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
Thanksgiving
1. Jess

Let’s go to the beach!

Wailuku, HI, 96793

House Sitting, Drop-In Visits, Dog Walking

"I’m so happy to have found Jess on Rover. She clearly loves dogs, takes great care of my puppy and communicates well with me. (more)"

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2. Caity

Rainbow Pet Services

Kahului, HI, 96732

House Sitting, Drop-In Visits, Dog Walking

"Caity has watched my dog a few times, and she did amazing. She kept me updated wth how my dig was doing, as well she also sent pictures if my dog. Amazing do... (more)"

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3. Anna

Part of our family while ur away!!!

Wailuku, HI, 96793

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

"Anna grew up in a home which always included at least one dog and cat, and one very vocal African Grey parrot. She was always involved with the raising and ... (more)"

Confirmed availability
Thanksgiving
4. Jennifer

Dog Lover

Kihei, HI, 96753

House Sitting, Drop-In Visits, Dog Walking

"Thanks so much Jennifer! Great communication and even sent us a pic when we didn’t ask for one. She even brought in a delivery that was left on our porch. :) (more)"

5. Alia

Friendly & flexible dog companion!

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

"Very professional and LOVED the picture updates! We highly recommend Alia!! (more)"

6. Penny

Anything for your pup's happiness!!

Kihei, HI, 96753

House Sitting, Drop-In Visits, Dog Walking

About: I used to be a vet tech and also worked for a kennel. I can take care of just about anything your pup could need including special dietary needs ( ... (more)

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7. Jill

Love walking & snuggling dogs!

Kihei, HI, 96753

Dog Boarding, Drop-In Visits, Dog Walking

"Jill is an amazing dog caregiver! She has two dogs of her own, Duke and Knight. Jill will ensure that your dog is well taken care of (well fed, gets exerci... (more)"

8. Natalie

I LOVE ANIMALS AND THEY LOVE ME!

Lahaina, HI, 96761

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

"Natalie looked after by precious Wyatt during my honeymoon and she was fantastic! She did everything Wyatt needed - walks, snuggles, playing! Wyatt still lov... (more)"

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9. Sara

Would love to spoil your animal!

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

"Sara did a great job checking in on my two pups, Cody and Harley, during the six days I was in Massachusetts at my brother's wedding. I received updates and ... (more)"

Confirmed availability
Thanksgiving
10. Molly

Work from home; love to walk!

Kihei, HI, 96753

House Sitting, Drop-In Visits, Dog Walking

"Molly has been a dog sitter for me for years now. She is so loving towards my pup and he adores her. She is very active and would take my pup on hikes, runs,... (more)"

11. Laura

Will Love Your Pet

Wailuku, HI, 96793

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

"Laura was so good with my pups! I have a large dog (90+ lbs) and small elderly and deaf dog (15 lbs) and she walked them, fed them, and gave them the persona... (more)"

12. Patricia

~Animal Lover at your Service~

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

"Patricia did a good jod watching our house and pets. We felt good enough to leave the country for weeks on end during the winter with no worries about our ho... (more)"

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13. 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)

14. Megan

Let me love your furbaby

Lahaina, HI, 96761

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

About: I love walking and I love dogs! I am Animal lover and a pet owner all my life and would love to spend time with your fur babies while you are away... (more)

15. Taylor

Taylor and Pedro to the rescue!

Kinei, HI, 96753

House Sitting, Drop-In Visits

"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)"

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16. Summer

West Maui petsitter

Lahaina, HI, 96761

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

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. Alden

Doglover from Chihuahuas to Spinone

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

"As always 5 stars! (more)"

Confirmed availability
Thanksgiving
18. Tristan

Your dog will love it!

Wailuku, HI, 96793

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

19. Reneece

Every pet is welcomed!

Kahului, HI, 96732

House Sitting, Drop-In Visits, Dog Walking

"Reneece was a fantastic house and pet sitter while we were away for two weeks. She would come over twice a day to care for our dog and I really appreciated t... (more)"

20. 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)"


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.