Pet-friendly holiday rentals in Kihei

The Gingerbread House turned out to be a dream of a spot for our long weekend on Maui. Each morning we awoke before dawn to a peaceful serenity followed by the growing din of island bird calls. We had our choice of balcony or ground floor patio spots for coffee to watch the geckos flit about. A cozy interior awaited us each evening upon our return as a sea of stars filled the night sky away from the light pollution of modernity. A gem of a stay, and can't wait to return.

Our ohana had the best time at Pookela Paradise. Mark was extremely helpful and so much aloha. Our family was well accommodated and was so nice to have a place for us to stay in Makawao. Mahalo again Mark! We will definitely be back

Jordanne's house was was perfect. Open and comfortable. Fully equipped kitchen. fenced in -making it feel private even out doors. good parking area. waking distance to restaurants or really anywhere in town.

Worked well for locals

Staying at the Kula Jewel is nothing short of the perfect experience. Pamela made sure to personally welcome us, show us around and direct us to local shops. We should have just spent our entire time in Hawaii here, as the views and perfect design of the home gave us the experience of staying with a close friend. Stocked kitchen, great linens, pool and hot tub, bbq and all of the perfect details that make vacations special, Pamela really takes care in making her guests feel at home. The stunning interiors partner with the unique shape of the house, making the Maui landscape picturesque from sunrise to sunset. We will have a place to call our Maui spot when visiting from now on.

Great location. Had a minor issue, but Lisa was on top of it . Making sure we were enjoying our trip. Would recommend to anyone visiting Maui! Mahalo!

We had a fantastic stay at Emma's place! She went above and beyond to help us during our trip. Due to some confusion with time zones, we accidentally arrived a night early, but Emma stayed up late to help us find a place to stay for that night—something we truly appreciated. The next day, she kindly let us check in early and even allowed us to leave our bags after checkout so we could explore Maui without having to lug our suitcases around. Emma was incredibly responsive and helpful with local recommendations, and always quick to answer any questions we had. The place itself was super clean, cozy, and comfortable—perfect for a relaxing stay. We definitely recommend staying here if you're visiting Maui. Thanks again, Emma!

Ke Kīhāpai was a very beautiful home well-equipped with everything to make staying here feel like home. The lanai was perfect for both an afternoon barbecue and our morning coffee. The breakfast that was graciously provided for us was a great start to our days as well. We were grateful that Kili let us in earlier than expected and even more grateful that she let us stay a little later. We will definitely recommend friends to stay here when in Maui and hope to come back.

We had a wonderful stay at this place! Gorgeous, very well-supplied, great kitchen, comfortable beds, nicely decorated. We would stay again!

This one-bedroom, air-conditioned condominium is a gem, offering exceptional comfort, cleanliness, and a truly relaxing atmosphere. From the moment we walked in, we were struck by how immaculate the condo was. It's clear the owners take great pride in maintaining a high standard. The decor throughout the unit is harmonious, with a pleasing color palette and a continuity in the decorations that creates a serene and welcoming environment. The comfortable furniture was an added bonus, making it easy to unwind after a day of exploring. The living room features a large TV equipped with most of the popular streaming app subscriptions, which was a nice touch for evening relaxation. One of the standout features for us was the bedroom. The king-sized bed provided the best sleep I’ve had in years! It came with a thick foam topper, which was heavenly. For those who prefer a different feel, the topper can be easily removed. Thanks, Gail. We are coming back next year.

Lovely space and a lot bigger than I was expecting. Definitely a place I would book again and would recommend to others.

Great stay! The location is walkable to the the beach and restaurants/shops via a nice pathway. The rooms were nice and there was lots of space. Patrese was very responsive throughout the stay. Would definitely stay again.

Don't pass this listing up!! It's amazing. You're staying ocean front and are walking distance to beaches, playgrounds, grocery stores, lots of food, snorkel rentals and more! We watched turtles, whales (in season), sunsets while relaxing on the balcony. We brought our 1 year old and had no issues; we rented baby gear from a local company. The main room has blackout curtains and we moved the coffee table to create a play area. We loved being able to walk to the beach in 2 minutes without having to pack everything up into the car. We even saw turtles while snorkeling right in front of the condo. There's boogie boards, snorkel gear, and sandcastle toys. The kitchen was fully stocked (glass Tupperware, foil, seasonings, oil, pans, pots, everything) laundry was a blessing, and AC worked well. We even did some remote work here and there was no issues. We absolutely loved staying here and can't wait to be back!

Great condo in a great location in Kihei, well stocked with many eclectic things you may need during your stay. Beds were comfortable and the living room was spacious. Convenient parking nearby and great ocean views.

The Pineapple B&B is a beautiful house and cottage tucked away into the most magical tropical garden oasis in the hills conveniently near Wailea Resort shops and beaches. It is a true antidote to the huge resorts : private, relaxed and with the best hosts, Mark and Steven, who are not intrusive but when needed, on hand for great conversation and knowledge of Maui. It was our first stay at this place , would love to return and I would highly recommend to anyone visiting Maui!

Five Star review with a couple caveats. First, great host! Second, Property is getting a bit dated, but the upkeep on the grounds is above average and the grounds are beautiful. We stayed at the Fairmont last time and agreed that we prefer this property to a luxury hotel, as we spend most of the time at the beach. (Money saved can go towards better food like Mama's Fish House) Having the access to boogie boards, chairs etc. is a big plus. Plenty of places to eat close by. The most important thing is relative location to my favorite beach, Kam 3. We spent most of the day at the beach with some pool and hot tub time. The pool isn't huge, but it was adequate for us. So given those parameters, we loved our stay there and absolutely would go back.

This home is extremely well equipped with everything you may need. Kitchen tools, speaker to play music, beach gear and towels, it's all there. The house has a beautiful garden and it's a quiet neighborhood. Cassie is very responsive and flexible. She gave us some great recommendations in the area. The location of the house is very convenient, centrally located on the island. Beds are comfortable and so is the living room. If we come back to Maui we will stay here again!

We absolutely loved the cottage! Tom and Denise were very kind and gave us a lot of helpful information on activities and restaurants in the area. The cottage had great extras like snorkeling gear, beach towels etc. In the morning, we were woken up by the beautiful sound of birds which we will miss dearly back home! We were super happy a late check-out was possible as our flight was in the evening. Highly recommend booking with Tom and Denise (and their adorable dog), would 100 percent book again!

A Hidden Gem in Makawao – Truly Unforgettable I had an absolutely amazing time staying at Sydney’s cottage in Makawao. From the moment I arrived, the space felt warm and inviting—a true home away from home. The cottage is cozy, beautifully kept, and surrounded by serene, peaceful landscapes that instantly put you at ease. One of the highlights of my stay was the incredible connection to nature. The surrounding wildlife made it feel like I was truly one with the land, offering moments of quiet reflection and a deeper appreciation for the natural beauty of the area. Sydney is a phenomenal host. Her warmth and hospitality go above and beyond. She gave me a tour of the property and shared a thoughtful and informative history of both the land and local island culture. That experience made me feel less like a tourist and more like a welcomed guest in a very special place. This was an authentic, peaceful, and enriching escape. I can’t recommend this stay enough—thank you Sydney.

This house was extremely convenient and perfect for our honeymoon! We easily were able to get to the beach, the airport, and many great restaurants. It was an easy drive to Kihei and Paia. The neighborhood was very quiet and safe. The hosts responded quickly when we reached out to ask questions. Overall, very pleased with the property and would recommend to others!

Over all it’s a good place to stay. It’s just we can hear the people at the connecting room.

Lovely place that is away from the busy resorts with beautiful views just as the listing showed. Host was highly responsive and helpful. All around great experience and recommend this place and host!

Clean and easy accom, Emma was easy to deal with. The place was relaxing. Outdoor shower a standout.

We had a great stay at this rental unit! The space was clean, well-maintained, and matched the listing photos. The kitchen was fully equipped (we cooked all the time), the bed was comfortable, and the Wi-Fi worked perfectly throughout our stay. The location was also convenient with beautiful views of the ocean! The only reason I’m giving 4 stars instead of 5 is because bedroom windows face the busy road and it gets loud at night from the traffic. That said, it didn’t significantly impact my overall experience, and I would definitely consider staying here again.