Dog Boarding in Olowalu, HI

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Top rated Olowalu dog boarders

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

My dog June, had a wonderful stay with Randi and we will board her here again in the future. June likes lots of attention and she got it here :) Randi was very professional and kept us posted with photos/videos of June throughout our trip. June was also in great spirits when we picked her up. I would recommend Randi to our friends for their pets without any hesitation.

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Coleen C.
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
$45
per night
5.0 out of 5 stars
4 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: Casey S.
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Casey S.
from
$65
per night
5.0 out of 5 stars
23 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: Karoline C.
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Karoline C.
from
$38
per night
20 years of experience
Lahaina, HI, 96761

About: Lifelong pet caretaking is rooted in the belief that pets are not just animals; they are family members deserving of love, respect, and dedicated care throughout their lives. This philosophy emphasizes the importance of understanding each pet's unique needs, preferences, and personality. Ive had dogs all my life and firmly believe they need to be cared for as the family members they are. Pet care seamlessly integrates into my work-from-home life by providing companionship and stress relief during breaks. Daily walks and playtime offer essential physical activity, while structured feeding times establish a routine. This balance enhances productivity, creating a nurturing environment that benefits both your work and your pet's well-being. My apartment is a short walk to the beach park and dog park where they're is space to roam and exercise. While in my home they enjoy constant companionship and attention.

Sitter Profile Image: Madison S.
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Madison S.
from
$50
per night
5.0 out of 5 stars
52 reviews
14 repeat clients
20 years of experience
Kihei, HI, 96753

Madison and her husband were so great with my dog. They were so kind and welcoming, and then when it came time to pick him up they were very helpful and had his things ready for easy convenience. They were always quick ti communicate which was also so nice. Will definitely book again!

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Stacie P.
Sitter Profile Image: Amber V.
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Amber V.
from
$60
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
37 years of experience
Haiku, HI, 96708

We are so grateful to have found Amber, Abe, and Einstein!! They sent us pictures and videos throughout Willa’s stay while we were out of town. It was so comforting to know that she was being cared for and loved by them. She had plenty of lap time, potty breaks, rest time and lizard hunting! We couldn’t imagine better pet sitters than these guys!!

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Carissa L.
Sitter Profile Image: Farah R.
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Farah R.
from
$60
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
30 years of experience
Wailuku, HI, 96793

Farah always takes great care of my Frenchie. If you have a pet that gets along with other dogs well, this is a great place. Always someone else for them to play with.

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Jennifer M.
Sitter Profile Image: Bridget & Ho "Tiger" H.
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Bridget & Ho "Tiger" H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
51 reviews
14 repeat clients
15 years of experience
Kihei, HI, 96753

The best sitter we could’ve hoped for! Everything went better than expected, loved all the pics they sent throughout the week and put us at ease that our baby was well taken care of. Highly recommend!

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Brandi H.
Sitter Profile Image: Maddie C.
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Maddie C.
from
$65
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
7 years of experience
Wailuku, HI, 96793

About: I have a husky mix Kea and we are super active! Daily walks and animal care is in my daily routine. I have been doing rover for a long time now. Apart from dogs, I worked/lived at a cat sanctuary in Haiku that had over 200+ cats as well as chickens and cows. My job consisted of feeding, giving medicine/attention, and cleaning after them everyday. I take care of my husky mix Kea everyday! I work from home m-f and have lots of free time. I love to take care of all kinds of animals. I am looking for some extra jobs on the island! I would make sure I am aware of the clients needs and expectations when being in their home. I will be aware of any precautions and contact the owner with any issues. I will take care of the animals with anything that is needed (walking/feeding/put into crate/attention), I am a quick learner and am open to any specific jobs.

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

Amazing! We have never left our two dogs in boarding before. They have a complicated diet and they believe that they are a part of the family. Shanelle (husband &children) took them into their home and loved them as if they were their own! Rides in the car, walks with other dogs...sleeping on pillows… under blankets haha. There just isn’t anyway to express this much gratitude. What a BLESSING 💕

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Cyndi H.
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 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!

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Keola J.
Sitter Profile Image: Emily C.
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Emily C.
from
$51
per night
10 years of experience
Kihei, HI, 96753

About: I’ve been a dog lover since my first puppy, Zeus. I had him and grew up with him for ten years of my life and now I am blessed with another puppy, Koda. I’ve always had a soft spot for dogs and show the most attentive care for them. Especially because my Koda has seizures, I’m always home and around. And our loving little town has an amazing dog park for outdoor time. Everyday, koda and I begin our morning with a walk then breakfast. I am always home so he’s glued to my side during the day. We do our thing around the house or on sunny days we head out to the dog park. Afterwards it’s back home and dinner time. I have my fur baby so your loved one will never be alone. I allow pets on furniture and to freely Rome the house. Any outdoor time would be walks around the neighborhood or to the dog park.

Sitter Profile Image: Eric & Nancy Z.
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Eric & Nancy Z.
from
$95
per night
5.0 out of 5 stars
46 reviews
21 repeat clients
20 years of experience
Wailuku, HI, 96793

Omgggg I can’t say enough. ?????? I was nervous to leave Markus while I went away out of town. I dropped him off w/ Eric and Nancy & immediately I started getting pictures of Markus from his stay with Eric & Nancy. So nice to hear daily updates & feel Iike I knew how he was and what he was up to. I would totally book with them again. So so grateful I have a place for Markus in Maui.

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Taylor B.
Sitter Profile Image: DIANN C.
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DIANN C.
from
$65
per night
5.0 out of 5 stars
85 reviews
26 repeat clients
30 years of experience
S. Kihei, HI, 96753

Diann took care of my 2 year old Pomeranian. She was such a loving caretaker. Walked and took Suki everywhere with her including the beach, church, supermarket, family gatherings. She made sure Suki ate and drank on schedule and even hand fed Suki when Suki was too nervous to eat. We are so lucky to have found Diann to take care of her and I would definite do it again when I’m out of town. I highly recommend Diann.

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Pattie D.
Sitter Profile Image: Taylor G.
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Taylor G.
from
$63
per night
5.0 out of 5 stars
8 reviews
1 repeat client
3 years of experience
Wailuku, 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: Katherine C.
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Katherine C.
from
$75
per night
5.0 out of 5 stars
61 reviews
15 repeat clients
15 years of experience
Haiku, HI, 96708

Will definitely be using Kathrine whenever I need a sitter for Unicorn. He was so happy when I came and got him and seemed to be having a great time. Love that he is not stuck in a kennel and gets to run and play all day.

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Ashley D.
Sitter Profile Image: Johnathan W.
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Johnathan W.
from
$81
per night
5.0 out of 5 stars
46 reviews
19 repeat clients
35 years of experience
Wailuku, HI, 96793

Johnathan was great. He took great care of our dog and sent us daily photos so we wouldn’t miss him too much. We would definitely leave our dog with Johnathan again.

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John A.
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.
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Dog Boarding FAQs

Frequently asked questions about Rover

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

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

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Olowalu.

Rover makes it easy to find Olowalu dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

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

Note: If your dog boarding sitter 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 boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.