House Sitting in Olowalu, HI

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

1. 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)"

2. Allison

Animal Enthusiast!

Kihei, HI, 96753

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Allison watched our 7 year old Flat Coat Retriever, Layla, on and off over a 10 day span while we went to a few weddings. Allison was very accommodating wit... (more)"

3. Eden

Experienced animal care specialist

Kula, HI, 96790

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

1 repeat client

"We are so fortunate to have found Eden. Every time we have to travel out of town we are able to have a stress free trip knowing we are leaving our puppy in g... (more)"

4. 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)"

5. 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)"

6. Brittany

Lovable & Dependable Pet Sitter

Lahaina, HI, 96761

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Brittany watched our 7 year old Flat Coated Retriever, Layla, for several nights over a 10 day span while we were on the mainland for some friends weddings. ... (more)"

7. Danielle

Catering to your dog's need

Wailuku, HI, 96793

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

About: I've been caring for our family labs since I was about 8. I am comfortable around almost all dogs, as long as they're not aggressive. Can cater t... (more)

8. Eva

Dog and fitness lover!

Kula, HI, 96790

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I love animals of all sorts and would love to care for yours! I’ve been using rover for about 6 months and I have fallen in love with the idea of g... (more)

9. Bridget

Student Survival

Kahului, HI, 96732

House Sitting, Drop-In Visits, Dog Walking

"Bridget is very trustworthy and amazing with fur babies! She stayed the night with our two dogs when our puppy got neutered and took such great care of both ... (more)"

10. 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)"

11. Jenny

I'm a happy, friendly dog 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. 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)

13. Summer

West Maui petsitter

Lahaina, HI, 96761

Dog Boarding, 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)

14. 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)

Confirmed President's Day Availability
15. 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)

16. Karrie

Dog Whisperer

Kahului, HI, 96732

House Sitting

"Karrie holds a special place in my pup's heart. She is very loving, and I had no qualms leaving my dog in her care. My dog's excitement to see her was fabulo... (more)"

17. Laura

Will Love Your Pet

Wailuku, HI, 96793

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

"Laura is terrific! Our dog Monte knows exactly what time it is when she walks in the door, jumping around like a maniac. She's prompt and her positive energ... (more)"

18. 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)

19. 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)

20. 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)"


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.