House Sitting in Olowalu
Find a loving house sitter to watch over your pets and your home.

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Top rated Olowalu house sitters

“We love Kevin & Ashley! Our pup is always nurtured with lots of attention and snuggles. He looks so happy in the pictures we receive. I'm confident leaving island for any amount of time when he's in Kevin & Ashley's hands. They're super flexible and respectful of our home as well. I look forward to having them housesit knowing our pup loves them so much.”


“Casey watched my 2 nuggets this past weekend while I was out of state- he sent photos while I was gone, kept me updated and responded right away when I reached out. He took them to the park, made sure they got their meds, and lots of cuddles. I highly recommend Casey to take care of your fur-babies anytime!”

“5 stars! We have a high maintenance border collie and an anxious rescue pointer-mix. They bonded with Johnathan who sent daily photos of walks, frisbee, etc. Johnathan telecommutes so he could work while house sitting and hanging out with our dogs, which is what they're used to. Highly recommend; friendly, reliable, and responsible.”


“It was such a joy to come home to a clean house, happy, well fed cats, and alive house plants. Makana provided us with regular updates and photos of our pets. She even fed a little stray that we have taken under our wing. If you are looking for a great house and pet sitter, contact Makana.”


“My clan immediately fell in love! I think our home was cleaner than when we left it and the dogs and cat were happy and healthy and in harmony! Looking forward to next time! Thank you!”


“Jennifer was AMAZING! She loved my babies as if they were her own! She sent many pictures and videos, was super clean, and hands-down the best Rover experience I have had. I will definitely hireher again and again.”


“Cameron stayed for the weekend with our two dogs, one is older and needs medication and the other is younger but nervous, and we were super happy with Cameron’s attention to the dogs and our home! He took out you here dog to the dog beach which was awesome, and sent us pictures throughout the stay. Absolutely recommend him. Thanks Cameron!”


“AMAZING! Alexander was perfect!! She loved our fur babies and our home like her own. All 4 boys loved her ! We didn’t worry about a thing while we were gone. We came home to clean home and happy dogs. She was great at communicating and sending photos to keep us updated. We completely trust her and will use her again. Everytime. She is always welcome in our home even if she wants to stop by and see the boys and have dinner. ❤️”


“Jessica took care of my mini-zoo while I was visiting family on the mainland. I had booked an aggressive travel schedule, visiting family in both east coast and west coast time zones. Jessica not only took exceptional care of my 2 large dogs and my 2 persnickety felines, but she also took great care to make sure I knew all was well back home. I never had to ask. Thank you Jessica! See you next time.”



About: I am a dog fanatic, they are very special to me. I have had many dogs growing up of all breeds and sizes. I will love them whole heartedly, I have a 2 year old furry baby and I understand how much love and care they need while you're away. I do have a 5 year old who is dog crazy as well, he has lived with dogs of all sizes and personalities. Animals have a very special place in my heart (especially dogs) and I would love to be the one to take care of your special friend. I know the importance of trust with your loved ones. I would like to bring good energy into you and your pets life with a whole lot of love. Mahalo I am flexible, I don't mind traveling around the island to take care of animals. I have been fortunate to work with animals all over Maui for the last 10 years. I am very open to any specific instructions your special friend will need; first timers, allergies, high energy, separation anxiety and any extra care your pet may need

“Natalie watched our two pups while we were out of town for our wedding. Having a 6 month old puppy as well as a 4 year old dog was no easy feat, but we could not have been happier with their care! While we were busy with wedding events, Natalie was amazing at updating us and sending daily pictures and report cards. We came home to a clean house and happy dogs! Can’t wait to have her back:)”


About: I have raised small dogs from puppies to adults. I have also rescued two huskies, one that was a senior with special needs and one that was a puppy mill rescue with severe emotional needs. I also had indoor cats for two years. I have helped a friend who fosters animals with her senior dog and many kittens. I recently moved to Maui and miss my furbabies who now live with my adult children. I'd love to love on yours for you! I work remotely so I have a very flexible schedule. I'm centrally located in Wailuku so I can provide pet care in multiple areas of the island. I am very diligent about following your safety and care protocols in your own home. Unfortunately, I am not able to provide care in my home due to roommate restrictions.

About: I’m in my mid 30s and been responsible for at least one pet since I was about 8. I love all animals and have personally had cats, dogs and fish. I graduated from A&M Galveston with a degree in Marine Biology and am currently working with marine mammals. I have experience in dog and cat training, this includes harness/leash and behavioral. Because of my degree I have a background in animal behavior which I use to help talk to and understand animals. I have worked with pets, dolphins and wolves in the past. I absolutely love animals and find it the most rewarding teaching and interacting with them. Please let me help you love your pet. I work full time on Sunday-Tuesday. So I cannot work those days. The other days I have the occasional volunteer project but can work around any Rover commitment. I live right next to a park and the beach so it’s very easy to take dogs for a walk. If I am staying at a clients place I have a truck to take the dog to a dog park if there isn't one nearby.

“Leslie was wonderful with my senior pup. She was patient and kind and calm with him. She communicated very well and sent photos while I was gone. She left my home very clean. I would absolutely trust her with your home and furry friends, I will be booking her again.”


About: Hi I’m Sydney 🫶🏼 I innately connect with all the pups and kitties all over 💕 I’ve had pets my whole life, including another shih tzu, rescued both a black lab and adult calico cat, and I now have an almost 6 year old shih tzu named Kai. I provide excellent service and unlimited love for your fur babes, guaranteed to make them feel safe and happy. Aloha 🤍 I am available most days and nights. I have a very flexible schedule! Whatever is needed, I will do my best to accommodate any schedule you need and I can work with last minute changes ;) I provide my baby Kai with the utmost love and care as he is my only child! I will replicate that love and care for your baby as well! I am trusted, reliable, and I can adapt to any and I think all walks of life, you are in good hands!!!

About: I am very active and love to bring a fur baby along if they like to adventure! On the other hand I also like to be a homebody and lounge or garden. I get up early to have coffee and feed and pet the kitties and birds! Taking the dogs for a run on the beach is so fun! I have a fenced in yard as my dachshund was a wonderful escape artist! He has calmed down a bit with age and follows me around the house and garden.
Loving house sitters in your neighborhood
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Kevin & Ashley L.

“We love Kevin & Ashley! Our pup is always nurtured with lots of attention and snuggles. He looks so happy in the pictures we receive. I'm confident leaving island for any amount of time when he's in Kevin & Ashley's hands. They're super flexible and respectful of our home as well. I look forward to having them housesit knowing our pup loves them so much.”


Rachael D.Star Sitter

“Racheal is very sweet and professional! Our dogs Lucie and Ricky had fun and we felt very comfortable leaving them in her care. We highly recommend her!”


Casey S.Star Sitter
“Casey watched my 2 nuggets this past weekend while I was out of state- he sent photos while I was gone, kept me updated and responded right away when I reached out. He took them to the park, made sure they got their meds, and lots of cuddles. I highly recommend Casey to take care of your fur-babies anytime!”


Johnathan W.Star Sitter

“5 stars! We have a high maintenance border collie and an anxious rescue pointer-mix. They bonded with Johnathan who sent daily photos of walks, frisbee, etc. Johnathan telecommutes so he could work while house sitting and hanging out with our dogs, which is what they're used to. Highly recommend; friendly, reliable, and responsible.”


Makana P.

“It was such a joy to come home to a clean house, happy, well fed cats, and alive house plants. Makana provided us with regular updates and photos of our pets. She even fed a little stray that we have taken under our wing. If you are looking for a great house and pet sitter, contact Makana.”


Catherine W.

“My clan immediately fell in love! I think our home was cleaner than when we left it and the dogs and cat were happy and healthy and in harmony! Looking forward to next time! Thank you!”


Jennifer A.


“Jennifer was AMAZING! She loved my babies as if they were her own! She sent many pictures and videos, was super clean, and hands-down the best Rover experience I have had. I will definitely hireher again and again.”


Jennifer A.

“I think my dog is always just a little upset when he sees me, rather than Jennifer, walk in the door. He is always a happy boy when she stays.”


Cameron M.Star Sitter

“Cameron stayed for the weekend with our two dogs, one is older and needs medication and the other is younger but nervous, and we were super happy with Cameron’s attention to the dogs and our home! He took out you here dog to the dog beach which was awesome, and sent us pictures throughout the stay. Absolutely recommend him. Thanks Cameron!”


Alexandra T.

“AMAZING! Alexander was perfect!! She loved our fur babies and our home like her own. All 4 boys loved her ! We didn’t worry about a thing while we were gone. We came home to clean home and happy dogs. She was great at communicating and sending photos to keep us updated. We completely trust her and will use her again. Everytime. She is always welcome in our home even if she wants to stop by and see the boys and have dinner. ❤️”


Jessica W.

“Jessica took care of my mini-zoo while I was visiting family on the mainland. I had booked an aggressive travel schedule, visiting family in both east coast and west coast time zones. Jessica not only took exceptional care of my 2 large dogs and my 2 persnickety felines, but she also took great care to make sure I knew all was well back home. I never had to ask. Thank you Jessica! See you next time.”




Madilyn V.Star Sitter
About: I am a dog fanatic, they are very special to me. I have had many dogs growing up of all breeds and sizes. I will love them whole heartedly, I have a 2 year old furry baby and I understand how much love and care they need while you're away. I do have a 5 year old who is dog crazy as well, he has lived with dogs of all sizes and personalities. Animals have a very special place in my heart (especially dogs) and I would love to be the one to take care of your special friend. I know the importance of trust with your loved ones. I would like to bring good energy into you and your pets life with a whole lot of love. Mahalo I am flexible, I don't mind traveling around the island to take care of animals. I have been fortunate to work with animals all over Maui for the last 10 years. I am very open to any specific instructions your special friend will need; first timers, allergies, high energy, separation anxiety and any extra care your pet may need


Natalie G.

“Natalie watched our two pups while we were out of town for our wedding. Having a 6 month old puppy as well as a 4 year old dog was no easy feat, but we could not have been happier with their care! While we were busy with wedding events, Natalie was amazing at updating us and sending daily pictures and report cards. We came home to a clean house and happy dogs! Can’t wait to have her back:)”


Rachel L.
About: I have raised small dogs from puppies to adults. I have also rescued two huskies, one that was a senior with special needs and one that was a puppy mill rescue with severe emotional needs. I also had indoor cats for two years. I have helped a friend who fosters animals with her senior dog and many kittens. I recently moved to Maui and miss my furbabies who now live with my adult children. I'd love to love on yours for you! I work remotely so I have a very flexible schedule. I'm centrally located in Wailuku so I can provide pet care in multiple areas of the island. I am very diligent about following your safety and care protocols in your own home. Unfortunately, I am not able to provide care in my home due to roommate restrictions.


Breana K.
“Breana has pet sitted for our pets on multiple occassions. I have found Breana to be reliable and trustworthy and you can depend on her. I would reccommend her to care for your pet.”


Leslie L.Star Sitter

“Leslie was wonderful with my senior pup. She was patient and kind and calm with him. She communicated very well and sent photos while I was gone. She left my home very clean. I would absolutely trust her with your home and furry friends, I will be booking her again.”


Sydney P.
“Sydney is an awesome caring person who is responsible, clean, and attentive to the needs of others. She has an over caring personality with animals. She is on time and dependable. I would trust her with my animals whom I care for deeply.”


Kristan P.

“Tank had a great time I will continue to use Kristan in the future when I need someone to watch him”


Jennifer D.

“Jen is a nice, on top of things lady. For the meet and greet she asked a lot of great questions and took notes. We came home to happy dog!! Thanks for watching them Jen!”


Arika H.
About: I am very active and love to bring a fur baby along if they like to adventure! On the other hand I also like to be a homebody and lounge or garden. I get up early to have coffee and feed and pet the kitties and birds! Taking the dogs for a run on the beach is so fun! I have a fenced in yard as my dachshund was a wonderful escape artist! He has calmed down a bit with age and follows me around the house and garden.
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Olowalu on Rover as of Aug 2025 was about $64 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Aug 2025, there are 148 house sitters in Olowalu. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 90% of Olowalu house sitters respond in under an hour.
House sitters in Olowalu have an average of 17 years of experience. This can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Olowalu.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Olowalu house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
