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

Over 1 pet parents in Olowalu have booked house sitting
Olowalu, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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.”

“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.”

“Emma was fantastic with Rico! She was great at communicating, always quick to answer questions and respond to messages, which gave me so much peace of mind while I was away. I had absolutely no worries knowing Rico was in her care. When I got home, the house looked great, and Rico was happy, healthy, and clearly well cared for. I would definitely book with Emma again. Thank you for giving me a worry-free vacation and for taking such wonderful care of my little guy! 🐾💙”

“Mandi was so incredible! She took such great care of my Jackson, even taking him to the park multiple times a day to play fetch and sent pictures to keep me updated. She also dealt with his reactivity well which is always a concern of mine when I leave him with others. Responses were quick and as a house guest she left everything clean, even cleaned the bedding in her room which was so kind and nice to come back to one less chore after a busy vacation.”

About: Hi! I’m Taylor 🤍 I’d love to care for your dog like part of our family. We have a calm, loving home where dogs can relax and roam freely. They’re never left alone for long periods. I have a one-year-old who is my world, so I only accept gentle, very friendly dogs, and everything is closely supervised. Your pup will get daily walks, plenty of potty breaks, and lots of love—no crates unless you prefer. Dogs must be comfortable on leash when on walks and not aggressive or reactive. Thank you so much! My daily routine is flexible and built around your dog’s needs, including: • Morning, afternoon, and evening walks • Frequent potty breaks (as often as every hour, if needed) • Playtime, rest, feeding following your current schedule Your dog’s safety and comfort are my top priorities. I’m home and present at all times, so your dog will never be left alone. Our home is calm and family oriented, and we only accept baby-friendly, gentle dogs due to our one-year-old. Dogs receive frequent potty breaks, outdoor time, and personalized care, and must be well-mannered on a leash for walks with my child.

About: Hi there! My name is Elishia and I am a Veterinarian from Australia! Before I moved to Oahu I had my own full time dog walking/pet sitting business for the last 6 years. I have plenty of experience looking after pets, dog walking and providing the best care possible for your pooch! Animals have always played such a huge role in my life from a very young age which led me to study Veterinary Medicine. I am currently working as a vet in a small GP clinic and really enjoying it! I am confident with a large variety of breeds and medical needs. I am currently on holiday for the next 2 months prior to starting work so I have full availability. From there I work 4 days a week so will continue dog walking on my days off. I have a large amount of experience dog walking and very comfortable with all sizes and breeds. I have a vast knowledge and education regarding pet behavior and medical needs and can easily recognise symptoms of illness or know when something is wrong.
“Makana was amazing! From the very first phone call to the meet and greet and then her process of making sure she was totally prepared to care for our dog while we were away- she was PHENOMENAL! We would give her 10 stars if we could! Makana shared lots of photos while we were away and she left the house clean, which we also appreciated after getting home from a long flight! Makana is very professional and her love and care for animals and people shines through her kind personality! Confidently recommend her to anyone needing pet care and already decided we will be using her moving forward! Thanks so much Makana! 🌟🌟🌟🌟🌟”

About: I have been a Rover sitter and dog walker since 2023 and have always had a lifelong love for all animals. Growing up on a farm in rural Nebraska, I was responsible for horses, cattle, pigs, chickens, goats, cats, dogs, and even fish. This hands-on experience honed my understanding of different pet needs and personalities. My cat, Milly, has been a part of my family for 9 years and counting. I have worked at a vet clinic and interned at the California Wildlife Center, which gave me veterinary medical knowledge and skills. I am comfortable with medication administration and special diets. With 20+ years of pet care experience, I'm dedicated to ensuring your fur family receives the utmost care and attention they deserve! I'm thrilled to offer my flexible availability to cater to your pet's needs! I am available on weekdays in the mornings and afternoons, and can schedule for midday as well depending on your location. Most weekends I am available to schedule for any time that suits you best. Based on the pet parent’s guidance, I tailor my care approach to match their pet’s personalities and preferences. I have experience working in veterinary medicine and can help administer any medications or give special diets. Safety, happiness, and well-being are my top priorities.
“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!”

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
About: Hi! I’m Rae! Ever since my dad handed me my first Boston Terrier when I was a little girl, my heart has belonged to the animals. I was lucky enough to grow up in a household with pets, and as an adult I couldn’t imagine not having pets. I also recognize that even though we wish we could take our furbabies everywhere, it’s just not a reality for a lot of us. So, I’m happy to be able to ease the worry of wanting or needing to travel, work, etc by offering to take care of your babies while you’re away. I’ve also traveled to help take care of pets while they’re pawrents were away, tending to both their pets and home. Currently I have a lot of open availability. I prefer to be able to come to your house as I have two pups and three kitties in my home, and I know a pet is usually more comfortable in their own environment. The less that has to change for pets, the better so they don’t have to experience the stress of a new place or dog boarding. So I’m happy to provide potty breaks, walkies, play time, and in home sitting if needed. With direction from you, I’m happy to follow guidelines that you have set up for your pets in your home from their daily routine, to walks etc.
About: I've been surrounded by animals all of my life, with a wild assortment of pets including dogs, cats, horses, goats, pigeons, an African Grey, hamsters, rats, chickens, and even an iguana! I grew up in the Midwest with parents who were talented breeders and trainers of German Shorthaired Pointers and Vizslas, as well as master gardeners. In my adult life I've lived with dogs, cats, and chickens, though currently have no pets of my own as I travel too much to provide consistent care. I am seeking longer in-home sits (1+ weeks) and am available to chat ahead of booking. I'm a semi-retired professional, and very much appreciating the flexibility therein! I am mainly interested in longer-term, in-home sits, and offer discounts depending on length of stay, number/ages/types of animals, and if use of car is included. The care I provide varies depending on the needs your animals! The flexibility of my schedule allows me to easily adapt to yours, making transition into caring for your pets as seamless as possible.
About: Hi there, I’m Brooklen! Animals have always been a huge part of my life, and caring for them comes as naturally to me as caring for people. With years of experience as both a veterinary technician and pet sitter, I bring not only love and compassion but also the skills to keep pets safe, comfortable, and happy. Whether it’s walks, belly rubs, medication administration, or simply keeping your furry family member company, I approach every pet as if they were my own. I understand how important it is to have peace of mind while you’re away, so I make communication a priority—sending updates, photos, and little stories from our time together. From energetic pups who need adventure to senior pets who need gentle patience, I adapt my care to each animal’s unique personality and needs. Your pets deserve someone who’s reliable, responsible, and genuinely devoted to their well-being—I’d love to be that person for you. 🐾 I work part-time and home fairly early in the afternoon. I have some freedom with my schedule and am eager to plan around your pup/kits schedule. Whether your pet is staying with me or I’m caring for them in your home, my goal is to keep them safe, comfortable, and loved—just like family. 🏡 In My Home: I create a cozy, pet-friendly space where your furry friend can relax and feel secure. I follow their normal feeding, potty, and exercise routines so they feel right at home. Fresh water is always available, and I provide plenty of toys, walks, and snuggles to keep them happy and engaged. Safety is a top priority, so I make sure all hazards are out of reach and each pet has their own comfortable spot to rest. 🚗 In Your Home: I respect your space while giving your pet the care and attention they deserve. I’ll follow your instructions carefully—from feeding and walks to medications and house rules. I also keep your home secure, tidy up after meals or litter changes, and make sure your pet feels loved with playtime and companionship. 📸 Communication: You’ll always feel connected while you’re away! I send regular updates with photos and notes so you know how your pet is doing. My goal is for you to have total peace of mind, knowing your pet is happy, healthy, and cared for.
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: I’ve spent my life around dogs, from raising my own senior pup to pet-sitting for friends and neighbors. I’m comfortable with everything from high-energy dogs to gentle senior care, including administering oral medications. I also use a patient training method for dogs that pull on the leash, and I always keep things clean—whether that's wiping muddy paws or keeping their play area tidy! My schedule is highly flexible! Since my daily routine already revolves around caring for my dog, Lily, I can easily fit in your pet's needs. For house-sitting, I can bring Lily along as a built-in playmate. If you prefer solo walks or drop-in visits, I’ll gladly leave her at home to give your pet my undivided attention I have a fully fenced yard for safe playtime and a friendly 12-year-old dog who gets along great with other pups. Plus, having lived on Maui for 16 years, I know all the best quiet trails, parks, and safe outdoor spots to take your dog for some fun adventures
“Alexandra was great with my three large dogs. One senior who takes medication, one 4-year-old Labrador and a Humane Society Foster. The Foster was a last-minute addition from when I booked Alexandra. She said no problem when I contacted her. She had a couple challenges and took care of them like a pro. The foster dog I had I could not get out of the yard for a walk as she was afraid of everything. Well, Alexandra managed this feat while we were away. I would not hesitate to call her again. My dogs were happy and relaxed when I arrived home. What more could I ask for”

About: Hi! I’m an experienced pet sitter who has been dog sitting and boarding for returning clients over the past three years. Caring for dogs has become one of my favorite ways to spend my time, and I love getting to know each pup’s unique personality. Whether your dog is energetic, shy, anxious, or loves attention, I’m comfortable adapting to their individual needs and routine. I have experience caring for dogs with a variety of temperaments and always prioritize making them feel safe, loved, and at home. I’m very active and love being outdoors, so your dog can expect plenty of walks, playtime, exercise, and affection. I live in a pet-friendly apartment and offer both boarding and house sitting. I also have experience with basic training and reinforcing good habits, so I’ll happily stick to your dog’s routine and any instructions you provide. My goal is simple: to give you peace of mind while you’re away and make sure your dog has a fun, safe, and loving experience from start to finish. I can’t wait to meet you and your pet! I am available to care for your pet everyday of the week. I work as a surf instructor 3 days a week (8am–1pm), which leaves me very flexible and home the majority of the time. On work days, I provide early morning walks and care before I leave, plus afternoon/evening walks and attention when I’m back. On my off days, I’m fully available for plenty of walks, playtime, and company. Your dog will always get a consistent routine, lots of exercise, and plenty of love based on their individual needs. Whether in my home or yours, your pet’s safety, comfort, and routine are my top priorities. My apartment is dog-friendly, clean, cozy, and smoke-free, with easy access to safe outdoor areas for walks, potty breaks, and exercise. I keep my space tidy and calm so pets feel relaxed and at home right away. For house sitting, I treat your home with the same respect and care as my own.
“Eden did a perfect job staying with our pups for 2 weeks! He is very responsive and met with us (the nervous owners) three times before we left town. We will book him again over and over. He went above and beyond with walks, staying at our place, and teaching our pup the best walking manners. So you get a very dedicated sitter, but the bonus is a built-in trainer. He will book up fast!”

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!
The median cost per night for house sitting in Olowalu is $65
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.
Meet local sitters who will treat your pets like family

1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for house sitting - Olowalu
Select a filter and find qualifying sitters offering house sitting.Sitters in Olowalu average 2 repeat house sitting clients
FAQs for House Sitting - Olowalu
Frequently asked questions about Rover
As of August 2026, there are 167 sitters on Rover offering House Sitting across Olowalu. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Olowalu walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Olowalu maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Olowalu choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Olowalu. On Rover:
- 97% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

