Molokai Homes with Short Term Rental Allowed

Molokai Homes with Short Term Rental Allowed

Welcome to Molokai, a hidden gem in the heart of Hawaii! Nestled in Maui County, this tranquil island offers a unique blend of natural beauty, rich history, and a laid-back lifestyle that captures the essence of Hawaiian living. Known as the "Friendly Isle," Molokai boasts breathtaking landscapes, from its lush valleys and pristine beaches to the stunning cliffs of Kalaupapa National Historical Park.

For those seeking a slice of paradise, Molokai presents an enticing opportunity with homes that allow short-term rentals. Imagine owning a piece of this idyllic island, where you can enjoy the serene surroundings while also generating income from vacationers eager to experience the magic of Molokai. With its unspoiled beauty and welcoming community, your property can become a sanctuary for travelers looking to escape the hustle and bustle of everyday life.

The real estate market in Molokai is characterized by charming homes that reflect the island's unique character, often featuring spacious layouts, ocean views, and easy access to local attractions. Whether you’re looking for a cozy cottage or a modern retreat, there’s something for everyone. Plus, with short-term rental options, you can share the beauty of Molokai with visitors from around the world while enjoying the benefits of island living yourself.

Explore the possibilities of homeownership in Molokai, where the spirit of aloha is alive and well. Embrace the opportunity to invest in a lifestyle that blends relaxation, adventure, and community—all in one of the most beautiful places on Earth!

Newest Molokai Homes with Short Term Rental Allowed

1000 Kamehameha V Hwy Unit A316, Kaunakakai
$119,900
1 Beds ⋅ 1 Baths ⋅ 411056 MLS ⋅ Leasehold Tenure ⋅ Molokai Shores BLDG.
Oceanfront opportunity at Molokai Shores! This 3rd-floor A-building unit offers a bonus loft for extra living or sleeping space, ocean views, and front-row seats to seasonal humpback whale watching right from your lanai in the winter months. Enjoy resort-style amenities — pool, BBQ area, putting green, and on-site laundry — all in an established oceanfront community just minutes from Kaunakakai town. Molokai offers a rare, unhurried island lifestyle away from the crowds, with beaches, local shops, and small-town charm right around the corner. A great layout at an accessible price point, ready for your personal touch. LEASEHOLD unit. Schedule your showing today!

1000 Kamehameha V Hwy Unit A316, Kaunakakai

Listing courtesy of Molokai Realty LLC.

100 Lio Pl Unit K-4, Maunaloa
$505,000
2 Beds ⋅ 2 Baths ⋅ 411016 MLS ⋅ Fee Simple Tenure ⋅ Paniolo Hale BLDG.
Welcome to Paniolo Hale K-4, a 2 story, 2 bedroom, 2 bath oceanfront condo in West Molokai's Kaluakoi resort area. It's being sold fully furnished and turnkey, so you can operate it as your own short term rental or keep it as a private retreat. The beach is a short walk from your door, and the community pool and common area amenities are steps away for family time, entertaining, or a lazy afternoon. Inside, the home is bright and airy, with ocean, mountain, and garden views from nearly every angle. The wrap-around covered and screened-in lanai expands your living space for true indoor/outdoor living. A second story lanai adds direct ocean views above the treetops. The main floor living area is comfortable and inviting, with a large TV for movie nights and a kitchen with stainless steel appliances for anyone who likes to cook. The downstairs bedroom opens to the covered lanai and has direct access to the main floor bathroom. The upstairs bedroom is roomy, with French doors that open to the lanai and a private bath just outside the bedroom with a walk-in shower. Three beds across the two bedrooms leave plenty of space for family and friends, and the washer and dryer in the unit make longer stays easy. Upstairs, a bonus storage loft with its own lockable door gives owners a place to keep personal items on site. Your things stay put and ready for your next visit. The condo is currently in operation as a short term rental, so showings are available but will need to be scheduled around guest availability. Come see what Paniolo Hale K-4 has to offer.

100 Lio Pl Unit K-4, Maunaloa

Listing courtesy of Hawaii Life (MO).

100 Lio Pl Unit N-4, Maunaloa
$385,000
1 Beds ⋅ 2 Baths ⋅ 410971 MLS ⋅ Fee Simple Tenure ⋅ Paniolo Hale BLDG.
Rare opportunity to own Paniolo Hale N-4 on the beautiful island of Molokai. One of only six one-bedroom condos at Paniolo Hale featuring a wraparound screened lanai, this unique residence offers an abundance of additional usable living space without the added fees associated with a larger interior footprint. Located at the end of the building, N-4 enjoys exceptional privacy and seclusion, surrounded by lush tropical landscaping that creates a peaceful and dreamy Hawaiian setting. This townhome-style condo has been beautifully remodeled with quality finishes and attention to detail throughout. The stunning chef’s kitchen boasts granite countertops, high-end stainless steel appliances, an oversized sink, custom cabinetry, and plenty of space for cooking and entertaining. Refinished oak floors and designer fixtures add warmth and character throughout the home. The downstairs bathroom features a striking stone vessel sink, handmade wood cabinetry, and a custom shower. Upstairs, 18-inch diagonal porcelain tile flooring complements the spacious primary suite and bath, which features a granite-topped dual stainless steel sink vanity and a large porcelain tile shower. The extensive upgrades give the condo a refined, custom feel while maintaining the relaxed atmosphere of island living. The wraparound screened lanai is one of the property's standout features, creating a wonderful indoor-outdoor living area surrounded by tropical plants and greenery. Whether enjoying morning coffee, reading in the afternoon, or relaxing after a day at the beach, the lanai provides a private retreat that feels immersed in the tropical landscape. Offered completely furnished and move-in ready, N-4 is well suited for full-time living, a Molokai vacation home, or short-term rental use. Paniolo Hale is located within the Hotel zoning district, where short-term rentals are currently permitted. Paniolo Hale is an oceanfront condominium community on Molokai's stunning west end. Amenities include a gated swimming pool with restroom facilities, mature shade-giving monkeypod trees, beautiful tropical landscaping, fruit trees including avocado, mango, and citrus, and a front desk area for property management. From N-4, it's an easy walk to great surfing at Kepuhi Beach, multiple white-sand beaches, and public trails for hiking and cycling. Enjoy incredible sunsets from the nearby beaches throughout the year and the uncrowded outdoor lifestyle that makes Molokai so special. The island is popular with fishing, hunting, surfing, hiking, cycling, and outdoor enthusiasts looking to experience a more peaceful side of Hawaii. With both Mokulele Airlines and Lana'i Air currently serving Molokai, travelers have additional options for interisland access

100 Lio Pl Unit N-4, Maunaloa

Listing courtesy of Molokai Vacation Properties.

1300 Kamehameha V Hwy Unit 112A, Kaunakakai
$169,900
1 Baths ⋅ 410960 MLS ⋅ Fee Simple Tenure ⋅ Hotel Molokai BLDG.
An indisputable update — Thoughtfully Renovated from the Ground Up Unit 112A at Hotel Molokai is far more than a cosmetic renovation—it was completely rebuilt from the studs over a seven-month period, with more than $107,000 in documented renovation receipts. The extensive work included all-new electrical wiring, outlets and main panel, new underground plumbing, insulation, and soundboard, creating a beautifully updated space with the quality and attention to detail you can appreciate from the moment you walk in. Photos documenting the depth of the renovation are available upon request. The interior combines island character with thoughtful craftsmanship. Beautiful travertine tile flows throughout the floors and wall base and continues into the spa-like travertine wet room, complete with a walk-in glass-block shower. At the heart of the home is a truly distinctive kitchen featuring custom cabinetry crafted from Monkey Pod lumber harvested on Moloka'i, adding warmth, character, and a genuine sense of place. The kitchen is equipped with a 7-cu.-ft. refrigerator, separate 7-cu.-ft. freezer, sink with disposal, and generous storage. Step outside your door and embrace the relaxed rhythm of Hotel Molokai, the island's only oceanfront hotel. Enjoy a morning swim in the oceanfront pool, take in the tropical surroundings, or listen to the sounds of live music from the open-air restaurant, bar, and stage. A guest club lounge and activity desk are also conveniently located on the property, making it easy to enjoy everything Moloka'i has to offer. This is an exceptional opportunity to own a substantially rebuilt and uniquely finished island retreat in one of Moloka'i's most distinctive oceanfront settings. Whether you're looking for a personal island escape or a special place to enjoy the authentic, laid-back lifestyle of Moloka'i, Unit 112A offers a rare combination of craftsmanship, character, and location.

1300 Kamehameha V Hwy Unit 112A, Kaunakakai

Listing courtesy of Keller Williams Realty Maui-Ki.

255 Kepuhi Pl Unit 9C02-7B, Maunaloa
$480,000
1 Beds ⋅ 1 Baths ⋅ 410871 MLS ⋅ Fee Simple Tenure ⋅ West Molokai Resort BLDG.
Rarely offered Kepuhi Beach UNOBSTRUCTED OCEAN VIEW COTTAGE 7B! Remodeled with vinyl bamboo flooring/ new appliances including microwave, full sized oven, dishwasher, refrigerator, s.s kitchen sink, stack washer dryer, double locking pocket doors leading into walk through bathroom , double sink over, soft close drawers. Lanai screen doors and plexiglass lower fillers to keep island love out. This 642sq ft base floor layout flows so easily into endless views of Kaiaka Rock, ocean views and lovely HOA maintained grounds. These Cottages rarely come to market and this one is priced accordingly! Finish the loft area or add sq ft for room upstairs! Owner is turning new chapter after 8 sunset filled years- Make it your full time residence, hotel zoned rental or long term rental. Past rental history available upon request. Minimalist furnishings include: Queen sized adjustable bed with remote massage, vegan recliner, Kitchen bar and stools, 25” tv on stand, Lanai outdoor adjustable furniture with chaise lounge and 4 seat wicker glass top table. Make it your own Molokai Island retreat! One of a kine hand painted Kepuhi scene surfboard not included but will consider acceptable offers. Don’t miss out on this opportunity!

255 Kepuhi Pl Unit 9C02-7B, Maunaloa

Listing courtesy of Molokai Island Properties.

100 Lio Pl Unit B1, Maunaloa
$525,000
2 Beds ⋅ 2 Baths ⋅ 410664 MLS ⋅ Fee Simple Tenure ⋅ Paniolo Hale BLDG.
Fee Simple 2-Bedroom, 2-Bath Townhouse at Paniolo Hale – Turnkey Island Living Experience the charm and tranquility of Molokai in this beautifully furnished fee simple end unit with wrap around screened lanai, 2-bedroom, 2-bath townhouse at the sought-after Paniolo Hale. Nestled among lush tropical landscaping and impeccably maintained grounds, this inviting retreat features rich dark wood floors, tasteful island-inspired furnishings, and a warm, welcoming ambiance throughout. Just a short stroll from beach access, this exceptional residence is ideally located to enjoy the natural beauty and peaceful lifestyle of Molokai. Residents and guests also enjoy the beautifully maintained swimming pool and community barbecue areas, perfect for relaxing afternoons and entertaining family and friends. Offered fully furnished and truly move-in ready, the sale includes all furniture, artwork, décor, kitchenware, linens, and household inventory. Many beautiful art pieces are also included, creating a home with distinctive island character and timeless appeal. Whether you are looking for a full-time residence, a tropical vacation retreat, or a turnkey investment property, this exceptional Paniolo Hale townhouse offers comfort, convenience, and the very best of island living from the moment you arrive.

100 Lio Pl Unit B1, Maunaloa

Listing courtesy of Molokai Island Properties.

100 Lio Pl Unit I-3, Maunaloa
$399,900
1 Baths ⋅ 410565 MLS ⋅ Fee Simple Tenure ⋅ Paniolo Hale BLDG.
I-3 is a spacious plantation-style oceanfront studio located in the serene Paniolo Hale complex on Molokai's west end. Renovated in 2018 and recently updated in 2026, this ground-floor unit features high ceilings and a expansive wall of doors that opens onto a recently refinished, screened lanai. The layout seamlessly connects the indoors with the outdoors, allowing you to relax to the sound of the ocean waves and take in views of the beach and local surf break. Inside, the condo includes a remodeled, fully equipped kitchen complete with stainless steel appliances and updated cabinetry, as well as an in-unit full-size washer and dryer. The upgraded bathroom features a step-in tiled shower and a large vanity. Freshly painted and nicely furnished throughout, the home offers a dedicated living room seating area, a premium king bed, pull out queen sized sofa, and a dining and lounging setup on the lanai. Set within the lush, canopy-covered oasis of Paniolo Hale, residents and guests have access to a gated swimming pool and gas barbecue areas. The unit is situated just steps from Kepuhi Beach and is a short walk from Make Horse Beach and Papohaku Beach—the longest white-sand beach on Molokai.

100 Lio Pl Unit I-3, Maunaloa

Listing courtesy of Molokai Realty LLC.

1000 Kamehameha V Hwy Unit 119B, Kaunakakai
$95,000
1 Beds ⋅ 1 Baths ⋅ 410484 MLS ⋅ Leasehold Tenure ⋅ Molokai Shores BLDG.
Enjoy easy island living in this ground floor 1-bedroom, 1-bath leasehold condo at Molokai Shores. Conveniently located close to the swimming pool, community laundry, and parking, this unit offers a practical location within the complex. While the interior is mostly original, it has been well maintained and provides a comfortable opportunity to update at your own pace or enjoy as-is. Molokai Shores is an oceanfront complex just outside Kaunakakai, featuring tropical grounds, a pool, BBQ areas, shuffleboard, putting green, and beach access. Whether you're looking for a full-time residence, island retreat, or investment property, this condo offers an affordable opportunity to own on Molokai. Monthly AOAO dues are $1,040.36, with an additional monthly lease rent of $130.61. The current land lease expires in 2038.

1000 Kamehameha V Hwy Unit 119B, Kaunakakai

Listing courtesy of Molokai Island Properties.

100 Lio Pl Unit C-3, Maunaloa
$280,000
1 Beds ⋅ 1 Baths ⋅ 410475 MLS ⋅ Fee Simple Tenure ⋅ Paniolo Hale BLDG.
The Great Escape: Discover True Hawaii on the island of Molokai. If society has you down or you're feeling overwhelmed, try Molokai—it's "mo better." This well-appointed, ground-floor vacation rental is your perfect antidote to the troubles of the world. Enjoy the profound serenity of a private setting with minimum stairs to navigate. Inside, you'll find high ceilings and beautiful Mahogany French doors leading to a large, wrap-around lanai, creating a natural and expansive atmosphere. This unit was lovingly used as a pied-à-terre by the current owner, offering immediate comfort and an authentic island experience.

100 Lio Pl Unit C-3, Maunaloa

Listing courtesy of Jeff Griffin LLC.

1000 Kamehameha V Hwy Unit 227B, Kaunakakai
$205,000
1 Beds ⋅ 1 Baths ⋅ 410088 MLS ⋅ Fee Simple Tenure ⋅ Molokai Shores BLDG.
A new opportunity to purchase this lovely 2nd floor unit conveniently located in the B building close to parking access and laundry facility. Capture stunning ocean veiws from the lanai or step out to enjoy the many amenities Molokai Shores has to offer including; oceanside pool, lounge chairs, bbq's, putting green, shuffle board, and paddle board / kayak storage all with direct access to the beach. The unit is well appointed and comes fully furnished. It boasts vinyl flooring, stainless gas range, updated faucets and an inventory to continue short term renting or move in ready. Kaunakakai town is just minutes away where you will find food, shopping, art and culture. Truly a gem, ready for you!

1000 Kamehameha V Hwy Unit 227B, Kaunakakai

Listing courtesy of Molokai Island Properties.

7146 Kamehameha V Hwy Unit A203, Kaunakakai
$124,500
1 Beds ⋅ 1 Baths ⋅ 410043 MLS ⋅ Fee Simple Tenure ⋅ Wavecrest BLDG.
Rare 50% undivided deeded co-ownership opportunity (Tenancy-in-Common) offered at $124,500 in oceanfront Wave Crest A203 on Molokai's scenic East End! (Seller is also open to selling 100% full fee-simple ownership of the unit for $199,000.) Offered fully turnkey, furnished, and thoughtfully equipped, this second-floor gem boasts a bright, welcoming living room, continuous easy-care flooring, a classic kitchen with ample wood cabinetry, a beautifully appointed bedroom featuring rich tropical textures, and a tidy bathroom with convenient built-in shelving. The true showstopper is the incredible location in the coveted A building, offering sweeping vistas of the turquoise ocean, lush grounds, and neighboring islands right from your vantage point, while resort amenities include an in-ground pool, manicured grounds, tennis courts, a clubhouse, and an oceanside BBQ area. All association fees and real property taxes are to be shared 50/50 between co-owners, and the sale of a 50% interest is subject to co-owners executing a private Co-Ownership Agreement covering schedule rotation and shared expenses.

7146 Kamehameha V Hwy Unit A203, Kaunakakai

Listing courtesy of Molokai Realty LLC.

7146 Kamehameha V Hwy Unit B310, Kaunakakai
$375,000
2 Beds ⋅ 2 Baths ⋅ 409703 MLS ⋅ Fee Simple Tenure ⋅ Wavecrest BLDG.
Experience true island living at beautiful Wavecrest Resort Unit B310 on the lush east end of Molokai. This rare and spacious 2-bedroom, 2-bathroom condo offers an expansive 827 sq. ft. layout with a unique customized configuration designed for comfort and functionality. Fully remodeled in 2026, the unit features custom cabinetry, stainless steel appliances, granite tile countertops, and tasteful tropical finishes throughout. Enjoy indoor-outdoor living with two spacious tiled lanais showcasing awesome ocean, tropical garden, and outer island views. Beautifully furnished and completely turn-key, this exceptional condo is ready for immediate enjoyment as a full-time residence, vacation retreat, or investment opportunity. Located within the peaceful oceanfront community of Wavecrest, owners and guests enjoy lush tropical landscaping, an oceanfront pool and cabana, tennis courts, and the relaxed charm of “Old Hawaii.”

7146 Kamehameha V Hwy Unit B310, Kaunakakai

Listing courtesy of Molokai Realty LLC.

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