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Top rated Kaanapali 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.”


“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.”


“Casey took care of our pup while we were off island for a weekend; he even brought him his new favorite toy. Casey is very pleasant and we felt very comfortable with him after our meet and greet. He sent updates with pictures and left our place just as we left it. Our dog had a great time with him and we would definitely work with him again!”


“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.”


“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.”


“My wife and I just had Jennifer stay with our dog for the very first time …. it was perfect! Wylie and Jennifer got along great! Jennifer made him feel loved and comfortable. Wylie has a strong attachment to my wife, but Jennifer won him over. While the Rover website is great and easy to work with, Jennifer walked us through the process, explained what she could do and made us feel good about leaving Wylie in the hands of a complete stranger (a stranger no more). We were equally impressed with how well Jennifer treated our home. We were gone overnight and Jennifer stayed with Wylie in our home. There is no question that I very highly recommend Jennifer to anyone who is the least bit nervous about having a pet-sitter. We plan on using her every chance we get!”


“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!”


About: My name is Emiko, I’ve been living on Maui for awhile now but new to Rover. I have a spaniel mix pup named Zephyr (after the wind in The Odyssey bc he runs like the wind), and grew up with both dogs and cats my whole life. I love animals and the healing energies they bring in their personalities and just love how funny they are. Getting a dog has been one of the most healing things in my life, he is literally my best friend, baby and side kick and I understand finding someone who will take the upmost care for your pet is a crucial decision. Especially if they come with baggage or little quirks (Zephyr is a rescue) or they need extra care like medication, etc. I will take care of your pets like they’re my own—feeding, walking, playing, following any other additional instructions and giving them lots of love to feel safe and happy 🤍 I am currently phasing out of my part time job that is three days a week to working remotely from home full time. Currently on the days I work, I will only be available for drop ins early morning by 8AM or after work at 7 PM Your pet’s safety and comfort are my top priorities. I always follow instructions closely, keep a clean and calm environment, and make sure your pet feels secure and loved at all times. I’m attentive to their body language and needs, and I never leave pets unattended in unsafe situations. Whether we’re out on a walk or relaxing at home, I’ll treat your pet like family—with patience, care, and lots of affection. You can trust that they’re in safe, reliable hands with me.

“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.”


“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. ❤️”


“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 don't remember a time in my life where I did not have a pet, growing up I took care of multiple cats, socialized feral kittens and watched neighborhood dogs and chickens. I currently have one fur-baby (kitty) of my own and volunteer feed some of the cat colonies on Maui. As a full time resident you can expect that I will treat your pets and home with the utmost respect and care. I work as a consultant on my own schedule so I can be flexible with yours. I can work with you on desired time of day to visit your pets. I’m local to the Kaanapali resort area and can easily and regularly visit areas such as Kaanapali, Napili and Kapalua My visits are always for the time window we specify together. I will check in prior to my entering your home and check out once I’ve left. You may contact me to do additional tasks such as collecting mail or packages or taking out trash on collection days.

“I'm absolutely greatful to Kela for the professional and loving care she shared with Te'a while I was away for a week. Outstanding ? . My 1st time using Rover and I will return to use your service again. Thank you”


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


About: Over three decades of experience, I have had animal companions for as long as I can remember ! Canine, Feline, Avian, Aquatic, & other , wildlife/re-release, included * Veterinary care experience * Dog Training * Pet Stylist * Petco * also Certified Lifeguard & 🌲Ranger *, Martial Artist * , Birder * We're going to have the best day ever ! 🎊 Please schedule with us ! We can't wait to be friends ! Complementary various variables available as well 🍬🎀🦴🥎🥏🪃🪁 All about the little friends! all the time is dedicated to the refuge, needs, care and wants, nothing gets in the way of top care possible, 🐾claws did first🌼💮🌸💮💎🪶 They are people too, and it's an honor to have them with us Animals and Companions always come first ! Fun is always to be had, Anywhere, outdoors, downtown, 🦴Dog🥎Parks and more! Experience with Training, Salon Styling, and regular veterinary care 🌲🏞️Wildlife are Ohana here ! Walks and recreation include beaches, regional parks, and more ! 🌅🌆🌉🌉🌌☄️ Take a little bit to put everything on paws🐾 🐾 ! Please give us a call for new friends, R&R, and some fun, 🌧️rain or sun🌞! Professional new pals for you, we can't wait to meet you ! 🍬🐟🦴🪶🌼💌💟🌴🌼🎋 Here to make it the best it can be for everyone! Please give us a call Complementary various variables as well🍬 💌 Thank🎀You ! Domo🌸Arigato! 💮Gam Sa Ham Ni Da! Xie🏵️Xie ! 🌴Mahalo🌺Nui Loa ! Muchas🌵Gracias ! Merci☕Beaucoup !

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.

About: Hello, my name is Hideko, thanks for checking my profile. After losing my beloved 16 year old lab mixed girl recently, I miss being around dogs. I used to have two cats too. It will be my honor to take care of your animal family and I will be doing it out of love. I'm here in Maui from San Francisco for several months while working remotely. I work in odd time zones so I have flexible schedule. I'm trusting, responsible, good communicator and will send pictures of your pets while sitting. I can also look after your plants and am available for house sitting too. I am fully vaccinated and practice covid safe protocol. Contact me with any questions. Looking forward to hearing from you.

“Lauren was wonderful and very kind and caring. I felt my dogs were nice and safe at all times.”


“Sarah was amazing. She was so kind and respectful. She made us and our babies feel safe and loved. Thank you Sarah for being flexible and awesome!! We will definitely be reaching out to Sarah when we travel back.”

Loving house sitters in your neighborhood
Search Results


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.”


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.”


Casey S.Star Sitter

“Casey took care of our pup while we were off island for a weekend; he even brought him his new favorite toy. Casey is very pleasant and we felt very comfortable with him after our meet and greet. He sent updates with pictures and left our place just as we left it. Our dog had a great time with him and we would definitely work with him again!”


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.”


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.

“My wife and I just had Jennifer stay with our dog for the very first time …. it was perfect! Wylie and Jennifer got along great! Jennifer made him feel loved and comfortable. Wylie has a strong attachment to my wife, but Jennifer won him over. While the Rover website is great and easy to work with, Jennifer walked us through the process, explained what she could do and made us feel good about leaving Wylie in the hands of a complete stranger (a stranger no more). We were equally impressed with how well Jennifer treated our home. We were gone overnight and Jennifer stayed with Wylie in our home. There is no question that I very highly recommend Jennifer to anyone who is the least bit nervous about having a pet-sitter. We plan on using her every chance we get!”


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!”


Emiko H.
About: My name is Emiko, I’ve been living on Maui for awhile now but new to Rover. I have a spaniel mix pup named Zephyr (after the wind in The Odyssey bc he runs like the wind), and grew up with both dogs and cats my whole life. I love animals and the healing energies they bring in their personalities and just love how funny they are. Getting a dog has been one of the most healing things in my life, he is literally my best friend, baby and side kick and I understand finding someone who will take the upmost care for your pet is a crucial decision. Especially if they come with baggage or little quirks (Zephyr is a rescue) or they need extra care like medication, etc. I will take care of your pets like they’re my own—feeding, walking, playing, following any other additional instructions and giving them lots of love to feel safe and happy 🤍 I am currently phasing out of my part time job that is three days a week to working remotely from home full time. Currently on the days I work, I will only be available for drop ins early morning by 8AM or after work at 7 PM Your pet’s safety and comfort are my top priorities. I always follow instructions closely, keep a clean and calm environment, and make sure your pet feels secure and loved at all times. I’m attentive to their body language and needs, and I never leave pets unattended in unsafe situations. Whether we’re out on a walk or relaxing at home, I’ll treat your pet like family—with patience, care, and lots of affection. You can trust that they’re in safe, reliable hands with me.


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.”


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. ❤️”


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.


Natalie R.
“Natalie has enjoyed the company of animals since she was a young girl spending time at a family farm. She has raised many a cat, dog, and chicken. While cats are dearest to her heart, she loves all pets. Animals are attracted to her and know they have a loyal friend immediately. They can’t seem to get enough of her, and the feeling is mutual. She currently has a pet cat(Fiona), and has volunteered most recent with Save Maui Cats.”


Kela Tate P.

“I'm absolutely greatful to Kela for the professional and loving care she shared with Te'a while I was away for a week. Outstanding ? . My 1st time using Rover and I will return to use your service again. Thank you”


Kristan P.

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


Naomi Clara R.
About: Over three decades of experience, I have had animal companions for as long as I can remember ! Canine, Feline, Avian, Aquatic, & other , wildlife/re-release, included * Veterinary care experience * Dog Training * Pet Stylist * Petco * also Certified Lifeguard & 🌲Ranger *, Martial Artist * , Birder * We're going to have the best day ever ! 🎊 Please schedule with us ! We can't wait to be friends ! Complementary various variables available as well 🍬🎀🦴🥎🥏🪃🪁 All about the little friends! all the time is dedicated to the refuge, needs, care and wants, nothing gets in the way of top care possible, 🐾claws did first🌼💮🌸💮💎🪶 They are people too, and it's an honor to have them with us Animals and Companions always come first ! Fun is always to be had, Anywhere, outdoors, downtown, 🦴Dog🥎Parks and more! Experience with Training, Salon Styling, and regular veterinary care 🌲🏞️Wildlife are Ohana here ! Walks and recreation include beaches, regional parks, and more ! 🌅🌆🌉🌉🌌☄️ Take a little bit to put everything on paws🐾 🐾 ! Please give us a call for new friends, R&R, and some fun, 🌧️rain or sun🌞! Professional new pals for you, we can't wait to meet you ! 🍬🐟🦴🪶🌼💌💟🌴🌼🎋 Here to make it the best it can be for everyone! Please give us a call Complementary various variables as well🍬 💌 Thank🎀You ! Domo🌸Arigato! 💮Gam Sa Ham Ni Da! Xie🏵️Xie ! 🌴Mahalo🌺Nui Loa ! Muchas🌵Gracias ! Merci☕Beaucoup !


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.


Hideko A.
About: Hello, my name is Hideko, thanks for checking my profile. After losing my beloved 16 year old lab mixed girl recently, I miss being around dogs. I used to have two cats too. It will be my honor to take care of your animal family and I will be doing it out of love. I'm here in Maui from San Francisco for several months while working remotely. I work in odd time zones so I have flexible schedule. I'm trusting, responsible, good communicator and will send pictures of your pets while sitting. I can also look after your plants and am available for house sitting too. I am fully vaccinated and practice covid safe protocol. Contact me with any questions. Looking forward to hearing from you.


Lauren L.

“Lauren was wonderful and very kind and caring. I felt my dogs were nice and safe at all times.”


Sarah S.

“Sarah was amazing. She was so kind and respectful. She made us and our babies feel safe and loved. Thank you Sarah for being flexible and awesome!! We will definitely be reaching out to Sarah when we travel back.”
Kaanapali pet parents share their Rover experiences
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.

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.

I highly recommend Sarah S! I was nervous about leaving my furbaby with her, but her calm nature was a great fit for me as well as my pup. She offered to come meet my puppy and go for a morning walk with us well before the actual date of the sitting took place, this idea also gave me great comfort. Her love for animals is apparent, her kind nature is lovely, and there is no doubt in my mind that I will call her the next time I have to leave my pup alone. Thank you Sarah S!!!

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!
The median cost per night for house sitting in Kaanapali is $65
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 Kaanapali on Rover as of Aug 2025 was about $65 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 144 house sitters in Kaanapali. 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, 89% of Kaanapali house sitters respond in under an hour.
House sitters in Kaanapali 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 Kaanapali.
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. Kaanapali 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.
