Dog Boarding Olowalu
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Olowalu, 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.
“Rayder had the active fun day! He got to explore the mini farm and have other doggy playmates to fill his visit. he had so much fun that it took him a full two days to recover 🤣 such a loving and fulfilled home to leave your pups”
“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”
“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.”
“Rochelle was super friendly and accommodating. She had great communication and sent us numerous text during our pups stay. Coco took to Rochelle extremely well, which is not very common for her. From the moment we dropped her off, we felt extremely comfortable and could tell that Coco did too. Rochelle’s space was very dog friendly. Our Pup was even on several medications at the time, which Rochelle made sure to give her and stayed on top of. I would definitely recommend Rochelle for your pups next stay! 10/10!”
“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!”
“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 ⭐️🤗”
“Thank you Emily for taking such good care of our high energy golden retriever! Emily sent lots of updates with pictures and I could tell Holly was having a wonderful time. She took her on plenty of walks and was easy to communicate with. She has a lot of experience working with larger breeds so I knew Holly was in good hands. I will definitely book with Emily again!”
About: I have taken care of all kinds of dogs and if you were to ask people who know me they would tell you how much I love dogs! I have experience dog sitting on the mainland I moved to Maui 3 years ago and I am missing having some furry friends! I currently work 4 days a week in Paia. If your dog is well behaved they may come to work with me! If not Friday-Monday I will be gone for 8hrs. I enjoy going for walks either in the morning or after work! Pets in my home are welcome anywhere in the house and are fed twice a day with a minimum one walk a day ideally two. (I don’t currently have any pets of my own in the home)
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. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Olowalu
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Olowalu
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.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Olowalu home-away-from-home, 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 Olowalu.
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 Olowalu 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 , 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 .
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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