Pet Sitting & Drop In Visits in Olowalu, HI

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

Confirmed availability
Memorial day
1. Tristan

Professional Pet Services

Kihei, HI, 96753

House Sitting, Drop-In Visits, Dog Walking

About: A seasoned professional in Animal Care, House sitting, many different species of animals, primates, birds, reptiles, fish, dogs walking and watchin... (more)

2. Chelsea

Tons of Love & Energy For Your Pup

Kihei, HI, 96753

House Sitting, Drop-In Visits, Dog Walking

"Chels and I have been best friends for 20 years, so you can trust me when I say that she is an awesome human! Shes great with animals and she’s way stronger ... (more)"

3. Sara

Dog lover looking for dogs to love!

Makawao, HI, 96768

House Sitting, Drop-In Visits, Dog Walking

"Sara has cared for my dogs many times while I was away and I couldn’t be more pleased! She is a loving and responsible care taker and my dogs love her!!! She... (more)"

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4. Laura

Will Love Your Pet

Wailuku, HI, 96793

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Laura Monahan has loved animals all her life. She had a gerbil as a child, and grew up with cats and dogs. She is now a responsible adult, and has both a cat... (more)"

Confirmed availability
Memorial day
5. Tamalyn

Animals are my career!

Makawao, HI, 96768

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

38 repeat clients

About: Big, Tall, FAT, small, I like 'em all! I’ve been on Maui for 20 years and worked as Director of Equestian at Piiholo Ranch, managing 50 horses... (more)

Confirmed availability
Memorial day
6. Kaytee

Complete animal lover/caretaker!!

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

"Kaytee did an amazing job! I told her that my cats would stay under the bed for days, but Scamp was out and getting pets on her first visit. She sent videos... (more)"

Confirmed availability
This weekend
7. Jasmine

Quality Pet Care

Maui, HI, 96732

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jasmine is our Veterinarian Technician for our two golden retrievers. We were impressed because she had a lot of knowledge regarding pet care. She is highly ... (more)"

Confirmed availability
This weekend
8. Cassandra

I'll love your dog like my own!

Kihei, HI, 96753

House Sitting, Drop-In Visits, Dog Walking

"Cassandra is the ultimate dog lover. She has watched my dog Bailey multiple times. She is always ensuring she gets plenty of walks, lots of cuddles, and keep... (more)"

9. Brittany

Lovable & Dependable Pet Sitter

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Brittany looked after our cats for two weeks while we were on the mainland, and she did a fabulous job! It was great to be able to rely on someone so respons... (more)"

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10. Nova

Reliable, responsible, dog lover!

Paia, HI, 96779

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Aloha, I am a nature lover who would love to take your dog on my adventures to the park, in the hills or just around the neighborhood. ... (more)

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11. Robby

I'll play and run, love your dog

Wailuku, HI, 96793

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I'm a big dog lover. I always had a dog growing up. I had a border collie when I was a kid she was my best friend. We played in are yard and took h... (more)

12. Jenny

I'm a happy, friendly animal lover!

Kihei, HI, 96753

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Jenny is a trustworthy, reliable animal lover with a vast experience of many types of dogs. Communicates well and always puts the dog's interests and needs f... (more)"

13. Grace

Happy Pups ❤️ Maui + Oahu

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"As an overprotective pet owner, even I felt 100% comfortable the first time I left my two small dogs with Grace. She instantly connected with the dogs, act... (more)"

14. Allison

Animal Enthusiast!

Kihei, HI, 96753

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Allison is an absolute doll to have help out with our little doggies...she's kind, loving and always on time..I completely trust and appreciate all of her ti... (more)"

15. Taylor

Taylor and Pedro to the rescue!

Kinei, HI, 96753

House Sitting, Drop-In Visits

3 repeat clients

"Taylor watches our cat Valentine frequently and our cat loves her. She provides excellent and professional service. Cleaned the litter box, feeding, and prov... (more)"

16. Summer

West Maui petsitter

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

About: Aloha - I am a previous Maui humane society employee just looking to help people out with their pets because I love animals! Specifically dogs!! P... (more)

17. Alia

Friendly & flexible dog companion!

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

"Alia has been dog sitting for me for the past 10+ years. I have found her to be dependable, reliable and to follow directions flawlessly. She shows up on tim... (more)"

18. Bridget

Student Survival

Kahului, HI, 96732

House Sitting, Drop-In Visits, Dog Walking

"Bridget has been housesitting/ dogsitting for my husband and I for several years now. She does a wonderful job caring for our home and our dogs. She is respo... (more)"

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19. Reneece

Every pet is welcomed!

Kahului, HI, 96732

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Reneece but I also go by Ren. I grew up with dogs almost my whole life. I have a love for animals, always have and always will. I us... (more)

20. Brooke

Animal lover!

Kihei, HI, 96753

House Sitting, Drop-In Visits, Dog Walking

About: Hi, my name is Brooke. I've loved animals my whole life!! Any shape and size! I've graduated from the University of Arizona and I work at a school ... (more)


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Olowalu pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Olowalu, HI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Olowalu pet sitters and avoid the kennel.