House Sitting in Olowalu

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Courtney S.
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Sitter Profile Image: Courtney S.
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1. Courtney S.

Reliable, caring, and active
Wailuku, HI, 96793
9.2 mi. away
House Sitting
5.0 out of 5 stars
69 reviews
20 repeat clients
from
$48
per night
Profile image

Courtney was wonderful! She was so warm and loving with our dogs and did an outstanding job communicating with us and taking care of our house. I can’t wait to book her again! Can’t recommend her enough!

Sitter Profile Image: Codi L.
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Sitter Profile Image: Codi L.
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2. Codi L.

Trader Joe's Dog-Lovin' Gal
Kihei, HI, 96753
11.8 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
12 reviews
2 repeat clients
from
$70
per night
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This is our second time booking Codi and for good reason! She cares for our girls so well they don’t even realize we’re gone. She leaves our home clean and taken care of and makes sure to send pupdates and pictures daily!

Sitter Profile Image: Kacy L.
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Sitter Profile Image: Kacy L.
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3. Kacy L.

Loving care when you’re not there
Kihei, HI, 96753
11.0 mi. away
House Sitting
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$45
per night
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Kacy took great care of our 3 doggies when we were out of town for an extended weekend. We got lots of updates and cute pictures. They all warmed up to her very quickly and we felt we could rely on her care 100%!

Sitter Profile Image: Tina U.
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Sitter Profile Image: Tina U.
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4. Tina U.

Rover 101
Aloha from your new pet nanny!
Lahaina, HI, 96761
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$80
per night
Profile image

Tina was awesome to work with. I was in dire need of a dog sitter with a couple days to spare for my trip. Tina responded quickly, we went through the do’s & don’t’s, unfortunately we couldn’t do a meet & greet with her just getting back from a trip & me flying out within 24 hrs of her return, nonetheless, we spoke on the phone, I left all the details for her at the house, and everything went smooth. Tina sent daily pics of my 2 nuggets, took them hiking, made sure they got all the attention they needed. Knowing that Tina was with my fur babies made my trip a little more relaxing. Tina did daily check-ins, responded to my texts/calls right away…I knew my dogs were in good hands. One of my dogs needs to take his meds twice a day & she made sure he got them when needed. I highly recommend Tina for your dog sitting needs. I’ll definitely be using her again. Mahalo Tina!!!

Sitter Profile Image: Olivia F.
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Sitter Profile Image: Olivia F.
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5. Olivia F.

Reliable, loving pet sitter
Kahului, HI, 96753
15.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$28
per night

Olivia is calm, patient, and understanding. She has had many years of experience with large bully-breed rescue dogs, and understands that they often need a specific approach. She has fostered a cat and is the kind of person to help an injured pigeon on the sidewalk in NYC. She has a calm demeanor that animals tend to be drawn to. She is gentle with small animals and at the same time can be strong with larger animals. Olivia is extremely trustworthy and honest. She is someone you can feel comfortable with trusting to enter your home. Olivia listens to directions and if you have any specific requests or concerns she is great at listening and ensuring that your needs and your pet's needs are met.I would absolutely trust Olivia with any pet, knowing that she will be conscientious and treat them with the utmost care and love.

Sitter Profile Image: Sonja C.
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Sitter Profile Image: Sonja C.
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6. Sonja C.

Your pet's BFF
Napili-Honokowai, HI, 96793
10.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
28 years of experience
from
$50
per night

About: Growing up with animals, I've been a natural at taking care of our furry friends. From feeding and grooming to just hanging out, it's always been second nature. This early experience has shaped my laid-back yet attentive approach to pet care. Walking dogs isn't just a task; it's a chance to connect with each one's unique personality. I've honed my skills through years of understanding different breeds and their quirks. Plus, being around animals since childhood has made me super patient and tuned in to their needs. So, when it comes to being an awesome pet care provider, it's not just a job – it's a genuine passion rooted in a lifelong love for our four-legged pals. My schedule is very flexible. Whether it's morning zoomies or late-night cuddles, I'm here to help when you need. Especially if something comes up last minute. Unfortunately, I'm not equipped for hosting pet sitting at my place right now. However, I'm more than ready to bring the care and attention your pet needs directly to their home, making sure they're in their comfort zone

Sitter Profile Image: Kevin & Ashley L.
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Sitter Profile Image: Kevin & Ashley L.
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7. Kevin & Ashley L.

Animal loving Maui couple
Lahaina, HI, 96761
10.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$50
per night
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Kevin was so great with my doggy and kitty! He was super flexible with the situation as it was kind of fluid. He took great care of them and always communicated with me and gave me updates. Super sitter!!!

Sitter Profile Image: Kate P.
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Sitter Profile Image: Kate P.
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8. Kate P.

Auntie Kate
Lahaina, HI, 96761
6.3 mi. away
House Sitting
5.0 out of 5 stars
8 reviews
1 repeat client
from
$40
per night
Profile image

Rainbow felt comfortable with Kate within a few minutes during our initial meeting. Kate sent photos and comments to keep me updated while I was away. She is a delightful person, easy to talk to and organized around the care of my dog. She showed respect for me and my home. Looking forward to having her return!

Sitter Profile Image: Marianel C.
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Sitter Profile Image: Marianel C.
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9. Marianel C.

Pampered Pup Paradise: Genuine Care
Kihei, HI, 96753
11.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5 years of experience
from
$40
per night

About: Hi my name is Marianel! Through my volunteer work at animal shelters, I've honed my compassion and dedication to our furry friends. Spending countless hours socializing, walking, and caring for shelter animals, I've developed a deep understanding of their needs and behaviors. This experience has instilled in me a commitment to advocate for animal welfare and provide loving care to all pets, whether they have a forever home or are still waiting for one. My work starts at 4-4:30pm, opening my schedule for mornings and afternoons Daily. I am off Thursday and Fridays as well for over night stays In my home, pets enjoy a cozy environment with designated play areas, comfortable bedding, and plenty of toys. At the client's home, I replicate their routine, offering walks, playtime, and cuddles in a familiar setting, maintaining their diet and medication schedule for a stress-free experience.

Sitter Profile Image: Fallon V.
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Sitter Profile Image: Fallon V.
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10. Fallon V.

Animal lover <3
Wailuku, HI, 96793
11.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
26 years of experience
from
$50
per night

About: Ever since I was young Iv had a way with animals and have watched my neighbors or friends pets when they went away or needed help! I love doing odd jobs and this is part of a side hustle that I’m passionate about! My availability is open as I’m also a stay at home mom! I prefer to come to someone’s home and feed, brush, walk and play with their animal! Anything medical related I can help with as well, such as helping a pet take any medication or giving certain care.

Sitter Profile Image: Jennifer A.
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Sitter Profile Image: Jennifer A.
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11. Jennifer A.

Taking Care of them like you do!
Lahaina, HI, 96761
12.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
89 reviews
33 repeat clients
from
$50
per night
Profile image

Excellent pet sitter. Very reliable, conscientious, caring and trustworthy. She kept us abreast of how our fur babies were doing each day and so pleasant to work with. I highly recommend her. Judy C.

Sitter Profile Image: Makana P.
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Sitter Profile Image: Makana P.
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12. Makana P.

Your Pets New Best Friend!
Kihei, HI, 96753
11.9 mi. away
House Sitting
15 years of experience
from
$50
per night

About: Aloha! My name is Makana, and I am an avid animal lover with a background in canine behavior. Although I was born on Maui, I grew up in New York. Following my passion for animals, I pursued my certificate in professional dog training, pet sitting, and dog walking through Animal Behavior College after graduating from high school. With over 15 years of experience in the pet care industry, I've dedicated myself to providing exceptional care for animals. In 2020, upon moving home to Maui, I joined Maui Humane Society as a Veterinary Assistant. During my tenure there, I acquired invaluable skills in veterinary care, including advanced first aid, proficient administration of oral and injectable medication, and accurate monitoring of vital signs, . This experience further solidified my commitment to providing compassionate and professional care for pets and their Ohana's. I mainly work remotely however, I will have meeting and appointments I need to attend to during the week. At most your pet will not be alone for more than 2-4 hours at a time. My goal is to be able to provide my clients with excellent care at an affordable price! When I pet sit for your furry friend, they become a cherished member of my Ohana. I believe that communication is essential, which is why I'll send you daily photos to alleviate any concerns and showcase the fun we're having while you're away! With years of experience, I've earned a solid reputation for reliability and trustworthiness. Rest assured, I'll care for your home as if it were my own. Many of my clients have even commented on how I leave their homes cleaner than before!

Sitter Profile Image: Eric & Nancy Z.
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Sitter Profile Image: Eric & Nancy Z.
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13. Eric & Nancy Z.

Rover 101
One Dog at a Time
Wailuku, HI, 96793
11.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
41 reviews
19 repeat clients
from
$120
per night

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: Pamela M.
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Sitter Profile Image: Pamela M.
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14. Pamela M.

Personable, caring and responsible
Kihei, HI, 96753
11.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$50
per night

Look no further! Pam is the very BEST house and pet sitter! She has stayed at our house and watched our kitty Walter many times for us and she is hands down the most trustworthy, clean and loving person we could ever hope for. Pam keeps our house spotless and keeps our cat fed, watered and entertained. She even sends us daily photos of Walter, which is so wonderful when we are away missing his little furry face! You will not find a more detail oriented, trustworthy and amazing pet lover/caretaker then Pam. The only reason we didn't want to write this review is because we know she's going to get so many requests :) She is hands down the best

Sitter Profile Image: Jasmine B.
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Sitter Profile Image: Jasmine B.
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15. Jasmine B.

RoverGO
Rover 101
Quality Pet Care
Kahului, HI, 96732
11.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
10 repeat clients
from
$80
per night
Profile image

Jasmine takes such good care of our Poki and sometimes when she leaves he gets a little sad he has so much fun with her instead of boring Mom and Dad

Sitter Profile Image: Marie P.
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Sitter Profile Image: Marie P.
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16. Marie P.

Pets are our family
Kihei, HI, 96753
10.7 mi. away
House Sitting, Drop-In Visits
1 review
from
$25
per night

Marie is wonderful with animals. I had to sadly leave my pet tortoise behind on Maui. She more then spoiled him. Took him out daily for little walks, gathered fresh flowers for him. I was lucky to find her. So was Kelli, ( not sure if he was a she yet) So Keli was the name.😇

Sitter Profile Image: Ben G.
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Sitter Profile Image: Ben G.
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17. Ben G.

24/7 Care for your Furred Family
Lahaina, HI, 96761
3.0 mi. away
House Sitting
2 reviews
from
$240
per night

Ben’s attention to detail is remarkable. He followed all feeding schedules, administered medications perfectly, and provided plenty of playtime and exercise for each of my dogs. I particularly appreciated his regular updates, including photos and videos, which reassured me that my dogs were in excellent hands. My dogs were happy and healthy when I returned. His dedication and genuine love for animals is evident. I highly recommend Ben to anyone in need of a trustworthy and caring pet sitter. He truly goes above and beyond, and I couldn’t be more pleased with his service and we will use him again in the future. Thanks Ben!

Sitter Profile Image: Malika V.
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Sitter Profile Image: Malika V.
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18. Malika V.

Pets for life 🙌
Wailuku, HI, 96793
7.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$80
per night

Malika took care of my dog while I was gone and my dog loves her now. She took her to the beach, fed her, and even helped when she got home from the vet and had to take medicine and had a cone.

Sitter Profile Image: Jennifer A.
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Sitter Profile Image: Jennifer A.
Verified Enhanced Background Check

19. Jennifer A.

Rover 101
Healer & Communicator
Wailuku, HI, 96793
9.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$120
per night
Profile image

Jen is so good to our pup when we are out of town. She does an excellent job caring for the house and is always in good communication. We plan on using her over and over for trips shot and long!

Sitter Profile Image: Maiki T.
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Sitter Profile Image: Maiki T.
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20. Maiki T.

Loving care when you’re not there!
Lahaina, HI, 96761
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$70
per night

Maiki is the best with dogs. She has watched my dogs and they love being with her. She has a lot of energy so she’s able to play with the dogs for a long time and give them all the attention. Her dogs have the best life and she always takes them on different adventures like hiking and to the beach.

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House Sitting