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Listed below you will see our featured properties, [area] homes that we represent. If you are curious about any of the properties below or would like a personal tour, please contact us today. We’d love to share the features that make these homes noteworthy. If you would like to see YOUR home listed below, please give us a call at [phone] to receive a personal in-home consultation or click here to get your FREE home analysis.

Featured Properties

$2,200,000
4 Beds 3 Baths 732575 MLS
Experience refined island living at this exceptional Wainaku Farms estate, where luxury, privacy, and breathtaking ocean and Hilo Bay views come together on 4.76 acres of lush tropical grounds. This impressive 4-bedroom, 3-bathroom residence offers approximately 3,104 square feet of thoughtfully designed living space, highlighted by soaring 12-foot ceilings that create a bright, open, and elegant atmosphere. The gourmet kitchen is designed to impress, offering generous workspace and an inviting layout for everyday living, entertaining, and creating memorable meals. Step outside to enjoy the in-ground swimming pool, the perfect place to relax while taking in the ocean and bay vistas. The expansive property is home to a productive longan orchard and a variety of mature fruit trees, creating a picturesque setting that embraces Hawaiʻi's year-round tropical lifestyle. After a day spent by the pool or exploring the island, unwind in the cedar sauna and enjoy the tranquility of your private retreat. Additional features include a spacious three-car garage, generous indoor and outdoor living areas, and the rare advantage of a licensed Short-Term Vacation Rental (STVR), offering flexibility for personal enjoyment and potential income. Ideally located in the prestigious Wainaku Farms community just minutes from historic Hilo Town, you'll enjoy convenient access to shopping, dining, farmers markets, beaches, waterfalls, and local attractions while returning home to your own private estate. Combining luxury amenities, ocean and Hilo Bay views, tropical orchards, and vacation rental potential, this remarkable property is a rare offering on Hawaiʻi Island. Some of the photos have been virtually enhanced & staged.

647 Kauhiula Rd, HILO

$2,200,000
4 Beds 3 Baths 729360 MLS
Located in the desirable Kamuela Heights neighborhood, this 4 bedroom, 3 bathroom home offers 3,164 square feet of living area on a terraced 11,414 square foot lot with mountain, coastline, and garden views. Set above Waimea town and surrounded by mature landscaping and established hedging, the property combines a central location with a private setting. Natural light fills the main living level through skylights and large windows, highlighting vaulted ceilings, hardwood flooring, and gathering areas. At the center of the home, the kitchen features butcher block countertops, an island, two sinks, generous storage, and an open layout designed for everyday living and entertaining. Multiple covered lanais and outdoor seating areas create inviting spaces for dining, gardening, and enjoying the landscape. The flexible floor plan provides a variety of living arrangements. The upper level includes three bedrooms, two bathrooms, an office, a laundry room, and a bright living room with access to two covered lanais. The lower level is connected by an interior stairwell while also offering its own private entrance. This space includes one bedroom, one bathroom, a living room, a kitchenette, and a separate laundry area. Positioned to capture views of Mauna Kea, Waimea town, and toward the coast, the property offers a unique perspective from one of Hawaiʻi Island’s sought after upcountry communities. Additional features include a wood burning fireplace, built in bookshelves, vaulted and 9 foot plus ceilings, a steam shower in the primary bath, landscaped grounds, exterior lighting, storage areas, and a steel roof. Recent improvements include interior and exterior paint, refinished kitchen countertops, new carpet in the bedrooms and a renovated steam shower in the primary bathroom. Located near schools, dining, shopping, farmers markets, and recreation, this home offers space, flexibility, and a connected lifestyle on Hawaiʻi Island.

65-1252 Laelae Rd, KAMUELA

$2,195,000
3 Beds 3 Baths 731279 MLS
Perched at approximately 1,350 feet on a private one-acre parcel at the end of the road, this immaculate 2020 custom home commands an expansive, permanently protected ocean view. From this elevation the coastline reads in full detail-shoreline, surf, and the evening sunset line-with landmarks anchoring the panorama below: the fishponds, the boat harbor, and aircraft tracing the coast. Because the lot sits at the end of the road with open land beyond, the view is unblockable, and it greets you the moment you step through the front door, carrying straight through the home. Three bedrooms and 2.5 baths are arranged in a thoughtful split plan, guest rooms set opposite the primary suite for privacy. Large-format rectangular stone tile runs throughout. The designer kitchen is a true chef's delight: a gas range, a pass-through window opening to the lanai, and an exceptional amount of cabinetry for the cook who values workspace and storage in equal measure. Storage is a signature of this home-a massive pantry, generous closets in every room, and an oversized laundry room with extensive cabinetry that easily doubles as a mudroom. A full wall of Fleetwood sliding glass doors dissolves the line between interior and lanai, while a disappearing, retractable screen system makes year-round entertaining effortless. Energy independence is built in: a fully owned 45-panel photovoltaic array with four batteries (three Enphase, one Tesla) for whole-home backup, a Tesla charging station in the garage, and zoned split A/C that cools only the spaces in use. The grounds extend roughly 100 feet beyond the lawn-ample room to add a full pool and design the outdoor space to your taste. And the location earns its reputation: about ten minutes to the airport, ten to Costco, and an elevation several degrees cooler than the coast below. Close enough to everything, far enough above it to feel like a true island retreat.

73-4474 Aniani St, KAILUA KONA

$2,195,000
3 Beds 3 Baths 729781 MLS
Elevated luxury living in Iolani, showcasing panoramic 180° ocean and coastline views! Enjoy stunning sunsets, passing cruise ships, and twinkling city lights from this thoughtfully designed residence in one of Kona’s most desirable climate zones. Iolani offers a refined neighborhood atmosphere, supported by CCRs preserving quality and consistency. Well-designed 3 Bedroom + Office, 2.5 Bath hm with a split floor plan for added privacy, showcasing quality construction, refined finishes, and an open-concept living area. Two Bedrooms offer private exterior entrances from the pool area, enhancing flexibility for extended living or guests. Resort-inspired outdoor space is a true showpiece, complete with an infinity-edge soaking pool, lava rock accents, and a custom waterfall feature, complemented by a landscaped yard and garden areas. Primary suite offers a spa-like bathroom featuring a new tiled walk-in shower and a walk-in jetted therapeutic tub (aka accessible tub) with a side-entry door, hydrotherapy jets, and integrated lighting for a relaxing, spa-style experience. Highlights: • Fully Owned 32 panel 2016 PV Solar System • Outdoor Kitchen with Mini Fridge, Green Egg Smoker, EVO Propane Skillet, Solitaire BBQ • Resort-style setting, Waterfall feature & Lava Rock design accents! • Infinity-edge Saltwater spa pool aka spool • Spa Pool Heated by Solar & Propane • Engineered Wood Mahogany flooring • Expansive Lanai pocket doors for indoor-outdoor living & entertaining! • High Ceilings • Split A/C in all bedrooms • New tiled primary shower • Newly painted 2-car garage & epoxy painted flooring • Landscaped yard, irrigation, raised garden beds & patio areas • Some Furnishing Negotiable Conveniently located just minutes to shopping, dining, beaches, including Magic Sands Beach Park, Kahaluʻu Beach Park, Honl’s Beach. 76-854 N Pueo Pl Kailua-Kona 96740 MLS 729781 Tour https://show.tours/v/WDTT8Xv

76-854 Pueo Pl, KAILUA KONA

$2,195,000
3 Beds 3 Baths 725042 MLS
Are you looking for a silence in Princeville? This extraordinary, custom-built home is nestled on a prestigious cul-de-sac among other luxury residences, the home is perfectly situated to maximize privacy and enjoy tranquil green space vistas on its expansive lot. A rare side wall running the length of the property creates an incredible secluded side yard. Main Level Highlights: • Expansive great room featuring a wall of sliding windows, welcoming abundant natural light and seamless indoor-outdoor living. • Spacious, fully tiled wrap-around lanai overlooking lush green space and a private yard. • Open-concept kitchen with Thomasville cabinetry, Kohler farm sink, and new appliances, plus an adjoining laundry and an updated guest powder room. • Oversized 3+ car garage equipped with a large workbench, deep sink, outdoor shower, and extensive storage, complemented by a generous driveway apron. • Separate wing hosting two distinctive bedrooms, one with a private lanai, and a large updated bathroom with a walk-in shower. • Striking two-story foyer with double entry doors, brilliant lighting, and a focal staircase crafted with solid oak flooring. Second Level Features: • Exceptionally private primary suite surrounded by windows and space, continuing the elegant solid oak flooring. • Enjoy mountain and waterfall views from a secluded lanai—perfect for morning coffee or an afternoon escape. • Spacious walk-in closet, separate linen closet, and a luxurious spa-like bathroom with dual vanities, a double shower area, extra-large stand-alone tub, and a separate commode. This unique property is a true gem. The gardens are lush with tropical plantings, fragrant and flowering trees, and the highlight: mature, fruit-bearing avocado trees sure to delight any enthusiast. This home offers a rare blend of privacy, functionality, and natural beauty—an absolute must-see to fully appreciate its exceptional character!

4179 Liholiho Rd, PRINCEVILLE

$2,190,000
3 Beds 3 Baths 409783 MLS
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

$2,190,000
4 Beds 3 Baths 729701 MLS
Elevated above the Wailua River, this 3-bedroom, 2-bath single-level home with detached 1-bedroom, 1-bath guest house sits on a rim lot overlooking the river valley, creating a peaceful, haven-like setting. The sound of the river from the canyon below and the elevated view from this rim lot carry a stillness that is increasingly rare on Kauaʻi. Recently refreshed, the main home features custom imported tile, a resurfaced fireplace, new Bali-crafted wood railings, updated flooring, and AC throughout. Vaulted ceilings and skylights fill the space with natural light. The kitchen — Wolf range, granite countertops, generous prep space — opens to the dining nook and living area for an intuitive flow. Indoor and outdoor living come together with walls of sliding glass doors opening to the lanai. A gunite saltwater pool with a waterfall and a separate hot tub anchors the flagstone lanai, framed by mountain and canyon views. The outdoor spa-like experience is complete with a steam room and lava rock outdoor shower. The primary suite was thoughtfully reconfigured to enhance privacy and functionality. It opens directly to the lanai and includes a walk-in closet, soaking tub, and walk-in shower. Guest bedrooms are well-proportioned and positioned for comfort and separation. The detached guest house includes a private entrance, living room, kitchen, bedroom, bathroom, and backyard with elevated views. It has been fully renovated with new quartz countertops, a marble bath, and AC throughout. The property prioritizes efficiency with a photovoltaic system with EV charger hook up and a 2-car garage with added storage. It is conveniently located just minutes from Kapaʻa town, Wailua Homesteads Park, hiking, the Wailua dog park, and east side beaches.

6474 Kaahele St, KAPAA

$2,190,000
4 Beds 3 Baths 723359 MLS
Experience the magic of Kauai from this move-in ready 4-bedroom, 2.5-bath home showcasing one of the most iconic views on the island — Bali Hai and Hanalei Bay. From sunrise over the mountains to glowing sunsets on the bay, this property offers a front-row seat to the ever-changing beauty of the North Shore. Inside, the home has been beautifully maintained and thoughtfully updated. The owners installed ten new windows, removed a 12-foot slider and opened up walls to create a more spacious, light-filled interior, and added a stunning mango wood bar top that brings warmth and island character to the living space. The great kitchen provides plenty of room for cooking and gathering, while fresh paint in the interior rooms adds to the home’s clean, move-in ready feel. All of this, plus a brand new roof! Other recent updates include a new water heater, new faucets in the master bathroom, a water pressure regulator, new gutters at the front of the home, and an entirely repainted exterior with some siding and trim replaced — all ensuring lasting value and peace of mind. Outdoors, the property blossoms with fruit trees including coconut, avocado, banana, orange, lime, mango, and soursop, creating a tropical retreat just steps from your door. A large two-car garage adds practicality with ample storage and parking. Adding to its appeal, the property is located within Kauai's Visitor Destination Area (VDA), allowing for vacation rental use, including TVR, STR, Airbnb, and VRBO operations. This flexibility creates an exceptional opportunity for those seeking a primary residence, second home, or income-producing investment property. With its unmatched Bali Hai and Hanalei Bay views, 4-bedroom layout, and extensive upgrades, this home is a rare find — perfect as a full-time residence, vacation home, or investment on Kauai’s coveted North Shore. Sellers are happy to show the home to any interested Buyers!

4204 Kekuanaoa Ln, PRINCEVILLE

$2,180,000
4 Beds 3 Baths 408295 MLS
Up to 3 units total. 3 Bed 2 Bath Main Dwelling + Attached Studio Ohana + 1 Bed 1 Bath Unattached Cottage Ohana with lanais on both buildings. Maui Meadows is renowned for its awe-inspiring ocean views. Prominently situated with a single level on the hillside, you'll discover within this contemporary elegant home, a spacious living-room kitchen area that seamlessly extends to the highlight of the property, an expansive covered lanai with breathtaking views of the ocean and outer islands. Watch the boats race to Molokini in the morning, or view the whales breach while grilling dinner with family and friends. This remarkable half acre property just underwent a complete transformation. Beautifully reimagined and thoughtfully finished, the Main Dwelling provides a large chef’s kitchen with high open beam ceilings, new floors, Quartz countertops, and stainless steel farmhouse sink, perfect for gatherings. From the living-room hallway, you will pass 2 Bedrooms and 1 Bath on your way to the Primary Suite, with large en-suite bath, which provides a perfect space for modern luxury living, complete with a 4 zone mini split AC system for your comfort. For added convenience, this contemporary residence is divided into three distinct living spaces. The Attached Studio Ohana is connected to the main dwelling through a solar service and storage closet, which can be used flexibly as a fourth bedroom with en-suite bath, or as a convenient grandmother's quarter's for rental income. Additionally, the Detached 1-bedroom, 1-bathroom Cottage Ohana with a covered lanai can provide steady rental income to help with island expenses or serve as extra living area for family, with ample locked indoor storage underneath. With 3 freshly updated units, this modern half acre is a great candidate for a future CPR subdivision, a process in which the detached cottage ohana and main dwelling could be sold separately, while a third unit could be possibly designated and another permitted detached ohana dwelling built. With such a large property, the possibilities stack up quickly. Come experience the luxury of island living in this contemporary versatile residence, nestled high in one of South Maui’s most desirable neighborhoods. All this just minutes from the beach, Wailea’s world-class restaurants, golf courses, and everything that South Maui has to provide. Contact your favorite Realtor today to schedule a showing! Digital staging used in some of MLS photos.

614 Kupulau Pl, Kihei

$2,175,000
4 Beds 4 Baths 731719 MLS
KAHAKAI ESTATES 4 BEDROOM, 4 BATH, 3/4 ACRE W/POOL, SOLAR, GAZEBO ON PARK LIKE SETTING Private, gated upscale community with a park. Exceptional large lot and home in a cul-de-sac near the community park. One of the largest homes and lots in Kahakai Estates. Tropical foliage, lush lawns, palms and plumerias surround the huge level property. Avocado, Mango, Orange, Star Fruit, Pineapple. Spacious lanai and Gazebo for your al fresco dining. Pool deck surrounds the large pool with cast iron gate and fence. The property is completely fenced with a attractive iron fence & gates. Open living concept; living room opens to the dining and Kitchen with large island, granite counters, stainless steel appliances, lots of cabinets. Family area off the kitchen with slider to the lanai. 4 bedrooms plus 4 baths. The private main ensuite opens onto the lanai. The ensuite bath is complete with a walk-in-shower plus soaking, jetted tub and granite counters. The 2nd ensuite has a full ensuite bath. 2 guest bedrooms and 2 full guest bathrooms with granite counters. Great location near Kona town and Keauhou with movie theater, markets, restaurants, shops, open markets and more. Approximately 15 minutes to Kona Community Hospital. A short drive to several beaches. Other features include: 5​3 solar panels 2 large Tesla battery packs Luxury vinyl flooring throughout Designer colors Fresh paint Zebra windo​w treatment In-ground gunite pool Central A/C Fiber Optics, Spectrum, Satellite available Fenced yard and pool Lava stone walls Stainless steel appliances Private roadways​, wide road Gated community 3 acre residents park

75-107 Kamilo Pl, KAILUA KONA

$2,150,000
4 Beds 3 Baths 732033 MLS
LOCATION, LOCATION, LOCATION!! Elegant, remodeled single level home with vaulted open beamed ceilings & skylights located in a quiet setting with expansive ocean views on over an acre of land. With more than 3,000 square feet of living area, this thoughtfully designed, partially furnished home has 3 bedrooms plus an office (or 4th bedroom) & 2 baths in the main house, an oversized 3 car garage, laundry room, separate guest quarters & enclosed storage areas. Spacious open gourmet kitchen, dining area & living room with Nano (bi-folding) glass walls lead to large, covered lanai for seamless indoor/outdoor access. Featuring a 30 panel PV system with net metering, solar hot water, top of the line stainless steel appliances, gas 6 burner stovetop, custom wood cabinetry, granite countertops, kitchen island/breakfast bar, walk-in pantry & tile flooring. Primary suite with vaulted ceilings, 2 walk-in closets & attached bath with custom cabinets, double sinks & large walk-in shower. Outside the kitchen door is a covered breezeway leading to the laundry/utility room with interior access to the garage. Left of the laundry room is the entry door for the separate guest quarters with sitting & sleeping areas, kitchen area & full bath plus covered lanai with views. The large, landscaped lot has garden areas, fruit trees & a large lawn area with room for a pool. To the right of garage is a covered carport/storage area, space for RV/boat parking, covered planting area behind garage & exterior storage room. FEATURES: * Separate guest quarters or room for mom/dad * Fully owned PV system * NO HOA dues * Over 1 acres with fruit trees * Room for a pool * Oceanview * Huge 3 car garage with loft storage * Office with closet can be 5th bedroom Your own private paradise in a convenient location close to town!!

74-4908 Kiwi St, KAILUA KONA

$2,150,000
4 Beds 3 Baths 410212 MLS
Welcome to 820 W. Kuiaha Road, one of the North Shore’s most spectacular view settings. Tucked away along a private paved lane just off W. Kuiaha Road and located at 800 feet above sea level, this thoughtfully updated home captures sweeping ocean vistas, panoramic views of Haleakala and the West Maui Mountains, and even Molokai on clear days. Filled with natural light, cooling trade breezes, and views from nearly every window, its modern plantation-inspired interiors and gracious floor plan create a home with a true sense of place. At the heart of the home is a beautifully remodeled chef’s kitchen featuring shaker cabinetry, quartz countertops, a handcrafted Spanish tile backsplash, warm brushed brass fixtures, vintage-inspired milk glass lighting, and GE Café stainless steel appliances, including a dual-fuel double-oven range, vented chimney hood, and a whisper-quiet dishwasher. Begin each morning in the light-filled paneled sunroom, where coffee is accompanied by whitecaps dancing across the Pacific. In the evenings, gather around the wood-burning fireplace in the airy living room to read, play games, or watch your favorite show. The spacious main-floor bedroom suite offers its own entrance, a well-appointed beverage center with solid wood shaker cabinetry and quartz countertops, a full bath, and direct access to two lanais, making it equally well suited as guest quarters, a main-floor primary retreat, or multi-generational living. Upstairs, the primary suite has expansive ocean and mountain views, a walk-in closet, and private ensuite bath. Two additional bedrooms look out across coconut treetops to ocean and mountain landscapes, while the newly remodeled hall bath features a deep soaking tub with porcelain tile surround. An ocean-facing second-story deck is for West Maui sunsets and brilliant night skies. Features include new Milgard windows and doors, upgraded ceiling fans, a whole-house surge protector, county water, Hawaiian Telcom fiber internet availability, a composition shingle roof installed in 2017, and a fully owned 33-panel photovoltaic system with net metering and solar hot water—enhancing comfort, efficiency, and peace of mind. Outdoor living is exceptional, with over 1,000 square feet of lanai space, including two covered lanais and an approximately 935-square-foot wraparound concrete lanai. Whether entertaining friends, dining al fresco, or soaking in the soft island air, it’s a place where sunsets become part of the daily routine. The landscaped grounds feature fragrant plumeria and an abundance of mature fruit trees, including bananas, avocados, mangos, figs, starfruit, lilikoi, coconut, ulu, Surinam cherry, papaya, citrus, and more. An established permaculture orchard with rustic kiawe trellises, cultivated in richly amended soil, provides exceptional year-round growing conditions. Additional highlights include ample storage throughout, a spacious two-car garage with an EV charger and owner’s closet, private 5-bedroom septic, a fenced area for pets, and the rare combination of country privacy and everyday convenience—all just a short drive from Baked on Maui, Pauwela Market, Maui Country Supply, Haiku Town Center, Makawao, and Maui’s world-famous North Shore beaches. Deeply connected to its extraordinary surroundings, 820 W. Kuiaha Road is more than a home—it’s a place to slow down and enjoy the Maui lifestyle at its very best. This is Unit A of a CPR property and has 1.375 acres of land area.

820 W Kuiaha Rd Unit A, Haiku

$2,150,000
3 Beds 3 Baths 730471 MLS
Welcome to Nana Kai, meaning “looking toward the sea”, an exceptional Big Island community where dramatic volcanic landscapes meet the serenity of the Pacific Ocean. The "OHI'A" residence on Homesite 11 offers 2,032 square feet of thoughtfully designed single-level living. Blending Hawaiian-inspired architecture with modern comfort, this home embraces seamless indoor-outdoor living. Expansive covered lanais at the entry and rear create inviting spaces to relax, dine, and entertain year-round. The rear lanai offers a private retreat, perfect for gatherings or quiet moments in your own island sanctuary. Inside, the open floor plan flows effortlessly with three bedrooms, two luxurious baths, and a guest powder room. The primary suite is designed for privacy and comfort, featuring large windows, and a spa-inspired bath with dual vanities and a generous walk-in closet. The gourmet kitchen is appointed with quartz countertops and GE Monogram appliances, and opens to a vaulted great room filled with natural light. Expansive windows frame beautiful land and ocean views, bringing the essence of Hawaiʻi indoors. Ideally located just minutes from shopping and golf, and only 15 minutes from renowned beaches, world-class resorts, boutique shopping, and fine dining along the South Kohala Coast, Nana Kai offers both tranquility and convenience. The inaugural village will feature miles of walking, hiking, and biking trails, clubhouse amenities, and a future neighborhood commercial center, all designed to be enjoyed on foot or by bike. Offered at a special introductory price and one of a limited number of homes available at this initial release pricing, this is a rare opportunity to secure a brand-new residence at the start of this exciting new community. More than a home, it is a refined island retreat, embodying the very best of Life on the Big Island.

68-5510 Nalu Pl, WAIKOLOA

$2,125,000
5 Beds 4 Baths 730824 MLS
Located in the desirable Omao neighborhood on Kauai's South Shore, this five-bedroom, four-bath residence offers a rare combination of privacy, flexibility, and island living less than ten minutes from Poipu's beaches, dining, golf, and shopping. Set on nearly half an acre of beautifully landscaped grounds, the property offers a private setting while remaining close to the area's most sought-after amenities. Centered around a sparkling swimming pool, covered lanai, and expansive outdoor living spaces, the home embraces Kauai's year-round indoor-outdoor lifestyle. Vaulted ceilings, hardwood floors, and abundant natural light create a warm and inviting atmosphere throughout the main residence. The updated kitchen features granite countertops, stainless steel appliances, and generous cabinetry, while the adjoining living and dining spaces are designed for both everyday living and entertaining. A spacious primary suite offers comfort and privacy, while the flexible floor plan provides room for guests, family, or changing lifestyle needs. Adding to the home's versatility, a separate two-bedroom wing connected by a breezeway offers exceptional flexibility as guest accommodations, a home office, creative studio, or multigenerational living space. Additional features include a 30-panel solar system, fully fenced grounds, mature fruit trees, exterior workshop and storage space, potting area, outdoor fitness space, and a two-car garage. Opportunities to own a private retreat with usable land, flexible living spaces, and resort-style amenities mere minutes from Poipu are exceedingly rare. This property offers the space, privacy, and lifestyle that make island living so special. If you would like to tour this property there are two videos for you, copy and paste this links into a new browser window: Property Overview https://bit.ly/4186UpaRoad Virtual Walk Through https://bit.ly/4186-tour

4186 Upa Rd, KOLOA

$2,100,000
4 Beds 4 Baths 407826 MLS
Discover a peaceful west-end Molokai estate set on 5.8 acres, offering ocean views, gorgeous sunsets, privacy, and a layout designed for comfortable island living. The 2,478 sq ft main home features 4 bedrooms and 4 bathrooms, arranged with two separate 2-bedroom/2-bath wings flanking a spacious open-beam great room. Each with their own bath, and private screened lanai. The suites are semi-detached but connected through covered lanais, creating breezy indoor–outdoor living spaces perfect for relaxing, dining, or enjoying the island’s natural surroundings. The property includes an inground pool, hot tub, 3000+ sf of decking. Mature landscaping supported by an irrigation system, making outdoor areas both beautiful and easy to maintain. Recently installed in 2025, aluminum roofing throughout, boasting significant advantages with its weather resistant properties, especially coastal areas. A detached 1-bedroom, 1-bath caretaker cottage provides additional flexibility for guests, extended family, or on-site caretaker, while remaining separate from the main residence. From every room and lanai of the home, the pool, spa and decks you will be captivated by the views and sounds of the Pacific Ocean and Diamond Head, all the while being surrounded by tropical landscaping and native birdsong. It's all here waiting for you. This very special property has an incredibly relaxing, rustic and “Old Hawaiian” atmosphere.

Kalua Koi Rd Unit Lot 369, Maunaloa

$2,100,000
3 Beds 2 Baths 405873 MLS
An extraordinary highlight of this 7.76-acre, off-grid property is a secluded, natural swimming hole fed by the pristine waters of the Koukouai Stream flowing from Haleakala's slope – a rare and exceptional feature for those seeking tranquility, privacy and a connection to nature. The main residence is a three-bedroom, two-bathroom plantation-style cedar home, complete with a spacious, wrap-around, covered lanai. You’ll enjoy breathtaking ocean views and serene streamside overlooks. Adding to the property’s appeal is a private two-bedroom, two bathroom, two-lanai ohana unit, ideal for guests, extended family or a caretaker, along with a spacious shed/workshop. The landscaped grounds include a wide variety of mature decorative and fruiting trees, plus multiple fenced pastures that can be utilized for a variety of purposes. The property is a member of the Aina O Kipahulu community association, with membership rights to access and water delivery. Kipahulu is a dream destination for both outdoor enthusiasts & those seeking a sustainable lifestyle. Residents of the community have special permission to use several private easements that access the ocean, freshwater swimming spots, and scenic hiking trails. The area’s mild climate, lush vegetation, and cascading waterfalls, including the legendary Oheo Gulch, Pipiwai Trail, and 400-foot Waimoku Falls, make this area one of Hawaii’s last unspoiled treasures.

40685 Hana Hwy, Hana

$2,095,000
2 Beds 2 Baths 730474 MLS Ipuka Alahele Condominium BLDG.
Experience the best of Poipu living in this licensed vacation rental (TVR) home, ideally located just steps from world-famous Poipu Beach. Thoughtfully designed for comfort and entertaining, this 2-bedroom, 2-bathroom residence offers the flexibility of an additional office space and the seamless indoor-outdoor lifestyle that defines Kauai living. The spacious kitchen serves as the heart of the home, flowing effortlessly into a generous dining area perfect for gathering with family and friends. Expansive pocketing glass doors disappear into the walls, opening the living spaces to tropical breezes and creating a true connection between indoors and out. Each bedroom enjoys direct access to its own private lanai, providing peaceful outdoor retreats surrounded by lush island landscaping. A spacious 2-car garage offers ample storage for vehicles, beach gear, and owner belongings. Additional highlights include NO HOA FEES, providing greater ownership, flexibility, and lower carrying costs compared to many properties in the area. Whether you're seeking a vacation home (STR), an investment property, or a full-time island residence, this licensed vacation rental (VRBO) offers exceptional versatility in one of Kauai's most sought-after resort areas. Conveniently located near Poipu's beaches, dining, shopping, golf courses, and outdoor activities, this is a rare opportunity to own a successful vacation rental in the heart of Koloa. Among the single-family vacation rental homes (Airbnb) currently available in Koloa, this property also represents one of the most compelling values on the market.

2308 Kipuka St Unit 1, KOLOA

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.