always around except when we run short errands to pick up more dog treats. We try to keep these trips as short as possible. We only host one dog at a time. Guests are generally allowed on the furniture and to roam around the house if they are well-behaved!

Sitter Profile Image: Mandi S.
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Mandi S.
from
$32
per night
5.0 out of 5 stars
4 reviews
1 repeat client
32 years of experience
Wailuku, HI, 96793

Mandi was so incredible! She took such great care of my Jackson, even taking him to the park multiple times a day to play fetch and sent pictures to keep me updated. She also dealt with his reactivity well which is always a concern of mine when I leave him with others. Responses were quick and as a house guest she left everything clean, even cleaned the bedding in her room which was so kind and nice to come back to one less chore after a busy vacation.

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Kali W.
Sitter Profile Image: Emma L.
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Emma L.
from
$60
per night
5.0 out of 5 stars
16 reviews
1 repeat client
15 years of experience
Lahaina, HI, 96761

About: I grew up with a dog and have watched many different types of dogs since I was a teenager. I routinely walk and feed my roommates dogs when they are at work. Walking dogs is a great way for me to get daily exercise too. I’m only working part time so I am available throughout the week and have a very flexible schedule right now. Especially in the afternoon and at night There is a fenced in backyard the dog can play in. There are also two other friendly dogs in the downstairs unit who love to play. The street i live on is a great dog walking street with a sidewalk.

Sitter Profile Image: Laura F.
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Laura F.
from
$50
per night
5.0 out of 5 stars
40 reviews
4 repeat clients
8 years of experience
Kihei, HI, 96753

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

Sitter Profile Image: Kylie M.
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Kylie M.
from
$150
per night
5.0 out of 5 stars
4 reviews
15 years of experience
Wailuku, HI, 96793

Kylie watched our 7 month old lab puppy, our 7 year old special needs dog and our cat for 10 days. She was communicative during the stay and we returned to a clean house too! Highly recommend!

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Kim C.
Sitter Profile Image: Megan G.
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Megan G.
Star Sitter
from
$125
per night
5.0 out of 5 stars
159 reviews
14 repeat clients
20 years of experience
Kahului, HI, 96732

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.

Sitter Profile Image: Jennifer A.
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Jennifer A.
from
$133
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
44 years of experience
Wailuku, HI, 96793

Jennifer was so wonderful with our Harry. We were so apprehensive about leaving him for our European vacation for 10 days, but right from the start we received updates and pictures of how he was doing. She was so very patient and kind with him, taking him for walks on a regular basis, and attending to his needs for reassurance. We would not have enjoyed our trip if not for Jennifer's care of our Harry. She also took care of the house and left it clean as when we left it. Would definitely recommend Jennifer to anyone and plan to call upon her services in the future.

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Audrey B.
Sitter Profile Image: Bryce R.
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Bryce R.
from
$70
per night
4.9 out of 5 stars
16 reviews
5 repeat clients
6 years of experience
Kihei, HI, 96753

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

Sitter Profile Image: Natalie G.
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Natalie G.
from
$150
per night
5.0 out of 5 stars
47 reviews
12 repeat clients
26 years of experience
Wailuku, HI, 96793

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:)

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Amanda R.
Sitter Profile Image: Jeiana l.
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Jeiana l.
from
$75
per night
5.0 out of 5 stars
1 review
7 years of experience
Wailuku, HI, 96793

About: From the time I was born, I always had an animal in the household. My love for taking care of my four legged fuzzy friends continued into high school, when I started volunteering at Assistance Dogs of Hawaii. One thing I learned from my experience volunteering is that I enjoy making a positive impact on pet and owner relationships. I’m currently working part time so I will have down time that I can spend caring for your animals. I am also taking a few online classes which makes my day to day very flexible! My care for your animal/s will be based on your needs as routines are different depending on your pet and home life. I am very diligent and detail oriented. I will be able to follow your directions and ensure that your pet gets lots of love!

Sitter Profile Image: Grace B.
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Grace B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
20 reviews
2 repeat clients
20 years of experience
Pukalani, HI, 96768

About: I'm a 43-year-old woman who is a full-time pet care and home care provider. About 10 years ago I made the decision to leave professional kitchens in search of a more fulfilling lifestyle. I chose to follow my heart and my dreams of traveling the world. I have a Bachelor's degree in Psychology, a Professional Culinary Degree from NYC and a TEFL certification from Bangkok. I set up my life to be able to go anywhere and do anything! I have been traveling full-time for the last 10 years as a pet sitter, but have over 20 years of experience as a pet sitter and dog walker. I have recently done long-term sits in Ecuador, Peru, Mexico, and Maui. I have an enormous amount of pet care experience. It ranges from dogs and cats to tropical birds and even a few axolotls! I have a lot of experience with geriatric and end-of-life pet care as well. You can see even more references from past homeowners and pet owners on my website, just search Grace's Buddies. You can be assured, that not only will I treat your pets like my own, but I will spoil them with love and affection. It's my passion. I currently work from home part-time, so I have plenty of time to play and exercise your pets! Your pets will get one-of-a-kind care and tons of hugs and kisses! I will always keep your dog on a lead. Even if you, as the dog owner, have them off of a lead, I will keep them on a lead because of other unknown dog interactions and it is my utmost responsibility to make sure your animals are safe and unharmed in my care.

Sitter Profile Image: Hanna B.
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Hanna B.
from
$30
per night
15 years of experience
Kihei, HI, 96753

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 .

Sitter Profile Image: Laurel S.
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Laurel S.
from
$40
per night
5.0 out of 5 stars
35 reviews
7 repeat clients
20 years of experience
Kihei, HI, 96753

About: Hi! My name is Laurel, but my friends call me Lolo. I have been caring for animals since I could walk. No, seriously, I have! I was blessed with the opportunity to grow up with all kinds of animals to care for daily. If you have grown up on a ranch or a farm, you know what I am talking about. We had two Australian Shepherds, horses, a donkey, barn cats, you name it! Those days sparked the passion I have for animals and taught me how to work my booty off. We were taught to NEVER leave the gate open, always clean up after ourselves (and the animals), and to show love to every living being. As an adult, I worked at multiple doggy daycares, adventured with some really amazing horses (and riders) at a Girl Scout camp in California, and have taken every opportunity I have found to spend time with animals. My dream is to one day open a ranch for rescue animals of all species and breeds. Until then, I am elated to be offering my pet care services to YOU and your furry friends (or scaly, I don't judge). Follow our Instagram to see what we are up to. I can't wait to hear from you! I can definitely handle young crazy puppies that jump, chew, pee everywhere, etc. as well as older (more fragile) dogs that need specialized care. I also have experience giving medications. I don't mind having dogs in my car and will happily bathe your dogs upon request. I am passionate about caring for all animals, especially dogs, and I am not intimidated easily! If you have other pets in your home, I will feed them and give them some love as well. I look forward to meeting your fur/feather/scaly babies and will treat them as they are my own! I work remotely Monday-Friday for a small company and I have a very flexible schedule. I can tailor my day to fit your pets needs, and I will be with them most of the day! **I absolutely update all of my clients with photos and updates! I give you my direct cell phone number so you can contact me at any time if you want to know how your babies are doing. Safety of your pet is my number one priority. I never leave your home until your dog is properly leashed and wearing protective footwear when necessary. Please understand that I will not be able to provide a dog walk without proper safety equipment such as a collar with updated tags, a secure leash, etc. I operate my own pet care business out of my home, caring for your pets IS my weekly routine. I have a very flexible schedule. Safety of your pet is my number one priority. I never leave your home until your dog is properly leashed and wearing protective footwear when necessary. Please understand that I will not be able to provide a dog walk without proper protection for their paw pads due to the high heat in the summer. My own house has multiple baby gates to ensure no dog escapes through any entry point as clients are coming and going. Our backyard is fenced and we keep a lock on our gate at all times. We have a shaded area for dogs to go potty even on the hottest of days and keep our AC set to 78 or lower at all times.

Sitter Profile Image: Madilyn V.
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Madilyn V.
from
$85
per night
4.9 out of 5 stars
25 reviews
15 repeat clients
25 years of experience
Haiku, HI, 96708

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 have a 2 year old furry baby and I understand how much love and care they need while you're away. I do have a 5 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 10 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

Sitter Profile Image: Courtney C.
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Courtney C.
from
$30
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Kihei, HI, 96753

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.

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Katelyn T.
Sitter Profile Image: Giovanna A.
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Giovanna A.
from
$50
per night
5.0 out of 5 stars
1 review
3 years of experience
Haiku-Pauwela, HI, 96708

About: So you just have to find help caring for your furry friend, and unsure who to trust? I get it! I’ve been in your shoes and it’s not easy, bios and reviews can only reveal so much. I can assure you, boarding will be a breeeze, with pick up and drop off available. I’ll send pic and updates to your hearts content. Basic training daily to reinforce positive behavior. If you choose, and is appropriate for your pets current health, visits to giggle hill / pukalani park, iao river and beach are the norm in our home. Miki, my fur baby is 1.5 years old and is very sweet and friendly. Bath and nail filling for maintenance available for extended stays and needed. Feel free to reach out for a meet up and plan ahead. Not need wait for emergency to happen, I’m here to become an extension of your pets care and comfort. I work from home most of the time, and travel for work all over the island. When going on errands I take Miki with me, and your pet, if allowed by you, can join us into town. Miki is on a leash outside as fenced yard cutter has some pukas. Indoor she’s free to roam, and is crate trained. You can expect your pet to have 24/7 care most of the time or be in crate 1-2 hours if needed, or up to 4 hrs when I’m working. I have a big yard and your pet will be on a leash when outdoors.

Sitter Profile Image: Sofia R.
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Sofia R.
from
$30
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Wailuku, HI, 96793

Sofia was great with our girls. The girls really enjoyed her company and were taken care of. She stayed in our home and left it clean so when we returned all we had to do was relax from our trip. We will rebook with Sofia without hesitation.

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Jack V.
Sitter Profile Image: Madeline H.
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Madeline H.
from
$20
per night
12 years of experience
Wailuku, HI, 96793

About: Having grown up with saint bernards and mini dachshunds, it is safe to say I have experience with all kinds of dogs. My most recent Saint Bernard lived to 11 years old so I have good senior dog experience as well. Aside from my own dogs, I have experience dog walking and dog sitting neighborhood dogs ranging in ages, sizes, and temperaments. I work 3 days a week so that gives me plenty of free time that I’m looking to utilize well! I’m living away from my own dogs and I’m eager to find furry friends to spend time with. I do not have the ability to watch dogs in my own home, but I can watch them in your own home! At the owners discretion, we can meet ahead of time and you can orient me to whatever you may feel I should know and be aware of in order to best care for your furry friends! In terms of walking dogs, we can meet ahead of time or not, but I would love to know how your doggy behaves on a leash, with other dogs, and his/her overall temperament.

Sitter Profile Image: Taylor C.
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Taylor C.
from
$60
per night
5.0 out of 5 stars
1 review
25 years of experience
Kahului, HI, 96732

About: I've been around dogs and cats as long as I can remember. I've done countless hours of volunteer work at shelters. I have been a dog sitter for over 6 years now. I have the spirit of the dog. I love all animals and would love to help out with yours. Just a heads up, my Teammate will be doing all dog/house sitting with me. Must be okay with both of us being there. I have a completely open availability. I am self-employed and chose my own schedule. I am free whenever I am needed. Last minute or same day are just fine for me. I will follow all instructions given and will contact the et parent with any questions I may have. Always doing what is safest and best for the pet.

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The median cost per night for house sitting in Kahakuloa is $65

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Sitters in Kahakuloa average 2
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Kahakuloa on Rover as of Jun 2026 was about $65 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Kahakuloa house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 161 house sitters in Kahakuloa. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Kahakuloa house sitters respond in under an hour.

House sitters in Kahakuloa have an average of 17 years of experience. House sitters with repeat customers have an average of 2 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Kahakuloa.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Kahakuloa house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.