House Sitting Paia

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Over 24
pet parents in Paia have booked house sitting

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Sitter Profile Image: Christina H.
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Christina H.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
27 years of experience
Makawao, HI, 96768

“I can’t say enough good things about Tess! She was extremely responsible, communicative, and went above and beyond in every way during her stay. She obviously loves dogs and my dogs loved her. She is super smart and highly qualified for any sort of job involving pets and homes. I would recommend her to anyone and would definitely hire her again in a heartbeat.Mahalo, Tess!”

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Andrea C.
Sitter Profile Image: Sandra D.
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Sandra D.
from
$100
per night
5.0 out of 5 stars
• 4 reviews
8 years of experience
Haiku, HI, 96708

“Sandra took great care of all of our babies. She has great communication and kept us updated while we were gone.”

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Adrienne E.
Sitter Profile Image: Johnathan W.
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Johnathan W.
from
$39
per night
4.9 out of 5 stars
• 49 reviews
21 repeat clients
35 years of experience
Kula, HI, 96793

“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.”

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Tia P.
Sitter Profile Image: Kiaya A.
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Kiaya A.
Star Sitter
from
$65
per night
4.9 out of 5 stars
• 16 reviews
12 repeat clients
8 years of experience
Haiku-Pauwela, HI, 96708

“Kiaya is amazing! She was so sweet with our anxious pup, and went above and beyond to make them feel comfortable and happy. She was communicative and sent pictures, and made us feel much more comfortable leaving.”

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Alexandra B.
Sitter Profile Image: Christie & Michael J.
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Christie & Michael J.
from
$50
per night
5.0 out of 5 stars
• 28 reviews
6 repeat clients
21 years of experience
Kihei, HI, 96753

“Christi was absolutely wonderful with my dog, Dewey when I was out of town for a long weekend. She took him on multiple walks and sent some adorable pics throughout the weekend. Will definitely be using her again and recommend her to anyone!”

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Sophie S.
Sitter Profile Image: Christine W.
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Christine W.
from
$63
per night
20 years of experience
Haiku-Pauwela, HI, 96708

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

Sitter Profile Image: Jill M.
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Jill M.
from
$65
per night
5.0 out of 5 stars
• 25 reviews
12 repeat clients
19 years of experience
Haiku-Pauwela, HI, 96708

“Jill was great with our energetic goldendoodle puppy! She took her on a hike and to the dog park while housesitting. We would love to have Jill watch our pup again :)”

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Ann C.
Sitter Profile Image: Mel R.
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Mel R.
from
$50
per night
13 years of experience
Kula, HI, 96790

About: I started off at a large animal vet hospital as a teen and since then I have taken care of coworkers' and friends dogs, even my chiropractor. I recently retired from the Department of Education and have plenty of time on my hands. Would love to do more with animals now that my time has freed up. I only offer in home care as I am not allowed to have pets at my own place. Preferably, I would like to remain outside of the home when coming to pick up your baby but it is not necessary.

Sitter Profile Image: Heidi H.
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Heidi H.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 53 reviews
14 repeat clients
30 years of experience
Kula, HI, 96790

About: I’ve had pets my whole life. I’ve always been really great with dogs, but when my fur child passed. I opted to download Rover! (Best thing I’ve done) I live alone, and my career is more stationary. I also have a field in my backyard for walks and playtime. PERFECT for a doggie 🐶 I invite you to view my photos of some of my visitors. I will teach them tricks and teach them obedience. I’m patient and kind and I've been known to make even the most anxious of pups, feel safe and calm and happy! I’ll send you photos and updates the whole visit which will leave you feeling relaxed while you’re away🤩 I’ve been using for about five yearsI love dogs and I don’t have any of my own, so I have a lot of love to share Upon arrival I ready through all instructions that owners share with me. From there on training and discipline accompanying lots of snuggles and affection. Also pictures to follow

Sitter Profile Image: Ben G.
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Ben G.
from
$180
per night
20 years of experience
Paia, HI, 96779

About: Premium Pet Sitting for Pets that Prefer Extra Attention Hi! My name is Ben and I offer my pet pal services tailored specifically for pets requiring extra attention and care. There are a lot of amazing sitters out there, but I am unique in that your pets will never be alone as you travel. You can think of it more as childcare for pets and my rate is less than 10$/hr. My service is perfect for retired individuals or those who work from home and want to ensure their pets receive the same level of continual attention and care they are accustomed to. I work fully remote for a local company based out of Maui, which allows me the flexibility to be present with your pet at all times, offering them the reassurance and stability they need. Why Choose My Service? Constant Companionship: I understand that some pets are accustomed to having a person around constantly and thrive on continuous human presence. I offer around-the-clock care, ensuring your pet receives comfort and companionship throughout the entire stay. Experienced and Trustworthy: My extensive experience allows me to manage the unique needs of pets requiring extra attention, including coordinating with household staff such as groundskeepers or any other maintenance crew throughout the day. Established Through Referrals: Most of my clientele comes from referrals, a testament to the trust and satisfaction my clients have in my services. While I am just starting to open my services to additional clients, I have had an outstanding reputation and have become part of the family for most of my clients. Daily Updates: I will keep you connected to your pet with multiple daily pictures and updates, so you can have peace of mind knowing your furry family is happy, well-cared for, and of course, living their best life. Active and Engaged: Your pet will enjoy jogging or walking each day, tailored to their energy levels and preferences, keeping them healthy and active while you are away. Specialized in Extended Stays: I specialize in extended stays, accommodating pets for multiple weeks or even months as needed. For stays over two weeks, I will arrange for grocery deliveries to ensure I can remain on the premises, focusing entirely on your pet and home without needing to leave for errands. Comprehensive Property Management: Beyond pet care, I watch over entire property, ensuring everything runs smoothly in your absence. I have experience coordinating with pool, lawn, and maintenance crews, to ensure your home is well cared for and the home of your pet also runs smoothly. Contact me today to schedule a local meet-and-greet and discuss how I can provide the best possible care for your family pet. Recommendations upon request. I work from home, and usually within 3ft of my furry friends. I seem to always have a pet at my feet or as a shadow as I walk through the house. They often supervise restroom visits as well. I have cared for pets at every level and prefer that your pet gets the same exact environment they are used to when you are present. A stress-free pet is the perfect companion for our time together.

Sitter Profile Image: Paisley C.
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Paisley C.
from
$90
per night
5.0 out of 5 stars
• 6 reviews
5 years of experience
Wailuku, HI, 96793

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.

Sitter Profile Image: Alexandra T.
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Alexandra T.
from
$160
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
11 years of experience
Kahului, HI, 96732

“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”

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Kim M.
Sitter Profile Image: Emma L.
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Emma L.
from
$70
per night
5.0 out of 5 stars
• 18 reviews
2 repeat clients
15 years of experience
Lahaina, HI, 96761

“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! 🐾💙”

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Elizabeth S.
Sitter Profile Image: Brooklen G.
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Brooklen G.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
15 years of experience
Kihei, HI, 96753

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.

Sitter Profile Image: Rae D.
Verified Enhanced Background Check
Rae D.
from
$35
per night
25 years of experience
Kahului, HI, 96732

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.

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The median cost per night for house sitting in Paia is $65

Pet parents share their Rover experiences - Paia

1 / 1
5.0 out of 5 stars

Daria was accommodating when, at the last minute, I needed to move up the start time. She was sweet and helped to calm our timid dog and took the time to walk our dog. Thank you!

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Joanie G.
House Sitting
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  • 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.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

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  3. 3. Book & Pay

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Popular requests for house sitting - Paia

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Sitters in Paia average 2
repeat house sitting clients

FAQs for House Sitting - Paia

Frequently asked questions about Rover

The average cost of House Sitting in Paia is $44 per night as of October 2026. Most bookings cost between $43 and $67 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 167 sitters on Rover offering House Sitting across Paia. 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 Paia 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 Paia 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 Paia 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Paia. On Rover:

  • 95% of sitters can help with special care needs
  • 97% 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.

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