Dog Boarding Maalaea

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Maalaea, Find top rated dog boarding

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: Wanda & Lonnie L.
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Wanda & Lonnie L.
from
$45
per night
5.0 out of 5 stars
• 48 reviews
15 repeat clients
20 years of experience
Wailuku, HI, 96793

“Wanda & Lonnie were nice and welcoming! They have nice property and big yard. It’s easy to get in touch, and I get quick replies. They also send plenty of photos. I was able to leave Lucky in their care with peace of mind.”

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Miwa O.
Sitter Profile Image: Randi C.
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Randi C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 129 reviews
51 repeat clients
6 years of experience
Kihei, HI, 96753

“If you are looking for a trustworthy, thoughtful and highly capable dog sitter/caretake, Randi C. is the person you want to book. We have never left our Pomeranian, Lucy, with anyone overnight before, until we met Randi. She is caring and knowledgeable and we trust her implicitly. She has a beautiful estate where she will welcome your dog just like it was her own. While on vacation recently, she constantly kept in touch with us via text message and sent us plenty of pictures and videos, so we could be assured Lucy was in good hands and doing well. She has plenty of space at her home and she does whatever possible to accommodate your needs and the needs of your pet. We no longer have to be hesitant in deciding on an overnight trip or vacation. Just knowing that we can leave our most precious fur friend with Randi has alleviated all our anxieties. We have also used Randi for daycare services too and we were equally impressed. We would highly recommend her to anyone looking for a positive dog experience. We would not even consider leaving Lucy with anyone else. Randi is our dog caretaker forever! Gail and Mike Connor 04/25/21”

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Gail And Mike C.
Sitter Profile Image: Casey S.
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Casey S.
from
$65
per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
22 years of experience
Kihei, HI, 96793

“Sachi had a wonderful stay with Casey. Casey is an excellent dog sitter and I would highly recommend him. Shortly after our “meet and greet” visit, we returned Sachi for an overnight stay and as soon as we parked the car Sachi could hardly wait to run to Casey’s front door! Thank you, Casey, for taking good care of Sachi.”

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Carolyn G.
Sitter Profile Image: Madison S.
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Madison S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 58 reviews
17 repeat clients
20 years of experience
Kihei, HI, 96753

“Madison was great! She communicated well, checked in throughout the week and even sent a few pictures of our dog. She seemed genuinely happy to take care of her. I would definitely use her again!”

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Sara C.
Sitter Profile Image: Taylor G.
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Taylor G.
from
$70
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
3 years of experience
Kahului, HI, 96793

“Fantastic pet sitter! Taylor is so kind. She truly cared about our dog having a pleasant stay. She kept us updated with lots of photos which clearly showed how much fun our little pug was having. We felt so comfortable that she was in a safe and loving environment.”

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Todd C.
Sitter Profile Image: Christina N.
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Christina N.
from
$75
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
30 years of experience
kula, HI, 96790

“We will definitely book Christina again. She took amazing care of our puppy Miley. She sent us updates and pictures daily while we were off island. She kept up with her training and even gave us training tips to use going forward. She gave us amazing recommendations to help us ease our dogs separation anxiety. She knew exactly what to do when our dog wouldn’t eat her food on our first day away from her. Miley was in the best hands possible and we felt that Christina took care of Miley as if she were her own. If you are looking for someone to take the best care of your pup while you’re away, Christina is hands down the best!”

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Josephine & Aric M.
Sitter Profile Image: Farah R.
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Farah R.
from
$60
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
30 years of experience
Wailuku, HI, 96793

“Farah was a life saver for us. We had a family emergency and she went above and beyond taking care of our dog. Farah took our dog a week early and dealt with some destructive behaviors with such grace and care. She waked her on beautiful hikes, handled meds and food allergies. We feel so grateful for Farah!!”

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Christine B.
Sitter Profile Image: Katherine C.
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Katherine C.
from
$82
per night
5.0 out of 5 stars
• 64 reviews
15 repeat clients
15 years of experience
Haiku, HI, 96708

“This was our first time leaving our dog with a sitter and we couldn’t have asked for a better experience! We were texted an update and video half way through so we could be reassured our dog was having a fun time. Jurassic Bark is a super professional set up: basically doggy Disneyland! Our dog came home happy and tired out from playing all weekend! We couldn’t recommend this sitter more!”

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Annie O.
Sitter Profile Image: Zoe & Danica G.
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Zoe & Danica G.
from
$35
per night
40 years of experience
Makawao, HI, 96768

About: Aloha! We’re Zoe & Danica, and caring for animals has always been a huge part of our lives. With professional experience in animal welfare, years of volunteering as rescue foster parents, and Zoe’s background as a retired police explosive detection K9 handler, your fur-babies will be in experienced, loving hands! We offer cozy, kennel-free boarding in our home, with comfy spots for snuggling, a large securely fenced backyard for exploring and playing, and plenty of freedom for your dog to relax and play at their own pace. Zoe is home full-time with our two gentle senior dogs, Pilot & Rowan, so your pup will have plenty of company, love, and supervision. We welcome dogs of all ages, including puppies and seniors, and have experience administering medications. Our approach is always rooted in kindness, patience, and positive reinforcement. Safety, love, and reliability are our priorities. We treat every pup like ‘ohana! To keep our little 7-pound Chihuahua, Pilot, comfortable and safe, we welcome dogs under 20 pounds. Zoe works full-time from home, which means there’s always someone around to provide plenty of snuggles, attention, and supervision. On evenings and weekends, we’re generally happy homebodies who love nothing more than relaxing and spending quality time with our fur-babies. Our two sweet senior dogs, Rowan and Pilot, have spent many years sharing their home with a rotating cast of foster dogs, so they're comfortable welcoming new furry friends into their space. Our pet-proofed home offers a safe, quiet, and relaxed environment where dogs can feel comfortable and at home. We’re happy to offer couch cuddles and cozy bed snuggles if that's what your pup enjoys! However, we completely understand that every family has different rules and routines. If you prefer your dog to stay off the furniture, we're more than happy to respect those boundaries and make sure they return home without picking up any new habits! We believe consistency is key to a happy, well-adjusted dog, so we'll do our best to maintain your pup's established routines, including training expectations, feeding schedules, and daily care. Your dog's comfort, safety, and well-being are always our top priorities.

Sitter Profile Image: Kevin & Ashley L.
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Kevin & Ashley L.
from
$100
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
16 years of experience
Lahaina, HI, 96761

“Kevin and Ashley were fantastic sitters for our cockapoo, Gabby! From start to finish, their communication was excellent, keeping us updated with messages and photos. It was clear that Gabby felt right at home with them—she was happy, relaxed, and well cared for. We could tell they genuinely love dogs and treated Gabby like one of their own. Highly recommend Kevin and Ashley for anyone looking for trustworthy, caring sitters!”

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Michele J.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$150
per night
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.

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The median cost per night for dog boarding in Maalaea is $60

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 boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  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 boarding - Maalaea

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Sitters in Maalaea average 10
repeat dog boarding clients

FAQs for Dog Boarding - Maalaea

Frequently asked questions about Rover

As of November 2026, there are 60 sitters on Rover offering Dog Boarding across Maalaea. Enter your ZIP code to see which available sitters are closest to your home.

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.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

96% of sitters in Maalaea can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Maalaea home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Maalaea.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

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

  • 89% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% 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.

You and your Maalaea sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in HI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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