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

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Top rated Wailea Makena house sitters
About: I have cared for many animals over the years horses dogs cats goats fish racoon turtle rabbits. I am an animal lover! And they love me also! Open to about any situation and any time. It is all negotiable. I am very flexible and easy going. I prefer ocean settings or very natural settings I do love exploring the ocean and nature. And walking alot so I can offer plenty of activities if your pet is up to it. I am also a Rieki master so I can provide healing emotional and enetgentically for animals, people and environments.
About: I’ve always had a passion for dogs and recently loss my chocolate lab who lived 14 years. I do still have a 9 year old black lab who needs a playmate during the day. I’ve worked at the Boise zoo for 5 years and have experience in administering medicine. Im currently a full time BSU student and since most of my classes are online, I’m home all day to take care of dogs full time. I have a fenced in yard and I’m walking distance from several dog parks. I have a very friendly black Female lab who would love to have a playmate during the day. I’m a big guy (6’4”)so I can walk 3-4 dogs on a walk. Currently unemployed and looking for jobs in Kihei, Hawaii for now until I find either walk or until I figure out something just let me know and I’ll be there in a jiffy. I talk with the client and make sure to either give them a choice of daily or every other day updates on the dogs progress/mood if anything is out of the norm I will contact them immediately
“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!”
About: I’ve been taking care of the dogs since my childhood. Neighbors and friends rely on my help . I have my own dog - 8 years old Pomeranian . I cook the best food for dogs and would love to share with you healthy recipes and tips . I will get to know your dog personality and help you with training . Please ask me any questions. I look forward to meet your furry friend and take good care of them . I’m currently working part-time, so my schedule is flexible and I will have plenty of time to take good care of your dog . I’m available during the week and weekends as well . Each service will be different . I can take your dog for a walk in your preferred neighborhood or bring him/her to West Boca. We have a beautiful lake here and all pet owners take their dogs for a walk here .
About: Hi! My name is Laurel, but my friends call me Lolo. I have been caring for animals since I could walk. No, seriously, I have! I was blessed with the opportunity to grow up with all kinds of animals to care for daily. If you have grown up on a ranch or a farm, you know what I am talking about. We had two Australian Shepherds, horses, a donkey, barn cats, you name it! Those days sparked the passion I have for animals and taught me how to work my booty off. We were taught to NEVER leave the gate open, always clean up after ourselves (and the animals), and to show love to every living being. As an adult, I worked at multiple doggy daycares, adventured with some really amazing horses (and riders) at a Girl Scout camp in California, and have taken every opportunity I have found to spend time with animals. My dream is to one day open a ranch for rescue animals of all species and breeds. Until then, I am elated to be offering my pet care services to YOU and your furry friends (or scaly, I don't judge). Follow our Instagram to see what we are up to. I can't wait to hear from you! I can definitely handle young crazy puppies that jump, chew, pee everywhere, etc. as well as older (more fragile) dogs that need specialized care. I also have experience giving medications. I don't mind having dogs in my car and will happily bathe your dogs upon request. I am passionate about caring for all animals, especially dogs, and I am not intimidated easily! If you have other pets in your home, I will feed them and give them some love as well. I look forward to meeting your fur/feather/scaly babies and will treat them as they are my own! I work remotely Monday-Friday for a small company and I have a very flexible schedule. I can tailor my day to fit your pets needs, and I will be with them most of the day! **I absolutely update all of my clients with photos and updates! I give you my direct cell phone number so you can contact me at any time if you want to know how your babies are doing. Safety of your pet is my number one priority. I never leave your home until your dog is properly leashed and wearing protective footwear when necessary. Please understand that I will not be able to provide a dog walk without proper safety equipment such as a collar with updated tags, a secure leash, etc. I operate my own pet care business out of my home, caring for your pets IS my weekly routine. I have a very flexible schedule. Safety of your pet is my number one priority. I never leave your home until your dog is properly leashed and wearing protective footwear when necessary. Please understand that I will not be able to provide a dog walk without proper protection for their paw pads due to the high heat in the summer. My own house has multiple baby gates to ensure no dog escapes through any entry point as clients are coming and going. Our backyard is fenced and we keep a lock on our gate at all times. We have a shaded area for dogs to go potty even on the hottest of days and keep our AC set to 78 or lower at all times.
About: I’ve had two amazing dogs and cats in my lifetime, volunteered at an animal shelter since I was 13, and researched canine cognition at Duke University! I was also prevet in college, worked with many dogs and pups, and have experience training service puppies. I have most weekends off with occasional weekdays off from my full time job. Happy to house sit or dog walk outside of my work hours and commute! I have been a pet sitter for many people over the years and I’m extremely responsible, attentive, and comfortable around dogs and cats. I’ve had two dogs and two cats of my own and worked training service puppies in my free time. Very active and love being outside will give your pets lots of love and attention while you’re away!
About: I can care for your pups as well as horses and cats. I have a nice fenced in yard and lots of love to give. I currently work part time, and have a pretty flexible schedule. You can drop off your pet or I can pick them up. Thank you I have an older beagle mix and one cat. I have a nice fenced yard and lots of room for pets to run and play.
“Jonathan was really great! Punctual, reliable and very communicative. You can tell he really loves and cares for the pets he watches. He sent lots of pictures of our dog every day, which we very much appreciated. Would love to use him again in the future.”

About: I communicate with animals very well & have cared for & regularly research a variety of creatures, both with domestic & farm lifestyle to constantly improve my knowledge of different situations. My Reiki practice is run from home & I have the flexibility in my schedule to be fully present with your animal & to will also offer Reiki treatments for your anxious / blue pet. I have a huge property with a security gate & fencing that allows lots of space for outdoor play & clean, comfy, & safe indoor quarters that can allow room for your crated pet. (*Owner to provide crate.)
“Courtney was amazing while I was away. She took great care of my pets and my home and sent me updates each day, which I really appreciated. Coming home was so nice, the house was all set and she even left me flowers. I felt at ease knowing everything was in good hands and will definitely be booking with her again in the future.”

About: I'm a 43-year-old woman who is a full-time pet care and home care provider. About 10 years ago I made the decision to leave professional kitchens in search of a more fulfilling lifestyle. I chose to follow my heart and my dreams of traveling the world. I have a Bachelor's degree in Psychology, a Professional Culinary Degree from NYC and a TEFL certification from Bangkok. I set up my life to be able to go anywhere and do anything! I have been traveling full-time for the last 10 years as a pet sitter, but have over 20 years of experience as a pet sitter and dog walker. I have recently done long-term sits in Ecuador, Peru, Mexico, and Maui. I have an enormous amount of pet care experience. It ranges from dogs and cats to tropical birds and even a few axolotls! I have a lot of experience with geriatric and end-of-life pet care as well. You can see even more references from past homeowners and pet owners on my website, just search Grace's Buddies. You can be assured, that not only will I treat your pets like my own, but I will spoil them with love and affection. It's my passion. I currently work from home part-time, so I have plenty of time to play and exercise your pets! Your pets will get one-of-a-kind care and tons of hugs and kisses! I will always keep your dog on a lead. Even if you, as the dog owner, have them off of a lead, I will keep them on a lead because of other unknown dog interactions and it is my utmost responsibility to make sure your animals are safe and unharmed in my care.
About: Aloha :) My dogs and I would love to have your dog stay at our house in Olinda! We have a fenced yard and a few (partially fenced) acres of land beyond that for the pups to play and fetch the ball (depending on your comfort level with that, of course). Delilah is a sweet 4 year old golden retriever who loves equally to play and chill. Bear is a 2 year old golden Aussie who *always* loves to play and love on other pups! We live 10 minutes from both Olinda forest and Makawao forest so we usually go for morning walks there 4-5 days week. We would love to bring your pup along with us! I work from home during the day. I’m never gone for more than a 5-6 hour time frame at a time and on top of that, we have a doggy door for the dogs to go in and out freely in our fenced yard. I have a fenced yard for the dogs to hang out in and a few acres beyond that (partially fenced) for them to run around and get their energy out in. I’m always watching the dogs when they are beyond the fully fenced yard. I will also make sure you are comfortable with your dog in this situation before doing so.

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 understand how much love and care they need while you're away. I do have a 9 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 11 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
“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.”

About: So you just have to find help caring for your furry friend, and unsure who to trust? I get it! I’ve been in your shoes and it’s not easy, bios and reviews can only reveal so much. I can assure you, boarding will be a breeeze, with pick up and drop off available. I’ll send pic and updates to your hearts content. Basic training daily to reinforce positive behavior. If you choose, and is appropriate for your pets current health, visits to giggle hill / pukalani park, iao river and beach are the norm in our home. Miki, my fur baby is 1.5 years old and is very sweet and friendly. Bath and nail filling for maintenance available for extended stays and needed. Feel free to reach out for a meet up and plan ahead. Not need wait for emergency to happen, I’m here to become an extension of your pets care and comfort. I work from home most of the time, and travel for work all over the island. When going on errands I take Miki with me, and your pet, if allowed by you, can join us into town. Miki is on a leash outside as fenced yard cutter has some pukas. Indoor she’s free to roam, and is crate trained. You can expect your pet to have 24/7 care most of the time or be in crate 1-2 hours if needed, or up to 4 hrs when I’m working. I have a big yard and your pet will be on a leash when outdoors.
About: I grew up with a dog and have watched many different types of dogs since I was a teenager. I routinely walk and feed my roommates dogs when they are at work. Walking dogs is a great way for me to get daily exercise too. I’m only working part time so I am available throughout the week and have a very flexible schedule right now. Especially in the afternoon and at night There is a fenced in backyard the dog can play in. There are also two other friendly dogs in the downstairs unit who love to play. The street i live on is a great dog walking street with a sidewalk.
“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: From the time I was born, I always had an animal in the household. My love for taking care of my four legged fuzzy friends continued into high school, when I started volunteering at Assistance Dogs of Hawaii. One thing I learned from my experience volunteering is that I enjoy making a positive impact on pet and owner relationships. I’m currently working part time so I will have down time that I can spend caring for your animals. I am also taking a few online classes which makes my day to day very flexible! My care for your animal/s will be based on your needs as routines are different depending on your pet and home life. I am very diligent and detail oriented. I will be able to follow your directions and ensure that your pet gets lots of love!
“Anthony stepped in a pinch and flew all the way from California to make it happen. He took fantastic care of our two dogs and elderly cat that needed a diaper change and multiple medications a day. He's also super communicative and going to get you all the pictures you can possibly want.”

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1. Search
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Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
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The median cost per night for house sitting in Wailea Makena is $65
Why Choose Rover?
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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.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Sitters in Wailea Makena average 2 repeat house sitting clients
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 Wailea Makena on Rover as of Jun 2026 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 Jun 2026, there are 161 house sitters in Wailea Makena. 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, 85% of Wailea Makena house sitters respond in under an hour.
House sitters in Wailea Makena have an average of 17 years of experience. House sitters with repeat customers have an average of 2 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Wailea Makena.
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. Wailea Makena 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.

