House Sitting in Olowalu

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Top rated Olowalu house sitters

1 / 1
Sitter Profile Image: Kevin & Ashley L.
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Kevin & Ashley L.
from
$65
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
16 years of experience
Lahaina, HI, 96761

We love Kevin & Ashley! Our pup is always nurtured with lots of attention and snuggles. He looks so happy in the pictures we receive. I'm confident leaving island for any amount of time when he's in Kevin & Ashley's hands. They're super flexible and respectful of our home as well. I look forward to having them housesit knowing our pup loves them so much.

Profile image
Brogan C.
Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$35
per night
5 out of 5.0 stars
40 reviews
16 repeat clients
20 years of experience
Pukalani, HI, 96768

Racheal is very sweet and professional! Our dogs Lucie and Ricky had fun and we felt very comfortable leaving them in her care. We highly recommend her!

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Kathleen H.
Sitter Profile Image: Casey S.
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Casey S.
Star Sitter
from
$65
per night
5 out of 5.0 stars
12 reviews
5 repeat clients
22 years of experience
Kihei, HI, 96793

Casey watched my 2 nuggets this past weekend while I was out of state- he sent photos while I was gone, kept me updated and responded right away when I reached out. He took them to the park, made sure they got their meds, and lots of cuddles. I highly recommend Casey to take care of your fur-babies anytime!

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Lahela A.
Sitter Profile Image: Johnathan W.
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Johnathan W.
Star Sitter
from
$68
per night
5 out of 5.0 stars
41 reviews
18 repeat clients
35 years of experience
Wailuku, HI, 96793

5 stars! We have a high maintenance border collie and an anxious rescue pointer-mix. They bonded with Johnathan who sent daily photos of walks, frisbee, etc. Johnathan telecommutes so he could work while house sitting and hanging out with our dogs, which is what they're used to. Highly recommend; friendly, reliable, and responsible.

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Sue S.
Sitter Profile Image: Makana P.
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Makana P.
from
$50
per night
5 out of 5.0 stars
7 reviews
15 years of experience
Kihei, HI, 96753

It was such a joy to come home to a clean house, happy, well fed cats, and alive house plants. Makana provided us with regular updates and photos of our pets. She even fed a little stray that we have taken under our wing. If you are looking for a great house and pet sitter, contact Makana.

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Carrie B.
Sitter Profile Image: Catherine W.
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Catherine W.
from
$100
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
37 years of experience
Makawao, HI, 96768

My clan immediately fell in love! I think our home was cleaner than when we left it and the dogs and cat were happy and healthy and in harmony! Looking forward to next time! Thank you!

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Ryan P.
Sitter Profile Image: Jennifer A.
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Jennifer A.
from
$133
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
44 years of experience
Wailuku, HI, 96793

Jennifer was AMAZING! She loved my babies as if they were her own! She sent many pictures and videos, was super clean, and hands-down the best Rover experience I have had. I will definitely hireher again and again.

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Julie G.
Sitter Profile Image: Jennifer A.
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Jennifer A.
from
$50
per night
5 out of 5.0 stars
93 reviews
34 repeat clients
14 years of experience
Lahaina, HI, 96761

I think my dog is always just a little upset when he sees me, rather than Jennifer, walk in the door. He is always a happy boy when she stays.

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Megan M.
Sitter Profile Image: Cameron M.
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Cameron M.
Star Sitter
from
$85
per night
5 out of 5.0 stars
24 reviews
9 repeat clients
21 years of experience
Paia, HI, 96779

Cameron stayed for the weekend with our two dogs, one is older and needs medication and the other is younger but nervous, and we were super happy with Cameron’s attention to the dogs and our home! He took out you here dog to the dog beach which was awesome, and sent us pictures throughout the stay. Absolutely recommend him. Thanks Cameron!

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Kate K.
Sitter Profile Image: Alexandra T.
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Alexandra T.
from
$88
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
10 years of experience
Wailuku, HI, 96793

AMAZING! Alexander was perfect!! She loved our fur babies and our home like her own. All 4 boys loved her ! We didn’t worry about a thing while we were gone. We came home to clean home and happy dogs. She was great at communicating and sending photos to keep us updated. We completely trust her and will use her again. Everytime. She is always welcome in our home even if she wants to stop by and see the boys and have dinner. ❤️

Profile image
Pam H.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$75
per night
5 out of 5.0 stars
3 reviews
18 years of experience
Lahaina, HI, 96761

Jessica took care of my mini-zoo while I was visiting family on the mainland. I had booked an aggressive travel schedule, visiting family in both east coast and west coast time zones. Jessica not only took exceptional care of my 2 large dogs and my 2 persnickety felines, but she also took great care to make sure I knew all was well back home. I never had to ask. Thank you Jessica! See you next time.

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Danny M.
Sitter Profile Image: Madilyn V.
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Madilyn V.
Star Sitter
from
$85
per night
5 out of 4.9 stars
17 reviews
15 repeat clients
25 years of experience
Kihei, HI, 96753

About: I am a dog fanatic, they are very special to me. I have had many dogs growing up of all breeds and sizes. I will love them whole heartedly, I have a 2 year old furry baby and I understand how much love and care they need while you're away. I do have a 5 year old who is dog crazy as well, he has lived with dogs of all sizes and personalities. Animals have a very special place in my heart (especially dogs) and I would love to be the one to take care of your special friend. I know the importance of trust with your loved ones. I would like to bring good energy into you and your pets life with a whole lot of love. Mahalo I am flexible, I don't mind traveling around the island to take care of animals. I have been fortunate to work with animals all over Maui for the last 10 years. I am very open to any specific instructions your special friend will need; first timers, allergies, high energy, separation anxiety and any extra care your pet may need

Sitter Profile Image: Natalie G.
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Natalie G.
from
$150
per night
5 out of 5.0 stars
46 reviews
12 repeat clients
26 years of experience
Lahaina, HI, 96761

Natalie watched our two pups while we were out of town for our wedding. Having a 6 month old puppy as well as a 4 year old dog was no easy feat, but we could not have been happier with their care! While we were busy with wedding events, Natalie was amazing at updating us and sending daily pictures and report cards. We came home to a clean house and happy dogs! Can’t wait to have her back:)

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Amanda R.
Sitter Profile Image: Rachel L.
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Rachel L.
from
$99
per night
14 years of experience
Wailuku, HI, 96793

About: I have raised small dogs from puppies to adults. I have also rescued two huskies, one that was a senior with special needs and one that was a puppy mill rescue with severe emotional needs. I also had indoor cats for two years. I have helped a friend who fosters animals with her senior dog and many kittens. I recently moved to Maui and miss my furbabies who now live with my adult children. I'd love to love on yours for you! I work remotely so I have a very flexible schedule. I'm centrally located in Wailuku so I can provide pet care in multiple areas of the island. I am very diligent about following your safety and care protocols in your own home. Unfortunately, I am not able to provide care in my home due to roommate restrictions.

Sitter Profile Image: Breana K.
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Breana K.
from
$24
per night
5 out of 5.0 stars
4 reviews
1 repeat client
24 years of experience
Kihei, HI, 96753

About: I’m in my mid 30s and been responsible for at least one pet since I was about 8. I love all animals and have personally had cats, dogs and fish. I graduated from A&M Galveston with a degree in Marine Biology and am currently working with marine mammals. I have experience in dog and cat training, this includes harness/leash and behavioral. Because of my degree I have a background in animal behavior which I use to help talk to and understand animals. I have worked with pets, dolphins and wolves in the past. I absolutely love animals and find it the most rewarding teaching and interacting with them. Please let me help you love your pet. I work full time on Sunday-Tuesday. So I cannot work those days. The other days I have the occasional volunteer project but can work around any Rover commitment. I live right next to a park and the beach so it’s very easy to take dogs for a walk. If I am staying at a clients place I have a truck to take the dog to a dog park if there isn't one nearby.

Sitter Profile Image: Leslie L.
Verified Background Check
Leslie L.
Star Sitter
from
$75
per night
5 out of 5.0 stars
34 reviews
6 repeat clients
35 years of experience
Kihei, HI, 96753

Leslie was wonderful with my senior pup. She was patient and kind and calm with him. She communicated very well and sent photos while I was gone. She left my home very clean. I would absolutely trust her with your home and furry friends, I will be booking her again.

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Kailey J.
Sitter Profile Image: Sydney P.
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Sydney P.
from
$60
per night
20 years of experience
Kihei, HI, 96753

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!!!

Sitter Profile Image: Kristan P.
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Kristan P.
from
$150
per night
5 out of 5.0 stars
22 reviews
6 repeat clients
20 years of experience
Wailuku, HI, 96793

Tank had a great time I will continue to use Kristan in the future when I need someone to watch him

Profile image
Marie V.
Sitter Profile Image: Jennifer D.
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Jennifer D.
from
$75
per night
5 out of 5.0 stars
2 reviews
1 repeat client
35 years of experience
Kahului, HI, 96784

Jen is a nice, on top of things lady. For the meet and greet she asked a lot of great questions and took notes. We came home to happy dog!! Thanks for watching them Jen!

Profile image
Joy C.
Sitter Profile Image: Arika H.
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Arika H.
from
$28
per night
10 years of experience
Lahaina, HI, 96761

About: I am very active and love to bring a fur baby along if they like to adventure! On the other hand I also like to be a homebody and lounge or garden. I get up early to have coffee and feed and pet the kitties and birds! Taking the dogs for a run on the beach is so fun! I have a fenced in yard as my dachshund was a wonderful escape artist! He has calmed down a bit with age and follows me around the house and garden.

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Loving house sitters in your neighborhood

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Sitter Profile Image: Kevin & Ashley L.
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Sitter Profile Image: Kevin & Ashley L.
Verified Enhanced Background Check

Kevin & Ashley L.

Animal loving Maui couple
Lahaina, HI, 96761
10.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
Profile image

We love Kevin & Ashley! Our pup is always nurtured with lots of attention and snuggles. He looks so happy in the pictures we receive. I'm confident leaving island for any amount of time when he's in Kevin & Ashley's hands. They're super flexible and respectful of our home as well. I look forward to having them housesit knowing our pup loves them so much.

Availability updated 51 days ago
Sitter Profile Image: Rachael D.
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Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter

Here to care for your fur babies!
Pukalani, HI, 96768
18.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
40 reviews
16 repeat clients
Profile image

Racheal is very sweet and professional! Our dogs Lucie and Ricky had fun and we felt very comfortable leaving them in her care. We highly recommend her!

Availability updated 36 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Casey S.
Verified Enhanced Background Check
Sitter Profile Image: Casey S.
Verified Enhanced Background Check

Casey S.
Star Sitter

The Dog Father
Kihei, HI, 96793
10.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
12 reviews
5 repeat clients
Profile image

Casey watched my 2 nuggets this past weekend while I was out of state- he sent photos while I was gone, kept me updated and responded right away when I reached out. He took them to the park, made sure they got their meds, and lots of cuddles. I highly recommend Casey to take care of your fur-babies anytime!

Availability updated 15 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Johnathan W.
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Sitter Profile Image: Johnathan W.
Verified Background Check

Johnathan W.
Star Sitter

Safety, Comfort and Lots of Love
Wailuku, HI, 96793
9.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$68
per night
5 out of 5.0 stars
41 reviews
18 repeat clients
Profile image

5 stars! We have a high maintenance border collie and an anxious rescue pointer-mix. They bonded with Johnathan who sent daily photos of walks, frisbee, etc. Johnathan telecommutes so he could work while house sitting and hanging out with our dogs, which is what they're used to. Highly recommend; friendly, reliable, and responsible.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Makana P.
Verified Enhanced Background Check
Sitter Profile Image: Makana P.
Verified Enhanced Background Check

Makana P.

Your Pets New Best Friend!
Kihei, HI, 96753
10.3 mi. away
House Sitting, Dog Walking
from
$50
per night
5 out of 5.0 stars
7 reviews
Profile image

It was such a joy to come home to a clean house, happy, well fed cats, and alive house plants. Makana provided us with regular updates and photos of our pets. She even fed a little stray that we have taken under our wing. If you are looking for a great house and pet sitter, contact Makana.

Availability updated 14 days ago
Sitter Profile Image: Catherine W.
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Sitter Profile Image: Catherine W.
Verified Enhanced Background Check

Catherine W.

Responsible and Reliable Pet Love
Makawao, HI, 96768
19.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$100
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

My clan immediately fell in love! I think our home was cleaner than when we left it and the dogs and cat were happy and healthy and in harmony! Looking forward to next time! Thank you!

Availability updated 22 days ago
Sitter Profile Image: Jennifer A.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer A.
Verified Enhanced Background Check

Jennifer A.
Rover 101

Healer & Communicator
Wailuku, HI, 96793
8.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$133
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Jennifer was AMAZING! She loved my babies as if they were her own! She sent many pictures and videos, was super clean, and hands-down the best Rover experience I have had. I will definitely hireher again and again.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jennifer A.
Verified Background Check
Sitter Profile Image: Jennifer A.
Verified Background Check

Jennifer A.

Taking Care of them like you do!
Lahaina, HI, 96761
12.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
93 reviews
34 repeat clients
Profile image

I think my dog is always just a little upset when he sees me, rather than Jennifer, walk in the door. He is always a happy boy when she stays.

Availability updated 20 days ago
Sitter Profile Image: Cameron M.
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Sitter Profile Image: Cameron M.
Verified Enhanced Background Check

Cameron M.
Star Sitter

Certified Professional Dog Petter
Paia, HI, 96779
17.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
24 reviews
9 repeat clients
Profile image

Cameron stayed for the weekend with our two dogs, one is older and needs medication and the other is younger but nervous, and we were super happy with Cameron’s attention to the dogs and our home! He took out you here dog to the dog beach which was awesome, and sent us pictures throughout the stay. Absolutely recommend him. Thanks Cameron!

Availability updated 26 days ago
Sitter Profile Image: Alexandra T.
Verified Background Check
Sitter Profile Image: Alexandra T.
Verified Background Check

Alexandra T.

Pet Sitter
Wailuku, HI, 96793
8.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$88
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
Profile image

AMAZING! Alexander was perfect!! She loved our fur babies and our home like her own. All 4 boys loved her ! We didn’t worry about a thing while we were gone. We came home to clean home and happy dogs. She was great at communicating and sending photos to keep us updated. We completely trust her and will use her again. Everytime. She is always welcome in our home even if she wants to stop by and see the boys and have dinner. ❤️

Availability updated 15 days ago
Sitter Profile Image: Jessica W.
Verified Enhanced Background Check
Sitter Profile Image: Jessica W.
Verified Enhanced Background Check

Jessica W.

I’ll play with your pets!
Lahaina, HI, 96761
11.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
3 reviews
Profile image

Jessica took care of my mini-zoo while I was visiting family on the mainland. I had booked an aggressive travel schedule, visiting family in both east coast and west coast time zones. Jessica not only took exceptional care of my 2 large dogs and my 2 persnickety felines, but she also took great care to make sure I knew all was well back home. I never had to ask. Thank you Jessica! See you next time.

Availability updated 23 days ago
Sitter Profile Image: Madilyn V.
Verified Background Check
Sitter Profile Image: Madilyn V.
Verified Background Check

Madilyn V.
Star Sitter

Full Time Pet Friend
Kihei, HI, 96753
11.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$85
per night
5 out of 4.9 stars
17 reviews
15 repeat clients

About: I am a dog fanatic, they are very special to me. I have had many dogs growing up of all breeds and sizes. I will love them whole heartedly, I have a 2 year old furry baby and I understand how much love and care they need while you're away. I do have a 5 year old who is dog crazy as well, he has lived with dogs of all sizes and personalities. Animals have a very special place in my heart (especially dogs) and I would love to be the one to take care of your special friend. I know the importance of trust with your loved ones. I would like to bring good energy into you and your pets life with a whole lot of love. Mahalo I am flexible, I don't mind traveling around the island to take care of animals. I have been fortunate to work with animals all over Maui for the last 10 years. I am very open to any specific instructions your special friend will need; first timers, allergies, high energy, separation anxiety and any extra care your pet may need

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Natalie G.
Verified Background Check
Sitter Profile Image: Natalie G.
Verified Background Check

Natalie G.

You can trust me 🌈
Lahaina, HI, 96761
11.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$150
per night
5 out of 5.0 stars
46 reviews
12 repeat clients
Profile image

Natalie watched our two pups while we were out of town for our wedding. Having a 6 month old puppy as well as a 4 year old dog was no easy feat, but we could not have been happier with their care! While we were busy with wedding events, Natalie was amazing at updating us and sending daily pictures and report cards. We came home to a clean house and happy dogs! Can’t wait to have her back:)

Availability updated 6 days ago
Sitter Profile Image: Rachel L.
Verified Enhanced Background Check
Sitter Profile Image: Rachel L.
Verified Enhanced Background Check

Rachel L.

Furbaby Friend
Wailuku, HI, 96793
8.8 mi. away
House Sitting
from
$99
per night
14 years of experience

About: I have raised small dogs from puppies to adults. I have also rescued two huskies, one that was a senior with special needs and one that was a puppy mill rescue with severe emotional needs. I also had indoor cats for two years. I have helped a friend who fosters animals with her senior dog and many kittens. I recently moved to Maui and miss my furbabies who now live with my adult children. I'd love to love on yours for you! I work remotely so I have a very flexible schedule. I'm centrally located in Wailuku so I can provide pet care in multiple areas of the island. I am very diligent about following your safety and care protocols in your own home. Unfortunately, I am not able to provide care in my home due to roommate restrictions.

Availability updated 5 days ago
Sitter Profile Image: Breana K.
Verified Background Check
Sitter Profile Image: Breana K.
Verified Background Check

Breana K.

Let me help you love your pet!!!
Kihei, HI, 96753
11.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$24
per night
5 out of 5.0 stars
4 reviews
1 repeat client

Breana has pet sitted for our pets on multiple occassions. I have found Breana to be reliable and trustworthy and you can depend on her. I would reccommend her to care for your pet.

Availability updated 44 days ago
Sitter Profile Image: Leslie L.
Verified Background Check
Sitter Profile Image: Leslie L.
Verified Background Check

Leslie L.
Star Sitter

Your Soulmates Pet Sitter
Kihei, HI, 96753
12.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
34 reviews
6 repeat clients
Profile image

Leslie was wonderful with my senior pup. She was patient and kind and calm with him. She communicated very well and sent photos while I was gone. She left my home very clean. I would absolutely trust her with your home and furry friends, I will be booking her again.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sydney P.
Verified Enhanced Background Check
Sitter Profile Image: Sydney P.
Verified Enhanced Background Check

Sydney P.

🤎 your pets new best friend 🤎
Kihei, HI, 96753
12.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
1 review

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.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kristan P.
Verified Enhanced Background Check
Sitter Profile Image: Kristan P.
Verified Enhanced Background Check

Kristan P.

Extremely Focused Pet Care
Wailuku, HI, 96793
10.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$150
per night
5 out of 5.0 stars
22 reviews
6 repeat clients
Profile image

Tank had a great time I will continue to use Kristan in the future when I need someone to watch him

Availability updated over 1 year ago
Sitter Profile Image: Jennifer D.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer D.
Verified Enhanced Background Check

Jennifer D.

I love all animals like family!
Kahului, HI, 96784
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Jen is a nice, on top of things lady. For the meet and greet she asked a lot of great questions and took notes. We came home to happy dog!! Thanks for watching them Jen!

Availability updated 64 days ago
Sitter Profile Image: Arika H.
Verified Enhanced Background Check
Sitter Profile Image: Arika H.
Verified Enhanced Background Check

Arika H.

Unconditional love is the best!
Lahaina, HI, 96761
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
10 years of experience

About: I am very active and love to bring a fur baby along if they like to adventure! On the other hand I also like to be a homebody and lounge or garden. I get up early to have coffee and feed and pet the kitties and birds! Taking the dogs for a run on the beach is so fun! I have a fenced in yard as my dachshund was a wonderful escape artist! He has calmed down a bit with age and follows me around the house and garden.

Availability updated 55 days ago

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