Lanai Homes with Fee Simple Land tenure

Lanai Homes with Fee Simple Land tenure

Welcome to Lanai, a hidden gem nestled in the heart of Hawaii's enchanting Maui County. This picturesque island, often referred to as the "Pineapple Island," offers a unique blend of natural beauty, rich history, and a warm community spirit. Lanai City, the island's charming hub, is where you’ll find an inviting atmosphere that perfectly complements the stunning landscapes surrounding it.

Life in Lanai is characterized by its tranquil pace, allowing residents to truly savor the breathtaking views of the Pacific Ocean and the majestic mountains. The island is renowned for its lush greenery, vibrant sunsets, and pristine beaches, making it an idyllic retreat for those seeking a serene lifestyle. From hiking trails that wind through the island’s natural beauty to the historic charm of Lanai City, there’s always something to explore.

For those considering a move to this enchanting locale, homes in Lanai come with the benefit of Fee Simple land tenure, providing property owners with complete ownership of both the home and the land it sits on. This unique aspect of real estate in Lanai offers peace of mind and a sense of permanence, making it an attractive option for both families and retirees alike.

Whether you're drawn to the island’s rich cultural heritage, its stunning outdoor adventures, or the close-knit community, Lanai is more than just a place to live—it's a lifestyle. Embrace the opportunity to call this tropical paradise home, where every day feels like a vacation. Discover the charm of Lanai and find your perfect home today!

Newest Lanai Homes with Fee Simple Land tenure

$1,450,000
3 Beds ⋅ 3 Baths ⋅ 410171 MLS ⋅ Fee Simple Tenure
Welcome to The Jasmine Residence, a custom home in the heart of Lanai City designed by acclaimed architect David Lundquist. Ideally located in Lanai City and situated on a corner lot in a quiet neighborhood, the home was rebuilt in 2002 with 3 beds/3 baths, 1,690 SF of interior living space and 428 SF of covered outdoor living. Hand carved woodwork, thoughtfully placed skylights, warm bamboo flooring, a tranquil water feature, and natural materials throughout create a seamless connection between indoor and outdoor living. A covered front lanai is surrounded by lush tropical landscaping, while the spacious rear deck provides the perfect setting for evening entertaining. An outdoor shower and Japanese stainless steel soaking tub complete this private island retreat. Offered turnkey, the home includes a Kawai baby grand piano, a hand painted mural by John Wullbrandt, a custom hand painted “Jasmine Residence” china set created exclusively for the home, a Sub Zero refrigerator, wine refrigerator, new microwave, an entertainment system, and gorgeous furnishings. Thoughtfully refreshed with numerous recent improvements, the home is ready for you to simply arrive and begin living. County and public records do not reflect the home’s actual square footage. Sale excludes artwork and selected staging items.

1307 Jasmine Dr, Lanai City

Listing courtesy of Hawai'i Modern Realty.

$795,000
3 Beds ⋅ 2 Baths ⋅ 409901 MLS ⋅ Fee Simple Tenure
Charming plantation-style home featuring 3 bedrooms and 2 baths in excellent condition. Enjoy island living from the spacious wraparound deck, perfect for relaxing or entertaining. The fenced yard provides privacy and outdoor enjoyment, while the home's location—just four blocks from the center of town—offers convenient access to shopping, dining, and community amenities. Situated in a small, welcoming community, this well-maintained property combines comfort, character, and convenience. Don't miss this opportunity to own a move-in-ready home with timeless island charm.

325 Thirteenth St, Lanai City

Listing courtesy of Okamoto Realty LLC.

$748,000
3 Beds ⋅ 2 Baths ⋅ 409717 MLS ⋅ Fee Simple Tenure
Charming Plantation-Style Home Near Town Center This beautifully maintained 3-bedroom, 2-bath plantation-style home offers timeless island charm with modern upgrades throughout. Built in 2000 and thoughtfully remodeled in 2019, the home features rich red mahogany floors that add warmth and elegance to the living spaces. The upgraded bathrooms showcase granite countertops, while the second bath includes a stylish glass block tile shower for a distinctive spa-like feel. The spacious layout flows seamlessly to large outdoor decks — perfect for relaxing, entertaining, or enjoying peaceful evenings surrounded by luxurious tropical landscaping. Conveniently located close to the town center, this home combines comfort, style, and accessibility in one exceptional property. Home will be available for viewing after June 5, 2026. Property is currently a vacation rental, but the license for vacation rental does not carry over to a new buyer.

1215 Jasmine Dr, Lanai City

Listing courtesy of Okamoto Realty LLC.

$748,000
3 Beds ⋅ 2 Baths ⋅ 409384 MLS ⋅ Fee Simple Tenure
Charming 3-bedroom, 2-bath single-family home located in the desirable Lalakoa III neighborhood of Lanai City. The home offers a comfortable and functional layout, with large living/dining area, perfect for everyday living. Enjoy a peaceful residential setting with a strong sense of community, while still being conveniently close to local shops, schools, and amenities. A great opportunity to own a home in Lanai City. Note: Living area is virtually staged.

1503 Pakali St, Lanai City

Listing courtesy of Okamoto Realty LLC.

$725,000
2 Beds ⋅ 1 Baths ⋅ 409283 MLS ⋅ Fee Simple Tenure
Remodeled main House and new built 'Ohana. Set back from Lanai Ave under a spectacular monkey pod tree these two dwellings total 3 bedrooms and 3 full baths. Front house 2 bedrooms, 1 bath. 'Ohana has 2 baths and 1 bdrm. This property offers ample off street parking for both main house and 'Ohana. Separate outdoor living spaces for each dwelling. Main house has NEW electrical & plumbing, premium vinyl flooring, vinyl clad windows, tiled bath, on demand hot water, appliances, washer/dryer, paint and roof. Built new in 2024, the O’hana offers many possibilities with 2 rooms, kitchen and 2 full baths with showers. Rent as 1 bedroom apt, Multi-generational family, or office + guest space. Can be split into two studios with serarate entrances. All permitted improvements. Currently O'hana long-term rented for $1,950/mo. Main house rent is $2,200/mo. Seller will provide previously approved plans for addition to main house for primary suite. This is a unique property close to Dole Park square, restaurants, shops, market just a few blocks away. Call your favorite realtor for a showing today.

1203 Lanai Ave, Lanai City

Listing courtesy of Hawaii Life (L).

$450,000
2 Beds ⋅ 1 Baths ⋅ 409173 MLS ⋅ Fee Simple Tenure
Located on the north side of town, this property is larger than most plantation style homes with many possibilities but will need creative financing or cash as the home is not livable. Value is in the land. This is a drive by, please do not walk the property. Call your favorite Realtor.

223 Gay Pl, Lanai City

Listing courtesy of Okamoto Realty LLC.

$790,000
4 Beds ⋅ 3 Baths ⋅ 408064 MLS ⋅ Fee Simple Tenure
Remodeled and well-maintained, this home sits in a prime location and offers over 1,700 sq. ft. of inviting interior space. Complimented by a generous wrap-around deck designed for outdoor enjoyment. Ideal for hosting, relaxing, and embracing the island lifestyle. The attached Ohana with its own private entrance adds even more versatility—use it for visiting family, a private office, or a great hobby space. Whether you’re dreaming of a great family home, quiet island living, a getaway home, or a solid rental investment, this Lanai property has endless potential. Solid documented rental history. Parking pad for three cars.

1320 Lanai Ave, Lanai City

Listing courtesy of Island Sotheby's International Realty(L).

$475,000
2 Beds ⋅ 2 Baths ⋅ 407399 MLS ⋅ Fee Simple Tenure
Discover the potential of this classic 2-bedroom, 2-bath plantation-style home, ideally situated in the heart of Lana'i City. Set on an expansive 6,003 sq ft lot, this property offers plenty of outdoor space, including mature noni and fig trees that add to the island appeal. Inside, you'll find a spacious layout that includes a large living room and a separate den area, providing flexibility for entertaining, working from home, or relaxing with 'ohana. The home retains its vintage charm while offering an opportunity for thoughtful updates or restoration. A covered carport provides convenient off-street parking, and the central location puts you close to shops, restaurants, schools and the town square - offering both charm and convenience in a close-knit community. Whether you're looking for a peaceful island residence, a weekend escape, or a property with solid potential, this Lana'i gem invites you to make it your own.

1122 Olapa St, Lanai City

Listing courtesy of Real Broker.

$1,295,000
3 Beds ⋅ 2 Baths ⋅ 406096 MLS ⋅ Fee Simple Tenure
Location, location, location......What we always hear in Real Estate. That slogan is so true for this property. Rare chance to own a property in this part of Lana'i. Lana'i City homes "up the hill" are very seldom available for purchase. This area of the town is truly up the hill from the town central. Home is located on a circular park area, where only 2 properties are privately owned and available for individual home owners. Lot is over 1/3 acre with room for expanding the existing home or for an additional home/cottage on the property. Don't miss out on this rare opportunity. Note: Some shots are virtually staged.

437 Hau Dr, Lanai City

Listing courtesy of Okamoto Realty LLC.

$599,000
3 Beds ⋅ 2 Baths ⋅ 406065 MLS ⋅ Fee Simple Tenure
Are you seeking life on an secluded island with an abundance of outdoor activities? Look no further. One block off Dole Square and close to all Lanai City has to offer. This classic plantation house has large kitchen open to living room. Primary bedroom has en-suite bathroom. Two other bedrooms nice and light. Utility room has washer/dryer and 2nd bathroom. Nice Garden space around home. Sit on Front porch and watch the world go by! House needs some work and this price gives you the opportunity to fix it up as your own. Sold furnished too! Easy to show. Come explore what Lana'i has to offer. Seller financing possible to qualified buyer.

928 Lanai Ave, Lanai City

Listing courtesy of Hawaii Life (L).

$899,000
4 Beds ⋅ 2 Baths ⋅ 406064 MLS ⋅ Fee Simple Tenure
This Lanai gem is a very unique property offering numerous possibilities. A 3 bedroom, 1 bath main house with attached O'hana offering multiple beds, full bathroom, permitted commercial kitchen. Outdoor space is complete with Hawaiian style bar, covered dining patio & numeous fruit trees and flowers. Located on a quiet, dead-end street, there are wonderful sunsets from large front deck looking out to ocean. The main living home has an open floor plan, large windows with lots of light. Front deck surrounds the front entrance to home and is very welcoming. Deck offers raised garden beds for vegetables, herbs and flowers. The two car garage is a bonus for Lanai homes. New roof, interior flooring and paint in 2024/2025. Offerred furnished with a few exceptions. Whether you can use a commercial kitchen or lease it out, this is a real find on Lanai. Don't hesitate, schedule a showing with your favorite realtor soon!

538 Akahi Pl, Lanai City

Listing courtesy of Hawaii Life (L).

$17,000,000
7 Beds ⋅ 9 Baths ⋅ 404095 MLS ⋅ Fee Simple Tenure
Meticulously selected by the Islands' owner at the time for his personal home, The Lanai Estate was built to sit atop the most premier viewpoint and amongst the epitome of Hawaii's natural tropical beauty. This exclusive estate offers luxury living, modern elegance, and classic charm. Every architectural detail has been thoughtfully designed with craftsmanship and quality to integrate seamlessly with the surrounding landscape. Situated on a coveted private drive, this remarkable home serves as your harmonious doorway to the many enchanting experiences that the island of Lanai has to offer. Enjoy direct access to vibrant hiking trails, the equestrian community, a world-class golf course, hidden beaches, incredible dining such as Nobu and Nancy Silverton's Mozza, and the local Island club for easy access to two of the world-renowned Four Seasons amenities and wellness center. This property is more than just a home; it is a treasured legacy—a place where you can forge lasting memories against the backdrop of captivating beauty, ready to be passed down through generations. Embrace the opportunity to leave your mark on this paradise.

121 Kapihaa Pl, Lanai City

Listing courtesy of Deep Blue HI.

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.