$5,495,000 4 Beds ⋅ 4 Baths ⋅ 406329 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status Self Sustaining Tropical Estate and Cacao Farm - Potential for Seller Financing - Nestled between two river streams on Maui’s serene east end, this extraordinary 14.9-acre tropical estate and working farm offers a rare chance to embrace an off-the-grid lifestyle in true paradise. Designed for self-sustainability at its finest, this unique gentleman’s and ladies’ farm features a deep water well providing pristine drinking water, a powerful state-of-the-art solar energy system, modern septic systems, and acres of mature, fruit-bearing cacao trees. The land is also rich with juicy tropical fruits and vibrant flowering plants. Currently home to approximately 600 cacao trees, the property has the potential to expand up to 11,500 trees. Additionally, an adjacent 180 acres may be available, supporting up to 180,000 more trees. As global cacao production declines and chocolate prices soar, Hawaii is emerging as a prime location for cacao cultivation—making this a timely and strategic investment. Located just 600 feet from the ocean, the estate is exceptionally private and peaceful, with lush botanical surroundings, sweeping ocean views, and three separate access points. Bordered by streams and wrapped in natural beauty, this tropical sanctuary offers unparalleled tranquility, sustainability, and the luxury of living in harmony with nature. 1600 Lower Nahiku Rd, Hana
$5,250,000 4 Beds ⋅ 4 Baths ⋅ 410774 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status YOUR WAIT IS TRULY OVER! Surrounded by the world’s finest coffee groves, YOU will enjoy stunning breathtaking views of ocean, sunset, Molokai, Lanai’I & Kaanapali resort views from YOUR spacious lanai, pool, spa or inground trampoline! The private estate located at 3251 Aina Mahiai Place offers it all! Consisting of 4 bedrooms, 3.5 bathrooms & den, this home is spread across 2,698 living square feet. Additionally, the estate also offers a detached flex-structure perfect for a game room or additional storage for vehicles. Built in 2022, recent additions include pool, spa, fire-table, inground trampoline, photovoltaic & Telsa batter system, Blackstone lanai kitchen & outdoor shower. The garden boxes & rich landscaping reinforce this tropical environment. The interior improvements range from home automation to art/frame-televisions as well as new window treatments. This modern yet comfortable island decor makes for a one-of-a-kind property. Sold furnished (with exceptions). The 6-seater golf cart rides to the world-renowned Kaanapali beaches await YOU from YOUR home in Paradise! Kaanapali Coffee Farms is an exclusively gated community consisting of over 336 acres zoned agriculture. Kaanapali Coffee Farms Phase 1 consists of 51 lots ranging 4 to 7 acres Fee Simple lots with approximately 1-acre homesites. Your Time Is Now. 3251 Aina Mahiai Pl Unit 13, Lahaina
$5,200,000 5 Beds ⋅ 5 Baths ⋅ 407666 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status Nestled on 3.02 acres in the gated Puunoa community, 257 Hokiokio Place overlooks Lahaina from its gently sloping hillside setting, offering sweeping ocean and sunset views from nearly every room. Built in 2024 and now nearing completion by its owner-builder, this single-level estate blends modern design with comfortable, open-concept living. Spanning over 3,500 square feet, the home features 5 bedrooms and 4.5 baths, providing generous space for family and guests. The thoughtful floor plan captures both indoor and outdoor living, perfectly positioned to take advantage of Maui’s year-round sunshine and trade winds. While the finishing touches and landscaping are still in progress, the groundwork for a remarkable estate has been laid. Many fruit trees have already been planted, and grading is underway for future horse stables, an ideal setup for equestrian enthusiasts seeking proximity to nearby riding trails. An infinity-edge pool has been fully designed and permitted, allowing the next owner to complete this final element to their own taste. Easy bypass access ensures convenient travel around Maui and quick connection to the rebirth of historic Lahaina town below. This is an exceptional opportunity to own a newly built residence in one of West Maui’s most sought-after locations, offering expansive space, unmatched views, and a chance to put your own finishing touches on a true Lahaina legacy property. This is a residential CPR. The 3.02 acre property is lot "A". The six acre lot "C", makai of lot "A", may also be available for purchase. 257 Hokiokio Pl Unit A, Lahaina
$5,165,000 4 Beds ⋅ 4 Baths ⋅ 407481 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status Upon entering this magnificent 3,315 sq. ft. home you will be mesmerized by its spectacular panoramic due west views of the Pacific Ocean between Lana'i and Moloka'i offering colorful year-round sunsets. A remodeled masterpiece featuring vaulted cedar ceilings, Italian marble and eucalyptus wood floors, quartz countertops and sapele cabinets, just to name a few of the recent refinements of this tastefully furnished home. This most popular floorplan offers all 4 bedrooms, 3 1/2 bathrooms, living room, kitchen, outdoor living are and pool on the main level. The added bonus of an upstairs loft offers many use options, currently set up as an office/sitting area to enjoy the ocean views from the high dormer windows. A beautiful infinity edge pool with Baja steps and spa was just completed, with the entire house and pool equipment are supported by 52 solar panels and 2 Tesla batteries. This home is perched on a quiet cul-de-sac at the crest of Pineapple Hill, a highly desirable gated subdivision which offers residents a very large community/lap pool, tennis & pickleball courts, a pavilion / entertainment area, catering kitchen and barbecues. Pineapple Hill itself is located inside the 1,650-acre resort area of Kapalua's famed 23,000-acre plantation. Kapalua offers more than 100 miles of hiking trails, duck pond, bike trails, tennis center, two world famous golf courses, two five-star hotels plus five-star Montage Spa and numerous fine dining restaurants, all accessible via complimentary resort-wide shuttles. 104 Woodrose Place is a must-see home in impeccable condition, it looks and shows as if it were built yesterday. 104 Woodrose Pl, Lahaina
$5,100,000 4 Beds ⋅ 3 Baths ⋅ 734455 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status ⋅ Maluhia BLDG. Private Tropical Paradise on 4.88 Acres – Kauaʻi's North Shore Discover this beautiful custom-built 2024 home in Kalihiwai Ridge surrounded by lush greenery and a peaceful stream that winds around the property. This 4-bedroom, 3-bathroom home offers 2,152 sq. ft. of bright, open living space with vaulted ceilings, a modern kitchen, a spacious loft, and expansive covered lanais perfect for enjoying Kauaʻi's indoor-outdoor lifestyle. Property Highlights- • Modern island-style home with soaring vaulted ceilings • Spacious open-concept kitchen, dining, and living areas • Primary suite with garden views and direct lanai access • Spa-inspired bathroom with soaking tub and walk-in shower • Flexible upper-level loft for office, fitness, or recreational use • Expansive covered lanai for outdoor dining and entertaining • Installed fire sprinkler protection system • Mature ʻulu, tangerine, banana, kukui nut, avocado, and starfruit trees • Beautiful tropical flowers, mature palms, and lush landscaping • Expansive lawns and inviting outdoor gathering spaces • Detached permitted Barn that can be used as a yoga sanctuary or art studio. The Home is tucked away and is not visible from the road, gated entry, not a drive by. A unique opportunity to own nearly 5 acres of privacy, natural beauty, and modern island comfort on Kauaʻi's stunning North Shore! 5647-R Kahiliholo Rd, KILAUEA
$5,100,000 4 Beds ⋅ 5 Baths ⋅ 734004 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status ⋅ Waiulaula At Mauna Kea Resort BLDG. Spend the morning on the fairways, the afternoon at the beach, and the evening beside your own pool as the sun drops toward the Pacific. Within gated Waiʻulaʻula at Mauna Kea Resort, this single-level residence brings that lifestyle home, with four bedroom suites and sweeping ocean, golf course, and Maui views. Here, space and privacy make longer stays especially inviting. Four spacious suites, including a separate ʻohana suite, offer room to welcome guests while giving everyone a retreat of their own. Living spaces open to a covered lanai, heated pool, and spa, creating an easy flow for outdoor dining, relaxed entertaining, and quiet evenings overlooking the Kohala Coast. Tropical landscaping completes the setting. Beyond your door is the Mauna Kea experience: the beautiful white sands of Kaunaʻoa Bay and Hāpuna Beach, two championship golf courses, oceanfront tennis, pickleball, luxury spas, and dining overlooking the water. Optional membership in The Club at Mauna Kea offers access to resort amenities at Mauna Kea Beach Hotel and The Westin Hapuna Beach Resort, subject to membership terms and applicable fees. Meticulously maintained by its original owner, the residence pairs thoughtful custom upgrades with practical technology. A photovoltaic solar system with Tesla battery storage, whole-home water filtration, Sonos audio, and smart home features support comfortable, efficient island living. Yard and pool maintenance are included in the maintenance fee, simplifying ownership whether you stay for a week or settle in for the season. Vacation rental potential offers another possibility, subject to applicable approvals and requirements. For those discovering Mauna Kea, or ready for more room within a resort they already love, this residence brings together expansive views, private outdoor living, and the convenience of a lock-and-leave home. Explore the virtual tour (top-right corner button). 62-3600 Amuai Pl Unit 417, KAMUELA
$5,100,000 4 Beds ⋅ 4 Baths ⋅ 728773 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status This Kauai vacation rental is located within the exclusive Kukui’ula resort community on Kauai’s sunny South Shore, offering refined island living in one of the island’s most sought-after neighborhoods. Situated on the second fairway of the private Kukui’ula Golf Course, this 4-bedroom, 3.5-bathroom home comfortably hosts your guests. Golf course views are captured from every room, while the upper level offers distant ocean and mountain vistas. Designed in a modern plantation style, the home features a spacious open floor plan and seamless indoor-outdoor living. The chef’s kitchen includes Wolf and Sub-Zero appliances, custom cabinetry, and a breakfast nook. Three lanais extend living areas for dining and relaxation. The upper level includes the primary suite, guest suite, and media room. The lower level offers a second suite, guest bedroom, and main living area centered around a covered dining lanai. The backyard is an entertainer’s dream with a pool, spa, sun deck, BBQ, and outdoor dining area. Equipped with climate control, a 32-panel photovoltaic system, and irrigation control, the home is comfortable and energy efficient. Located in the VACATION DESTINATION AREA and offered fully turnkey, it is a short walk to the Kukui’ula clubhouse with spa, fitness, tennis, pickleball, farm, events, and golf amenities. Renovations include: • New master bathroom & built out new office in 2023 • Renovated living room fireplace in 2023 • New backyard, including a large lanai, pool, spa, outdoor kitchen, outdoor shower, outdoor eating area, landscaping, & landscape lighting in 2023 • Repainted the exterior in 2023 with three tones: soffits, siding & window trim, & doors • $1M in renovations done in 2023/24 • All renovations are permitted, including the backyard & pool/spa • Upgraded kitchen nook light fixture & dining • $150,000 Plantation Membership fee to The Club at Kukui’ula is mandatory. Welcome Home to Kukui’ula! 2739 Uluwehi St, KOLOA
$5,000,000 1 Beds ⋅ 2 Baths ⋅ 730960 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status ⋅ Secret Cove BLDG. Perched above Kauai’s most iconic stretches of North Shore coastline, this extraordinary 1.3-acre property offers the rare privilege of private access to legendary Secret Beach. The 2,076-sq-ft residence, built just 12 yrs ago and meticulously maintained by its original owner, is nestled within a lush botanical sanctuary of tropical plantings, fruit trees, and tranquil water features. At the upper level, ocean and sunset views stretch across the horizon, while expansive stone lanais and sliding glass doors welcome the island’s gentle trade winds and blur the line between indoors and out. Sapele wood flooring flows throughout the home, including the open kitchen with its custom breakfast bar. Bathrooms are finished in natural stone and tile, and a striking Sapele wood and glass spiral staircase rises beneath a dramatic pyramid skylight, creating a sculptural focal point at the heart of the home. Designed for comfort and self-sufficiency, the home is fully air-conditioned and equipped with a whole-house water filtration system, tankless water heater, and a 14-panel owned photovoltaic system. Highlights include a dedicated dance and exercise studio; a tropical outdoor shower off the half bath; copper gutters and trim, and generous storage throughout. Custom teak and Sapele furnishings are included, allowing the home to be enjoyed immediately as a refined island retreat. The property also offers exceptional flexibility for the future. Infrastructure is in place to support expansion, including underground electrical for a spa and pool. An attached 446-square-foot garage and covered carport provide ample space for vehicles and outdoor equipment suited to Kauai’s adventurous lifestyle. Offered fully turnkey, this home includes everything from a fully appointed kitchen to a well-maintained Nissan Juke housed in the garage. Concept plans created by the original designer, an established local Kauai architect, are available to expand the home into 3-bedrooms, 3.5-baths. 2874-A Kauapea Rd, KILAUEA
$4,999,999 2 Beds ⋅ 3 Baths ⋅ 409543 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status Discreetly positioned off Kula Highway, the approach reveals very little. A winding drive. A narrowing road. Then, through the trees, a freshly painted 1933 guest cottage quietly appears, a subtle introduction to what lies ahead. A whisper of what came before. Keep driving. The landscape begins to unfold. And then you arrive. A refined modern architectural private retreat. Exposed beams. Oak floors. Walls of Andersen windows drawing the landscape inward from every direction. Once cattle ranch land, these twenty-two rolling acres of open pasture and mature eucalyptus and jacaranda have evolved into one of Maui’s most distinctive private estates. Deer move effortlessly through the golden afternoon light. Birdsong replaces background noise. The silence here feels restorative, the kind that settles into you. The former owner named it Pheasant Ridge for good reason. Originally built in 2001 and thoughtfully reimagined in 2019, the main home was designed for a deeply intentional way of living. The open-concept kitchen, dining, and living spaces flow together in one expansive, light-filled room anchored by a fireplace and framed entirely by the land beyond. The primary suite faces Haleakala. The guest suite offers its own en-suite bath and soaking tub worthy of a primary retreat. This is not beach Maui. The air is cooler. The light lingers longer. Life moves at its own pace. Evenings call for the warmth of a fireplace, and there will be evenings worthy of it. A Pilates studio occupies the garage. A separate she - shed is settled into the surrounding landscape. AG zoning and open pasture invite horses, livestock, or simply the freedom of open land returning to its natural purpose. 8515 Kula Hwy, Kula
$4,999,000 4 Beds ⋅ 4 Baths ⋅ 733281 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status Set behind the coveted “Makai” ocean side gates of the legendary Mauna Kea Resort, Fairways North #22 is a sanctuary crafted for those who value privacy and design, on Hawaiʻi’s most storied coastline. Just moments from the iconic Mauna Kea Beach Hotel and the white sands of Kaunaʻoa Bay, this residence enjoys one of the most desirable locations in the resort. • Host with style in the gourmet kitchen and expansive open-concept living spaces • Unwind by to a private pool, cedar sauna and two outdoor showers or soak beneath the stars in the serene tub. • Offer guests the comfort of a separate pool house complete with kitchenette • Appreciate interior finishes of marble, hardwood and basalt stone • Savor panoramic views of the Pacific, Maui, Kohala Mountains, and the Mauna Kea Golf Course Meticulously maintained by Mauna Kea Residences, the on-site management team. Ownership includes the opportunity to join the Club at Mauna Kea, granting privileged access to 2 championship golf courses, oceanfront tennis, fine dining, and two of Hawaiʻi’s favorite beaches, This opportunity comes at a pivotal moment: the resort itself is undergoing a $240+M reimagining, to be unveiled in late 2025. The transformation includes redesigned guest rooms and suites, revitalized dining venues—including the legendary Manta restaurant—and the debut of a world-class destination spa with infinity pool, open-air treatment rooms, a full-service salon, and enhanced fitness center. The famed Mauna Kea Golf Course has also being re-envisioned, to elevate the resort's enduring legacy as one of Hawaii's premier destinations. 62-3459 Aloalii Pl, KAMUELA
$4,999,000 2 Beds ⋅ 1 Baths ⋅ 408461 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status Also listed as Commercial-For sale - MLS# 408462. Best Mixed Use, Turnkey business/residential complex, Landmark & Iconic Maui, HI property. $26K/mo. existing & diversified residential & commercial rental income with 5,000sf commercial space and 1800sf residential space currently leased with 100% occupancy. Multiple very profitable business opportunities grossing over $1.2mil/yr. Additional rental and business income being added. This property is way less than free!! Subdividable and CPRable. Exceptional, 360 deg views in perfect weather, very affluent Lower Kula area of $2-15mil homes. This growing area needs more business development with a huge upside potential in the near future. Destined to be a possible $40mil project-mixed use condos, medical plaza, hotel/restaurant, or Kula Town Center. Purchase now at a high cap rate and realize your future income ambitions with this unique offering in Paradise. Almost an acre, all utilities, 2 water meters, level and all useable. Over $150K in repairs/upgrades recently. Owner or SBA financing with best terms available. 1031 Exchange, Sale Leaseback, or Lease Option possible. More info/pics at Loopnet.com and Bizbuysell.com. Do Not Disturb businesses/tenants. Shown by appt only. Beware!! Vicious guard dog on site 24/7. You will not find a better, more lucrative deal Anywhere! 3135 Lower Kula Rd, Kula
$4,999,000 4 Beds ⋅ 5 Baths ⋅ 406460 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status Contemporary aesthetics define this gorgeous new home in Ka'anapali's Lanikeha community. This elegant new 4-bedroom, 5-bathroom home boasts 3,691 sq. ft. of living space, 956 sq. ft of covered lanai space, a 104 sq. ft. covered entry, and 1,298 sq. ft. of double-garage space: that's two separate, two-car garages - a rare and highly desirable feature for added flexibility and storage! The finishes in this new construction are luxury-class, featuring elegant tile and stone throughout, custom wood cabinetry, refined bathroom fixtures, and best-in-class kitchen appliances. From the entry, the home draws you into the Great Room and out to stunning ocean and outer-island views, which are protected by the community’s CCR roof-height restrictions. The Great Room and kitchen open onto the covered lanai; this functional and beautiful space lends itself to classic indoor-outdoor Hawaiian resort-style living. Outside, the lanai provides ample shaded space for dining, with an infinity-edge pool and jetted spa just beyond. The design allows bathers and those relaxing outside to take in the stunning ocean views from every angle. A built-in barbecue area complements the lanai amenities, making it ideal for entertaining and everyday living. The home features two wings that flank the Great Room, each housing bedrooms and amenities. On the left side is the Primary Suite wing, complete with an ocean-facing, private, covered lanai and a spacious bathroom; a second guest room is also located in the Primary wing. The right wing is home to two additional guest rooms; an ocean-facing bedroom also boasts a private covered lanai. The lucky owners of this new home will enjoy stunning views of the outer islands of Lanai and Molokai, as well as arguably the best sunsets on Maui year-round. During the winter, you will be treated to the magical sight of Hawaii's famous humpbacks breaching in the blue Pacific. While you will enjoy living inside a gated community, you are also just minutes from some of Maui's best beaches, restaurants, and shopping in the Ka'anapali Beach resort area. The property is offered furnished. Furnishings included in the sale are subject to an inventory list to be provided by Seller. Be the first to live in this Maui dream designer property that's been three years in the making! 44 Loli'i Pl, Lahaina
$4,995,000 4 Beds ⋅ 4 Baths ⋅ 411128 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status AN ESTATE WITHOUT EQUAL. A SETTING BEYOND COMPARE: VILLA ROCAVALLO: A Tuscan-Inspired Estate in the Heart of Maui’s Ulupalakua Wine Country...Welcome to VILLA ROCAVALLO, a rare and refined estate nestled on over 3 pristine acres in the peaceful uplands of Ulupalakua, just above the world-renowned Makena Golf & Beach Club. Perched at a sublime 1,300-foot elevation, this triple-gated sanctuary offers an extraordinary fusion of Old World Italian charm and the raw, breathtaking beauty of Maui. As you arrive through stone walls and lush landscaping, you are immediately transported to the rolling hills of Tuscany - yet the horizon reveals the sparkling Pacific, with unobstructed views of Molokini, Kahoolawe, Lanai, and Molokai. From sunrise to sunset, the views are cinematic. Residence | 4 Bed | 4 Bath + Media Loft | plus Garage Structure equal ~3,667 sq ft., all of central ducted A/C throughout. Step inside to soaring open-beamed ceilings, wide-plank hardwood floors, and sun-drenched interiors designed with intention and elegance. The home exudes warmth and sophistication, blending Tuscan farmhouse style with clean, contemporary lines and high-end finishes. Gourmet chef’s kitchen with white shaker cabinetry, oversized blue fusion quartzite island, and premium Thermador appliances, Open living and dining areas with walls of glass that flow seamlessly to outdoor terraces, Ocean-facing primary suite with private lanai and spa-like bath, Spacious guest rooms and a media loft ideal for work or relaxation. Outdoor Living | ~3,600 sq ft of additional Covered + Uncovered Space. True to its Italian inspiration, the estate is designed for al fresco living and entertaining on every scale: Heated saline pool and spa with panoramic views, Outdoor kitchen and cabana bath, Separate guest suite with private entrance and living space, Manicured gardens with bougainvillea, olive, cypress, and jacaranda trees, and peaceful views that stretch across the islands and down to Maui’s South Shore. Available for sale completely furnished (with exclusions) on separate Bill of Sale. Sustainability & Infrastructure... This estate is not only beautiful—it is self-sustaining and thoughtfully equipped: 60 owned solar PV panels with 12-battery storage + grid tie-in to MECO, Private water well, Cummings diesel generator, and Detached structure with 2-car garage, second laundry room, and storage/gym. A Legacy Property | 3-Lot CPR on 8.575 Acres (Available Individually or Together): Offered here is Lot C, the main residence on a 3.048 acre parcel. Buyers also have the opportunity to acquire: Lot A (2.109 acres): Improved as future Ohana unit; Lot B (3.111 acres): Vacant grazing pasture. Each parcel features triple-gated access and private water, offering ultimate privacy and flexibility. Listor is owner. 1521 Kanaio-kalama Park Lot C Rd, Kula
$4,995,000 3 Beds ⋅ 2 Baths ⋅ 410634 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status OCEANFRONT LIVING, NORTH SHORE STYLE. Some oceanfront homes give you a view. This one makes the ocean part of everyday life. Set beside Tavares Bay, just minutes east of Paia, 465 & 467 Hana Hwy combine an oceanfront main residence, private guest cottage and additional approx. 6,000 SF adjacent parcel into one exceptional North Shore retreat. From the moment you enter, the Pacific draws you through the home, filling the living and dining spaces with blue water, horizon and light. The Pacific is the backdrop, the surf is the soundtrack, and the home creates an effortless connection between indoor and outdoor living. Treasured as the owner’s retreat for over twenty years, the light-filled, furnished, single-level main residence offers 2,072 sq. ft. with 3 bedrooms and 2 baths. Imagine waking to the sea and ending the day to the gentle lull of the waves. Vaulted natural wood ceilings, crisp white enameled beams and travertine floors create a warm, natural palette throughout the home, complemented by granite counters, soft-close cabinetry, stainless-steel appliances and central A/C. Renovated in approximately 2004 and updated in 2018, expansive windows keep the ocean ever present throughout the home. The ocean-facing primary suite opens to a private outdoor seating area. Its spacious en-suite bath features a walk-in closet, floor-to-ceiling stone-tiled open shower, private outdoor shower and soaking tub. Outside, the grounds have been artfully nurtured over time. Mature tropical landscaping, including ginger, heliconia, plumeria and abundant foliage, creates privacy and the feeling of an established Hawaiian garden. Panoramic Pacific, West Maui Mountain, Molokai and Sunset Color views surround the property. Here, the ocean becomes part of the rhythm of the day. Look toward Tavares Bay to see what the swell is bringing, head down to the beach, or simply stay home and watch the ocean change throughout the day. A separate guest cottage, thoughtfully divided into two independent studio accommodations, adds another dimension to the property. Studio One features a wet bar and full bathroom, while Studio Two includes a full kitchen and full bathroom. The cottage creates inviting possibilities for guests or extended family while maintaining comfortable separation from the main residence. Together, the two parcels total 18,988 sq. ft., nearly half an acre adjacent to Tavares Bay. The included adjacent vacant parcel has its own water meter and expands the possibilities of the property, offering additional space to shape it around your own vision for the future. Two parcels. A private guest cottage. Nearly half an acre beside Tavares Bay. Thoughtfully established tropical grounds. And at the heart of it all, a home where the Pacific is part of how you live. 465 & 467 Hana Hwy, Paia
$4,995,000 5 Beds ⋅ 4 Baths ⋅ 732424 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status Welcome to 3938 Namakeha Loop, a luxury residence in the heart of Princeville offering the perfect balance of island elegance, comfort, and resort-style living. This beautifully designed five-bedroom plus extra room for a flex space home features spacious living areas, quality finishes, and indoor-outdoor living ideal for entertaining or relaxing with family and friends. A dedicated theater room provides the perfect space for movie nights, while the open-concept great room flows effortlessly to the backyard retreat. The extensively upgraded pool and spa create a spectacular focal point, featuring a waterfall cascading from the elevated spa into the pool below. Surrounded by tropical landscaping and generous outdoor living spaces, this private oasis captures the essence of Kauai living. The thoughtfully designed floor plan offers spacious bedrooms, inviting gathering spaces, and the flexibility to accommodate family and guests with ease. Ideally located just minutes from Princeville’s golf courses, beaches, dining, shopping, and the breathtaking North Shore coastline, this home provides convenient access to the very best of Kauai. Multiple vacation rental income pro forma indicate the potential for more than $500,000 in annual gross rental revenue. Buyers should independently verify all vacation rental regulations, and projected income potential. An extensive list of upgrades and work has been done to this beautiful property! This is an extraordinary home in one of Kauai’s most desirable resort communities. Bedroom count may differ from public record. The information herein may contain inaccuracies and is provided without warranty or guaranty of any kind. Agents and Buyers must independently verify any info they deem material or important to their purchase or any offered price thereunder. Square footage, room, bathroom count should be confirmed by an appraiser. Video available above in the media toolbar. Mahalo 3938 Namakeha Lp Unit 1, PRINCEVILLE
$4,995,000 4 Beds ⋅ 5 Baths ⋅ 404626 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status Elevated design meets serene island living in this architectural triumph within the esteemed double-gated Lanikeha community in the Ka'anapali Golf Estates. This 4-bedroom, 5-bathroom residence spans 3,710 square feet of interior space, offering a harmonious blend of contemporary luxury and timeless Hawaiian elegance. From the moment you enter, you'll be captivated by the expansive, light-filled layout. High ceilings and wide-plank white oak flooring create a seamless flow throughout the home. The gourmet kitchen boasts a Miele refrigerator, a Wolf range, dual dishwashers, and a thoughtfully designed pass-through window connecting to the outdoor kitchen and BBQ—a feature crafted for effortless entertaining. Nearly 1,000 square feet of covered lanai beckons you to savor meals and tranquil moments while soaking in panoramic ocean and outer-island views. Just beyond, the stunning in-ground pool boasts a Baja shelf and an oversized hot tub—a true retreat designed for relaxation and indulgence. Practicality meets luxury with features such as a three-car garage, two-zone central air conditioning, and Hana Hou Builders' signature attention to detail. Each element of the home has been meticulously curated to enhance your elegant living experience, including the landscaped grounds that complement the home's modern aesthetic. You are within 5 minutes of Kaanapali Beach and Whalers Village shops. You are also a stone's throw away from the Ka'anapali Golf Courses, while the PGA Plantation Course in Kapalua is just a 15-minute drive. Lanikeha owners also enjoy access to a fabulous community clubhouse with a fitness center, billiards, and a beautiful infinity-edge pool. This move-in ready, new luxury residence exemplifies elegant contemporary island design. Its flawless design, functionality, and perfect location make it an extraordinary opportunity to open the door to the ultimate Ka'anapali resort-style living. 837 Anapuni Loop, Lahaina
$4,988,000 3 Beds ⋅ 4 Baths ⋅ 409685 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status Poised within a prestigious oceanfront community, but positioned without the front row real estate price premium, 10 Hui Road E is a fully updated, multi-level estate that combines dramatic ocean views with a protected location. Just steps back from the shoreline, the property captures elevated Pacific views and year-round sunsets. The residence has undergone a comprehensive renovation featuring high-end fixtures and finishes throughout. The main level centers on an open-concept kitchen equipped with custom cabinetry, countertops, and premium integrated appliances. Stone flooring runs through the living spaces, where large glass sliders open to a spacious covered lanai, a flat green lawn, and newly cleared landscape corridors designed to maximize the ocean view. Truly an indoor-outdoor lifestyle dream. The 3,175-square-foot floor plan provides excellent separation of space. The main floor hosts two private guest en-suites. The entire second level is dedicated to the primary suite, which includes a gracious ocean view deck, a custom walk-in closet, and a stone-finished bathroom with a soaking tub and dual vanities. The home is situated just south of the luxury Kapalua Resort, providing quick access to world-class golf courses, fine dining, shopping, tennis, and pickleball. It is offered exquisitely furnished, ready to move right in to your Maui Beach Home. 10 Hui Rd E Rd, Lahaina
$4,985,000 4 Beds ⋅ 6 Baths ⋅ 733602 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status Newly completed custom construction in Poipu Beach Estates, set on an expansive 35,309-square-foot homesite in the heart of Kauai’s South Shore. The residence provides approximately 3,626 square feet of interior living space with 4 bedrooms, 5 full bathrooms and 1 half-bath, and is offered partially furnished with new, high-end furnishings. Extensive covered outdoor living areas, a private pool, and large openings throughout the home create a seamless connection between indoors and out, taking full advantage of Kauai’s year-round climate. Thoughtfully oriented around the property itself, the home considers natural trade winds, sunset exposure, and the openness afforded by its expansive setting. Clean, timeless architecture, quality materials, custom finishes, and attention to detail are complemented by zoned split-system air conditioning, wiring for surround sound, EV charging, an automatic backup generator, on-demand water heaters, and connection to the public sewer system. Poipu Beach Estates combines a residential setting and generous homesites with exceptional access to the Poipu resort area. The Shops at Kukui‘ula, Poipu Shopping Village, Kiahuna Golf Club, dining, shopping, and some of the South Shore’s best beaches are nearby, with many of Poipu’s resort-area amenities close at hand. The oversized homesite provides a sense of space increasingly difficult to find this close to the heart of Poipu. Located within Kauai’s Visitor Destination Area (VDA), the property offers flexibility for use as a primary residence, second home, or potential vacation rental. With new construction, more than 35,000 square feet of land, a private pool, extensive indoor-outdoor living, modern amenities, and a location within one of Poipu’s established residential communities, this is a unique offering in today’s South Shore market. 2638-B Halalu St, KOLOA
$4,975,000 4 Beds ⋅ 5 Baths ⋅ 409156 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status Located within the prestigious gated enclave of Pineapple Hill in the world-renowned Kapalua resort, 620 Silversword Drive represents a rare offering in one of Maui’s most exclusive communities. This impeccably maintained 4-bedroom, 4.5-bath residence has been substantially remodeled and is in flawless, move-in-ready condition, including a new roof with photovoltaic and Tesla battery. Perfectly positioned to capture unobstructed panoramic vistas, the home showcases breathtaking sunset views that stretch across the Pacific, widely considered among the finest in Kapalua. The seamless indoor-outdoor living experience is designed to embrace Maui’s natural beauty, with large backyard ideal for entertaining or quiet relaxation. Residents enjoy privileged access to Kapalua’s top-notch amenities, including championship golf course, full-service spa, tennis and pickleball facilities, and a collection of exceptional dining experiences. Pineapple Hill is known for its privacy, elegance, and elevated lifestyle, making it one of Maui’s most sought-after luxury communities. This is a rare opportunity to own a turnkey home in a premier location, where refined island living meets unmatched views and world-class resort amenities 620 Silversword Dr Unit 26, Lahaina
$4,950,000 3 Beds ⋅ 3 Baths ⋅ 410375 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status Perched within the prestigious double-gated enclave of Lanikeha in the Ka‘anapali Golf Estates, this exceptional fully furnished single-level residence was thoughtfully designed to showcase one of West Maui’s most captivating panoramas. Framed by breathtaking views of the Pacific Ocean, the neighboring islands of Lana'i and Moloka'i, and spectacular sunsets throughout the year, the home offers an effortless blend of timeless craftsmanship, modern technology, and the relaxed elegance that defines luxury island living. From the moment you enter, soaring vaulted Tigerwood ceilings, exquisite Sapele wood trim, and impressive 8-foot solid Mahogany doors create an immediate sense of warmth, scale, and refinement. Every finish has been carefully selected, resulting in a residence that feels both sophisticated and inviting. An integrated whole-home audio system provides the perfect soundtrack whether enjoying a quiet evening or entertaining family and friends. Designed for those who appreciate both beauty and functionality, the gourmet kitchen features premium Bosch appliances, a Liebherr refrigerator and freezer, and an open-concept layout that keeps the spectacular ocean views front and center. Whether preparing a casual breakfast or hosting sunset dinners, the surrounding scenery becomes part of every experience. The primary suite serves as a private sanctuary, offering a spa-inspired bath complete with both indoor and outdoor showers. The outdoor shower is a true work of art, highlighted by an extraordinary solid granite slab that transforms a daily routine into a uniquely luxurious experience. Modern convenience is seamlessly integrated throughout the home with Legrand smart lighting and fan controls, voice-activated motorized lanai screens, multi-zone air conditioning, and advanced home automation. Sustainability is equally impressive, with 33 owned photovoltaic solar panels paired with three Tesla Powerwalls, providing exceptional energy efficiency and peace of mind without sacrificing comfort. Beyond the residence itself, Lani?keha offers one of Maui’s most desirable lifestyles. Situated behind two private gated entrances within a golf cart-friendly community, owners enjoy the convenience of leaving the car behind for many of life’s daily pleasures. A short golf cart ride leads to world-renowned Ka‘anapali Beach, Whalers Village, championship golf, oceanfront dining, upscale shopping, tennis and pickleball facilities, luxury resorts, and countless recreational activities. West-facing and perfectly positioned between the islands of Lana'i and Moloka'i, the home captures mesmerizing sunsets nearly every evening, while seasonal whale watching becomes part of everyday life during the winter months. Combined with West Maui’s remarkably temperate climate—widely regarded as one of the finest anywhere in the world—this extraordinary property offers an unparalleled opportunity to experience the very best of island living. 24 Lolii Pl, Lahaina
$4,950,000 2 Beds ⋅ 2 Baths ⋅ 729851 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status Steps to the sand - low priced in Hanalei. This is a fixer upper ready for you to put your personal stamp on your own piece of Hanalei. The location on the corner of Weke Road and Hee Road can't be beat. A 60 second stroll puts your feet on the sandy shore of Hanalei Bay. Experience world class surfing in the winter, gentle boogie-board combers in the summer. Need groceries, looking for dinner out? Three blocks away brings you into Hanalei town. Hanalei is the place to be. Don't miss this opportunity. Property sold AS IS, WHERE IS. All offers must include an AS IS Addendum. Sellers reserve the right to structure this sale as a 1031 Tax Deferred Exchange, at no cost to the buyer. Price is set to attract offers. 5404 Weke Rd, PRINCEVILLE
$4,950,000 3 Beds ⋅ 3 Baths ⋅ 408178 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status Breathtaking panoramic ocean views greet you the moment you step through the doors of 232 Crestview Road, located within the highly sought-after, gated community of Pineapple Hill Estates at Kapalua. This luxurious single-level residence spans 3,354 square feet of interior living space and is set on a large half acre lot. The property is ideally positioned at the end of a quiet cul-de-sac, nestled between two vacant lots offering exceptional privacy and the potential for further expansion. The home features three bedrooms and three bathrooms plus a bonus room adjacent to the 2 car garage, with thoughtfully designed living spaces that open seamlessly to spacious lanais. Highlights include a designer walk-in closet in the primary suite, a Jacuzzi soaking tub, state-of-the-art appliances, Ubatuba granite countertops, cherry wood cabinetry, a fireplace, ceramic Moro Italian wood like floor tiles and elegant finishes. Outdoor pleasures include a large lap pool and spa adorned with luxurious Monier tile imported from Switzerland, creating a true resort-style experience. Recent improvements include a upgraded AC and Lutron Smart home system installed in 2025. Ownership in Pineapple Hill Estates provides access to premier amenities including a private clubhouse, swimming pool, tennis courts, and pickleball courts. The surrounding Kapalua resort area is home to the world-famous Plantation golf course, scenic hiking trails, and renowned five-star resorts such as Montage Kapalua Bay and The Ritz-Carlton. A variety of acclaimed restaurants offer both local flavors and world-class dining experiences. Offered fully furnished, this exceptional home presents a rare opportunity to own a private piece of paradise—ready for your personal touch and perfectly suited for embracing the refined elegance of luxury island living. 232 Crestview Rd, Lahaina
$4,950,000 4 Beds ⋅ 2 Baths ⋅ 408089 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1606 and 1598 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition. 1606 Halama St, Kihei
$4,950,000 3 Beds ⋅ 3 Baths ⋅ 408090 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1598 and 1606 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition. 1598 Halama St, Kihei
$4,950,000 3 Beds ⋅ 3 Baths ⋅ 725861 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status One of the best locations in Hanalei. Set in the quiet, cul-de-sac at the end of coveted Weke Road, this well maintained, clean and simple family home at 5527 Weke Road is located just steps from the iconic crescent beach of Hanalei Bay. Across two levels, this peaceful 3 bedroom, 2 bathroom home also offers open living areas for relaxing or entertaining and sits surrounded by lush mountains and pristine waterfalls. With its proximity to Hanalei town center, as well as the beach and waves of Hanalei Bay, this is a true Hanalei lifestyle property. Known for its stunning natural beauty, laid-back atmosphere, and vibrant cultural scene, Hanalei offers a lifestyle that's hard to find anywhere else. In addition to its outdoor attractions, Hanalei is home to a thriving arts and culture community. The town has a number of galleries and boutique shops showcasing the work of local artists, as well as a weekly farmers' market throughout the year. Outdoor pursuits, including swimming, kayaking, surfing, hiking and snorkeling, are all conveniently accessible and world class golf and tennis facilities are located just ten minutes away in Princeville. This is a rare opportunity to own a home in one of the most prized locations on Kauai. 5527 Weke Rd, HANALEI