Guesthouse vacation rentals in Maui County

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Popular amenities for Maui County guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
A charming cottage is set on a spacious lawn, surrounded by lush greenery. The exterior features a broad lanai with white railings, providing a welcoming entrance. Tropical trees and plants frame the property, contributing to a serene atmosphere.
Guesthouse in Haiku-Pauwela
4.93 out of 5 average rating, 143 reviews

Maile Bungalow- County Licensed

DianaRating, 5 stars2 months ago
Margit’s place was perfect for my daughter and I. She had everything we needed, extra towels, sheets, full kitchen for cooking, cleaning supplies, a separate laundry room, a cooler, beach chairs and beach toys; which my daughter loved. Her place was very peaceful and BEAUTIFUL and I definitely enjoyed sipping coffee on the porch every morning. You can tell she definitely goes above and beyond to provide a great experience for her guest. She was always very responsive. I didn’t know a tapping sound on the glass was due to geckos in the area, but she and her husband came over first thing in the morning to check in. I will come back here next time I’m back in Maui đŸïžđŸ©”
Guest favorite
The two-story cottage features a welcoming front porch with white railings and steps leading to the entrance. Surrounding greenery includes lush tropical plants and trees, providing a secluded atmosphere. Large windows are visible, offering glimpses of the vibrant exterior.
Guesthouse in Paia
4.97 out of 5 average rating, 72 reviews

Maui by the Sea ocean view cottage

LisaRating, 5 stars3 months ago
I almost don’t want to share how beautiful this spot is!!! Now everyone will know! It was a perfect location, right down the street from the shops of Paia and Baldwin beach (our favorite). The lounge chairs have such amazing views. Already booking next year! Mahalo ValĂ©rie!
Guest favorite
A panoramic view of a lush green landscape shows a gently sloping lawn bathed in soft sunlight. Tall trees frame the scene, with several vibrant plants dotting the area, creating a serene and tranquil ambiance.
Guesthouse in Haiku-Pauwela
4.94 out of 5 average rating, 179 reviews

Peaceful Studio - Hobby Fruit Farm - Beach 10 min

DanielRating, 5 stars3 weeks ago
Charming place in upcountry Maui Everything is exactly as described Really enjoyed my stay here and loved some of the charming towns nearby Would so much rather stay here that in a touristy area! Local towns like Paia and Makawao have great restaurants and bars and even fun nightlife Alejandro is VERY responsive and thorough and friendly Would definitely stay here again
Guest favorite
A private cottage is nestled among lush greenery, featuring a staircase leading to the entrance. Vibrant red and green foliage surrounds the home, with tall trees providing shade. The home's exterior combines light colors with wooden elements, blending harmoniously with the tropical landscape.
Guesthouse in Hana
4.87 out of 5 average rating, 102 reviews

Hanapapalani - Ohana Cottage, Hana, Maui, HI

BillieRating, 5 stars4 weeks ago
If you love simple quaint and quiet you will love this place! Unwind in Hanna..:the pace is slower in Hanna and this home is a little pice of jungle paradise! Steps away from beach walk with clift jumping a little beach and of course the ocean, lizards 🩎 and birds flowers đŸŒș galore!! Stock up before you come to Hanna the places close early and can be expensive
the beaches are amazing and we will be back! Thank you for an amazing time Sybil! See you next time!
Guest favorite
An outdoor dining area is presented on a spacious deck, featuring a wooden table surrounded by cushioned chairs. The backdrop reveals a stunning view of the ocean and West Maui, bathed in the warm glow of sunset, while palm trees frame the scene.
Guesthouse in Wailea-Makena
4.97 out of 5 average rating, 89 reviews

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

CarrieRating, 5 stars3 weeks ago
Has an awesome view with a relatively short walk to the beach. (We actually saw sea turtles there!!) The location was not far from wherever we wanted to go. The beds were comfy (a big plus for us after multiple back surgeries), as was the sectional sofa. Plenty of room for us to hang out. The kitchen was well stocked and having a washer/dryer available was extremely helpful. I may have missed this in the posting, but the first floor is a separate rentable area than the second floor. Luckily no one was in the first floor so we basically had the place to ourselves. We'd definitely stay again and had a wonderful time!!!
A spacious outdoor dining area features a wooden table surrounded by six chairs. A floral centerpiece is placed on the table. Lush greenery and tropical plants are visible through the open railing, creating a serene backdrop.
Guesthouse in Hana
4.76 out of 5 average rating, 136 reviews

Cottage on tropical flower farm

PaulaRating, 5 stars3 weeks ago
We literally felt like we were in a rainforest. The flowers, plants, and trees were all beautiful. A nice large deck with table and chairs to enjoy the outdoors. We visited in late May and the house was warm without air conditioning but for me it was such a scenic and private place I didn’t mind. We were fortunate to spend three nights which allowed us time to take our time visiting area state and national parks
Guest favorite
A set of wooden stairs ascends to a covered porch, flanked by a beige-colored cottage. A green railing provides safety, with the house number displayed prominently on the post. Lush green grass surrounds the area, and trees offer shade.
Guesthouse in Lanai City
4.89 out of 5 average rating, 382 reviews

de Brums Lanai/BBLA 2021/0001

MaraRating, 5 stars5 days ago
Absolutely loved our stay here! This was our 2nd time staying here and highly recommend to anybody looking to enjoy the island. Clean space, kind & responsive hosts and walkable location to town are some highlights!
A serene outdoor space features a white chair and a small table, surrounded by lush greenery and flowering plants. A sun umbrella stands nearby, providing shade. The area is connected to the cottage by steps, with soft grass carpeting the ground.
Guesthouse in Maui County
4.79 out of 5 average rating, 174 reviews

sweet country cottage on 2 acres; palm trees birds

HadassahRating, 5 stars3 days ago
Audrey’s place was lovely and we really enjoyed staying in her cabin! The cabin was very clean and had lots of guides and local recommendations for us to look over. Audrey was also very responsive and answered any questions we had promptly. The cabin is located close to Makawao and Paia and we loved visiting those towns. It is also located close to Haleakala, only about an hour drive away. We loved staying here and hope to visit again!

Guest house rentals with a patio

Superhost
A kitchen area is displayed, featuring a stove, cooking utensils, and a coffee maker. A row of hanging mugs and a set of knives in a block are visible. Shelves contain bowls and various kitchen items, creating a functional and organized space.
Private room in Haiku-Pauwela
4.42 out of 5 average rating, 19 reviews

Hawaiian owned Cozy Room

ShiyiRating, 5 stars16 months ago
great location, so much better than downtown, save 30 min if you do either road to Hana or sunrise. very clean since it is off the ground, and much less insects than other places we stayed (insects is unavoidable in tropical places)
A cozy sleeping area is shown, featuring a spacious bed with white linens. Two large blue pillows are placed against a natural wood headboard, while a decorative white pillow with blue accents lies in front, adding a touch of color to the overall arrangement.
Guesthouse in Kihei
5 out of 5 average rating, 11 reviews

2 min walk to the beach +4 min ->food/drinks/shops

LissaRating, 5 stars16 months ago
Great space for 1-2 people to enjoy the beaches, nightlife and restaurants of Kihei. Walkable to wonderful spots for sunset and great food, quick drive to everything else. Well equipped kitchen (including stocked tropical fruit!), comfy beds and great rain shower. The large lanai and private location were amazing - wonderful places to watch stars, listen to birds, work and enjoy meals. Suggest confirming check in and check out times with Mia - may vary from listing on Airbnb. Would definitely return!
Guest favorite
A bright bedroom features a spacious bed adorned with white linens and green accents. Large windows provide natural light and views of the surrounding greenery. A small table with two chairs is positioned nearby, complemented by soft drapes that frame the windows.
Guesthouse in Makawao
4.95 out of 5 average rating, 42 reviews

Serene Starting Point for Roaming Island Wide

PriyaRating, 5 stars2 weeks ago
LizBeth was a wonderful host! She is kind and communicative and her guide book to the area is amazing. We enjoyed our stay so much! It is a private and peaceful oasis with a beautiful garden and a majestic 100 year old pine tree. The place was exactly like the pictures and very clean with nice linens. There is no full kitchen but it suited us perfectly with a small fridge and microwave and coffee maker. LizBeth checked in to see whatever we needed whether it was additional towels or sugar or creamer and she was sweet and warm and friendly. We loved our stay!
Superhost
A cozy bedroom is featured with a spacious bed adorned with a patterned quilt. Two decorative towels are neatly placed on the bed. A mirrored closet reflects the room, and large dark curtains frame the window, providing a touch of privacy.
Private room in Haiku-Pauwela
4.64 out of 5 average rating, 14 reviews

Hawaiian owned Master Room

JordanRating, 5 stars16 months ago
We enjoyed our stay and were very appreciative of the great communication/response times. At first we were a little skeptical about sharing the living room and kitchen, but it wasn’t an issue. I could see it being a problem if there were inconsiderate roommates. I appreciated the honesty and openness about the issues with the location including the noisy neighbors, roosters, and older home. Thank you to Ivana for responding at a moments notice when we wanted to use the beach chairs and towels. Our bed in the master bedroom was very comfortable and we slept great every night. Overall, it was a great stay (especially if you consider the prices of other places just to sleep and shower). The location was central to the airport and activities we wanted to do, so that was a plus. If I could give one recommendation, it would be to have some updates done on the home as some areas were unfinished, stained (bathroom carpet), or out of date. Thank you for the stay and hospitality!
The exterior of Villa Paola is showcased in warm sunset lighting, featuring a saline pool surrounded by vibrant greenery. The charming cottage displays a tile roof and is complemented by a hammock nearby, inviting relaxation under the tropical landscape.
Guesthouse in Kihei

Under The Warm Maui Sun

ScottRating, 5 stars12 months ago
Alessio and Marcello We had such a wonderful stay at your Villa Paola. Thank you so much for your hospitality. As always your villa was beautiful and a great home away from home. This trip to your villa we took some extra time just hanging at the pool with family and relaxing on the floats. We really love the beautiful pool! The beach equipment y’all had came in handy for our beach days as well as the outdoor shower to wash off all the sand and there were plenty of towels. The front patio and grill were a perfect space for us to grill and spend some time relaxing. You both have been so accommodating and hospitable! Steph enjoyed the book about the two of you. You are both kind and always a pleasure to speak to. We were so sorry to hear the Lahina fires touched you both personally but you can be assured we will be back to stay and can’t wait to hear how you are doing. We highly recommend your villa to anyone coming to Maui! Mahalo! And ciao until next time. Scott and Stephanie
A warm living area is furnished with a comfortable sofa and a round dining table with four chairs. Large windows offer a view of the outside, while a ceiling fan circulates gently above. A flat-screen TV is positioned on a wooden stand, completing the inviting space.
Guesthouse in Lahaina
New place to stay

Spacious 1 Bedroom Condo / Maui

Guest house rentals with a washer and dryer

Top guest favorite
A functional kitchen area features wooden cabinetry and white tiled countertops, complemented by a seating island with woven bar stools. A variety of kitchen utensils and dishes are neatly arranged on shelves above. Natural light streams in through multiple windows, highlighting the open-beam ceiling.
Guesthouse in Haiku-Pauwela
4.93 out of 5 average rating, 143 reviews

Maile Bungalow- County Licensed

DianaRating, 5 stars2 months ago
Margit’s place was perfect for my daughter and I. She had everything we needed, extra towels, sheets, full kitchen for cooking, cleaning supplies, a separate laundry room, a cooler, beach chairs and beach toys; which my daughter loved. Her place was very peaceful and BEAUTIFUL and I definitely enjoyed sipping coffee on the porch every morning. You can tell she definitely goes above and beyond to provide a great experience for her guest. She was always very responsive. I didn’t know a tapping sound on the glass was due to geckos in the area, but she and her husband came over first thing in the morning to check in. I will come back here next time I’m back in Maui đŸïžđŸ©”
Top guest favorite
A cozy outdoor fireplace is surrounded by two woven chairs with blue cushions. The stone facade adds texture, while colorful pots with plants adorn the mantel. A lush green landscape is visible in the background, featuring a fenced area with trees.
Guesthouse in Kula
4.98 out of 5 average rating, 215 reviews

Upcountry Alpaca, Llama, and Rabbit working farm

YvesRating, 5 stars2 weeks ago
Thank you Christine for a wonderful stay. The house is beautiful and we just loved it to spend their a couple of days. If you look for something around Kula, choose for this one. Youn won‘t regret.
Guest favorite
Guesthouse in Paia
4.97 out of 5 average rating, 72 reviews

Maui by the Sea ocean view cottage

LisaRating, 5 stars3 months ago
I almost don’t want to share how beautiful this spot is!!! Now everyone will know! It was a perfect location, right down the street from the shops of Paia and Baldwin beach (our favorite). The lounge chairs have such amazing views. Already booking next year! Mahalo ValĂ©rie!
Guest favorite
Guesthouse in Haiku-Pauwela
4.94 out of 5 average rating, 179 reviews

Peaceful Studio - Hobby Fruit Farm - Beach 10 min

DanielRating, 5 stars3 weeks ago
Charming place in upcountry Maui Everything is exactly as described Really enjoyed my stay here and loved some of the charming towns nearby Would so much rather stay here that in a touristy area! Local towns like Paia and Makawao have great restaurants and bars and even fun nightlife Alejandro is VERY responsive and thorough and friendly Would definitely stay here again
Guest favorite
A covered outdoor patio area features a sectional seating arrangement, accented with cushions and a decorative throw. A swinging chair is positioned nearby, while a stylish coffee table holds a vase with greenery. The space is illuminated by wall sconces against a dark wooden wall.
Guesthouse in Wailuku
4.9 out of 5 average rating, 223 reviews

Cozy 1BR near Iao Valley w Outdoor Living Space!

ChitshiaRating, 5 stars3 days ago
Eric and the Bluedoor team had great communication, good location, and a beautiful place with the best flowers that smelled amazing. If I ever had any questions they always made sure to respond promptly. I didn’t have a good start to my first day, came down with something and had to check in early on short notice. Beatrice, Pat and the cleaning team were excellent in their response and accommodations to my situation. I can’t thank them enough for their hospitality and quick responses. It meant a lot because at the time I wasn’t feeling my best and needed to rest. And because of this I was able to get the necessary rest I needed! Throughout my stay, the team continued to check in with me and see how I was doing. I appreciated their time, effort, empathy, it made feel well taken care of. I thoroughly enjoyed my stay, hope to come back and visit again in better conditions. Again, thanks for a great time!
Guest favorite
A scenic coastal view features lush green cliffs descending to a black sand beach. Gentle waves lap at the shore, and a vibrant backdrop of tropical foliage provides a natural frame to the landscape.
Guesthouse in Hana
4.87 out of 5 average rating, 102 reviews

Hanapapalani - Ohana Cottage, Hana, Maui, HI

BillieRating, 5 stars4 weeks ago
If you love simple quaint and quiet you will love this place! Unwind in Hanna..:the pace is slower in Hanna and this home is a little pice of jungle paradise! Steps away from beach walk with clift jumping a little beach and of course the ocean, lizards 🩎 and birds flowers đŸŒș galore!! Stock up before you come to Hanna the places close early and can be expensive
the beaches are amazing and we will be back! Thank you for an amazing time Sybil! See you next time!
Guest favorite
A handcrafted wooden surfboard is mounted against a deep blue wall, accented by decorative string lights. Green hanging plants cascade from above, adding a natural touch to the space.
Guesthouse in Wailea-Makena
4.97 out of 5 average rating, 89 reviews

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

CarrieRating, 5 stars3 weeks ago
Has an awesome view with a relatively short walk to the beach. (We actually saw sea turtles there!!) The location was not far from wherever we wanted to go. The beds were comfy (a big plus for us after multiple back surgeries), as was the sectional sofa. Plenty of room for us to hang out. The kitchen was well stocked and having a washer/dryer available was extremely helpful. I may have missed this in the posting, but the first floor is a separate rentable area than the second floor. Luckily no one was in the first floor so we basically had the place to ourselves. We'd definitely stay again and had a wonderful time!!!
Guest favorite
Guesthouse in Maui
4.93 out of 5 average rating, 172 reviews

South Maui Oceanview Solo Cottage

DianaRating, 5 stars2 weeks ago
If you’re a couple looking for a lovely living space to yourselves with a beautiful view of the ocean to live more as a local than a typical resort-stayer, this is the place for you. Saki and Long are attentive, gracious hosts who helped us feel right at home. The guesthouse is very comfortable with abundant amenities for enjoying everything Maui has to offer. Waking up to the sun shining over the ocean, fresh breeze, and birds chirping every morning was so delightful. We feel rejuvenated. We can’t thank our hosts enough for an unforgettable experience.

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