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14 Halapa Pl, Kihei
$10,998,000
4 Beds ⋅ 5 Baths ⋅ 411371 MLS ⋅ Fee Simple Tenure
Perched atop the exclusive and private enclave of The Ridge at Wailea, this extraordinary Guy Dreier-designed residence is a rare expression of contemporary architecture where design, light, and nature exist in perfect harmony. This remarkable residence is more than a home—it is a livable sculpture. Every curve, angle, and architectural detail was thoughtfully conceived to frame breathtaking ocean vistas stretching from Molokini across the sparkling Pacific to the majestic West Maui Mountains. A dramatic covered entry welcomes you through a striking black magma stone courtyard, where a sculptural steel and stone spiral staircase sets the tone for the extraordinary experience that follows. Beyond, soaring walls of glass dissolve the boundaries between indoors and out, filling the home with natural light while embracing Maui's celebrated indoor-outdoor lifestyle. As the sun moves across the sky, light becomes part of the architecture, transforming the home's sculptural forms into an ever-changing living work of art from morning through sunset. Offering over 5,000 square feet of thoughtfully designed living space, the residence features four bedrooms, four and one-half baths, expansive living and dining areas, a media room, elevator, spacious multi-car garage, and two private bedroom wings that provide exceptional comfort and privacy for family and guests alike. The primary south wing offers a serene retreat complete with a spa-inspired bath, indoor and outdoor showers, walk-in closet, private lanai with coastal views, adjacent office or guest suite, laundry room, and private elevator access. The north wing features an equally impressive primary suite with sweeping ocean views, a private poolside lanai, walk-in closet, indoor and outdoor shower, and convenient access to the home's exceptional entertaining spaces. At the heart of the residence, the chef's kitchen is designed for both everyday living and unforgettable gatherings, featuring a generous island, walk-in pantry, sunken conversation bar, Miele wine refrigeration, and premium appliances. Just beyond, expansive lanais surround the striking Avant-Garde pool and spa, built-in barbecue, inviting fire pit, and multiple outdoor living and dining areas designed to celebrate Maui's year-round climate. Refined finishes throughout—including soaring ceilings, dramatic quartzite slab surfaces, custom Poliform systems, and exceptional craftsmanship—create an atmosphere of understated sophistication. Every space has been carefully curated to maximize comfort, privacy, and the home's extraordinary connection to its natural surroundings. More than a residence, this is a home designed to be experienced—where inspired architecture, extraordinary light, and breathtaking ocean views become part of everyday life. Maui, It's a Lifestyle! It's Time to Make It a Part of Yours! Listing Broker has a recorded ownership interest in the property and is licensed in the State of Hawaii.

14 Halapa Pl, Kihei

Listing courtesy of Hawaii Life (W).

2037 S Kihei Rd Unit 12, Kihei
$669,000
2 Beds ⋅ 2 Baths ⋅ 411368 MLS ⋅ Fee Simple Tenure ⋅ Kihei Parkshore BLDG.
Ocean views, an updated top-floor condo, and the most central address in South Kihei come together at Kihei Park Shore #12, directly across the street from the Cove and Kalama Park. From the kitchen to the living room and out onto the covered lanai, the ocean is your backdrop, with surfers and paddlers by day, humpback whales in season, and sunsets every evening. The home was recently refreshed in October 2026 with new luxury vinyl plank flooring, fresh paint, new ceiling fans, and brand-new appliances. Tall ceilings and abundant natural light keep the main living area bright and airy, and in-unit laundry adds everyday ease. This boutique, 16-unit fee simple complex sits in a quiet, low-density, two-story building where units rarely come to market. The grounds include an in-ground pool, and the unit comes with one assigned parking stall. Step outside and everything is within walking distance. Catch a surf lesson, paddle, or snorkel at the Cove, then stroll to the Kamaole Beach Parks. Start the morning at Kihei Caffe, stock up at Foodland or Hawaiian Moons Natural Foods, and spend evenings at the South Maui Gardens food trucks or the shops, restaurants, and night life of Kalama Village. Enjoy it as a second home, a full-time residence, or a vacation rental through the Bill 9 phase-out period. Convenience in South Maui doesn’t get better than this.

2037 S Kihei Rd Unit 12, Kihei

Listing courtesy of Compass-W.

530 Mahana Ridge St, Lahaina
$5,995,000
4 Beds ⋅ 4 Baths ⋅ 411367 MLS ⋅ Fee Simple Tenure
Located within Mahana Estates in Kapalua, 530 Mahana Ridge Street is a brand-new luxury residence awaiting its first lucky owners. Set on 1.8 glorious acres, the single-level residence features 4 bedrooms, 4 bathrooms, and 3,243 square feet of interior living space, complemented by 938 square feet of covered lanai and 452 square feet of uncovered outdoor living areas The estate is a meditation in fine living, combining seclusion, generous living spaces, and sweeping views across the Pacific Ocean to the emerald cliffs of Moloka?i. An in-ground swimming pool and spa create a private outdoor retreat framed by dramatic ocean and island views. Additional features include an 872-square-foot, three-car garage, owned photovoltaic system, and central air conditioning. With its brand-new construction, the residence presents a rare opportunity to be the first to call this beautiful Kapalua property home. Beyond the residence, Kapalua offers one of Maui’s most celebrated resort lifestyles. Mahana Estates residents benefit from an access easement through the Ritz-Carlton property connecting to D.T. Fleming Beach and nearby golf amenities. The renowned Plantation Course, championship golf, coastal trails, and luxurious Spa Montage contribute to the appeal of this exceptional community. Optional membership in the Kapalua Club provides opportunities for additional resort privileges, including spa and beach club access and preferred golf benefits, subject to membership terms. With its expansive homesite, panoramic ocean and island views, brand-new luxury construction, and access to Kapalua’s beaches, golf, dining, and resort amenities, 530 Mahana Ridge Street is ready to welcome its first owners to an extraordinary Maui lifestyle.

530 Mahana Ridge St, Lahaina

Listing courtesy of Welcome Hawaii Properties.

7 Kaiau Pl Unit 6, Kihei
$249,000
1 Beds ⋅ 1 Baths ⋅ 411365 MLS ⋅ Leasehold Tenure ⋅ Hale Mahialani BLDG.
Forget the car. Grab the paddleboard. Welcome to your own little slice of old Hawaii where mornings begin with co?ee on the lanai, the sound of waves lapping, and a two minute stroll out da’ door to the pristine sands of Charley Young Beach. No shoes required. You are right here. Right now. Hale Mahialani #6 is the jewel of Charley Young beach. A precious birds nest resting in the trees while listening to the ocean waves lap upon the shore. Enjoy the modern conveniences of stainless appliances, sand toned ceramic tile throughout and double paned windows while enjoying a nostalgic, walkable beach-town lifestyle reminiscent of Hawaii’s beach towns of yesteryear. Recent upgrades include new lanai screen door, privacy sunscreen and new freshened entrance. This is a boutique complex built in the architecturally classic Hawaiiana style. Common areas include a shared BBQ, picnic tables and exterior storage. Multiple eateries, all within walking distance and many of them are pet friendly. Rinse your dog at the beach and keep cruising. This is a leasehold complex with 10 years left on the ground lease. Monthly ground lease payments are $1,308 in addition to the very low $337 monthly HOA dues. HOA dues cover: Insurance on the building, sewer, trash, water, parking lot and grounds maintenance. Hale #6 has historically been run as a successful and beloved vacation rental but has also existed as a beloved home. Please Note: This complex is zoned A-2 Apartment, Buyers and Buyer's Agents to do their own due diligence. Barefoot. Breathe. Beach. Repeat.

7 Kaiau Pl Unit 6, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

2608 Lioholo Pl, Kihei
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 411363 MLS ⋅ Fee Simple Tenure
Completely remodeled from top to bottom, this Kihei residence pairs refined finishes with true energy independence and enjoys ocean views. Engineered hardwood floors carry through the home. The upstairs kitchen is the centerpiece, with a custom island, custom cabinetry with unlacguered brass hardware. leathered quartzite countertops. and high-end appliances under a vaulted ceiling. The new bathrooms continue the same palette of natural textures and clean lines with tiled floors. A wrap-around lanai surrounds the main living level and opens to ocean views, giving you a place for morning coffee or sunset entertaining. The attached 1 bed/ 1 bath ohana has its own kitchen, with custom cabinetry and leathered quartzite counters to match the main house. The home is also set up to run efficiently. A 10 kW owned photovoltaic system, two Tesla Powerwall batteries, and net metering reduce utility costs and keep the home powered through outages. Central air conditioning keeps it comfortable year-round. Current owner during ownership has experienced $25 electric bills with a family of 6. The home also features great outdoor entertaining space, and the current owner has a pool permit in process (9 months in) with the County. Pool plans are available for the new owner. Move-in ready, thoughtfully built out, and close to Kihei's beaches, dining, and shopping.

2608 Lioholo Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

50 Nohea Kai Dr Unit 2-204, Lahaina
$1,795,000
2 Beds ⋅ 2 Baths ⋅ 411357 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Alii BLDG.
Ka'anapali Ali'i 2-204 is one of the most beautifully appointed residences on iconic Ka'anapali Beach, combining luxurious interiors and a peaceful garden setting in the premier condominium resort in the heart of one of America's best beach resorts. While this impeccable unit is officially a one bedroom plus den with two bathrooms, it's den has been converted to a second bedroom, contributing to its excellent rental track record. Pride of ownership is evident in this superb home, as seen in its spectacular remodel where no expense was spared in creating its unique island-modern vibe. Retreat to your oversized lanai after a day of fun in the sun and you'll find its Hawaiian garden setting is as relaxing as it is private. This high-end HOTEL-ZONED unit is like no other and is truly breathtaking. The Ka'anapali Ali'i itself has enjoyed decades as the standard bearer for luxury on Maui, continually upgrading its amenities to surpass today's expectations with its lagoon-style pool and state-of-the-art fitness center. Other amenities include a poolside clubhouse, hot tubs, beachfront gas barbecue grills, clay tennis courts, a concierge to help with booking activities and the HOA fee covers all utilities including electricity. Ideally located on Ka'anapali Point, with the soft sands of Ka'anapali Beach just beyond the property, this world-famous beach community offers an abundance of shopping, dining, and activities right outside your door. Luaus, dinner cruises, snorkeling, parasailing, whale watching, surf lessons, and more are just moments away. Every luxury has been considered at Ka'anapali Ali'i 2-204, your opportunity awaits.

50 Nohea Kai Dr Unit 2-204, Lahaina

Listing courtesy of Hawaii Life (W).

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