Dog Walkers in Olowalu, HI

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

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Top rated Olowalu dog walkers

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: Steph G.
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Steph G.
from
$30
per walk
5.0 out of 5 stars
22 reviews
7 repeat clients
16 years of experience
Waikapu, HI, 96793

Steph is very responsive and our Suzy really looks forward to walking with her. Steph is trustworthy and caring, she really is a great friend to our pup!

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Steve W.
Sitter Profile Image: Casey S.
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Casey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
23 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: Emma L.
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Emma L.
from
$25
per walk
5.0 out of 5 stars
16 reviews
1 repeat client
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: Courtney C.
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Courtney C.
from
$15
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Kihei, HI, 96753

About: I have been around lots of dogs and cats over the years! I like to have fun with them and prioritize treating them with love because they are innately such loving beings. I've pet sat and lived with both young and older animals (cats and dogs), so I understand that each has their own personality and way about them. I know how to respect their space while also encouraging connection, health, and balance. I love taking dogs on walks and to the beach. I enjoy snuggling with cats. I'd be happy to care for your pets when you need the help and will be sure to show them plenty of love! I am currently living between Maui, HI and South Carolina. My routine is currently centered around daily movement, nutrition, and time in nature as I have become very passionate about being healthy and avoiding burnout. I enjoy the variety of spending time with different animals and supporting pet owners as a part of my weekly/monthly routine and feel it’s a healthy, joyful way for me to connect with my community. I am very sensitive and intuitive so I'm good at helping pets feel comfortable and safe in my presence. I'm attentive and present so will be sure to give your pets what they need, when they need it whether that's food, water, play time, snuggles, or a walk outside. I love keeping my space clean and organized so will prioritize keeping your home this way while I'm there providing service.

Sitter Profile Image: Erica M.
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Erica M.
from
$20
per walk
5.0 out of 5 stars
1 review
2 repeat clients
3 years of experience
Kihei, HI, 96753

Responsible and very good with our dog. We hired her again because we like her and our dof likes her.

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Denise D.
Sitter Profile Image: Sofia R.
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Sofia R.
from
$15
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Wailuku, HI, 96793

About: I’ve been passionate for all animals since my childhood growing up in a family for vets and pet groomers. My dog is my world and I will take care of your pets with the same care I do for mine. Experience and passion are words that describe the service I provide. I am currently working a part time online job that allows for flexibility in my schedule. This schedule can be easily adjusted anytime as needed. I will take excellent care of your loved pets in your own home following the requests each dog might require. From lots of play time with your puppies to all the attention that elder dogs require.

Sitter Profile Image: Lauren K.
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Lauren K.
from
$20
per walk
5 years of experience
Roseville, Lahaina, HI, 96761

About: Hi I'm Kam (a nickname)! I live in Point Loma but I’m originally from NH. I've lived here for about seven years. I had multiple dogs growing up and I’ve been an easy option for friends/acquaintances to help with their pets. I lost my Labrador in October (due to natural causes) and I’m not quite ready to take the leap again so this is the best of both worlds. I have worked with a professional pet sitting company in Summit County Colorado. I have been in property management/house sitting so I say I wear many hats! I’m comfortable with many breeds, ages, and sizes. Looking forward to helping you, your pet, and selfishly me too! I work in retail, so I don't have long hours. I’m typically up around 6/7 and in bed around 10/11. I also enjoy exercise and walks Safety and comfortability is of the utmost importance to me. I know each pet and home can come with certain quirks and/or specifications, which is totally understandable. Happy to accommodate!

Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
154 reviews
56 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: Laurel S.
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Laurel S.
from
$25
per walk
5.0 out of 5 stars
35 reviews
7 repeat clients
20 years of experience
Kihei, HI, 96753

Laurel did an amazing job of taking my dog out for his walk. I was notified of when she started her walk, sent me pictures and even offered to give him a doggy treat afterwards. I highly suggest you book her as your next sitter or walker.

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Eduardo B.
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

Natalie is a trustworthy, kind and caring dog walker/overnight care too. She really loves taking care of our dog. Sends us lots of photos and messages on how our pup is doing. She’s fantastic.

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Bari B.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$35
per walk
5.0 out of 5 stars
4 reviews
18 years of experience
Lahaina, HI, 96761

About: I’m a country, animal loving young girl. I’ve spent years caring for farms and ranches or just housesitting with many dogs, cats and much more. I just enjoy soaking up extra time with the critters. I’ve spent time training two of my own dogs and also several others. Experience fostering both cats, kittens and puppies is also something I can offer. It’s so rewarding to watch the dogs learn and grow with training and time. I can take your dog on walks and play with them or just chill with your cat. I currently work 3 days a week on a boat and 1 day as a bartender. Feel free to message me for scheduling and availability. If your pet is ok with me being gone on the boat 12 hrs on a couple days I’m happy to housesit for a length of time. My partner can often times let your pet out to potty on my long work days. Usually just Wednesdays are 12 hr shifts. I like to keep the pets routines as close to what they are use to as possible. Playing with, exercising, feeding and even doing some training are all things I like to incorporate in my daily schedule.

Sitter Profile Image: Daisy M.
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Daisy M.
from
$20
per walk
5.0 out of 5 stars
1 review
20 years of experience
Haiku, HI, 96708

About: Hi there! Avid animal lover here ! My name is Daisy M. and I've grown up with a vast variety of animals in my childhood till now. I own two dogs of my own currently an 1 year old hunting dog mix rescue and a chihuahua/pomeranian mix and a rescue cat who are the light of my world and fur children! I've trained and raised all my animals I’ve owned (one being an exceptionally well behaved Service Dog) and can provide basic training for an additional cost. have worked at an animal hospital so administrating medication, messy clean ups, and baths are no problem for me. I have also worked in a grooming department, as an equestrian Care taker and competitor, and a doggy day care. I am comfortable with all animals of all species and sizes. You can count on me to always treat any animal as if they were my own(: hope to hear from you soon! Mahalo🐾 I currently work from home and also as a nanny part-time, so my schedule is flexible and adjustable for any needs! Mainly available weekends and afternoon/evenings. I will NEVER leave an animal unattended while in my care! I have a fenced yard and two friendly dogs and a cat at my own home and am able to do some boarding at my own home case-by-case!

Sitter Profile Image: Kylie M.
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Kylie M.
from
$40
per walk
5.0 out of 5 stars
4 reviews
15 years of experience
Wailuku, HI, 96793

About: Hi there, I’m Kylie! I recently moved back to Maui and am looking forward to watching your fur babies! I have always loved animals and have grown up around all kinds of dogs. I’m available short notice, and I am a very fast learner. Thank you for choosing me to watch your puppies! I am currently not working, which makes my schedule totally open to give your pet my undivided attention and keep them busy with different activities. I learn fast and follow instructions easily, so your pet won’t have any issue sticking to the same routine you currently have them on or anything more that you want me to provide for your pet!

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

Madilyn is awesome! She was able to come walk Biscotti last minute when we got stuck while out and couldn’t get home for a bit. She even gave our cat some attention!

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Hal N.
Sitter Profile Image: R. Anuhea S.
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R. Anuhea S.
from
$45
per walk
5.0 out of 5 stars
5 reviews
13 years of experience
Keokea, HI, 96790

About: I have fostered dogs and cared for them my whole life. I know how to train and positively reinforce the training you have already set in place. I have worked with dogs ranging from puppies to senior hospice. I am coming home to visit family for the holidays and will be on Maui from 12/16-1/16 I have lots of free time and a very flexible schedule. I have worked with all types of dogs while fostering and use positive reinforcement modalities and trauma informed training techniques. I prefer longer walks or frequent shorter walks

Sitter Profile Image: Beth E.
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Beth E.
from
$25
per walk
5.0 out of 5 stars
2 reviews
40 years of experience
Paia, HI, 96779

Amazing! My dog just loved her and she was consistent and communicated well.

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Dean D.
Sitter Profile Image: Ashley D.
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Ashley D.
from
$60
per walk
30 years of experience
Kihei, HI, 96753

About: I communicate with animals very well & have cared for & regularly research a variety of creatures, both with domestic & farm lifestyle to constantly improve my knowledge of different situations. My Reiki practice is run from home & I have the flexibility in my schedule to be fully present with your animal & to will also offer Reiki treatments for your anxious / blue pet. I have a huge property with a security gate & fencing that allows lots of space for outdoor play & clean, comfy, & safe indoor quarters that can allow room for your crated pet. (*Owner to provide crate.)

Sitter Profile Image: Laura D.
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Laura D.
from
$65
per walk
15 years of experience
Makawao, HI, 96768

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.

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The median cost per walk for dog walking in Olowalu is $28

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Sitters in Olowalu average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Olowalu on Rover as of Jun 2026 was about $28 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Olowalu dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 164 dog walkers in Olowalu. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 79% of Olowalu dog walkers respond in under an hour.

Dog walkers in Olowalu have an average of 16 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Olowalu.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 164 dog walkers in Olowalu on Rover, so you’re sure to find the perfect match for your dog! In Olowalu, 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.