Guesthouse vacation rentals in Maui

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Maui guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
Guesthouse in Haiku-Pauwela
4.93 out of 5 average rating, 143 reviews

Maile Bungalow- County Licensed

DianaRating, 5 stars2 weeks 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 🏝️🩵
Top guest favorite
Guesthouse in Paia
4.97 out of 5 average rating, 72 reviews

Maui by the Sea ocean view cottage

LisaRating, 5 stars1 month 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 Valérie!
Guest favorite
Guesthouse in Haiku-Pauwela
4.94 out of 5 average rating, 176 reviews

Peaceful Studio - Hobby Fruit Farm - Beach 10 min

AnthonyRating, 5 stars3 weeks ago
Alejandro is an excellent host, "super" in every sense! The property is unparalleled and as long as you are tech-savvy, easy to locate! Fortunately, being in the luxury travel business and familiar with remote locations in general, I made certain to have all GPS assistance with me. If not, it might have been a bit tougher to navigate. Nevertheless, the unit was very clean, quiet, cool and peaceful! Well-stocked (kitchen, bath, and supplies) with full & reliable wi-fi access, streaming services, etc. Keep in mind that the laundry services are shared and hours are limited (not located inside the unit itself). Not a big deal, but something to note for those who like to do laundry at any time of day (or night). It's hard to beat the overall beauty of this expansive farm! I highly recommend it to all and expect to return soon!
Guest favorite
Guesthouse in Hana
4.87 out of 5 average rating, 99 reviews

Hanapapalani - Ohana Cottage, Hana, Maui, HI

MatthewRating, 5 stars2 weeks ago
Great house at a great location. Stay here if you want the best experience on the island. Don't stay here if you love AC and hate animals.
Guesthouse in Maui County
4.79 out of 5 average rating, 167 reviews

sweet country cottage on 2 acres; palm trees birds

Guest favorite
Guesthouse in Wailea-Makena
4.98 out of 5 average rating, 87 reviews

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

Guesthouse in Paia
4.86 out of 5 average rating, 43 reviews

Bright, spacious, private plantation style studio.

Guesthouse in Hana
4.76 out of 5 average rating, 132 reviews

Cottage on tropical flower farm

Guest house rentals with a washer and dryer

Top guest favorite
Guesthouse in Haiku-Pauwela
4.93 out of 5 average rating, 143 reviews

Maile Bungalow- County Licensed

DianaRating, 5 stars2 weeks 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 🏝️🩵
Top guest favorite
Guesthouse in Kula
4.98 out of 5 average rating, 210 reviews

Upcountry Alpaca, Llama, and Rabbit working farm

AnnaRating, 5 stars2 weeks ago
We had a lovely stay at Cottontail Cottage for 5 days. The cottage was clean and well-equipped with a kitchen and lovely furnishings. We enjoyed the cooler weather, farm environment, and the animals in our backyard. As hikers we loved the access to Haleakala and the trails, and everything else was around a 40 minute drive away. Christine was also kind enough to give us a tour of the farm animals, which was a highlight of my trip as an avid knitter! Such a serene environment and we'd love to stay again.
Top guest favorite
Guesthouse in Paia
4.97 out of 5 average rating, 72 reviews

Maui by the Sea ocean view cottage

LisaRating, 5 stars1 month 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 Valérie!
Guest favorite
Guesthouse in Wailuku
4.89 out of 5 average rating, 216 reviews

Cozy 1BR near Iao Valley w Outdoor Living Space!

BenRating, 5 stars3 weeks ago
A great place to stay with beautiful interior deco and back yard garden on the island of Maui, right in the centre so that it’s easy to get to either side of the island. The commute time to the OGG airport also makes it a prime spot. The neighbourhood around is also lively and fun to explore. Couldn’t recommend more!
Guest favorite
Guesthouse in Haiku-Pauwela
4.94 out of 5 average rating, 176 reviews

Peaceful Studio - Hobby Fruit Farm - Beach 10 min

AnthonyRating, 5 stars3 weeks ago
Alejandro is an excellent host, "super" in every sense! The property is unparalleled and as long as you are tech-savvy, easy to locate! Fortunately, being in the luxury travel business and familiar with remote locations in general, I made certain to have all GPS assistance with me. If not, it might have been a bit tougher to navigate. Nevertheless, the unit was very clean, quiet, cool and peaceful! Well-stocked (kitchen, bath, and supplies) with full & reliable wi-fi access, streaming services, etc. Keep in mind that the laundry services are shared and hours are limited (not located inside the unit itself). Not a big deal, but something to note for those who like to do laundry at any time of day (or night). It's hard to beat the overall beauty of this expansive farm! I highly recommend it to all and expect to return soon!
Guest favorite
Guesthouse in Hana
4.87 out of 5 average rating, 99 reviews

Hanapapalani - Ohana Cottage, Hana, Maui, HI

MatthewRating, 5 stars2 weeks ago
Great house at a great location. Stay here if you want the best experience on the island. Don't stay here if you love AC and hate animals.
Top guest favorite
Guesthouse in Kihei
4.98 out of 5 average rating, 85 reviews

Stunning remodeled treehouse cottage with views

AliciaRating, 5 stars2 weeks ago
we loved staying at Pamela’s treehouse! it was peaceful and perfect for our first time to maui together. Pamela was super kind and responded in a timely manner when we had questions. would totally come back for another stay!
Guest favorite
Guesthouse in Maui
4.93 out of 5 average rating, 171 reviews

South Maui Oceanview Solo Cottage

MariaRating, 5 stars1 week ago
Review Title: Amazing Stay in Maui! I had a fantastic experience at this Airbnb in Maui! The open layout and stunning views made my mornings and sunsets on the patio unforgettable. The hosts were incredibly responsive and provided excellent support throughout my stay. I highly recommend this place for a perfect getaway!

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