House Sitting Maalaea

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

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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.

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

Sarah was amazing. She was great at communicating and sent many pictures and videos of our fur babies. She took care of our home and respected it. And she loved our dogs and took care of them like her own. Our dogs loved her. I’m so happy we found her and will use her again.

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Pam H.
Sitter Profile Image: Laura F.
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Laura F.
from
$55
per night
5.0 out of 5 stars
40 reviews
4 repeat clients
8 years of experience
Kihei, HI, 96753

About: What is it about those dog souls? They capture me, each and every one. I am a Registered Nurse with a heart for all dogs. I have had 3 dogs myself, the last one being a bully breed who taught me a great deal of how to work with dogs who require high management. I understand dog behaviors and idiosyncrasies and enjoy working with different personalities. I work from home so can keep eyes on your pup at most all times. I enjoy breaking up the day with a dog walk or training. I am happy to walk, run, play fetch, work on training or any other request during your pups stay. I enjoy spoiling dogs. But I also practice boundaries and behavioral expectations. My rate includes 2 walks a day and/or other exercise. I also provide a stuffed kong and other chewy toys unless you prefer they don't have ☺️ I am a proponent for dog parents to have a fi or gos collar for their pups. I think it's helpful for you as the owner to know where your pup is and the exercise they are getting as well, in an unfortunate/ unlikely event of getting out we can track them. I work from home so am available at most all times. I also have a half acre fenced yard If possible I'd like to do a meet and greet before sitting. I understand the trust it takes to allow someone to take care of you own pup but also to allow into ones home when you are away. I want to ensure owners are comfortable with my level of care and trust you instill with my service

Sitter Profile Image: Hannah B.
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Hannah B.
from
$64
per night
5.0 out of 5 stars
29 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: Courtney C.
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Courtney C.
from
$30
per night
5.0 out of 5 stars
6 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: Rachael D.
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Rachael D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
55 reviews
19 repeat clients
20 years of experience
Makawao, HI, 96768

Rachael took excellent care of our furbabies - we got lots of picture updates and felt great about her communication throughout. I would recommend Rachael to anyone looking for someone to help with care for their pups.

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Dino G.
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: 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: Johnathan W.
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Johnathan W.
from
$55
per night
5.0 out of 5 stars
46 reviews
19 repeat clients
35 years of experience
Wailuku, 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: Emma L.
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Emma L.
from
$60
per night
5.0 out of 5 stars
17 reviews
1 repeat client
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: Bridget & Ho "Tiger" H.
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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: Crystal B.
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Crystal B.
from
$50
per night
22 years of experience
Kula, HI, 96753

About: I have cared for many animals over the years horses dogs cats goats fish racoon turtle rabbits. I am an animal lover! And they love me also! Open to about any situation and any time. It is all negotiable. I am very flexible and easy going. I prefer ocean settings or very natural settings I do love exploring the ocean and nature. And walking alot so I can offer plenty of activities if your pet is up to it. I am also a Rieki master so I can provide healing emotional and enetgentically for animals, people and environments.

Sitter Profile Image: Grace B.
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Grace B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
20 reviews
2 repeat clients
20 years of experience
Pukalani, HI, 96768

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.

Sitter Profile Image: Casey S.
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Casey S.
from
$65
per night
5.0 out of 5 stars
23 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!

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Lahela A.
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: Hanna B.
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Hanna B.
from
$30
per night
15 years of experience
Kihei, HI, 96753

About: I’ve been taking care of the dogs since my childhood. Neighbors and friends rely on my help . I have my own dog - 8 years old Pomeranian . I cook the best food for dogs and would love to share with you healthy recipes and tips . I will get to know your dog personality and help you with training . Please ask me any questions. I look forward to meet your furry friend and take good care of them . I’m currently working part-time, so my schedule is flexible and I will have plenty of time to take good care of your dog . I’m available during the week and weekends as well . Each service will be different . I can take your dog for a walk in your preferred neighborhood or bring him/her to West Boca. We have a beautiful lake here and all pet owners take their dogs for a walk here .

Sitter Profile Image: Jeiana l.
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Jeiana l.
from
$75
per night
5.0 out of 5 stars
1 review
7 years of experience
Wailuku, HI, 96793

About: From the time I was born, I always had an animal in the household. My love for taking care of my four legged fuzzy friends continued into high school, when I started volunteering at Assistance Dogs of Hawaii. One thing I learned from my experience volunteering is that I enjoy making a positive impact on pet and owner relationships. I’m currently working part time so I will have down time that I can spend caring for your animals. I am also taking a few online classes which makes my day to day very flexible! My care for your animal/s will be based on your needs as routines are different depending on your pet and home life. I am very diligent and detail oriented. I will be able to follow your directions and ensure that your pet gets lots of love!

Sitter Profile Image: Megan G.
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Megan G.
Star Sitter
from
$115
per night
5.0 out of 5 stars
162 reviews
14 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: Giovanna A.
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Giovanna A.
from
$50
per night
5.0 out of 5 stars
1 review
3 years of experience
Haiku-Pauwela, HI, 96708

About: So you just have to find help caring for your furry friend, and unsure who to trust? I get it! I’ve been in your shoes and it’s not easy, bios and reviews can only reveal so much. I can assure you, boarding will be a breeeze, with pick up and drop off available. I’ll send pic and updates to your hearts content. Basic training daily to reinforce positive behavior. If you choose, and is appropriate for your pets current health, visits to giggle hill / pukalani park, iao river and beach are the norm in our home. Miki, my fur baby is 1.5 years old and is very sweet and friendly. Bath and nail filling for maintenance available for extended stays and needed. Feel free to reach out for a meet up and plan ahead. Not need wait for emergency to happen, I’m here to become an extension of your pets care and comfort. I work from home most of the time, and travel for work all over the island. When going on errands I take Miki with me, and your pet, if allowed by you, can join us into town. Miki is on a leash outside as fenced yard cutter has some pukas. Indoor she’s free to roam, and is crate trained. You can expect your pet to have 24/7 care most of the time or be in crate 1-2 hours if needed, or up to 4 hrs when I’m working. I have a big yard and your pet will be on a leash when outdoors.

Sitter Profile Image: Eden M.
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Eden M.
from
$27
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Makawao, HI, 96768

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!

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Kristine H.
Sitter Profile Image: Stephanie T.
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Stephanie T.
from
$50
per night
6 years of experience
Wailuku, HI, 96793

About: Over the past several years, I have gained a lot of experience dog-sitting and dog-walking for friends, family, and neighbors. It started simply with my community knowing my love for dogs and seeing me interact with them when I would visit or see them out and about. What was just a love for dogs quickly became something people noticed and then would ask regularly for me to come and take care of their pets while they were away knowing my reliability, care and attention to their furry friends and homes. Weekends are best for me because of my full-time job during the weekday. But I am always available for drop-ins and dog walks throughout the week! I would be more than happy to follow your typical routine that your pet is used to and needs (ex. feedings, walking, play, etc.). I want your pet to feel the most at home and comfortable while you're away. I am also huge on communication and always happy to send photos and updates all the activities and things we're doing!

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

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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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

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

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Sitters in Maalaea average 2
repeat house sitting clients

FAQs for House Sitting - Maalaea

Frequently asked questions about Rover

As of June 2026, there are 161 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.

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 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 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 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.

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