House Sitting Paia

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

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Over 24
pet parents in Paia have booked house sitting

Paia, 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.

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Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
60 reviews
21 repeat clients
20 years of experience
Makawao, HI, 96768

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

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Kathleen H.
Sitter Profile Image: Johnathan W.
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Johnathan W.
from
$55
per night
4.9 out of 5 stars
49 reviews
19 repeat clients
35 years of experience
Kula, HI, 96793

Jonathan was amazing! Very friendly, obviously loves and understands dogs, kept our place in great shape and our pets happy! The frequent photos helped us overcome our guilt and anxiety about leaving our elder, very attached pooch behind for a quick trip off island. Will definitely use him again and highly recommend to others!

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Lee 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

What a joy to have met Kiaya! She did an excellent job taking care of our active pups! She was great around the dogs and watched our home for us while we were away. Daily pictures from Kiaya and our snuggling dogs were precious. Thanks again, God bless you!

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Eric H.
Sitter Profile Image: Hannah B.
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Hannah B.
from
$64
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
4 years of experience
Northwest, Kahului, HI, 96732

Hannah is the best! She stayed with our dog, Sofie, over a long weekend and we could not have been happier. Leading up to her stay, she worked with us to get to know Sof, who is nervous of new people and takes some time to build trust, and ensure Sofie’s comfort with her in our home. Sofie quickly adored Hannah, and we are very appreciative of Hannah’s willingness to do a slow intro and relationship-building with our nervous pup. Hannah was also a fabulous house guest- leaving everything just as she found it and even starting the laundry before we returned!- and we would love to have her back anytime. It was a relief knowing she was taking great care of Sofie while we were away, and we loved receiving the photos she took of Sof as well. We will absolutely book with Hannah again!

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Sarah M.
Sitter Profile Image: Mandi S.
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Mandi S.
from
$32
per night
5.0 out of 5 stars
5 reviews
1 repeat client
32 years of experience
Wailuku, HI, 96793

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.

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Kali W.
Sitter Profile Image: Bea F.
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Bea F.
from
$80
per night
5.0 out of 5 stars
38 reviews
14 repeat clients
12 years of experience
Makawao, HI, 96768

Bea was wonderful. She took great care of our pets and our house while we were away. She provided daily photos and updates of our fur babies, and played fetch with our dog daily. She also provided tons of kitty snuggles! Would def recommend!

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Caroline C.
Sitter Profile Image: Madilyn V.
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Madilyn V.
from
$85
per night
4.9 out of 5 stars
26 reviews
15 repeat clients
25 years of experience
Haiku, HI, 96708

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

Sitter Profile Image: Sarah M.
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Sarah M.
from
$47
per night
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Haiku, HI, 96708

Sarah communicates very well. Responsible, shows up on time. Dogs loved her and were very relaxed and happy when we got home She also took care of our home well and kept us updated with any issues She's a great dog sitter.

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Stephanie M.
Sitter Profile Image: Courtney C.
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Courtney C.
from
$30
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Kihei, HI, 96753

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.

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Katelyn T.
Sitter Profile Image: Megan G.
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Megan G.
Star Sitter
from
$115
per night
5.0 out of 5 stars
172 reviews
15 repeat clients
20 years of experience
Kahului, HI, 96732

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.

Sitter Profile Image: Shanelle S.
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Shanelle S.
from
$40
per night
5.0 out of 5 stars
58 reviews
16 repeat clients
20 years of experience
Makawao, HI, 96768

Shanelle was GREAT! She care of our 2cats and dog. She was flexible as we had some flight issues and we had to add a few days. She also paid attention to things around the house after noticing some footprints on the porch. She even notified me of that so not only is she great with animals but she’ll make sure your house is safe too. I look forward to having her take a care of my pets the next time I go off island.

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Amy L.
Sitter Profile Image: Kelly M.
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Kelly M.
from
$40
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
16 years of experience
Kula, HI, 96790

About: Hi I'm Kelly and caring for animals is my passion! I currently work in conservation and have more 7 years of professional animal care experience. I have had pets and been caring for dogs and other animals since a very young age and am an outdoor enthusiast. I have extensive experience housesitting people’s dogs and cats, and even chickens, rabbits, horses, goats llamas, alpacas, and donkeys. I would love to take your dog for a stroll on the beach or a walk through the park or forest. Your animal’s well being, comfort and happiness are my absolute priority. My work as a vet tech and training in technical animal emergency rescue make me even more prepared to take care of your animal in any situation.

Sitter Profile Image: Taylor G.
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Taylor G.
from
$50
per night
5.0 out of 5 stars
8 reviews
1 repeat client
3 years of experience
Kahului, HI, 96793

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.

Sitter Profile Image: Gabriel F.
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Gabriel F.
from
$80
per night
4.9 out of 5 stars
18 reviews
3 repeat clients
6 years of experience
Makawao, HI, 96768

Gabe was absolutely wonderful house-sitting and caring for our dog and cat while we were away on an inter-island trip. Our dog can be a little socially sensitive—he is very shy, likes to hide, and can become nervous around lights and shadows—but Gabe understood his quirks immediately and made him feel completely comfortable. Gabe’s background in animal behavior gave us tremendous peace of mind, and it was clear that both of our pets were in excellent hands. When we returned, they were both happy and thriving. In fact, our dog seemed even happier and more energetic after spending time with Gabe! Gabe was extremely detailed, communicated with us every day, followed all of our instructions, and was incredibly respectful of our home. He is trustworthy, professional, kind, and genuinely cares about animals. We would highly recommend Gabe to anyone looking for a dependable and compassionate pet sitter. He is truly a class act and a gentleman!

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Ryan K.
Sitter Profile Image: Megan K.
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Megan K.
from
$60
per night
5.0 out of 5 stars
2 reviews
3 repeat clients
7 years of experience
Makawao, HI, 96768

Megan was so great with our animals during our recent trip. it was during the big storm and our house was without power and internet for 2 days. As soon as power was restored, she sent us updates and pictures of our cats and dogs. When we came home, our house looked better than when we left and we had a house full of happy animals. I would highly recommend Megan and will definitely use her in the future.

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Nichole P.
Sitter Profile Image: Elishia D.
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Elishia D.
from
$15
per night
5.0 out of 5 stars
3 reviews
3 repeat clients
12 years of experience
Kihei, HI, 96790

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.

Sitter Profile Image: Maiya D.
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Maiya D.
from
$15
per night
1 year of experience
Makawao, HI, 96768

About: In the past I volunteered at Maui Humane Society. That experience has taught me skills in animal care, responsibility and taking on challenges in a fast paced environment. I’m currently working full time my work hours are 7:45am - 4:30pm. I would love to be able to walk dogs after work and/or pet sit if needed. I currently do not own any pets of my own has they are not allowed where I live. I always follow the instructions left for me by the owner of the pet to ensure that the animals schedule doesn’t change causing them any stress.

Sitter Profile Image: Makana P.
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Makana P.
from
$60
per night
5.0 out of 5 stars
10 reviews
15 years of experience
Kahului, HI, 96732

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! 🌟🌟🌟🌟🌟

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Morgan S.
Sitter Profile Image: Donnel T.
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Donnel T.
from
$26
per night
2 years of experience
Kahului, HI, 96732

About: Hello! I am a travel Home Health and Hospice Nurse missing my fur babies. Dogs naturally gravitate to my energy and calm. I would love to spend time playing and loving on your cherished pet. I am a very reliable and neat person. I will treat your home and belongings with respect and care. I work from 8am to 4:30pm in the community. I am able to check in on pets throughout most days. I also can decrease my time away from work by charting at home. Sometimes I am on call. Most of the time this requires a phone call, but sometimes I need to make a home visit. All information would be relayed to the owner prior to agreeing upon a doggysitting job. I am happy to follow your dogs special routines and safety rules. Routine is important in relieving a dog's anxiety. I am able to provide special foods and medications needed.

Sitter Profile Image: Casey S.
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Casey S.
from
$65
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
22 years of experience
Kihei, HI, 96793

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!

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Scott B.
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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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    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. 1. Search

    Browse profiles of sitters near you who offer house sitting
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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 for House Sitting in Paia on Rover is $44.4 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 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 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 Paia. 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.

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