Dog Boarding Paia

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Over 70
pet parents in Paia have booked dog boarding

Paia, 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.

1 / 1
Sitter Profile Image: Wanda & Lonnie L.
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Wanda & Lonnie L.
from
$45
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
20 years of experience
Wailuku, HI, 96793

We’re very pleased to have found Wanda and Lonnie for our dog Isabella. She spent two nights with them and Isabella came home like her normal self. Wanda and Lonnie were easy to work with and attentive to Isabella’s needs. Much appreciated!

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Andrew B.
Sitter Profile Image: Shanelle S.
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Shanelle S.
from
$45
per night
5.0 out of 5 stars
58 reviews
16 repeat clients
20 years of experience
Makawao, HI, 96768

Shanelle is the best!!! My dog stayed with her for a week and I got updates and pictures of a very very happy dog every day. Shanelle is very responsive and always messaged me right back. It was clear she treated my dog like a member of her family. If you are looking for peace of mind when looking for care for your pet, look no further.

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Samantha D.
Sitter Profile Image: Leah L.
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Leah L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
5 years of experience
Wailuku, HI, 96793

Leah was great!! Louis Vuitton had a great time with Leah and Marley. At first I was worried but Leah took care of Louis like it was her own and Marley was a super companion. Overall rating a 5 star!! Louis will be back there again when we go on another trip. Thank you Leah and Marley.

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Eric Y.
Sitter Profile Image: Carrie & Jonathan H.
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Carrie & Jonathan H.
from
$50
per night
5.0 out of 5 stars
5 reviews
35 years of experience
Kihei, HI, 96753

Carrie & Jonathan take care of her and updated me. Carrie was very flexible and willing to accept her my request when my plans was changed. I appreciate it your willingness, and I am grateful for your support and care of my dog.

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Jeanine W.
Sitter Profile Image: yen b.
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yen b.
from
$65
per night
5.0 out of 5 stars
1 review
2 repeat clients
2 years of experience
Wailuku, HI, 96793

Yen took such wonderful care of our pup, Blue, while we were on vacation! She kept us updated with lots of pictures, and it was clear that Blue was happy, comfortable, and well loved. We came home to a calm, content dog, a true sign he was in good hands. Highly recommend Yen and would absolutely book with her again!

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Janice R.
Sitter Profile Image: Madison S.
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Madison S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
53 reviews
14 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: Christine W.
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Christine W.
from
$50
per night
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

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

This was the first time i have ever left winter with anyone other then family. Randi was amazing she new i was nervous about that so she sent all kinds of videos and photos. With winter being so small only 3 pounds needs extra care and attention. I will only be leaving winter with randi for now on i highly recommend her. Thanks again Randi

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Angela J.
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

Bullish had an amazing time and I would definitely recommend Casey! I had an emergency and had to book him for a 2 say stay less than 24 hours from dropping my pocket bully Bullish off and he was able and happy to watch him. Bullish had an amazing time with plenty of play time and walks! Casey was communicative with updates. Definitely recommend and will be booking again! Aloha 🤙🏽

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Shawn S.
Sitter Profile Image: Bridget & Ho "Tiger" H.
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Bridget & Ho "Tiger" H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
51 reviews
14 repeat clients
15 years of experience
Kihei, HI, 96753

Bridget did such a wonderful job with my 4 month old puppy. She has a nice, big , safe yard for the dogs to play in. Bridget sent me multiple photos throughout the day. She really seems to love dogs! Her husband, Tiger, was also really good with my pup when Bridget had to go to an appointment. My puppy loves children and her daughters were so sweet with Coco . I highly recommend and look forward to using this wonderful family again.

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Laurie C.
Sitter Profile Image: Michele & Brian F.
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Michele & Brian F.
from
$75
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Haiku-Pauwela, HI, 96708

Michele & Brian took such wonderful care of our 1.5yr old Kruz, and we’re truly so grateful! He’s a high-energy pup and can definitely be a handful, especially in a new environment with new people and dogs but they handled him with so much patience, structure, and care. They have a beautiful & fenced property — kept him active with daily walks and dog park visits (which he absolutely loved!) and even worked on some training. It was so reassuring to know he was not only being cared for, but also engaged and learning. It gave us such peace of mind knowing he was in such good hands. We truly appreciate the time, attention, and extra effort they put into caring for him. Thank you both again for keeping up with our energetic boy - you’re amazing ⭐️🤗

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Dawna D.
Sitter Profile Image: Daria M.
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Daria M.
from
$60
per night
5.0 out of 5 stars
69 reviews
20 repeat clients
15 years of experience
Paia, HI, 96779

Daria is the best! This is our first time leaving our 6 months beagle for a 4 days trip and Daria was so great with him. There is a park right next to her building so our pup got plenty of exercise. She sent us pictures and video updates everyday which we appreciate. We can tell our pup was happy and had fun while we were away and he was able to adapt back into our normal routine right away. Thanks Daria!

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jessica n.
Sitter Profile Image: Katherine C.
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Katherine C.
from
$75
per night
5.0 out of 5 stars
62 reviews
15 repeat clients
15 years of experience
Haiku, HI, 96708

Jurassic Bark is always the best!! It’s a beautiful location and my dog always comes home tired out and happy. They always respond to my texts and keep me updated on how my dog is doing. Thank you!

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Annie O.
Sitter Profile Image: Johnathan W.
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Johnathan W.
from
$60
per night
4.9 out of 5 stars
49 reviews
19 repeat clients
35 years of experience
Wailuku, HI, 96793

Johnathan was amazing! Was able to take Gatssby last minute. Sent lots of pictures! Gatsby obviously had a great time and didn't want to leave! Best Rover experience we've had!

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Robert B.
Sitter Profile Image: Jolene & Temehani B.
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Jolene & Temehani B.
from
$60
per night
4.9 out of 5 stars
11 reviews
2 repeat clients
4 years of experience
Wailuku, HI, 96793

Jolene and Temehani are the absolute best! We recently moved to the island with our furr baby, Mochi. He had to fly in a day early, so we needed someone to look after him. Jolene and Temehani were incredible! They were super helpful and took amazing care of Mochi after his long flight. I can't thank them enough. If you need someone to watch your furry baby, I 100% recommend them!

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Erica G.
Sitter Profile Image: Eden M.
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Eden M.
from
$45
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Makawao, HI, 96768

About: I have extensive experience in dog training and care as my Dad’s business was in rehabilitation, training and boarding for dogs. I worked as an employee for 5 years and also had opportunities to help train and care for the dogs from 12 years old. I love learning more every time I interact with a new dog. I am skilled at training dogs to get over leash aggression and constant pulling. I have worked with many different breeds of dogs and have learned a lot about how this can alter their specific needs. I have a part time job where I’m busy on Wednesdays and Fridays. Otherwise I am available to enjoy time with your doggo all day. I live on a large property with lots of fun things to smell and explore! It isn’t fenced, I intend to keep your dog close with a leash unless you feel they aren’t likely to try and run away.

Sitter Profile Image: Rochelle M.
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Rochelle M.
from
$63
per night
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Wailuku, HI, 96793

Rochelle is incredible! My 12 year old chihuahua is very nervous with new people but instantly bonded with Rochelle! She offers a wonderful home and so much love and attention - I’m so happy we’ve found her!

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shauna p.
Sitter Profile Image: DIANN C.
Verified Background Check
DIANN C.
from
$65
per night
5.0 out of 5 stars
88 reviews
27 repeat clients
30 years of experience
S. Kihei, HI, 96753

Perfect. My little yorkie princess needs lots of lap time and she was given plenty of it. If Lani could talk, I’m sure she would say “momma, I had a wonderful time”

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Mary Ann N.
Sitter Profile Image: Maddie C.
Verified Enhanced Background Check
Maddie C.
from
$65
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
7 years of experience
Wailuku, HI, 96793

My pup had a great weekend at Maddie’s! My pup is high energy and Maddie gave him lots of walks and park sessions to get his energy out. Maddie shared daily photos and updates. And throughout booking, Maddie was a fast and responsive communicator which I really appreciated!

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Richard H.
Sitter Profile Image: Madilyn V.
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Madilyn V.
from
$80
per night
4.9 out of 5 stars
26 reviews
15 repeat clients
25 years of experience
Haiku, HI, 96708

Madilyn was great! She really connected with our dog well. Her dog and our dog were like twin new best-buddies. But she gave us lots of flexibility, whether ours would stay with her by himself or if her dog would be there. It was perfect. Will definitely use her again. Mahalo.

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Margaret S.
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The median cost per night for dog boarding in Paia is $60

Dog parents share their Rover experiences - Paia

1 / 1
5.0 out of 5 stars

Daria was a great host for our Sapphire. She provided daily photos and kept us updated each day. We would definitely use her again.

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Kaimana U.
Boarding
5.0 out of 5 stars

Mehana took such incredible care of my elderly dog, Koa, while I was away for three days getting married. Leaving him can be stressful, especially with his extra needs, but she made the entire experience worry-free. She kept me updated with pictures and regular messages, which meant so much. I always knew how he was doing, especially during times when he was having trouble eating. Mehana was also able to administer his medication without any issues, which gave me so much peace of mind. What really stood out is how she made Koa feel like part of her family. It’s clear she genuinely cares, and that level of attention and kindness is priceless. I’m so grateful for her responsiveness, communication, and the love she showed my dog. Mahalo, Mehana!

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Erin Q.
Boarding
5.0 out of 5 stars

Leo loved playing with Mehana and Hoku. I could tell because he was so pooped when he finally came back home. He had a lot of space to run around. I would definitely book her again, I loved all the reassuring pupdates. Thank you Mehana and Hoku!

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Kim S.
Boarding
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Sitters in Paia average 10
repeat dog boarding clients

FAQs for Boarding - Paia

Frequently asked questions about Rover

The average cost for Dog Boarding in Paia on Rover is $43.29 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of August 2026, there are 59 sitters on Rover offering Dog Boarding across Paia. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

Sitters may also include daily walks in the neighborhood during your dog's boarding stay. You can also request photo and message updates throughout so you can see which local landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Paia 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 Paia.

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.

You and your Paia 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.

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