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

Over 32 pet parents in Kaanapali have booked house sitting
Kaanapali, 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.
“Emma was fantastic with Rico! She was great at communicating, always quick to answer questions and respond to messages, which gave me so much peace of mind while I was away. I had absolutely no worries knowing Rico was in her care. When I got home, the house looked great, and Rico was happy, healthy, and clearly well cared for. I would definitely book with Emma again. Thank you for giving me a worry-free vacation and for taking such wonderful care of my little guy! 🐾💙”


“Chose Christie based on her reviews and she didn’t disappoint. Very thorough, outgoing and kind. I found Christie to be competent and professional as well as friendly! Great communication, lots of pictures and left my home spotless. My golden was well taken care of and I didn’t worry at all and was able to enjoy my trip. Thanks Christie!!!”

“Natalie is a amazing! I have an extremely high maintenance, elderly, not always friendly, sassy bulldog who is about as stubborn as they come. Natalie adhered to all of my many requests and suggestions about how to best handle Lana as well she went above and beyond by watering all of my plants (both indoor and outdoor) AND I returned to a house cleaner than I had left it!! Not to mention she texted with photos, videos, and updates daily to put my mind at ease. It was such an Incredible experience that I immediately booked her again. Such a relief to have a competent sitter close to home!”

“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.”

“Jennifer was AMAZING to have as Bella's dog sitter. She left the house completely clean and vacuumed, updated me every day with pictures and stories about Bella and was very easy to coordinate with. After being in her care, all of a sudden Bella understands playing with a ball! Bella was extremely well cared for. Thanks Jennifer!”


About: Hi! I’m an experienced pet sitter who has been dog sitting and boarding for returning clients over the past three years. Caring for dogs has become one of my favorite ways to spend my time, and I love getting to know each pup’s unique personality. Whether your dog is energetic, shy, anxious, or loves attention, I’m comfortable adapting to their individual needs and routine. I have experience caring for dogs with a variety of temperaments and always prioritize making them feel safe, loved, and at home. I’m very active and love being outdoors, so your dog can expect plenty of walks, playtime, exercise, and affection. I live in a pet-friendly apartment and offer both boarding and house sitting. I also have experience with basic training and reinforcing good habits, so I’ll happily stick to your dog’s routine and any instructions you provide. My goal is simple: to give you peace of mind while you’re away and make sure your dog has a fun, safe, and loving experience from start to finish. I can’t wait to meet you and your pet! I am available to care for your pet everyday of the week. I work as a surf instructor 3 days a week (8am–1pm), which leaves me very flexible and home the majority of the time. On work days, I provide early morning walks and care before I leave, plus afternoon/evening walks and attention when I’m back. On my off days, I’m fully available for plenty of walks, playtime, and company. Your dog will always get a consistent routine, lots of exercise, and plenty of love based on their individual needs. Whether in my home or yours, your pet’s safety, comfort, and routine are my top priorities. My apartment is dog-friendly, clean, cozy, and smoke-free, with easy access to safe outdoor areas for walks, potty breaks, and exercise. I keep my space tidy and calm so pets feel relaxed and at home right away. For house sitting, I treat your home with the same respect and care as my own.
About: I have been a Rover sitter and dog walker since 2023 and have always had a lifelong love for all animals. Growing up on a farm in rural Nebraska, I was responsible for horses, cattle, pigs, chickens, goats, cats, dogs, and even fish. This hands-on experience honed my understanding of different pet needs and personalities. My cat, Milly, has been a part of my family for 9 years and counting. I have worked at a vet clinic and interned at the California Wildlife Center, which gave me veterinary medical knowledge and skills. I am comfortable with medication administration and special diets. With 20+ years of pet care experience, I'm dedicated to ensuring your fur family receives the utmost care and attention they deserve! I'm thrilled to offer my flexible availability to cater to your pet's needs! I am available on weekdays in the mornings and afternoons, and can schedule for midday as well depending on your location. Most weekends I am available to schedule for any time that suits you best. Based on the pet parent’s guidance, I tailor my care approach to match their pet’s personalities and preferences. I have experience working in veterinary medicine and can help administer any medications or give special diets. Safety, happiness, and well-being are my top priorities.
“Thank you so much for taking care of my cats while I was away! I really appreciate your time, effort, and responsiveness throughout the booking. It gave me great peace of mind knowing someone was there to check in on them. Thanks again for your help!”


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 understand how much love and care they need while you're away. I do have a 9 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 11 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
About: I’ve been taking care of the dogs since my childhood. Neighbors and friends rely on my help . I have my own dog - 8 years old Pomeranian . I cook the best food for dogs and would love to share with you healthy recipes and tips . I will get to know your dog personality and help you with training . Please ask me any questions. I look forward to meet your furry friend and take good care of them . I’m currently working part-time, so my schedule is flexible and I will have plenty of time to take good care of your dog . I’m available during the week and weekends as well . Each service will be different . I can take your dog for a walk in your preferred neighborhood or bring him/her to West Boca. We have a beautiful lake here and all pet owners take their dogs for a walk here .
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!

“Angie was an absolute dream for us! She stayed and watched our 2 cats and 4 month old puppy while we were away for almost a week. She kept us updated daily on all 3 of our fur babies with detailed recaps and tons of pictures. It made this worried fur mama feel so at ease about being away from our pets. Angie left not only our pets perfectly spoiled and happy, but she even left our home in pristine condition. Not to mention she is such a sweet person. Highly recommend Angie to anyone and everyone. We will definitely request her again!”

About: Hi there, I’m Brooklen! Animals have always been a huge part of my life, and caring for them comes as naturally to me as caring for people. With years of experience as both a veterinary technician and pet sitter, I bring not only love and compassion but also the skills to keep pets safe, comfortable, and happy. Whether it’s walks, belly rubs, medication administration, or simply keeping your furry family member company, I approach every pet as if they were my own. I understand how important it is to have peace of mind while you’re away, so I make communication a priority—sending updates, photos, and little stories from our time together. From energetic pups who need adventure to senior pets who need gentle patience, I adapt my care to each animal’s unique personality and needs. Your pets deserve someone who’s reliable, responsible, and genuinely devoted to their well-being—I’d love to be that person for you. 🐾 I work part-time and home fairly early in the afternoon. I have some freedom with my schedule and am eager to plan around your pup/kits schedule. Whether your pet is staying with me or I’m caring for them in your home, my goal is to keep them safe, comfortable, and loved—just like family. 🏡 In My Home: I create a cozy, pet-friendly space where your furry friend can relax and feel secure. I follow their normal feeding, potty, and exercise routines so they feel right at home. Fresh water is always available, and I provide plenty of toys, walks, and snuggles to keep them happy and engaged. Safety is a top priority, so I make sure all hazards are out of reach and each pet has their own comfortable spot to rest. 🚗 In Your Home: I respect your space while giving your pet the care and attention they deserve. I’ll follow your instructions carefully—from feeding and walks to medications and house rules. I also keep your home secure, tidy up after meals or litter changes, and make sure your pet feels loved with playtime and companionship. 📸 Communication: You’ll always feel connected while you’re away! I send regular updates with photos and notes so you know how your pet is doing. My goal is for you to have total peace of mind, knowing your pet is happy, healthy, and cared for.
About: So you just have to find help caring for your furry friend, and unsure who to trust? I get it! I’ve been in your shoes and it’s not easy, bios and reviews can only reveal so much. I can assure you, boarding will be a breeeze, with pick up and drop off available. I’ll send pic and updates to your hearts content. Basic training daily to reinforce positive behavior. If you choose, and is appropriate for your pets current health, visits to giggle hill / pukalani park, iao river and beach are the norm in our home. Miki, my fur baby is 1.5 years old and is very sweet and friendly. Bath and nail filling for maintenance available for extended stays and needed. Feel free to reach out for a meet up and plan ahead. Not need wait for emergency to happen, I’m here to become an extension of your pets care and comfort. I work from home most of the time, and travel for work all over the island. When going on errands I take Miki with me, and your pet, if allowed by you, can join us into town. Miki is on a leash outside as fenced yard cutter has some pukas. Indoor she’s free to roam, and is crate trained. You can expect your pet to have 24/7 care most of the time or be in crate 1-2 hours if needed, or up to 4 hrs when I’m working. I have a big yard and your pet will be on a leash when outdoors.
About: I have experience with taking care of dogs and cats of all kind for the past 6 years. I myself have always had some sort of animal my entire life. Whether it be a dog, cat, fish, or reptile, I have owned many different kinds and understand what it takes to give them the best care. Every one of my clients have come back with positive feedback and have always come back to me for their animal needs. Whatever animal you may need help with I am here for you! Animal sitting and walking is my main job so I am available for the animals almost always. This is my priority so I work around my schedule. On a day to day basis I will feed them and walk them whenever it is needed, and make sure they have access to the bathroom as much as possible. When those are all attending to, we will spend the rest of our time playing, snuggling, or enjoying petting and cuddles.
About: I've been surrounded by animals all of my life, with a wild assortment of pets including dogs, cats, horses, goats, pigeons, an African Grey, hamsters, rats, chickens, and even an iguana! I grew up in the Midwest with parents who were talented breeders and trainers of German Shorthaired Pointers and Vizslas, as well as master gardeners. In my adult life I've lived with dogs, cats, and chickens, though currently have no pets of my own as I travel too much to provide consistent care. I am seeking longer in-home sits (1+ weeks) and am available to chat ahead of booking. I'm a semi-retired professional, and very much appreciating the flexibility therein! I am mainly interested in longer-term, in-home sits, and offer discounts depending on length of stay, number/ages/types of animals, and if use of car is included. The care I provide varies depending on the needs your animals! The flexibility of my schedule allows me to easily adapt to yours, making transition into caring for your pets as seamless as possible.
About: In the past I volunteered at Maui Humane Society. That experience has taught me skills in animal care, responsibility and taking on challenges in a fast paced environment. I’m currently working full time my work hours are 7:45am - 4:30pm. I would love to be able to walk dogs after work and/or pet sit if needed. I currently do not own any pets of my own has they are not allowed where I live. I always follow the instructions left for me by the owner of the pet to ensure that the animals schedule doesn’t change causing them any stress.

About: Hi there! My name is Elishia and I am a Veterinarian from Australia! Before I moved to Oahu I had my own full time dog walking/pet sitting business for the last 6 years. I have plenty of experience looking after pets, dog walking and providing the best care possible for your pooch! Animals have always played such a huge role in my life from a very young age which led me to study Veterinary Medicine. I am currently working as a vet in a small GP clinic and really enjoying it! I am confident with a large variety of breeds and medical needs. I am currently on holiday for the next 2 months prior to starting work so I have full availability. From there I work 4 days a week so will continue dog walking on my days off. I have a large amount of experience dog walking and very comfortable with all sizes and breeds. I have a vast knowledge and education regarding pet behavior and medical needs and can easily recognise symptoms of illness or know when something is wrong.
The median cost per night for house sitting in Kaanapali is $65
Pet parents share their Rover experiences - Kaanapali
Emma was fantastic with Rico! She was great at communicating, always quick to answer questions and respond to messages, which gave me so much peace of mind while I was away. I had absolutely no worries knowing Rico was in her care. When I got home, the house looked great, and Rico was happy, healthy, and clearly well cared for. I would definitely book with Emma again. Thank you for giving me a worry-free vacation and for taking such wonderful care of my little guy! 🐾💙

Kevin and Ashley are fantastic! We brought our dachshund out on vacation with us and he started to have an ivdd flare up unfortunately which requires meds and strict rest. Kevin came to keep him company and hang in our apartment with Benny while we went out on our last night out here. Kevin gave him lots of love and ensure he was safe and well taken care of! We are super thankful we got to enjoy our last evening here!

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.
Meet local sitters who will treat your pets like family

1. Search
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Popular requests for house sitting - Kaanapali
Select a filter and find qualifying sitters offering house sitting.Sitters in Kaanapali average 2 repeat house sitting clients
FAQs for House Sitting - Kaanapali
Frequently asked questions about Rover
The average cost for House Sitting in Kaanapali on Rover is $66.25 per night (as of September 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 September 2026, there are 171 sitters on Rover offering House Sitting across Kaanapali. 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 Kaanapali 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 Kaanapali 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 Kaanapali 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 Kaanapali. 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.



