Dog Boarding in Wailea Makena, HI
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Top rated Wailea Makena dog boarders
“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.”
“Can’t recommend Bridget and her family highly enough! My pup, Ren, immediately joined in with the pack at her house, and completely bonded with her sweet dog Prim. Not only did I get a vacation, but I think he went on the best vacation ever as well at their home! Got an adventure through the sprinklers, a trip to the beach, and lots of love and play. I was updated and felt reassured daily with pictures of his transition and enjoyment. Will definitely be calling again for pupsitting!”
“Casey was very accommodating and took such great care of Mamu even at the last minute. He definitely spoiled her! We received photos of her daily while on our vacation. It was a great first time experience!”
“My dogs loved their time with Marion, Kola, and Mike. Marion texted pics daily of my dogs and they were all smiles!! Highly recommend for boarding and playtime. I look forward to having my pups stay with Marion again!”
“My little dog, Buddy, had a marvelous time with Leah. Leah provided great communication and kept me updated while I was traveling. Buddy made a new friend in Marley. We would absolutely use Leah again!”
About: I will take care of your dog by making sure he gets plenty of exercise, feeding him nutritious food, and giving him lots of love and attention. My dad always at home while I’m working , your dog will be walk, feed and fresh water , we will take care of your dog happily !!! I’ll make sure my Home is safe and trusting , friendly for your dog ! I’ll looking forward to see your lovely furry Friends , thanks!
“Sam loved his time with Rachel and her family. Lots of great distractions to keep him busy. Her daughter and her dogs are amazing and excepted my lil guy and gave him lots of love. Glad to have found that spot for Sam, I’m sure he wouldn’t mind another visit.”
“This was like Disneyland for my dog. I could tell he was super happy and playful when I picked him up. Communication is always prompt and I would def bring my dog back here again. Very professional and has tons of space to run around. Thanks again for watching Moo!!!!”
“Wish I could give more than 5 stars! Kule was so well taken care of! Jo and Tame treated our baby like their own and absolutely showered her in love. Kule unexpectedly went into heat during her stay and I felt so bad but they took care of her and went out of their way to make her feel comfortable. They always sent pictures and videos of her on her walks and was very communicative during the whole 3.5 weeks. I will totally stay in touch with them and even meet up at the dog park for the pups to play. It’s hard trusting people with our fur babies while we are away but I 100% recommend them to everyone and will use them if ever we are off island again.”
“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!”
“We cannot recommend Gina enough, a true blessing when you are looking for someone to watch your beloved pup while you are at work or off the island. A day later, my dog is still tired from the walking and playing for days. Gina's golden retriever Stevie is also a sweetheart and gets along with other dogs and loves to play. If you are between anyone else and Gina, choose Gina.”
About: Home away from home for your furry friend., Personal, and Pawsitively Dedicated a true homestyle retreat for your pet.—More than Just a Daycare!" Woof Woof Im currently working part time, so i have plenty of love and time to give to your furry friend. Very flexible with time rather its day or night. I have no pets of my own. Your pet will be indoors until I take him/her for a walk. There is not a fence around the house. Your friend will be safe and well cared for
About: I’ve owned and taken care of dogs almost continuously over the last 35 years. Our last little buddy, Romeo (chichi) passed away 2 years ago at the age of 16! Now I have bandwidth and the heart for the furry friends. I’m retired, been married for over 35 years, and I have time on my hands for the animals I love. And the dogs love me too! I live in a condo, with easy access to the beach and parks. I have an excellent credit rating and a spotless driving and criminal record. I can pet sit in your home too.
About: Hi there! We are a family of dog lovers, who would be thrilled to care for your pets. We currently have one small dog, a 7 year old Shiba Inu. Both my husband and I have had dogs our whole lives with plenty of experience. My husband is known as the "dog whisperer." We have family on the mainland and travel back there a couple times a year, we know how important it is to find someone you trust and who will love and care for your pets while you arent there to do it yourself. Whether its just daily drop ins or boarding your dogs while you're off island, they will be in loving hands. Im currently a stay at home mama with our 1 year old daughter and have a flexible schedule. We are a very active family and would love to have your dog join us on our daily outings. We live in Kihei right down the street from a dog park and the beach and are there regularly. However you would like your pet to be cared for; daily drop ins, boarding while youre away, snuggles, scratches, fetch, walks... I'm here for it!
“Very satisfied with my dog's stay with Diann. She was always helpful and responsive before and during boarding. Will definitely go to her the next time I need boarding for my dog.”
About: Hi I’m Sydney 🫶🏼 I innately connect with all the pups and kitties all over 💕 I’ve had pets my whole life, including another shih tzu, rescued both a black lab and adult calico cat, and I now have an almost 6 year old shih tzu named Kai. I provide excellent service and unlimited love for your fur babes, guaranteed to make them feel safe and happy. Aloha 🤍 I am available most days and nights. I have a very flexible schedule! Whatever is needed, I will do my best to accommodate any schedule you need and I can work with last minute changes ;) I provide my baby Kai with the utmost love and care as he is my only child! I will replicate that love and care for your baby as well! I am trusted, reliable, and I can adapt to any and I think all walks of life, you are in good hands!!!
About: Just a only child madly in love with animals, I treat all dogs as if they were my babies. I’ve been boarding dogs in Florida, Maui Hawaii & Oregon. Dogs are taken out for potty breaks every 3hours (or as needed), I shower them with so much love and walks to the parks ect. Hi, I’m a stay at home wife that stays home to take care of my own doggos and have plenty of time to care for your pups also! 🤍 I treat all animals with love and respect, I will ensure your pets are treated right. I can easily crate dogs if needed. Your pet won’t be around other dogs unless you request your dog to be social with dogs. Im currently a stay at home wife and have all the time to care for your pup,’ve been caring for dogs for over 10 years. Currently living in a house with a large yard so plenty of time To take your dog out for adventures! I will make Sure your pup is comfortable at my place.
Loving dog boarding sitters in your neighborhood
Search Results
Shanelle S.
“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.”
Bridget & Ho "Tiger" H.Star Sitter
“Can’t recommend Bridget and her family highly enough! My pup, Ren, immediately joined in with the pack at her house, and completely bonded with her sweet dog Prim. Not only did I get a vacation, but I think he went on the best vacation ever as well at their home! Got an adventure through the sprinklers, a trip to the beach, and lots of love and play. I was updated and felt reassured daily with pictures of his transition and enjoyment. Will definitely be calling again for pupsitting!”
Casey S.Star Sitter
“Casey was very accommodating and took such great care of Mamu even at the last minute. He definitely spoiled her! We received photos of her daily while on our vacation. It was a great first time experience!”
Marion J.
“My dogs loved their time with Marion, Kola, and Mike. Marion texted pics daily of my dogs and they were all smiles!! Highly recommend for boarding and playtime. I look forward to having my pups stay with Marion again!”
Leah L.
“My little dog, Buddy, had a marvelous time with Leah. Leah provided great communication and kept me updated while I was traveling. Buddy made a new friend in Marley. We would absolutely use Leah again!”
yen b.
About: I will take care of your dog by making sure he gets plenty of exercise, feeding him nutritious food, and giving him lots of love and attention. My dad always at home while I’m working , your dog will be walk, feed and fresh water , we will take care of your dog happily !!! I’ll make sure my Home is safe and trusting , friendly for your dog ! I’ll looking forward to see your lovely furry Friends , thanks!
Rachel B.
“Sam loved his time with Rachel and her family. Lots of great distractions to keep him busy. Her daughter and her dogs are amazing and excepted my lil guy and gave him lots of love. Glad to have found that spot for Sam, I’m sure he wouldn’t mind another visit.”
Katherine C.
“This was like Disneyland for my dog. I could tell he was super happy and playful when I picked him up. Communication is always prompt and I would def bring my dog back here again. Very professional and has tons of space to run around. Thanks again for watching Moo!!!!”
Jolene & Temehani B.
“Wish I could give more than 5 stars! Kule was so well taken care of! Jo and Tame treated our baby like their own and absolutely showered her in love. Kule unexpectedly went into heat during her stay and I felt so bad but they took care of her and went out of their way to make her feel comfortable. They always sent pictures and videos of her on her walks and was very communicative during the whole 3.5 weeks. I will totally stay in touch with them and even meet up at the dog park for the pups to play. It’s hard trusting people with our fur babies while we are away but I 100% recommend them to everyone and will use them if ever we are off island again.”
Christina N.
“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!”
Gina M.
“We cannot recommend Gina enough, a true blessing when you are looking for someone to watch your beloved pup while you are at work or off the island. A day later, my dog is still tired from the walking and playing for days. Gina's golden retriever Stevie is also a sweetheart and gets along with other dogs and loves to play. If you are between anyone else and Gina, choose Gina.”
Johnathan W.Star Sitter
“Johnathan was fantastic with our babies! He was very responsive and sent us daily updates. We were able to enjoy our vacation knowing they were in good hands.”
Anthony G.
About: Home away from home for your furry friend., Personal, and Pawsitively Dedicated a true homestyle retreat for your pet.—More than Just a Daycare!" Woof Woof Im currently working part time, so i have plenty of love and time to give to your furry friend. Very flexible with time rather its day or night. I have no pets of my own. Your pet will be indoors until I take him/her for a walk. There is not a fence around the house. Your friend will be safe and well cared for
Mark M.
“Mark loves animals and is a responsible, trustworthy and kind caretaker. I would trust him with any beloved pet and highly recommend his pet watching services!”
Jennifer E.
“Jennifer did a wonderful job with my very energetic, girl , Coco. She communicated all day and sent lots of cute photos! Coco told me she can’t wait to go play again! Woof woof! 🐾”
Anna & Jason S.
About: Hi there! We are a family of dog lovers, who would be thrilled to care for your pets. We currently have one small dog, a 7 year old Shiba Inu. Both my husband and I have had dogs our whole lives with plenty of experience. My husband is known as the "dog whisperer." We have family on the mainland and travel back there a couple times a year, we know how important it is to find someone you trust and who will love and care for your pets while you arent there to do it yourself. Whether its just daily drop ins or boarding your dogs while you're off island, they will be in loving hands. Im currently a stay at home mama with our 1 year old daughter and have a flexible schedule. We are a very active family and would love to have your dog join us on our daily outings. We live in Kihei right down the street from a dog park and the beach and are there regularly. However you would like your pet to be cared for; daily drop ins, boarding while youre away, snuggles, scratches, fetch, walks... I'm here for it!
DIANN C.Star Sitter
“Very satisfied with my dog's stay with Diann. She was always helpful and responsive before and during boarding. Will definitely go to her the next time I need boarding for my dog.”
Leslie L.Star Sitter
“Leslie was great at communicating with us and keeping us updated on Lucy during her stay. Lucy seemed very happy and got along well with Hunny. Thanks Leslie!”
Sydney P.
“Sydney is an awesome caring person who is responsible, clean, and attentive to the needs of others. She has an over caring personality with animals. She is on time and dependable. I would trust her with my animals whom I care for deeply.”
Alfa D.
“Alfa always takes such good care of my animals and I’d a great communicator. I love when I see updates from her, I would definitely recommend her. She is the only child raised on a farm and had so much love for animals.”
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1. Search
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It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
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Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 51 sitters provided dog boarding in Wailea Makena. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 97% of Wailea Makena dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Wailea Makena.
Rover makes it easy to find Wailea Makena 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
There are 51 dog boarding sitters in Wailea Makena on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
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.
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