Pet Sitting & Drop In Visits in Kaanapali, HI

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

1. Jess

Anything for your pup’s happiness!

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)"

Confirmed availability
Christmas and New Year
2. Natalie

I LOVE ANIMALS AND THEY LOVE ME!

Lahaina, HI, 96761

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

"Stella Jo and Panda Pig loved Natalie. It was great to have her come by and give us a hand. Natalie is a natural with the dogs, she enjoyed it more than the ... (more)"

3. 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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4. 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)"

Confirmed availability
This weekend
5. 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)"

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6. Ali

Tis the season for runs & snuggles

Lahaina, HI, 96761

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

"Hmm, where do I even start?! Ali, has one of the biggest hearts, not only towards humans but also our furry baby’s. She has taken care of my girl Annabelle m... (more)"

Confirmed availability
Christmas and New Year
7. Chris

Former Police Officer safety is key

Kihei, HI, 96753

House Sitting, Drop-In Visits, Dog Walking

About: I’m a former police officer from Dallas, Texas who loves dogs. I have two dogs myself and am a trustworthy person to watch your home and your dog! ... (more)

8. Erin

basic dog training/running/love

Lahaina, HI, 96761

Drop-In Visits, Dog Walking

"Erin has an outgoing personality that animals enjoy being around; she loves them and they love her. She also worked at a local vet clinic handling and taking... (more)"

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9. Kelsey

I will provide excellent care

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

"Kelsey is incredible with dogs, as she is super compassionate and loving! My doggo WESLEY pretty much could just go live with Kelsey! She will make sure your... (more)"

Confirmed availability
Christmas and New Year
10. Brittany

Lovable & Dependable Pet Sitter

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

"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)"

11. 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)

12. Megan

Your dog is my co-pilot

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)

13. 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)"

14. Alden

Doglover from Chihuahuas to Spinone

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

"As always 5 stars! (more)"

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15. Melanie

I love dogs!!

Paia, HI, 96779

House Sitting, Drop-In Visits, Dog Walking

About: If you choose to hire me, you can expect loving and nurturing petcare from someone who truly enjoys their job. I am available for petsitting and d... (more)

Confirmed availability
This weekend
16. 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)

17. 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)

Confirmed availability
Christmas and New Year
18. Rachel

Making your vacation less ruff!

Lahaina, HI, 96761

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

"Rachel was a great dog sitter for us. She watched our pup when we were away on vacation for 5 days. I had no problems and received daily updates from her vi... (more)"

19. Chelsea

Treat them like your kids :)

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

"I've known Chelsea for 15 years. She is an amazing, loving, trustworthy, and smart human being. To say she is an animal lover is quite an understatement. She... (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 Kaanapali 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 Kaanapali, 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 Kaanapali pet sitters and avoid the kennel.