Dog Walking Maalaea

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Maalaea, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Casey S.
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Casey S.
from
$20
per walk
5.0 out of 5 stars
• 24 reviews
6 repeat clients
22 years of experience
Kihei, HI, 96793

“Casey was so great! Our very high energy puppy loved him and their walks together. He is a stellar communicator and we will certainly use him again.”

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erin n.
Sitter Profile Image: Dyllyn K.
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Dyllyn K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 29 reviews
12 repeat clients
11 years of experience
Wailuku, HI, 96793

“Dyllyn was wonderful. She focused on building a good rapport with my super hyper pup. She sent pictures and updates, it's easy to see how much she truly cares for animals.”

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Taylor H.
Sitter Profile Image: Carey S.
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Carey S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 18 reviews
4 repeat clients
6 years of experience
Wailuku, HI, 96793

“Carey is responsive and very attentive to details. She is great and my dog loves her! Thanks Carey!”

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Katie M.
Sitter Profile Image: Paisley C.
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Paisley C.
from
$22
per walk
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: Mandi S.
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Mandi S.
from
$32
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
32 years of experience
Wailuku, HI, 96793

About: I'm a 40yo female nurse. I've spent my whole life loving and caring for all animals I've come across. Been a responsible pet owner my entire adult life. All of my pets were rescues so I know how to work with difficult personalities. Your fur babies would be top priority! I'm unable to have my own pet where I live so I look forward to sharing my love with yours. I work Monday thru Friday at 8am all over the island. I respect both the owner and the pet's wishes. I allow the animals to be themselves and do what comes naturally to them, within the boundaries you have set.

Sitter Profile Image: Natalie G.
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Natalie G.
from
$30
per walk
5.0 out of 5 stars
• 47 reviews
12 repeat clients
26 years of experience
Wailuku, HI, 96793

“Ray and all of us enjoyed meeting Natalie abs having her dog walk Ray last evening. He was very content when we got back home. ? Thanks Natalie! Ray and Family”

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Bari B.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
• 155 reviews
57 repeat clients
20 years of experience
Wailuku, HI, 96793

“Jessica was great! She handled my difficult dog with love and firmness. It was perfect. I will for sure book her again.”

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Sara M.
Sitter Profile Image: Emma L.
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Emma L.
from
$25
per walk
5.0 out of 5 stars
• 18 reviews
2 repeat clients
15 years of experience
Lahaina, HI, 96761

About: I grew up with a dog and have watched many different types of dogs since I was a teenager. I routinely walk and feed my roommates dogs when they are at work. Walking dogs is a great way for me to get daily exercise too. I’m only working part time so I am available throughout the week and have a very flexible schedule right now. Especially in the afternoon and at night There is a fenced in backyard the dog can play in. There are also two other friendly dogs in the downstairs unit who love to play. The street i live on is a great dog walking street with a sidewalk.

Sitter Profile Image: Jewelia G.
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Jewelia G.
from
$35
per walk
4.6 out of 5 stars
• 5 reviews
4 repeat clients
20 years of experience
Haiku-Pauwela, HI, 96708

“Jewelia’s great! She’s prompt and did everything I asked from her. Highly recommend her for dog walking!”

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Martina A.
Sitter Profile Image: Christine W.
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Christine W.
from
$31
per walk
20 years of experience
Haiku-Pauwela, HI, 96708

About: I’ve spent my life around dogs, from raising my own senior pup to pet-sitting for friends and neighbors. I’m comfortable with everything from high-energy dogs to gentle senior care, including administering oral medications. I also use a patient training method for dogs that pull on the leash, and I always keep things clean—whether that's wiping muddy paws or keeping their play area tidy! My schedule is highly flexible! Since my daily routine already revolves around caring for my dog, Lily, I can easily fit in your pet's needs. For house-sitting, I can bring Lily along as a built-in playmate. If you prefer solo walks or drop-in visits, I’ll gladly leave her at home to give your pet my undivided attention I have a fully fenced yard for safe playtime and a friendly 12-year-old dog who gets along great with other pups. Plus, having lived on Maui for 16 years, I know all the best quiet trails, parks, and safe outdoor spots to take your dog for some fun adventures

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The median cost per walk for dog walking in Maalaea is $30

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 dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  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 dog walking - Maalaea

Select a filter and find qualifying sitters offering dog walking.

Sitters in Maalaea average 3
repeat dog walking clients

FAQs for Dog Walking - Maalaea

Frequently asked questions about Rover

As of October 2026, there are 172 sitters on Rover offering Dog Walking across Maalaea. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Maalaea. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Maalaea after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

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 walker 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 .

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

  • 92% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 99% 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.

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 walker 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 walker 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 walker for longer stays or first-time bookings. Read our tips for your first .

walkers 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 walker.

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