House Sitting in Olowalu, HI

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

Available this weekend
1. Jasmine

Quality Pet Care

Maui, HI, 96732

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

3 repeat clients

"I cannot say enough great things about Jasmine! This was my first time using a pet sitter and will not be the last time I ask Jasmine to care for my baby. ... (more)"

2. Brittany

Lovable & Dependable Pet Sitter

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Brittany was very conscientious about alerting me to any concerns about the dogs while I was away. She was very responsive and got back to me quickly via tex... (more)"

3. Grace

Happy Pups ❤️ Maui + Oahu

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Grace was exactly what I was looking for! She took care of Latte through my flight delay and was kind enough to bring her to the groomer for me. Above and be... (more)"

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)"

Available this weekend
5. 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)

Confirmed Memorial day Availability
6. Heather

outgoing will run with dogs

Makawao, HI, 96768

House Sitting, Drop-In Visits, Dog Walking

"I have had the pleasure to work alongside Heather as a pet sitter. She is beyond amazing. Truly dedicated, loves and cares for the animals she works with a... (more)"

7. Hayley

I love dogs!!

Lahaina, HI, 96767

House Sitting, Drop-In Visits, Dog Walking

About: I am a certified professional dog groomer. I have 12 years of dog grooming experience not to mention countless hours of vulonteer work in Californi... (more)

8. Cassandra

I'll love your dog like my own!

Kihei, HI, 96753

House Sitting, Drop-In Visits, Dog Walking

"Cassandra was wonderful! She was available last minute to take of our dogs. She walked them and gave them lots of attention, they loved her. She sent pics an... (more)"

Available this weekend
9. 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)"

10. Allison

Animal Enthusiast!

Kihei, HI, 96753

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Allison was wonderful! She sent me photo updates of my pup while I was away, and left me a good detailed description of what they did: last time she ate, wen... (more)"

11. 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 was great! It's the first time we've left our Frenchies with someone other than family or friends and they did fine. Jenny kept us update with photos... (more)"

12. Taylor

Taylor and Pedro to the rescue!

Kinei, HI, 96753

House Sitting, Drop-In Visits

3 repeat clients

"Taylor did a great job! Georgia loves her! I'll definitely book again! (more)"

13. Alden

Doglover from Chihuahuas to Spinone

Paia, HI, 96779

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I am so grateful to have found Alden S. She watched our nutty pups for 10 days while we were over seas. She took amazing care of them, and our plants and ou... (more)"

14. 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)"

15. Ashlie

Would love to take care of pups

Kahului, HI, 96732

House Sitting, Drop-In Visits, Dog Walking

About: I have a few friends that travel often and I get to go see their dogs and take care of them. This includes playing, brushing, walking, and sometim... (more)

Available this weekend
16. 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)

17. Alia

Friendly & flexible dog companion!

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

"Alia is very accommodating and obviously good with dogs. She kept us updated during her stay so we felt secure that Monkey was being cared for. Apparently th... (more)"

18. 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)

19. Constance

Conscious Being Loves Animals

lahaina, HI, 96761

House Sitting, Drop-In Visits

"All I can say is WOW! Never have I gone away and felt so at ease in the knowing that my sweet pup was fully taken care of. Constance goes beyond the title of... (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)


Rover.com is the simple, savvy way to find and book Olowalu house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Olowalu on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Olowalu house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.