House Sitting Maalaea

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

End
Search

Over 3
pet parents in Maalaea have booked house sitting

Maalaea, 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.

1 / 1
Sitter Profile Image: Christie & Michael J.
Verified Background Check
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

“Chris took wonderful care of my puppy, May! She kept in close contact with me and answered all of my questions while I was gone at work. I greatly appreciate Chris and I'll definitely be contacting her again for her awesome service! May was a happy pup when I got home :)”

Profile image
Paige H.
Sitter Profile Image: Makana P.
Verified Enhanced Background Check
Makana P.
from
$60
per night
5.0 out of 5 stars
• 11 reviews
15 years of experience
Kahului, HI, 96732

“Makana was thorough, professional in the days leading up to our scheduled pet sit, and so good about updates and photos in the time I was away. I would highly recommend Makana to any one🙌”

Profile image
Katie M.
Sitter Profile Image: Courtney C.
Verified Enhanced Background Check
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.”

Profile image
Katelyn T.
Sitter Profile Image: Johnathan W.
Verified Background Check
Johnathan W.
from
$39
per night
4.9 out of 5 stars
• 49 reviews
20 repeat clients
35 years of experience
Kula, HI, 96793

“5 stars! We have a high maintenance border collie and an anxious rescue pointer-mix. They bonded with Johnathan who sent daily photos of walks, frisbee, etc. Johnathan telecommutes so he could work while house sitting and hanging out with our dogs, which is what they're used to. Highly recommend; friendly, reliable, and responsible.”

Profile image
Sue S.
Sitter Profile Image: Megan G.
Verified Enhanced Background Check
Megan G.
Star Sitter
from
$115
per night
5.0 out of 5 stars
• 181 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: Sofia R.
Verified Enhanced Background Check
Sofia R.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
Wailuku, HI, 96793

“Sofia was great! She was reliable, communicative, and on time. She sent pictures of the animals daily and left the house clean after leaving. We would love to use Sofia in the future.”

Profile image
Tia P.
Sitter Profile Image: Lauren F.
Verified Background Check
Lauren F.
from
$60
per night
4.8 out of 5 stars
• 40 reviews
12 repeat clients
8 years of experience
Kihei, HI, 96753

“Lauren stayed with our pets for a week while we were on a family vacation. She was great at communicating during the trip and we came home to happy pets and a clean house. We would definitely recommend Lauren for house/pet sitting and will use her again in the future.”

Profile image
Stacy P.
Sitter Profile Image: Rachael D.
Verified Background Check
Rachael D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 62 reviews
21 repeat clients
20 years of experience
Makawao, HI, 96768

“Rachael was easy to set a video call time with prior to her visit. We chatted and she was very thorough in her questions. She was on time for the visit, communicative with photos and updates, and Zena had a great time on their outing. Thank you, Rachael. We will book with you again and would recommend you to everyone! Mahalo!”

Profile image
Katie M.
Sitter Profile Image: Carey S.
Verified Enhanced Background Check
Carey S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
6 years of experience
Wailuku, HI, 96793

“So very thankful for Carey staying with our pets for the weekend. Even through the hurricane we felt so blessed to have her watching them and knew they were safe and well taken care of. She’s very responsive and very kind and loves the animals so much.”

Profile image
Sara S.
Sitter Profile Image: Hannah B.
Verified Enhanced Background Check
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 took such great care of my babies AND my home! She went above and beyond in making sure I came home to a clean house, which was the greatest gift after a trip. I could tell that my pets were in great hands based on the way she spoke about them in her daily updates. My dog instantly loved her from the initial visit, and she even got my shy cat to show his face and spend time with her. She is the sweetest, and I will absolutely be booking her again!”

Profile image
Emily E.
Sitter Profile Image: Bridget & Ho "Tiger" H.
Verified Enhanced Background Check
Bridget & Ho "Tiger" H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 51 reviews
14 repeat clients
15 years of experience
Kihei, HI, 96753

About: As a teacher and mother, I’m a natural caregiver and there’s nothing I love more than caring for dogs. I have a gift for understanding them and providing the right kind of love and affection. I’ve worked at a vet, helped dog rescues in Korea, and have been a dog sitter since childhood. Our dog Prim lives a splendid life in our new fenced backyard. We brought her to Maui from Korea and have showered her with love. Along the way we’ve watched many buddies for her, always making these dogs feel like part of the family. Let me put your mind at ease, give your dog a safe and loving second home, and provide you with some cute photos too! I am a teacher so I’m usually home by 3 pm and have a lot of holidays off. My husband works four days a week. We’re always home on the weekends and have a great setup when we’re not here so that pets can enjoy both the house and the backyard. My yard is fully fenced in and live on a quiet cul-de-sac. We are very aware of potential dangers and try to always have a plan in case it’s needed. We’re informed on all feeding precautions and exercise care during play and meal time. Both our kids, even our toddler, are careful and kind with all animals. I passed my dog whisperer genes on to them!

Sitter Profile Image: Casey S.
Verified Enhanced Background Check
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 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!”

Profile image
Lahela A.
Sitter Profile Image: Paisley C.
Verified Enhanced Background Check
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: Emma L.
Verified Enhanced Background Check
Emma L.
from
$60
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! 🐾💙”

Profile image
Elizabeth S.
Sitter Profile Image: Caitlyn S.
Verified Enhanced Background Check
Caitlyn S.
from
$80
per night
6 years of experience
Wailuku, HI, 96793

About: I have experience with taking care of dogs and cats of all kind for the past 6 years. I myself have always had some sort of animal my entire life. Whether it be a dog, cat, fish, or reptile, I have owned many different kinds and understand what it takes to give them the best care. Every one of my clients have come back with positive feedback and have always come back to me for their animal needs. Whatever animal you may need help with I am here for you! Animal sitting and walking is my main job so I am available for the animals almost always. I am pretty flexible and try to accommodate all your needs. On a day to day basis I will feed them and walk them whenever it is needed, and make sure they have access to the bathroom as much as possible. When those are all attending to, we will spend the rest of our time playing, snuggling, or enjoying petting and cuddles.

Sitter Profile Image: Natalie G.
Verified Background Check
Natalie G.
from
$150
per night
5.0 out of 5 stars
• 47 reviews
12 repeat clients
26 years of experience
Wailuku, HI, 96793

“Natalie is a amazing! I have an extremely high maintenance, elderly, not always friendly, sassy bulldog who is about as stubborn as they come. Natalie adhered to all of my many requests and suggestions about how to best handle Lana as well she went above and beyond by watering all of my plants (both indoor and outdoor) AND I returned to a house cleaner than I had left it!! Not to mention she texted with photos, videos, and updates daily to put my mind at ease. It was such an Incredible experience that I immediately booked her again. Such a relief to have a competent sitter close to home!”

Profile image
Megan D.
Sitter Profile Image: Gabriel F.
Verified Enhanced Background Check
Gabriel F.
from
$80
per night
4.9 out of 5 stars
• 19 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!”

Profile image
Ryan K.
Sitter Profile Image: Crystal B.
Verified Enhanced Background Check
Crystal B.
from
$55
per night
4.0 out of 5 stars
• 3 reviews
22 years of experience
Keokea, HI, 96790

“Thank you so much for taking care of my cats while I was away! I really appreciate your time, effort, and responsiveness throughout the booking. It gave me great peace of mind knowing someone was there to check in on them. Thanks again for your help!”

Profile image
Geovanna T.
Sitter Profile Image: Hailey O.
Verified Enhanced Background Check
Hailey O.
from
$55
per night
8 years of experience
Kihei, HI, 96753

About: I have been dog and cat sitting since college, taking excellent care of many precious animals. I have experience with puppies and will respect and adhere to your training styles and needs. My goal is to allow your dog to feel as wholly taken care of as it does with you, although you can never replace the connection, you can certainly spark a new one! I currently have full-time availability for pet sitting and care! I just moved to the island and don’t have my weekly flow set up yet so let me find it while making your pet a #1 priority! Our home has a lovely fenced in yard to keep your companion safe and sound from the dangers of roads. We have a small Pom who lives next door in the ohana on the property. She loves to play, but not always around so when we are inside your animal/s can truly make it their own! I love being outside, so if your dog likes fetch this is the right home! If I come to your home, you can expect full respect for your sacred space, as that’s what I expect in mine. I am very type-a and understand how to leave things how they were, and in an appropriate setting I know how, and like, to leave them better.

Sitter Profile Image: Ben G.
Verified Enhanced Background Check
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.

1 / 1
View more

The median cost per night for house sitting in Maalaea 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. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Maalaea

Select a filter and find qualifying sitters offering house sitting.

Sitters in Maalaea average 2
repeat house sitting clients

FAQs for House Sitting - Maalaea

Frequently asked questions about Rover

As of October 2026, there are 169 sitters on Rover offering House Sitting across Maalaea. 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 Maalaea 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 Maalaea 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.

<b>Tip:</b> 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 Maalaea 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 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 Meet & Greet .

sitters on Rover set their own cancellation policy , 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 Maalaea. 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge