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$2,695,000
4 Beds ⋅ 4 Baths ⋅ 731565 MLS ⋅ ['Fee Simple'] Tenure
Tucked along a private lane off Iole Road in North Kohala's historic Bond District, this 5.5-acre estate offers a rare combination of privacy, natural beauty, and country elegance. Surrounded by mature trees, lush gardens, productive macadamia orchards, and neighboring the 2,400-acre Iole Stewardship Center, the setting is peaceful and truly one of a kind. The thoughtfully designed single-level main residence offers three bedrooms, three full bathrooms, and a private office near the entry. A welcoming covered entrance and handcrafted wood front door create a warm first impression. Inside, cathedral ceilings, a gas fireplace, recessed art niches, and generous natural light enhance the home's inviting atmosphere. The spacious primary suite features multiple closets, dual vanity areas connected by a large walk-in shower, and direct access to a private outdoor shower. At the heart of the home, the kitchen is equipped with granite countertops, stainless steel appliances, a gas range, and an elevated breakfast bar. An enclosed lanai with expansive windows serves as an additional living space, overlooking the orchard and beautifully landscaped grounds. Complementing the main home is a versatile two-story guest house. The lower level features a kitchenette, dining area, full bathroom, spacious workshop with dual garage doors, and ample storage. Upstairs, a private guest bedroom and living area provide a private retreat complete with a large walk in closet and a covered lanai that captures distant ocean vistas and views of Haleakalā on neighboring Maui. The property is home to over 100 macadamia and fruit trees, creating an idyllic agricultural retreat. Additional features include an attached two-car garage, mudroom, carport, irrigation catchment system, custom storage shed, and access to a private water system. A rare North Kohala offering where craftsmanship, functionality, and the beauty of Hawaiʻi come together.

53-532 Iole Rd, KAPAAU

Listing courtesy of Hawaii Life.

$998,000
8 Beds ⋅ 6 Baths ⋅ 731963 MLS ⋅ ['Fee Simple'] Tenure
This property has two (2) beautifully remodeled homes on upper Kynnersley Road in Kapaau offer exceptional income , all set against expansive ocean and lush tropical forest views. With a total of five separate living spaces, this unique property provides the flexibility to live in one unit while generating rental income from the others. Both homes have been thoughtfully renovated from the ground up, featuring new flooring, updated kitchens with modern appliances, new cabinetry, refreshed bathrooms with new tub and shower enclosures, updated toilets, interior and exterior paint, doors, and more. Designed with versatility in mind, the layout supports extended family living or multiple income-producing units. Front Home (Units 1 & 2): Two well-designed 2-bedroom, 1-bath units, each with a private entrance. The units share a washer and dryer located in the downstairs utility room. The property includes a one-car carport, an additional parking space, and a pleasant front yard. Back Home (Units 3, 4 & 5): Reconfigured into three separate living spaces: Unit 3: Spacious 3-bedroom, 1.5-bath residence with a large lanai, two-car carport, fully remodeled interior, comfortable bedrooms, and beautiful ocean views. The primary bedroom also features its own private lanai. Unit 4: Private studio with ocean views and a single parking space at entrance to the unit. Unit 5: Approximately 450 sq ft studio with bathroom and kitchenette—ideal for guests, extended family, or additional rental income. Whether you're seeking a strong investment property or a flexible living arrangement with income potential, this rare offering delivers. Live in one and rent the others—rental income may offset a significant portion of your mortgage payment. Priced below current appraisal and easy to show

54-2378 Kynnersley Rd, KAPAAU

Listing courtesy of Hawaii Luxury Real Estate.

$1,550,000
4 Beds ⋅ 5 Baths ⋅ 731288 MLS ⋅ ['Fee Simple'] Tenure
Nestled at the end of a quiet cul-de-sac in peaceful Hawi, this unique 3 bed, 3.5 bath, 3,164 sq. ft. residence offers privacy, ocean views, and a flexible layout perfect for those seeking space, creativity, and connection to nature. Surrounded by mature trees, the property feels secluded while remaining just minutes from town amenities. The two-story main home is architecturally striking, designed as two interlocking octagons, maximizing natural light and airflow. Inside, you'll find an updated kitchen with cherry cabinetry and a gas stove, a bonus room ideal for an office or studio, and two ensuite bedrooms—including one with a bathroom featuring a roll-in–style shower with ample clearance that may accommodate wheelchair access. Buyer to verify suitability for their specific needs. A fireplace in the primary suite, multiple skylights, and solar power add warmth, efficiency, and island charm. An exterior lift provides alternate access to the second floor. Above the oversized garage/workshop, a 1 bed / 1 bath apartment offers vaulted ceilings, skylights, and a full kitchen. A separate unpermitted one-room “cottage” with its own bathroom offers additional flexibility as an office, retreat space, or overflow quarters. With 2.36 acres of usable land, endless potential for projects, and a rare sense of peaceful seclusion, this Hawi property is a true Big Island gem.

56-827 Waiolu Pl, HAWI

Listing courtesy of KW Big Island.

$1,720,000
729620 MLS ⋅ ['Fee Simple'] Tenure
Set privately along the lush landscape of North Kohala, this remarkable 17-acre parcel offers a rare opportunity to build your island retreat while benefiting from the extensive groundwork already completed by the current owner. They have made substantial investments in both infrastructure and land improvement, dedicating considerable resources and hands-on stewardship to enhance the property's accessibility, usability, and overall value. Extensive clearing, roadwork, and trail creation now provide access throughout much of the 17-acre parcel, allowing buyers to fully appreciate and utilize the land's diverse features. A beautifully cleared approximate 1.5-acre homesite is already in place, positioned to take advantage of the property’s peaceful privacy along with stunning ocean, Maui and mauka views. Two established orchards featuring avocado, citrus, mango, and ulu trees add to the property’s charm and agricultural appeal. Infrastructure improvements provide an excellent head start. County water service is already in place with an installed water meter and underground irrigation piping, while underground HELCO electric and cable services are available along the private paved roadway. The property also features an existing connection to the historic Kohala Ditch system, which once delivered mountain water throughout North Kohala's agricultural lands. While it is currently inoperable, the existing infrastructure may present future opportunities for agricultural use. Buyers are encouraged to conduct their own due diligence regarding the status, availability, and potential future use of ditch water. With a blend of usable land, natural beauty, mature fruit trees, and significant preparation already completed, this North Kohala property presents an exceptional opportunity to create a private estate, agricultural getaway, or future dream home in one of Hawai‘i Island’s most treasured communities.

54-1749 Paipo Kane Rd, KAPAAU

Listing courtesy of Hawaii Life.

$1,275,000
728351 MLS ⋅ ['Fee Simple'] Tenure
This very special 15.436 acres of land is in the farm and ranching community of East Honopueo in the town of Kapaau, District of North Kohala on the Big Island of Hawaii. Many people say this is the most beautiful dirt and scenery on the Island. This lot is only five minutes from the center of town and nestled alongside 100’s of acres as far as the eye can see of rolling green pastures, fruit and avocado farms and cattle ranches. A bucolic, pastoral poem with contrasting blue ocean horizons and the island of Maui bursting into view, larger than life on a clear day. The 15.436 acres, now identified as LOT 2A SEE ATTACHED SURVEY AND SURVEY REPORT by Wes Thomas Associates – Land Surveyors, is the result of a recent consolidation and re-subdivision of two lots and has been fully approved by the County, surveyed, fenced in its entirety with two entry gates at two different locations making internal access easy. County water already installed. The final plat map, payment and all required letters of authorization and Tax Clearance along w/other required/pertinent docs have been submitted and approved - see attached document. Population of Kapaau is approximately 2,000 and the area has historic significance as being the birthplace of King Kamehameha. The town of Kapaau is quaint and lovely with a bakery/cafe, a renown burger joint, the tiny 96-year-old Bond Memorial Library and most importantly, the statue of King Kamehameha I by American artist Thomas Ridgeway Gould, cast in 1880 and installed in 1883. It stands 18 feet tall in front of the old county courthouse and represents an important cultural and spiritual object for the local community. The East Honopueo Community Association consists of 5 of the 11 lots inside the private gate on Hall Road which leads to a dead end. Once a year there is a community meeting and there are no dues. Seller may consider some reasonable Owner Financing with excellent Buyer credit references.

Hall Rd, KAPAAU

Listing courtesy of COMPASS.

$875,000
2 Beds ⋅ 1 Baths ⋅ 725455 MLS ⋅ ['Fee Simple'] Tenure ⋅ Halawa Gulch BLDG.
Welcome to North Kohala, where time slows and Hawaiʻi reveals its most breathtaking beauty. This unique retreat isn’t just a home – it’s a private sanctuary set on one of the Big Island’s most coveted and unspoiled coastlines. Properties this size and location almost never come on the market. This 1.58-acre property is set on a quiet road leading to Kapanaia Beach. Wake up to the sound the birds and tradewinds, with sunlight spilling across the Pacific. Watch the whales breach and listen to the shoreline surf break. The property provides peaceful seclusion and some of the cleanest air on the planet, with easy walking access to public shoreline and coastal trails. The vintage two-bedroom, one-bath plantation house features renovated wood finishes, distant ocean views, and a large soaking tub on the back lanai. The front lanai overlooks the Kohala Mountains and Halawa Gulch’s mature trees and seasonal stream. The fully fenced yard includes avocados, oranges, and bananas, plus ample space for additional plantings in the gulch, as well as a pet run. A detached garage and workshop with an elevated viewing platform offers panoramic ocean, mountain, and forest views with strong restoration potential. North Kohala is known for its rich history, spectacular coastline, and laid-back but vibrant culture. You are minutes from the restaurants, coffee shops, music, and galleries of Kapaʻau and Hawi, and just a short drive from the world class beaches, resorts, and golf courses of Kona’s Gold Coast. Waimea, Hawaii’s original mountain town and birthplace of the paniolo culture, is just up the road. Your home remains a peaceful oasis with the sights and sounds of the natural environment. Whether you are looking for a full-time residence, vacation escape, or investment in one of Hawaii’s most sought after communities, this little slice of authentic Hawaiʻi is an exceptionally rare opportunity to live where others vacation and wake up in paradise every day.

53-364 Kapanaia Rd Unit A, KAPAAU

Listing courtesy of Hapuna Realty.

$2,500,000
718199 MLS ⋅ ['Fee Simple'] Tenure
Offering includes 96 acres zoned A-20 (TMK 3-5-4-003-019) which has a water meter, is fenced, most property pins are marked, and is a a mix of pastures with ocean and Maui views, and some gulch with a variety of trees. Makai access parcel approximately 10,000 sq ft zoned RS-15 (TMK 3-5-4-011-018) Mauka access parcel approximately 10,000 sq ft zoned RS-15 (TMK 3-5-4-011-048) All three parcels will be conveyed with the purchase. Utilities are on Kynnersley Rd. and include power, phone, and cable tv/internet.

KAPAAU

Listing courtesy of Aloha Kohala Realty.

$27,000,000
716717 MLS ⋅ ['Fee Simple'] Tenure
Searching for a legacy oceanfront ranch in North Kohala? This must see 437 acres of gently rolling pasture land with approx. 2,600 feet of ocean frontage and 10 separate TMK parcels is an amazing opportunity. Property includes a manicured nursery with large storage building, green house, exotic bamboo species, multiple varieties of fruit trees and nursery stock. Also included is a 100 KW wind turbine which powers a 50 HP pump for a 380 foot deep well and 60,000 gallon Ferro-Cement water tank with extensive irrigation systems installed. The groundwork is laid to become agriculturally sustainable. Tropical elevation between 60 and 425 feet above sea level and the perfect amount of rainfall(approx. 50 inches per year) Rarely does an assemblage of land, so perfect become available. If you are looking for a holding that you and your descendants will enjoy for generations to come - this may be the one. SALE INCLUDES 10 TMK PARCELS: INCLUDING THREE OCEAN FRONT LOTS! 3/5-4-008:042: 1.47 ac ROADWAY 3/5-4-008:043: 44.98 ac OCEANFRONT 3/5-4-008:070: 29.66 ac 3/5-4-008:071: 28.86 ac 3/5-4-008:072: 51.48 ac 3/5-4-009:005: 24.51 ac OCEANFRONT 3/5-4-009:007: 27.41 ac 3/5-4-009:008: 126.47 ac 3/5-4-009:009: 42.90 ac OCEANFRONT 3/5-4-009:011: 59.61 TOTAL ACREAGE 437 ACRES

Union Mill Rd, KAPAAU

Listing courtesy of COMPASS.

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.