Pet Sitting Kaanapali

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Kaanapali, Find top rated pet sitting

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

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Sitter Profile Image: Natalie R.
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Natalie R.
from
$35
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
40 years of experience
Lahaina, HI, 96761

“Natalie has a great energy about her, she’s competent, very responsive and friendly. She took care of our two senior cats, one of which requires medication twice daily with a specific protocol. She followed all instructions without issues and provided daily updates. She understood the different personalities of my cats and loved them within their comfortable level, if you have a cat you know what I mean 😉 she was also very accommodating with a couple additional asks around the house.”

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Sasha Z.
Sitter Profile Image: Kevin & Ashley L.
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Kevin & Ashley L.
from
$40
per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
16 years of experience
Lahaina, HI, 96761

“Kevin did a great job caring for our kitty while we were away. He also made sure to keep our home tidy as well. Definitely would like to have him back.”

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Natalie R.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$45
per visit
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: Megan S.
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Megan S.
from
$30
per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
15 years of experience
Wailuku, HI, 96793

“Megan was SO awesome!! I was in a huge bind trying to find someone to help out for a hospital stay, and had no advance notice. I joined Rover in a panic! Megan responded to my Rover request right away, and made time to get the key (in one direction on the island), and then head back to help the stranded pups (in the other direction) all within HOURS!!! She came up with creative ideas on her own (that she ran by me) to help out in this unique situation. She really was a lifesaver, and was an EXCELLENT communicator the entire time. She really went above and beyond, and I am SO grateful! I would definitely recommend her!!”

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Gretchen M.
Sitter Profile Image: Margaret S.
Verified Enhanced Background Check
Margaret S.
from
$25
per visit
5 years of experience
Makawao, HI, 96768

About: I am an animal lover who has been helping friends and family with sitting their fur babies for years and i want to take my skills to the next level by sitting on rover 🐾 I would love to sit during the week and on weekends. I have a flexible schedule and live an active lifestyle and would love to go on long walks and hikes with your pets or enjoy time cuddling on the couch. I keep a very tidy house so there won’t be much to worry about your pets getting into and I will leave your home better than I found it as well. I live on col de sac so the road is not busy and very good neighborhood for dog walking

Sitter Profile Image: Laura D.
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Laura D.
from
$60
per visit
15 years of experience
Kihei, HI, 96753

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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Pet parents share their Rover experiences - Kaanapali

1 / 1
5.0 out of 5 stars

Emma is the best! She was able to drop in and watch our young puppy and did it perfectly. Will definitely book her again

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Makiya R.
Drop-In Visits
5.0 out of 5 stars

I had to travel for work, and since this was my first time looking for a pet sitter in Maui, I was a little nervous about leaving Blu. Emma was absolutely wonderful and immediately put my mind at ease. Her communication was excellent from start to finish, and I especially loved the pictures she sent during her visit. It meant so much to see Blu happy, relaxed, and well cared for while I was away. Emma was reliable, kind, and attentive. Knowing Blu was in such good hands allowed me to focus on my work trip without worrying about him. I wouldn’t hesitate to book with her again, and I highly recommend Emma to anyone looking for a trustworthy and dependable pet sitter. Thank you, Emma, for taking such great care of my boy!

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Heather W.
Drop-In Visits
5.0 out of 5 stars

Second time booking with Natalie, and as pleased as the first time. If you’re a type A person like me, you will appreciate Natalie! I leave her a “cat manual” that includes specific instructions for the kitties and also a few things around the house. She’s very gracious at doing all my asks and I feel very reassured that my kitties and home are in great care! She’s always on time, provides updates and we’re in touch for the duration of my trip.

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Sasha Z.
Drop-In Visits
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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 pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet 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 pet sitting - Kaanapali

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FAQs for Pet Sitting - Kaanapali

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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 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.

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