Lahaina Homes with Short Term Rental Allowed

Lahaina Homes with Short Term Rental Allowed

Welcome to Lahaina, a charming historic town nestled on the stunning west coast of Maui, Hawaii. Known for its vibrant culture, rich history, and breathtaking ocean views, Lahaina is a paradise for both residents and visitors alike. Once the capital of the Hawaiian Kingdom, this picturesque district is steeped in tradition, featuring art galleries, unique shops, and a plethora of dining options that showcase the island's culinary delights.

Lahaina's coastline is dotted with beautiful beaches, perfect for sunbathing, snorkeling, and surfing, making it an ideal location for those who appreciate the great outdoors. The town's famous Front Street, lined with palm trees and historic buildings, offers a delightful blend of old-world charm and modern conveniences. Whether you're exploring the local art scene or enjoying a sunset cruise, Lahaina is a place where memories are made.

For those considering a home in this idyllic locale, Lahaina offers a unique opportunity with properties that allow short-term rentals. This makes it an attractive option for investors and homeowners alike, as you can enjoy your slice of paradise while generating income when you're not in residence. With a variety of homes available, from cozy cottages to luxurious oceanfront estates, you can find the perfect fit for your lifestyle.

Embrace the Lahaina lifestyle, where the sun shines brightly, the ocean beckons, and the spirit of Aloha is alive and well. Discover your dream home in this enchanting district and experience all that Maui has to offer!

Newest Lahaina Homes with Short Term Rental Allowed

$1,234,567
2 Beds ⋅ 2 Baths ⋅ 410264 MLS ⋅ Fee Simple Tenure ⋅ Puamana BLDG.
Build your dream home in Puamana, one of West Maui's most desirable oceanfront communities. Just a short stroll from the beach, multiple surf breaks, and Puamana's beautifully renovated oceanfront pool, this is a rare opportunity to create a home tailored to your lifestyle. The Association anticipates County permit approvals shortly, with construction projected to begin early next year. Following completion of the foundation and exterior shell, the buyer will complete the interior from the studs in, providing the freedom to select finishes, fixtures, and design details that reflect their personal style. A respected Puamana contractor estimates the interior build-out at approximately $300 per square foot, plus furnishings. The current plans feature a thoughtfully designed two-bedroom, two-bath residence with an open-concept living area, seamless indoor-outdoor living, and a spacious second-floor primary suite with its own private lanai. Beyond the home itself, Puamana offers an exceptional Maui lifestyle with two swimming pools, including an oceanfront pool, tennis and pickleball courts, a playground, three surf breaks, and acres of lush tropical landscaping along a seasonal sandy shoreline. Historic Lahaina is just minutes away, while the world-class golf courses, restaurants, shopping, and luxury resorts of Kaanapali and Kapalua are all within easy reach. Situated within Puamana's residential resort zoning, this property offers flexibility as a primary residence, second home, or potential rental income opportunity, subject to applicable laws and Association requirements.

5 Puakukui Pl Unit 5-2, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$729,000
1 Baths ⋅ 410109 MLS ⋅ Fee Simple Tenure ⋅ Lahaina Shores BLDG.
Lahaina Shores #629 presents a rare opportunity to own a beachfront, hotel-zoned studio allowing short-term rental in the heart of Lahaina. From the sixth floor, enjoy panoramic views of the Pacific Ocean, the island of Lanai, year-round sunsets, and seasonal whale watching from your private lanai. Beautifully updated and offered turnkey, the studio features a well-designed layout and an inviting tropical interior ready for personal use or continued vacation rental. As Lahaina's only beachfront hotel-zoned condominium resort, Lahaina Shores offers direct beach access, a beachfront pool and spa, BBQ areas, and a location just moments from Lahaina Harbor and the Banyan Tree. Maintenance fees include central air and electricity. Having recently undergone extensive improvements, Lahaina Shores has firmly re-established itself as one of West Maui’s most unique beachfront offerings. As Lahaina continues its remarkable renewal, this property is well positioned for the town's next chapter. For investors with a long-term perspective, this is your chance to own in one of Maui's most recognizable destinations as visitors from around the world return to experience everything that has made Lahaina special for generations. One of the Sellers has an active Hawaii Real Estate license.

475 Front St Unit 629, Lahaina

Listing courtesy of Hawaii Life (L).

$1,995,000
3 Beds ⋅ 4 Baths ⋅ 409821 MLS ⋅ Fee Simple Tenure ⋅ Puamana BLDG.
Puamana! Welcome to your Maui Beach house at 24-4 Puamelia - 75 steps to the main beach access! Rinse off in the ocean or the pool, then slip in through your private side entry to the spacious shaded back lanai. Fire up the gas BBQ, gather your 'Ohana, and relax with a lilikoi margarita. Wake up in the main bedroom upstairs and check the surf conditions from your pillow. A cool garden-view bedroom downstairs with its own bath is perfect for those who prefer no steps, and a third bedroom with twin beds rounds out the layout for guests or kids. Puamana sits on a seasonal sandy beach with three surf spots. Puamelia place is a quiet, no-through-traffic street — no highway noise, just ocean. Stroll the footbridge to the pool and the site where our beloved clubhouse will be rebuilt. This end unit in the 24 building was spared from the Lahaina Fire. Remodeled in 2005 with a second floor addition, it lives large with multiple lockable owner's closets for all your gear. Recent renovations include new AC in 2026, interior and exterior paint, furnishings, art work, front door. Short term rental -capable; no special permits necessary. Gated, low-density, classic Hawaiiana. See why Hawaiian Royalty made Lahaina home. Check out the 3D tour.

24 Puamelia Pl Unit 24-4, Lahaina

Listing courtesy of Hawaii Life (L).

$474,500
1 Baths ⋅ 409729 MLS ⋅ Fee Simple Tenure ⋅ Lahaina Shores BLDG.
Tucked within the iconic beachfront community of Lahaina Shores, this beautifully reimagined mountain view studio offers a rare opportunity to own a piece of Lahaina’s enduring story. Located on the 5th floor, this fully furnished, turnkey residence showcases sweeping views of the majestic West Maui Mountains, where vibrant sunrises and lush green peaks create the perfect island backdrop from your private lanai. Recently renovated from top to bottom, the interior features stylish new furnishings, fresh finishes, and a bright, open-concept design that blends comfort with modern coastal elegance. As Lahaina Town’s only beachfront condominium resort, the HOTEL ZONED Lahaina Shores resort offers direct beach access along with resort-style amenities including an oceanfront pool and spa, tropical landscaped grounds, BBQ areas, and a welcoming lobby just steps from the sand. Hotel-zoned and fee simple, this exceptional studio places you in the heart of historic Front Street while offering a peaceful retreat to relax and recharge after a day in paradise.

475 Front St Unit 522, Lahaina

Listing courtesy of Coldwell Banker Island Prop-Ku.

$450,000
1 Baths ⋅ 409626 MLS ⋅ Fee Simple Tenure ⋅ Lahaina Shores BLDG.
Welcome to this beautifully upgraded studio at the iconic Lahaina Shores Beach Resort, where sweeping views of the majestic West Maui Mountains greet you from your private third-floor retreat. No detail was overlooked in this stylish renovation — sleek granite countertops and rich, warm wood cabinetry lend a high-end, resort-quality feel, while fully tiled flooring runs seamlessly throughout the entire unit for a clean, cool island aesthetic. A spa-inspired bathroom showcases an elegant walk-in tiled shower with glass enclosure, and a bonus extra storage closet adds a rare and practical touch to resort studio living. Elevated on the third floor, the unit enjoys unobstructed, dramatic mountain views as a serene backdrop to the resort's legendary beachfront setting. Hotel/Resort zoning permits short-term vacation rentals, and with the property already enrolled in an established private vacation rental program, this turnkey unit delivers an effortless combination of island lifestyle and income-producing investment from day one

475 Front St Unit 332, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$465,000
1 Baths ⋅ 409568 MLS ⋅ Fee Simple Tenure ⋅ Lahaina Shores BLDG.
Discover the charm of Lahaina Shores, the only Hotel/Resort-zoned beachfront condominium in the heart of Lahaina Town. Unit 516 showcases beautiful high floor mountain views and has been beautifully remodeled with high-quality finishes throughout. Offered fully furnished, this turnkey residence is ready for personal enjoyment or use as a short-term rental. Lahaina Shores has recently completed a comprehensive property revitalization including freshly remodeled hallways, a newly paved parking lot, and refreshed tropical landscaping. This is a chance to own a piece of Maui’s history and be part of Lahaina's inspiring future.

475 Front St Unit 516, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,345,000
2 Beds ⋅ 3 Baths ⋅ 409564 MLS ⋅ Fee Simple Tenure ⋅ Puamana BLDG.
Puamana — 272 Pualei Drive Unit #6! After a day in the ocean, unwind on your private oceanfront lanai and watch the surfers, turtles and occasional whales as the Maui sun melts into the Pacific. This stylish, direct oceanfront end-unit townhome puts you at the southernmost edge of Puamana — where the surf is consistent, the sandy beach is right there, and a dedicated ocean access trail between the buildings means the water is always within reach. Wake up and check the surf from your bed as the primary bedroom opens up to the ocean with an upstairs lanai. Beautifully renovated in 2021, the home features central AC, Sapele wood cabinetry, waterfall-edge quartz countertops, Bosch and KitchenAid appliances, luxury vinyl plank flooring, custom Hunter Douglas motorized shades, a stunning Sans Soucie art glass entry door, and updated bathrooms with Moen and Kohler fixtures and unique tile accents. Sold fully furnished and turn-key — including two surfboards and two paddleboards. Just bring your swimsuits! Puamana, one of Maui’s most beloved oceanfront communities, was partially destroyed by the 2023 wildfires but is cleared and moving forward with the rebuild. This lush 30-acre gated property in Lahaina includes 3 pools (including the oceanfront pool, now reopened!), a clubhouse (soon to be re-built), tennis and pickleball courts, and direct beach access, just minutes from world-class dining and shopping at Ka'anapali and Kapalua. The Lahaina community continues its remarkable recovery, and Puamana stands as a testament to that resilience — fully operational and welcoming owners and guests back to one of the most special stretches of Maui’s coastline. Unit 272-6 is a popular vacation rental with happy returning clients leaving 5-star reviews: “Waking up to the sound of crashing waves never seemed to get old; eating dinner on the deck and watching the sunset was one of our family’s favorite things to do; the space was incredibly comfortable and we made some amazing memories our family will never forget; back for a second visit — second time better than the first; it's like living on a boat.” Whether you are seeking a personal oceanfront retreat, an income-producing investment, or both, this is a rare opportunity to own one of the few direct oceanfront homes in Puamana.

272-6 Pualei Dr Unit 272-6, Lahaina

Listing courtesy of Hawaii Life (L).

$2,395,000
3 Beds ⋅ 3 Baths ⋅ 408444 MLS ⋅ Fee Simple Tenure ⋅ Puamana BLDG.
Wake up to the sights and sounds of the Pacific in this direct oceanfront three-bedroom townhome, ideally located on the secluded south side of Puamana. Significant community improvements have been recently completed, including County-approved cobblestone shoreline reinforcement, providing added long-term stability to the oceanfront building where Unit 272-3 is located. Adding to the appeal, the oceanfront pool has been beautifully renovated and reopened, creating a true resort-style setting. Puamana offers a rare blend of privacy and lifestyle amenities, including two swimming pools (one oceanfront), tennis and pickleball courts, a children’s playground, three surf breaks, lush tropical gardens, and a seasonal golden sand beach. This peaceful oceanfront enclave allows you to relax away from large resort crowds, while remaining conveniently close to the golf, dining, shopping, and resort amenities of Kaanapali and Kapalua. The property is located on the south side of Puamana and operates as a legal vacation rental, with an existing reservation income stream to be honored. With completed shoreline improvements, a renovated oceanfront pool, and an unbeatable direct-oceanfront setting, this offering presents a wonderful opportunity to experience classic Maui oceanfront living in one of West Maui’s most desirable communities.

272 Pualei Dr Unit 272-3, Lahaina

Listing courtesy of Mark A Marchello Inc.

$779,000
1 Beds ⋅ 1 Baths ⋅ 407159 MLS ⋅ Fee Simple Tenure ⋅ Lahaina Shores BLDG.
This beautifully upgraded one-bedroom condo in the heart of Lahaina offers stunning West Maui mountain and ocean views from two private lanais. The building was recently refreshed with new paint, landscaping, and hallway carpet. The fully furnished unit is turnkey, with upgrades including new floors, dishwasher, and furniture (2021), microwave (2022), washer and dryer (Jan 2022), and fresh paint, fridge, and range (May 2025). Enjoy central AC, front desk service, BBQs, a jacuzzi, and direct beach access from the pool. Located in a hotel-zoned area, it's ideal for personal use or short-term rental.

475 Front St Unit 202, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

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