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$2,695,000

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.

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

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

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

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.

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.

$875,000

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.

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.