House Sitting Kahakuloa

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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
$55
per night
5.0 out of 5 stars
46 reviews
19 repeat clients
35 years of experience
Wailuku, HI, 96793

Jonathan was amazing! Very friendly, obviously loves and understands dogs, kept our place in great shape and our pets happy! The frequent photos helped us overcome our guilt and anxiety about leaving our elder, very attached pooch behind for a quick trip off island. Will definitely use him again and highly recommend to others!

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

Emma was fantastic with Rico! She was great at communicating, always quick to answer questions and respond to messages, which gave me so much peace of mind while I was away. I had absolutely no worries knowing Rico was in her care. When I got home, the house looked great, and Rico was happy, healthy, and clearly well cared for. I would definitely book with Emma again. Thank you for giving me a worry-free vacation and for taking such wonderful care of my little guy! 🐾💙

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Elizabeth S.
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: Laura F.
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Laura F.
from
$55
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: 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: Mandi S.
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Mandi S.
from
$32
per night
5.0 out of 5 stars
5 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: 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 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

Sitter Profile Image: Megan G.
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Megan G.
Star Sitter
from
$115
per night
5.0 out of 5 stars
162 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: 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

This is our first time using Rover and we found Natalie. She is great to work with, so easy and responsible. At the first meeting, Luna loved her. Natalie took her to the beach, on walks, sent videos, and pictures. We have her booked again and we will continue to use her. We highly recommend her.

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Valerie S.
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: Crystal B.
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Crystal B.
from
$50
per night
22 years of experience
Kula, HI, 96753

About: I have cared for many animals over the years horses dogs cats goats fish racoon turtle rabbits. I am an animal lover! And they love me also! Open to about any situation and any time. It is all negotiable. I am very flexible and easy going. I prefer ocean settings or very natural settings I do love exploring the ocean and nature. And walking alot so I can offer plenty of activities if your pet is up to it. I am also a Rieki master so I can provide healing emotional and enetgentically for animals, people and environments.

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: 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: Ellen O.
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Ellen O.
from
$70
per night
13 years of experience
Makawao, HI, 96768

About: I love all animals and they seem to love me too! I've been taking care of all kinds of animals since I was a child and have been pet and house sitting professionally for over 13 years. I have a calm and present personality which pets respond to well. I have many excellent reviews from pet and home owners both in the US and abroad which I would be happy to provide from other sites since I am new to Rover. I am in the process of relocating permanently to Hawaii and am currently available for overnight house and pet sitting preferably on Kauai or Maui. I am very responsible, clean and tidy, and lead a no-drama health conscious lifestyle. I am very detail oriented and enjoy connecting with each pet and providing loving care to them and the whole property. As my many referrals attest, I offer the utmost peace of mind to home owners when they travel.

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: Laura D.
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Laura D.
from
$100
per night
15 years of experience
Kula, HI, 96790

About: I can care for your pups as well as horses and cats. I have a nice fenced in yard and lots of love to give. I currently work part time, and have a pretty flexible schedule. You can drop off your pet or I can pick them up. Thank you I have an older beagle mix and one cat. I have a nice fenced yard and lots of room for pets to run and play.

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: Bryce R.
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Bryce R.
from
$200
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: Laura N.
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Laura N.
from
$70
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Kihei, HI, 96753

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!

Sitter Profile Image: Nicole B.
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Nicole B.
from
$70
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Makawao, HI, 96768

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.

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

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  • 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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  • 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 Rover works

  1. 1. Search

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Sitters in Kahakuloa average 2
repeat house sitting clients

FAQs for House Sitting - Kahakuloa

Frequently asked questions about Rover

As of June 2026, there are 160 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 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 Kahakuloa. 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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