House Sitting Kīhei

Find a loving house sitter to watch over your pets and your home.

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Over 102
pet parents in Kīhei have booked house sitting

Kīhei, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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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

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: 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 the perfect house sitter. She sent daily updates and we returned to a clean house and happy pups. I couldn't be happier with her service!

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Kurt S.
Sitter Profile Image: Hannah B.
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Hannah B.
from
$64
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
4 years of experience
Northwest, Kahului, HI, 96732

Hannah took such great care of my babies AND my home! She went above and beyond in making sure I came home to a clean house, which was the greatest gift after a trip. I could tell that my pets were in great hands based on the way she spoke about them in her daily updates. My dog instantly loved her from the initial visit, and she even got my shy cat to show his face and spend time with her. She is the sweetest, and I will absolutely be booking her again!

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Emily E.
Sitter Profile Image: Rebecca V.
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Rebecca V.
from
$100
per night
30 years of experience
Kihei, HI, 96753

About: Prompt, flexible , hard working and loving . Animals love me, I love them . I have zero allergies and can take them places in my jeep so they can get out and enjoy nature My work schedule is flexible I am able to stay in your home any night if the week. Or do pop is visits, walks as scheduled. I will show your pets love and care. Feed, play, walk, cuddle with them in your home. I’m super athletic and can walk or run them as well.

Sitter Profile Image: DIANN C.
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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

Diann looked after our pup while we left island for the weekend and did a great job. Our pup has a hard time letting strangers into the home and can demonstrate some difficult behaviors until she trusts them. Diann was extremely patient with her and navigated her issues very well. She communicated to let me know how things were going and helped put us at ease. Our home was clean when we returned and our pup was clearly well cared for. We would love to have Diann watch her again in the future.

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Lauren P.
Sitter Profile Image: Tessa L.
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Tessa L.
from
$80
per night
5.0 out of 5 stars
18 reviews
9 repeat clients
10 years of experience
Kihei, HI, 96753

Tessa was great as always! She fit us in last minute and took great care of the dogs. Texting with updates any any concerns. You are in great hands with Tessa.

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Kathryn H.
Sitter Profile Image: Johnathan W.
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Johnathan W.
from
$55
per night
4.9 out of 5 stars
49 reviews
19 repeat clients
35 years of experience
Kula, HI, 96793

Jonathan was amazing! Very friendly, obviously loves and understands dogs, kept our place in great shape and our pets happy! The frequent photos helped us overcome our guilt and anxiety about leaving our elder, very attached pooch behind for a quick trip off island. Will definitely use him again and highly recommend to others!

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Lee P.
Sitter Profile Image: Victoria M.
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Victoria M.
from
$80
per night
5.0 out of 5 stars
7 reviews
15 years of experience
Kihei, HI, 96753

Victoria is terrific! She took very good care of my pup and my home while I was out of town. She was very patient, caring and conscientious and she updated me daily with pictures and messages. It was reassuring know that my little bulldog was in good hands.

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Jennifer C.
Sitter Profile Image: Courtney C.
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Courtney C.
from
$30
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Kihei, HI, 96753

Courtney was amazing while I was away. She took great care of my pets and my home and sent me updates each day, which I really appreciated. Coming home was so nice, the house was all set and she even left me flowers. I felt at ease knowing everything was in good hands and will definitely be booking with her again in the future.

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Katelyn T.
Sitter Profile Image: Bryce R.
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Bryce R.
from
$60
per night
4.9 out of 5 stars
16 reviews
5 repeat clients
6 years of experience
Kihei, HI, 96753

About: I’ve always had a passion for dogs and recently loss my chocolate lab who lived 14 years. I do still have a 9 year old black lab who needs a playmate during the day. I’ve worked at the Boise zoo for 5 years and have experience in administering medicine. Im currently a full time BSU student and since most of my classes are online, I’m home all day to take care of dogs full time. I have a fenced in yard and I’m walking distance from several dog parks. I have a very friendly black Female lab who would love to have a playmate during the day. I’m a big guy (6’4”)so I can walk 3-4 dogs on a walk. Currently unemployed and looking for jobs in Kihei, Hawaii for now until I find either walk or until I figure out something just let me know and I’ll be there in a jiffy. I talk with the client and make sure to either give them a choice of daily or every other day updates on the dogs progress/mood if anything is out of the norm I will contact them immediately

Sitter Profile Image: Kelly M.
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Kelly M.
from
$40
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
16 years of experience
Kula, HI, 96790

About: Hi I'm Kelly and caring for animals is my passion! I currently work in conservation and have more 7 years of professional animal care experience. I have had pets and been caring for dogs and other animals since a very young age and am an outdoor enthusiast. I have extensive experience housesitting people’s dogs and cats, and even chickens, rabbits, horses, goats llamas, alpacas, and donkeys. I would love to take your dog for a stroll on the beach or a walk through the park or forest. Your animal’s well being, comfort and happiness are my absolute priority. My work as a vet tech and training in technical animal emergency rescue make me even more prepared to take care of your animal in any situation.

Sitter Profile Image: Anela F.
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Anela F.
from
$28
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Kihei, HI, 96753

Anela took care of our pups for 3 nights and stayed at our place while we were off island. Both our dogs immediately warmed up to her - she’s definitely got the touch! Anela sent picture updates regularly without having to ask and she left the house in the condition we left it in. Couldn’t have asked for a better experience!

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Dino G.
Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
59 reviews
20 repeat clients
20 years of experience
Makawao, HI, 96768

Rachael took excellent care of our furbabies - we got lots of picture updates and felt great about her communication throughout. I would recommend Rachael to anyone looking for someone to help with care for their pups.

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Dino G.
Sitter Profile Image: Laura D.
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Laura D.
from
$100
per night
15 years of experience
Kula, HI, 96790

About: I can care for your pups as well as horses and cats. I have a nice fenced in yard and lots of love to give. I currently work part time, and have a pretty flexible schedule. You can drop off your pet or I can pick them up. Thank you I have an older beagle mix and one cat. I have a nice fenced yard and lots of room for pets to run and play.

Sitter Profile Image: Bransyn H.
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Bransyn H.
from
$75
per night
1 year of experience
Kahului, HI, 96732

About: I’m currently doing my undergrad and want to become a physical therapist so I can take care of the kūpuna. This past summer I completed 40 hours of shadowing. I’m on summer break so I have a lot of free time. Trying to make money before summer ends. I gotta go back to school soon. My girlfriend has 2 dogs that we feed, walk, and care for. I will do the same for yours. I can also pick up poop for extra cost.

Sitter Profile Image: Taylor G.
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Taylor G.
from
$50
per night
5.0 out of 5 stars
8 reviews
1 repeat client
3 years of experience
Kahului, HI, 96793

About: Hi! I’m Taylor 🤍 I’d love to care for your dog like part of our family. We have a calm, loving home where dogs can relax and roam freely. They’re never left alone for long periods. I have a one-year-old who is my world, so I only accept gentle, very friendly dogs, and everything is closely supervised. Your pup will get daily walks, plenty of potty breaks, and lots of love—no crates unless you prefer. Dogs must be comfortable on leash when on walks and not aggressive or reactive. Thank you so much! My daily routine is flexible and built around your dog’s needs, including: • Morning, afternoon, and evening walks • Frequent potty breaks (as often as every hour, if needed) • Playtime, rest, feeding following your current schedule Your dog’s safety and comfort are my top priorities. I’m home and present at all times, so your dog will never be left alone. Our home is calm and family oriented, and we only accept baby-friendly, gentle dogs due to our one-year-old. Dogs receive frequent potty breaks, outdoor time, and personalized care, and must be well-mannered on a leash for walks with my child.

Sitter Profile Image: Kiaya A.
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Kiaya A.
Star Sitter
from
$65
per night
4.9 out of 5 stars
16 reviews
12 repeat clients
8 years of experience
Haiku-Pauwela, HI, 96708

Kiaya is amazing! She was so sweet with our anxious pup, and went above and beyond to make them feel comfortable and happy. She was communicative and sent pictures, and made us feel much more comfortable leaving.

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Alexandra B.
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

About: As a teacher and mother, I’m a natural caregiver and there’s nothing I love more than caring for dogs. I have a gift for understanding them and providing the right kind of love and affection. I’ve worked at a vet, helped dog rescues in Korea, and have been a dog sitter since childhood. Our dog Prim lives a splendid life in our new fenced backyard. We brought her to Maui from Korea and have showered her with love. Along the way we’ve watched many buddies for her, always making these dogs feel like part of the family. Let me put your mind at ease, give your dog a safe and loving second home, and provide you with some cute photos too! I am a teacher so I’m usually home by 3 pm and have a lot of holidays off. My husband works four days a week. We’re always home on the weekends and have a great setup when we’re not here so that pets can enjoy both the house and the backyard. My yard is fully fenced in and live on a quiet cul-de-sac. We are very aware of potential dangers and try to always have a plan in case it’s needed. We’re informed on all feeding precautions and exercise care during play and meal time. Both our kids, even our toddler, are careful and kind with all animals. I passed my dog whisperer genes on to them!

Sitter Profile Image: Laura N.
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Laura N.
from
$70
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Kihei, HI, 96753

About: I’ve had two amazing dogs and cats in my lifetime, volunteered at an animal shelter since I was 13, and researched canine cognition at Duke University! I was also prevet in college, worked with many dogs and pups, and have experience training service puppies. I have most weekends off with occasional weekdays off from my full time job. Happy to house sit or dog walk outside of my work hours and commute! I have been a pet sitter for many people over the years and I’m extremely responsible, attentive, and comfortable around dogs and cats. I’ve had two dogs and two cats of my own and worked training service puppies in my free time. Very active and love being outside will give your pets lots of love and attention while you’re away!

Sitter Profile Image: Makana P.
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Makana P.
from
$60
per night
5.0 out of 5 stars
10 reviews
15 years of experience
Kahului, HI, 96732

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.
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The median cost per night for house sitting in Kīhei is $65

Pet parents share their Rover experiences - Kīhei

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5.0 out of 5 stars

Our pup Izzie had a great time with Makanalani while we were away! It was a comfort to know she was staying at our house, keeping Izzie in her routine, and taking great care of her. When we came home, Izzie was happy, healthy, and calm, and the house was spotless. Thank you, Makanalani!

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Keri M.
House Sitting
5.0 out of 5 stars

Courtney was amazing while I was away. She took great care of my pets and my home and sent me updates each day, which I really appreciated. Coming home was so nice, the house was all set and she even left me flowers. I felt at ease knowing everything was in good hands and will definitely be booking with her again in the future.

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Katelyn T.
House Sitting
5.0 out of 5 stars

Amazing all around (communication, timeliness, attention to detail, etc.), thank you for taking such good care of our pup!

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Ryan H.
House Sitting
5.0 out of 5 stars

Diann is outstanding with our two pointers. I don’t even think they miss us while Diann is here. Will be using Diann’s dog sitting in the future. It’s so nice to have someone that is so good with your pets that you can leave home with no worries.

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Jack V.
House Sitting
5.0 out of 5 stars

Madison and Dylan were fantastic! They took excellent care of my three kitties and kept me updated throughout the stay with regular messages and pictures. I came home to a spotless house, which I really appreciated. Both my cats and my home were in great hands, and I would absolutely book with them again.

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Cassandra D.
House Sitting
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Popular requests for house sitting - Kīhei

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Sitters in Kīhei average 2
repeat house sitting clients

FAQs for House Sitting - Kīhei

Frequently asked questions about Rover

The average cost for House Sitting in Kīhei on Rover is $47.18 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 House Sitting 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 House Sitting. For more information on service fees, click here .

As of August 2026, there are 167 sitters on Rover offering House Sitting across Kīhei. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Kīhei walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Kīhei maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Kīhei choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Kīhei. On Rover:

  • 97% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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