Just a stone’s throw away from Maui, Lanai City is the cultural heart of Maui County. The small town is famous for being the home of a plantation that was established in the early 1900s. This plantation served the purpose of growing pineapples. At one point, pineapple production here was so immense that it accounted for most of the pineapple cultivation worldwide! Lanai City is noticeably cooler than other parts of Hawaii, so if you’re looking to spend time outdoors, Dole Park is great for picnics. You can also dine at nearby restaurants without having to worry about the heat. If you’re into learning more about the area, visit Lanai Culture and Heritage Center, which is full of history and art displays. To find accommodation in town, check out these best Airbnb vacation rentals in Lanai City, Hawaii.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on August 31, 2025.
1. Modern haven close to the town square (from USD 295)
Just a five-minute walk from Dole Park, this former plantation home is a beautiful accommodation that is modernly redesigned for the 21st-century. The space features large windows, bright lighting, and plenty of airflow. It also boasts a fully renovated kitchen, Wi-Fi, a private patio, and a parking space.
Near the property, you’ll find a lot of shops and markets, as well as restaurants serving local cuisine and numerous art galleries.
Lanai City, Hawaii, United StatesSuperhost
Accommodates: 7
Top guest reviews
Host:
she was a kind & responsive hostgreat host and quick response timewonderful host very responsive and helpfulalisha was also very responsive to all my questions and provided great informationalisha was very responsive and attentive to our needsLocation:
ideal location close to town centergreat location walking distance to town hotel lanai and shuttleeasy walking distance to dole parkgood location walking distance to shops grocery stores and restaurantsperfect location within walking distance to everything you needCleanliness:
the place was very cleanhouse was clean and nicely furnishedmodern vintage house - clean and comfortablevery clean modern living room kitchen and dining furnishing still keeping the charm of a (large) planation housenot alisha's place alisha's was clean and spaciousRead more reviewsAmenities & Room:
it was quite warm and there was only 1 fan in the living areathe common space was nice and the kitchen/ bathroom recently upgradeda place to sleep and be very comfortable especially with families of 6additional fans in the bedrooms would have been much appreciatedbeds were very comfortable
2. Spacious home for six (from USD 1375)
Hosting up to six guests, this bright home will be your paradise while you’re on holiday in Lanai City. The property was built around 1930, and it was once a plantation, so there is a lot of old-school charm reflected in the architecture. However, amenities remain modern and new. The private patio at the back is great for lounging about in the day or enjoying an evening drink under the tropical trees.
The kitchen is fully equipped and designed with granite countertops while the bathroom is fitted with a two-head tiled shower and a jetted tub. If you prefer to bathe outside, there is an outdoor shower as well.
Around the rental, you will find large windows that allowing plenty of sunlight. Hardwood floors keep the space cool and refreshing. Wi-Fi access is included, along with a TV and a free parking space.
Lanai City, Hawaii, United StatesAccommodates: 4
Top guest reviews
Host:
she is clearly a thoughtful hostand jordanne was a great host very responsive and helpfuljordanne is an excellent hostvery accommodating very simple very niceLocation:
cute place close to everythingan excellent spot and close to everything in towngreat location and gave some great local tipsthe neighborhood is very conveniently located and is very quiet would recommend to stay therelocated a short walk from lanai city town this cozy home certainly impressed usCleanliness:
it was clean and well stocked with towels and linensoverall we had a great stay and the house was very clean and comfortableit was clean cozy and comfortable and the ideal central location for home base to explore the islandRead more reviewsAmenities & Room:
nice clean place very comfortable no air conditioning but for the most part you may not need itthe house is nicely decorated and has a large kitchen with a barbecue on the deck
3. Private retreat under tropical trees (from USD 295)
You will get to explore everything the gorgeous town of Lanai City has to offer when you this private room. The rental is found in a plantation-style house that was built in 1926. While the property is modernly renovated, it does feature some original fixtures from the period, and it is equipped with hardwood floors. It provides bathrooms that include Italian marble, whirlpool tubs, and ventilating skylights. The living room is equipped with a TV, and WiFi is available throughout all corners.
Outdoors, you will find a patio where you can lounge about and enjoy a morning cup of coffee under the matured fruit trees. There are plenty of sitting areas and shade, so you’ll never be exposed to direct sunlight. For those arriving with a vehicle, there is street parking available right in front of the accommodation.
Lanai City, Hawaii, United StatesAccommodates: 2
Top guest reviews
Host:
she’s a great listener and lovely hostlovely place lovely host on lovely lanaisusan was a lovely hostsusan was a friendly host who offered fair prices for her lovely homesusan is a wonderful hostLocation:
great breakfast and great locationperfect affordable and close to townthe location is perfect for a quick and easy walk into townshe's also right near the town center not a bad walk at allit’s located very conveniently at a great placeCleanliness:
super clean and comfortableclean room and beds were comfortablequiet and clean placeroom is nice and cleancommunication was easy place was cleanRead more reviewsAmenities & Room:
comfy room delicious coffee and breakfastsusan had homemade bread fresh fruit from the tree coffee cheese for breakfastvintage style of furniture and stylish decoration makes the stay comfortablethere is a large tv in the common area wifi with a strong signal is also availablesusan makes a great breakfast and shares many excellent tips on how to explore the island
4. Cozy hideaway near shops and restaurants
Located right in the center of Lanai City, this home hosts up to five guests, making it a great spot for spending a few days with family or friends who are looking to explore the town. The rental’s central location means that plenty of shops, restaurants, and tourist hot spots, like art galleries and museums, are a short distance away.
You will have access to a free parking spot, as well as a full kitchen, a TV, and laundry facilities.
Lanai City, Hawaii, United StatesAccommodates: 5
Top guest reviews
Location:
great location in the heart of lanai citygreat house in a great locationexcellent location and all that you would need is readily availablegreat location plenty of room and had everything we neededdefinitely recommended this place to othersCleanliness:
nicely supplied and cleangary’s place was clean and tidythings were clean and easythe house was clean and well stocked with all the essentials we needed for our stayit’s clean everything is functional and easy access to everythingRead more reviewsAmenities & Room:
the wifi worked very well
Exploring and relaxing in Lanai City
Lanai City is a place where your Hawaiian dreams can come true. Spend your afternoons exploring the beautiful art galleries, learning about the local culture, and indulging in some amazing Hawaiian food at night. While in town, relax at one of these fantastic holiday homes.
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