$2,349,000 3 Beds ⋅ 3 Baths ⋅ 408922 MLS ⋅ Fee Simple Tenure Nestled in the coveted Kaanapali Hillside subdivision, this single-story contemporary residence blends classic architectural character with timeless island living. Built in 1984 and crowned by an elegant copper roof, the home reflects enduring craftsmanship and a distinctive design rarely found in today’s construction. Featuring three bedrooms and three bathrooms, the floor plan offers effortless flow and comfortable separation of living spaces, ideal for both everyday living and hosting guests. The single-level layout enhances accessibility and indoor-outdoor connectivity, while the contemporary lines complement the home’s original architectural integrity. A private pool with a beautifully designed surrounding deck creates an inviting outdoor retreat—perfect for relaxing, entertaining, or enjoying Maui’s year-round sunshine. The outdoor living space enhances the home’s resort-style feel while maintaining privacy and comfort. Located just above the world-renowned Kaanapali Resort, Kaanapali Hillside is prized for its quiet streets, upscale homes, and proximity to beaches, golf, dining, and resort amenities—all while maintaining a peaceful residential feel. This is a rare opportunity to own a well-designed home in one of West Maui’s most sought-after neighborhoods. Perfect as a full-time residence or island retreat, this property offers the ideal blend of location, style, and enduring value in the heart of Kaanapali. 9 Puu Hale St, Lahaina Listing courtesy of Keller Williams Realty Maui-L.
$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).
$2,325,000 3 Beds ⋅ 2 Baths ⋅ 408878 MLS ⋅ Fee Simple Tenure Step into wonder the moment you arrive. The driveway winds beneath a natural canopy of mature trees, where the air cools, light softens, and the outside world fades away. Entering a hidden garden… quiet, sheltered, and deeply immersed in the surrounding nature. The grounds have been thoughtfully cultivated into a lush tropical paradise, abundant with fruiting trees, vibrant flowers, and layered green foliage. The landscape transforms throughout the day: golden morning light filtering through leaves, colorful sunsets framing the palms, and clear nights revealing stars and moonlight from the upper lanai. Two thoughtfully designed structures fully renovated in 2023 configured as a flexible 2-bedroom, 2-bath haven... deal for living, working, or hosting guests. A bright studio space with windows on all four sides and stunning Haleakala and garden views has opportunity to be a third bedroom. Interiors exude calm, designer-inspired elegance with clean lines, abundant natural light, and an effortless relaxed atmosphere. Expansive openings frame captivating garden views, while seamless indoor-outdoor flow invites the landscape into everyday life. Shaded lanais offer serene spots for morning coffee with Haleakala vistas or open-air evening dining. Fully equipped for modern off-grid independence, the property boasts three 5,000-gallon water tanks and a robust photovoltaic system with lithium battery storage for reliable power. Phone and high-speed fiber optic internet keep you connected without sacrificing privacy. A prime building site awaits, offering the potential to create a future main residence with stunning ocean and mountain views—unlocking even greater long-term opportunities. Private, intentional, and deeply rooted in its natural surroundings, this Haiku sanctuary invites a lifestyle of simplicity, comfort, and daily communion with the elements. 453 N Honokala Rd, Haiku Listing courtesy of Compass-W.
$2,300,000 2 Beds ⋅ 2 Baths ⋅ 410197 MLS ⋅ Fee Simple Tenure Live it now, build big when you want. Here’s the rare part: this is the CPR’s MAIN-HOME parcel, so it isn’t held to the 1,500 sq ft cottage limit. While it already lives beautifully as-is, you have the option to expand the existing home or build a legacy estate. Set on more than two private acres in the coveted Launiupoko hillside, the property delivers exceptional seclusion, no road noise, and sweeping views of the Pacific, the neighboring islands of Lanai and Molokai, and the West Maui Mountains. Built in 2003, the two-bedroom, one-and-a-half-bath, 1,024 sq ft plantation-style home is move-in ready with new appliances, fresh interior paint, central AC, and a fully owned photovoltaic (PV) solar system. Life happens on the 900+ sq ft wraparound lanai: morning coffee while you check the surf, sunsets over the Pacific, whales breaching in winter, and some of the island’s best stargazing after dark. Just steps away, a beautifully reimagined 2,056 sq ft barn provides a two-car garage, workshop, goat stable, outdoor shower, and storage on the ground level, while upstairs, a finished 896 sq ft office features new countertops, built-in cabinetry, a half bath, and an open-air deck framing awesome views. This is a versatile bonus space to shape around the way you live. A bountiful orchard of fruit trees brings color and harvest to the land, with room to expand or add accessory structures. Just minutes from West Maui’s beaches and Olowalu via the Lahaina Bypass. This is a CPR property. 60 E Huapala Pl Unit Unit B, Lahaina Listing courtesy of Island Sotheby's International Realty(L).
$2,300,000 4 Beds ⋅ 4 Baths ⋅ 407108 MLS ⋅ Fee Simple Tenure Upcountry Maui Living at Its Finest. Perched in the heart of Kula, this Upcountry home captures Maui’s most breathtaking vistas—spanning bicoastal ocean, sunsets between multiple islands, and the majestic West Maui Mountains. The upper level welcomes you with an open-concept design where the kitchen, dining, primary bedroom and living areas flow as a single level home. A cozy fireplace and expansive picture windows frame the island’s beauty, creating the perfect setting to gather. Downstairs, three spacious bedrooms enjoy equally stunning views, offering plenty of room for family, guests, or creative spaces. Both floors open to lanais with brand-new railings—perfect spots to take in the landscaped grounds, flourishing fruit trees, and ever-changing skies. Here, mornings begin with birdsongs, days are filled with sunshine and cool Upcountry breezes, and evenings bring unforgettable sunsets over the coastline. The photovoltaic system is connected through net metering, which significantly reduces electricity expenses and enables efficient, worry-free use of the air conditioning. This is more than a home—it’s a tranquil retreat where the very best of Maui’s climate and natural beauty converge. 214 Kulamanu Cir, Kula Listing courtesy of Coldwell Banker Island Prop(P).
$2,295,000 1 Beds ⋅ 2 Baths ⋅ 410141 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Alii BLDG. Prime penthouse location with stunning ocean views overlooking world famous Kaanapali Beach and Black Rock. This one bedroom plus den can sleep up to 6 guests and features granite countertops, custom cabinetry, two walk in showers as well as tile flooring throughout. The amenities at the Kaanapali Alii include: two pools, two hot tubs, beachfront barbecue grills, state-of-the-art fitness center with spa services, 3 tennis courts and concierge and bell services. Kaanapali Alii is ideally located in the center of Kaanapali Beach for you to enjoy beach days, snorkeling, sailing, whale watching, 36 holes of world class golf, and shopping & dining at Whalers Village. 50 Nohea Kai Dr Unit 1-1101, Lahaina Listing courtesy of Coldwell Banker Island Prop-KP.
$2,295,000 1 Beds ⋅ 1 Baths ⋅ 407888 MLS ⋅ Fee Simple Tenure ⋅ Whaler Ii BLDG. Welcome to Whaler 456—a tastefully upgraded one-bedroom residence perfectly positioned on the world-renowned Ka'anapali Beach. Located in the highly sought-after South Tower, this unit is one of only a select few stacks in the entire development that offers a direct and unobstructed view of iconic Black Rock. Unlike higher-floor units that tend to look down the coastline, Whaler 456 provides a more intimate and captivating vantage point, allowing you to experience the beach, ocean, and shoreline from a rare and desirable angle. Thoughtfully renovated and offered fully furnished, the residence features central air conditioning, upgraded finishes, modern furnishings, and a fully turnkey setup ideal for both personal enjoyment and premium vacation rental income. The property is currently managed by Maui’s most sophisticated and established vacation rental management company, ensuring industry-leading performance, guest satisfaction, and hands-free ownership. Step onto the expansive covered lanai and take in year-round sunsets, sparkling blue waters, seasonal whale watching, and panoramic views of the Pacific framed by Lana'i and Moloka'i. With its close proximity to Whalers Village, you’re moments away from oceanfront dining, boutique shopping, and luxury amenities. The condo is also positioned just steps from Ka'anapali’s championship golf, world-class snorkeling, and endless outdoor activities—anchoring its reputation as one of Maui’s premier beachside locations. Hotel/Resort zoned and not subject to Bill 9, Whaler 456 represents an exceptional opportunity combining location, lifestyle, and investment potential. A rare vantage, premium management, and a meticulously upgraded interior make this one of the finest offerings on West Maui. 2481 Kaanapali Pkwy Unit 456, Lahaina Listing courtesy of Berkshire Hathaway Maui Prop-L.
$2,290,000 3 Beds ⋅ 3 Baths ⋅ 409783 MLS ⋅ Fee Simple Tenure Gated North Shore estate featuring two substantial dwellings on 2.181 private acres in desirable Haiku Country Estates. Offering approximately 3,481 square feet of combined living area, this exceptional property blends privacy, flexibility, and income potential in one of Maui’s most sought-after rural communities. The main residence is a beautifully crafted Lindal Cedar home offering 3 bedrooms and 3 bathrooms across approximately 2,482 square feet. Thoughtfully updated over the years, including a major renovation in 2017, recent improvements include updated flooring, new garage doors, and refreshed lanai spaces. Its versatile layout provides multiple living areas ideal for extended family, guests, or additional rental opportunities. Built in 2019, the separate 999-square-foot, 2-bedroom, 2-bath ohana is privately situated near the front of the property and offers excellent flexibility for long-term rental income, multigenerational living, or guest accommodations. Adding even more value, a County-approved building permit issued February 5, 2025, allows for an approximately 500-square-foot addition to the ohana, creating future expansion potential without the uncertainty of starting the permitting process. Bordered with mature bamboo for exceptional privacy, the agriculturally zoned property is beautifully landscaped with an abundance of established fruit-bearing trees, including lychee, mango, avocado, banana, macadamia, coconut, pomelo, orange, and a variety of citrus, creating your own tropical orchard and island sanctuary. This rare offering combines lots of usable acreage, two quality residences, expansion potential, privacy, and lifestyle—all just minutes from Haiku Town, world-class beaches, surfing, hiking, and everything Maui’s North Shore has to offer. 2695 Lia Pl, Haiku Listing courtesy of Kokua Realty LLC.
$2,288,888 3 Beds ⋅ 4 Baths ⋅ 410231 MLS ⋅ Fee Simple Tenure Be the first to call this brand-new home, completed in 2026, your own! Located in the very sought out Kualono subdivision, this thoughtfully designed 3-bedroom, 3.5-bath residence offers 1,995 sq. ft. of modern living space on an expansive 18,208 sq. ft. lot. The flexible floor plan provides versatility to suit a variety of needs, while elegant Imperial Veneer Finish walls adds timeless character and refined craftsmanship throughout this custom home. Enjoy breathtaking mountain views of Haleakala and stunning bicoastal views from this exceptional property. With no neighbor directly behind, the home offers an added sense of openness and privacy. The landscape is ready for your personal vision, creating the opportunity to design outdoor spaces that reflect your style. Call your favorite realtor to schedule a private showing today. 94 Leiohu Cir, Makawao Listing courtesy of Keller Williams Realty Maui-Ka.
$2,275,000 3 Beds ⋅ 2 Baths ⋅ 410444 MLS ⋅ Fee Simple Tenure This exceptional South Maui property features a 3-bedroom, 2-bath main home and an attached 2-bedroom, 1-bath Ohana with its own private entrance and dedicated parking—ideal for extended family, guests, or rental income. Thoughtfully upgraded, the home includes 48 owned photovoltaic panels, four Tesla Powerwall batteries, a new roof (all done in 2025), tongue-and-groove cedar plank ceiling in the main home, solar hot water, custom lanai screens, and many additional improvements done in 2024/2025. Step outside to your own private backyard oasis featuring a large saltwater pool and spa, mature fruit trees, and stunning Haleakala views. The spacious lanai is the perfect place to relax and enjoy Maui's beautiful sunsets. Located just minutes from South Maui's world-famous beaches, shopping, dining, and schools, this property truly offers the full package and Maui Island lifestyle! 705 Alulike St Unit Lot 27, Kihei Listing courtesy of Coldwell Banker Island Prop(S).