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: 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: 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: Bridget & Ho "Tiger" H.
Verified Enhanced Background Check
Bridget & Ho "Tiger" H.
from
$50
per night
5.0 out of 5 stars
• 51 reviews
15 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: Brooklen G.
Verified Background Check
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: 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: Kiaya A.
Verified Enhanced Background Check
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!”

Profile image
Eric H.
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.

Sitter Profile Image: Elishia D.
Verified Enhanced Background Check
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: Mari (.
Verified Enhanced Background Check
Mari (.
from
$60
per night
17 years of experience
Haiku-Pauwela, HI, 96708

About: I've cared for my own diabetic miniature schnauzer and understand the importance of managing a strict diet and administering medication. Dogs tend to love me and come up to me often when out walking. I grew up with dogs and cats my entire life. They are playful, loving, and honestly can warm your heart. My old dog Bella was diabetic, and it was hard to find a trusted sitter. I want to be the trusted sitter for you. So, you don't have to worry if your dog or cat is okay. Breeds I've owned: Miniature Schnauzer and Lhasa Apso. (cats typically have been rescue). Hi there! I'm Mari, a [Responsible and loving] pet sitter and a self-employed professional. When I'm not empowering clients as a leadership coach and energy facilitator, I'm spoiling furry friends as a pet sitter! Having owned homes myself, I understand the importance of trusting someone to care for your space. You can rest assured, I'll treat your home and pets with the same love and respect I give my own. Looking forward to meeting you and your furry family

Sitter Profile Image: Laura D.
Verified Enhanced Background Check
Laura D.
from
$100
per night
15 years of experience
Kula, HI, 96790

About: I can care for your pups as well as horses and cats. I have a nice fenced in yard and lots of love to give. I currently work part time, and have a pretty flexible schedule. You can drop off your pet or I can pick them up. Thank you I have an older beagle mix and one cat. I have a nice fenced yard and lots of room for pets to run and play.

Sitter Profile Image: Lyndsey K.
Verified Enhanced Background Check
Lyndsey K.
from
$156
per night
28 years of experience
Paia, HI, 96779

About: I’ve had dogs and other animals in my life since I was a kid. I’ve taken care of and helped raise dogs from the puppy stages to adulthood. I am the type of dog lover who enjoys bringing the pup(s) with me to exercise. But I also love to just chill and love on them! In my home, the pet(s) are allowed inside. We have a fenced-in yard. They cannot sleep on the furniture, including the room/bed. I will respect any wishes you have for your pet, whether that be in my home or yours. I work from home -- so, I can accommodate practically any schedule of care. I am pretty flexible because 90% of my work is done online. I treat your animals and your home as if they were my own, with love, care, and respect. If at any time I feel like I have a question, I won’t hesitate to ask, because the well-being of your animal and home are important.

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.

How to book house sitting

  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 167 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 , 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 Maalaea. 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge