Big Island Real Estate Search

Big Island Historical Properties for Sale

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Newest Big Island Historical Properties for Sale

$490,000
3 Beds 1 Baths 731563 MLS ['Fee Simple'] Tenure
Welcome to this sweet home nestled in one of Hamakua's historic plantation communities, where island charm meets country living. Situated on a desirable corner lot with dual street access and peek-a-boo ocean views, this inviting property offers a warm, comfortable setting to call home. Thoughtful improvements completed over the years have enhanced the home's comfort and functionality while preserving its timeless character. Inside, you'll find a bright, welcoming interior with tasteful updates, while outside, the manageable yard provides space to relax and enjoy the natural surroundings. Conveniently located less than 15 minutes from historic Honokaʻa Town and approximately 30 minutes from Waimea, you'll enjoy easy access to shopping, dining, schools, healthcare, and everyday conveniences while embracing the slower pace and natural beauty of the Hamakua Coast. Whether you're searching for your first home or an investment opportunity, this could be the place to begin your next chapter! Information herein, while deemed reliable, may contain inaccuracies, and is provided without warranty/guarantee of any kind. Agents and Buyers are advised to engage qualified specialists to verify information they deem material or important to their purchase of the property including, but not limited to, the condition, permits and square footages. In addition, some of the images contained in this listing may be an artist's impression of what the property "might" look like, including digital photo modification and/or digital furniture staging.

43-365 Paauilo Hui Loop, PAAUILO

Listing courtesy of Island Boutique Realty Inc..

$799,000
5 Beds 2 Baths 733273 MLS ['Fee Simple'] Tenure
Welcome to this 5 bedroom charming Hilo home on Kinoole Street, offering timeless character, flexible living space, and a convenient location offered fully furnished with a full priced offer! Situated on a gated and fully fenced property with over 10,000 sq ft of land, the yard feels surprisingly spacious and offers privacy, room to garden, entertain, and enjoy outdoor living. Start your mornings on the cozy front porch before stepping through the double-door entry into a home filled with classic details, including elevated ceilings, period-built cupboards, built-in storage, and charming nooks throughout. The dining area features built-in cabinetry, while the living room offers additional storage. A flexible room off the dining area may work well as a bedroom, office, guest room, or creative space. Three bedrooms offer abundant natural light and spacious closets. The kitchen continues the home's vintage charm with built-in cabinetry and an old-fashioned pantry with screened doors. Downstairs, a finished 2-bedroom, 1-bath unit provides additional flexibility with its own private entrance, open living area, kitchenette, and extra storage space. This area may be ideal for guests, multigenerational living, a home office, or potential rental income. The laundry room includes both interior and exterior access. Recent improvements include updated plumbing, exterior motion-sensor lighting, a roof painted in 2026, water heater installed in 2021, and an electrical upgrade completed in 2020. The home also features a 200-amp service panel with updated lights, switches, outlets, and ceiling fans. Established landscaping includes Cara Cara navel orange, honey tangerine, apple banana, Sugarloaf and golden pineapple, Hawaiian chili, basil, mint, rosemary, lavender, ti varieties, gardenia, ginger, red palm, papaya, cacao, plumeria and much more! A unique Hilo property offering privacy, character, versatility, and room to enjoy.

1565 Kinoole St, HILO

Listing courtesy of eXp Realty.

$2,200,000
8 Beds 6 Baths 732665 MLS ['Fee Simple'] Tenure
One of the largest and most prominent historic estates on Hawaiʻi Island is being offered for sale for only the second time in history. With views of the longest undeveloped shoreline of the state, and minutes from Hawaii Volcanoes National Park and Punalu'u Black Sand Beach. The Pāhala Plantation Manager’s Residence stands as a legacy property in the heart of Pāhala, offering over 5,700 sf of turnkey, interior living space, complemented by nearly 1,100 sf of covered three-sided veranda. Two parcels totaling over 16.5 acres of land surround the estate, which also includes detached caretaker’s quarters and 4-car carport, providing both scale and flexibility for a range of uses. Originally designed to host, lead, and gather, the home retains its architectural integrity with soaring 11-foot ceilings, rich ʻōhiʻa wood floors, and generously proportioned rooms. The layout is both functional and impressive featuring seven large bedrooms, a library, formal dining room, a butler’s pantry/tea room, expansive kitchen, grand foyer/reception, and a central great room anchored by a fireplace. Four and a half bathrooms with extensive built-in storage support both residential comfort and large-scale entertaining. For those with vision, this is more than a historic residence, it is an opportunity. Positioned in a region experiencing renewed momentum through coffee and macadamia agriculture, the property is well-suited for a range of ventures: a boutique hospitality concept, private retreat, executive compound, or a curated destination that integrates local agriculture, tastings, and community engagement. The expansive veranda naturally lends itself to open-air dining or events, while the scale of the home supports hosting, education, religious and cultural programming. Properties of this caliber where history, land, and commercial potential align rarely come to market. This is an opportunity to steward a significant piece of Kaʻū’s heritage while shaping its next chapter.

96-3209 Maile St, PAHALA

Listing courtesy of Corcoran Pacific Properties.

$450,000
3 Beds 1 Baths 733067 MLS ['Fee Simple'] Tenure
Investment opportunity along the scenic Hamakua Coast! 46-4174 Honokaa-Waipio Road offers a unique chance to renovate, add value, and unlock the potential of a property with a flexible layout and multiple living areas. The upper level features a 3-bedroom, 1-bathroom layout along with a large enclosed lanai with ocean views. Downstairs offers substantial additional living space with three separate rooms and its own entrance, creating potential for extended family, guests, or additional rental possibilities. Buyers are encouraged to conduct their own due diligence regarding permitted uses, rental potential, and applicable County requirements. With its existing layout and opportunity for improvements, this AS-IS property may appeal to investors, buyers looking for a value-add renovation project, or those seeking a property with the potential for multiple living spaces. Outside, the flat, usable backyard is dotted with mature avocado, mac nut, banana, and citrus trees, adding to the property's appeal and offering plenty of room to enjoy the lush Hamakua setting. The property is equipped with an extensive solar system featuring 46 panels, currently under lease with Sunrun. Buyer to review and assume the existing solar lease, subject to Sunrun requirements. Conveniently located near historic Honokaʻa Town, with local shops, restaurants, schools, and community amenities, and along the route toward breathtaking Waipiʻo Valley. Bring your contractor and your vision—this is an opportunity to renovate, add value, and explore the income-producing potential of a uniquely configured Hamakua property.

46-4174 Honokaa Waipio Rd, HONOKAA

Listing courtesy of eXp Realty.

$950,000
4 Beds 4 Baths 733015 MLS ['Fee Simple'] Tenure
A true Kona treasure, this special property is full of character and captures the timeless feel of Old Hawaiʻi. The main home features 3 bedrooms and 2.5 baths with spacious and inviting living areas throughout. The full kitchen offers built-in cabinetry and a casual dining area, complemented by a separate formal dining room. Generously sized bedrooms and a charming enclosed porch add to the home’s comfortable and versatile living space. Downstairs, you’ll find the laundry area, a bathroom with shower space, an additional enclosed room, and an abundance of usable storage and flexible space. Adding to the versatility of the property is a completely separate guest quarters located above the garage, featuring 1 bedroom, 1 bath and a kitchenette — a wonderful space for visiting family and friends, extended living, or potential rental use. Set on over 3/4 of an acre, the lush, established grounds create the welcoming feel of a classic Kona homestead. Mature landscaping and producing fruit trees surround the home, with plenty of room to garden and appreciate the beauty and privacy of the setting. Conveniently located in the heart of South Kona, close to schools, shopping, restaurants, and everyday conveniences. A charming piece of Old Hawaiʻi with a beautiful plantation-style home, well-maintained grounds, separate guest quarters, and so much to appreciate — a truly special Kona property.

81-1027 Konawaena School Rd, KEALAKEKUA

Listing courtesy of Kou Hale Realty LLC.

$510,000
4 Beds 3 Baths 732258 MLS ['Fee Simple'] Tenure
A vintage family style home of 4 bedrooms and 3 bathrooms, split over two levels. A multi-car garage and huge storage room at the back, also has a carport. A covered walk way from the garage connects to a very large outdoor, covered patio area. From ground level, enter the huge family room adjacent to the pation. On this level are also a bedroom, bathroom and the laundry room. An internal stairway ascends to the main level. A mobility ramp, gradual in incline, leads from the outdoor patio to the covered porch at the front door. The mobilty ramp is also covered. Upstairs, a long, open floor plan is the location of the kitchen, dining room and living room on one side of the long home. Along the other side is a hallway, with bathroom and 3 bedrooms. Two of the bedrooms are connected. The yard is nicely manicured with grass, and is completely fenced, protecting pets inside. Gates at the driveway are large enough to move vehicles within the fencing, but there's plenty of room to park multiple vehicles outside the fence. There is a gate at the dead end, and traffic rarely passed this home on the street. The village of Paauilo is within a mile, and Honokaa (with restaurants, grocery, gas and hospital) just up the road. Hilo is an easy drive the other direction for big box stores and services found in larger cities, along with Hilo International Airport. To prevent getting "lost", these coordinates put into Google Maps will insure great directions: 20.024960, -155.334091

42-817 Hawaii Belt Rd, PAAUILO

Listing courtesy of Corcoran Pacific Properties.

$1,375,000
3 Beds 1 Baths 732800 MLS ['Fee Simple'] Tenure
Rare opportunity to own in historic Waipiʻo Valley, traditionally known as the Valley of the Kings! Surrounded by towering valley walls and tropical beauty, this unique property offers breathtaking views of iconic Hiʻilawe Falls. County records reflect a 1,008 SF, 3BR/1BA plantation home built in 1941 on approximately 15,587 SF (.3578 acre). The remodeled main level retains its classic plantation charm and features a screened front lanai, carport, and large deck facing Hiʻilawe Falls—an incredible setting for morning coffee, outdoor dining, entertaining, or simply enjoying the valley. The recently remodeled downstairs provides substantial additional usable space currently configured with 2 rooms used as bedrooms, living area, full kitchen, bathroom and storage. Upgrades include luxury vinyl plank flooring, fresh paint, updated windows, tile shower, new vanity and toilet. Kitchen improvements include cabinets, counters, sink, breakfast bar, new refrigerator and cooktop. Also washer/dryer. Downstairs improvements are unpermitted and are not reflected in County bedroom, bath or living-area records. Buyer to perform due diligence regarding improvements, permits, square footage and permitted uses. Private well features a dedicated water treatment system plus separate drinking water filtration. HELCO electric and Hawaiian Telcom fiber internet/Wi-Fi. Hawaiian Telcom landline and Starlink are additional options. Utilities are transferable subject to provider requirements. Fully fenced grounds offer added privacy and convenience with an electric entry gate operated by remote clicker and a 24/7 security camera system. Lush tropical grounds feature white pineapple, papaya, oranges, lemons, tangerines, jaboticaba and more. Located in the Napoʻopoʻo area, this fully furnished property is offered as-is. A rare combination of history, privacy, modern improvements, tropical abundance and unforgettable Hiʻilawe Falls views!

49-5791 Waipio Valley Rd, HONOKAA

Listing courtesy of Hawaii's Homegrown Realty LLC.

$788,000
4 Beds 2 Baths 731819 MLS ['Fee Simple'] Tenure
Spacious island living awaits in the heart of North Kohala. Offering an impressive 2,062 square feet of interior living space, this inviting three-bedroom, two-bath home provides exceptional room for comfortable everyday living, entertaining, and working from home. A separate studio adds outstanding flexibility for guests, extended family, a home office, fitness room, or creative pursuits. The generous eat in kitchen is designed for both function and gathering, featuring abundant cabinetry, expansive counter space, newer stainless steel appliances, and plenty of room for casual dining. Large windows throughout fill the home with natural light and frame peaceful ocean and pasture views, creating bright, welcoming living spaces. Fresh interior paint, along with recently updated laundry and bathroom fixtures, enhances the homes move in ready appeal. Outside, mature tropical landscaping showcases colorful hibiscus, graceful palms, and striking ohia, while the recently updated covered back lanai provides an inviting space for outdoor dining, relaxing, or enjoying Kohala's year-round gentle breezes. Located in the desirable banana belt elevation, the temperate climate is ideal for cultivating tropical fruits, flowering plants, and lush gardens. Just minutes from Hawi's charming town center, you'll enjoy convenient access to local restaurants, cafés, galleries, boutique shopping, groceries, parks, North Kohala Hospital, and nearby state parks. The post office, credit union, art gallery, convenience store, salon, and veterinary clinic are all within a short walk, making this spacious property an exceptional opportunity to enjoy the relaxed North Kohala lifestyle with the convenience of town close at hand.

54-2461 Kynnersley Rd, KAPAAU

Listing courtesy of Algood Hawaii, LLC.

$2,500,000
4 Beds 4 Baths 732305 MLS ['Fee Simple'] Tenure
Rarely does a property of this caliber become available. Designed by acclaimed Hawaiʻi architect Charles William Dickey and built in 1935 as the private estate of Laura Vestal Kennedy, exceptionally well-built and meticulously maintained 4-bedroom, 4-bath residence has remained in the same family since its completion. Offering 4,894 SF of living area, an additional 826 SF of lanais, and situated on 1.38 lushly landscaped ACRES directly across from Carlsmith Beach Park, a truly rare legacy property. Zoned RS-15, the property may offer subdivision potential (Buyer to verify with Hawaiʻi County), creating an exceptional opportunity for both homeowners & investors. Constructed by contractor Z. Kawasaki, this distinctive three-story home showcases timeless architectural character with graceful curved staircases, soaring ceilings, beautiful hardwood floors on the upper two levels, and abundant custom windows framing tropical garden, forest, and ocean views. Spacious Great Room opens to expansive lanais where cooling trade winds and ocean views create the perfect setting for entertaining or relaxing. Efficient kitchen adjoins both casual and formal dining areas. Upper level features two bedrooms connected by a Jack-and-Jill bath, with one opening directly onto the sun deck. Three of the four bedrooms include cedar-lined closets. Main level offers an additional bedroom and full bath, while the lower level provides an oversized laundry/hobby room, multiple storage rooms, and abundant space for projects or future possibilities. A detached garage complements the property, while mature tropical landscaping provides exceptional privacy in a park-like setting. Lovingly preserved by the same family since 1935, this extraordinary estate combines architectural significance, exceptional craftsmanship, generous indoor and outdoor living spaces, and an irreplaceable location near Carlsmith Beach Park, which is one of the best snorkeling beaches in East Hawaii.

1868 Kalanianaole St, HILO

Listing courtesy of Big Island Brokers.

$700,000
3 Beds 2 Baths 731767 MLS ['Fee Simple'] Tenure
Historic Plantation Home in Kapaʻau | Updated 3-Bedroom with High-Speed Fiber Access & Exceptional Privacy Known throughout Historic Kapaʻau as the iconic Telephone House, this beautifully preserved 1938 plantation home blends timeless Hawaiʻi charm with thoughtful modern updates in one of North Kohala's most desirable locations. One of the home's standout features is its proximity to the area's fiber optic hub, providing exceptional high-speed internet that is ideal for remote work and today's connected lifestyle. Rich in plantation-era character, the home features original wood windows, built-in storage, and a classic porcelain kitchen sink, complemented by modern updates including new vinyl plank flooring, fresh interior paint, new lighting and ceiling fans, all-new electrical wiring, and a new 200-amp electrical panel. The versatile floor plan features 3 bedrooms and 2 bathrooms, plus a spacious daylight basement complete with a kitchenette, full bathroom, shower, and laundry area that is ideal for extended family, guests, a home office, hobby space, or additional living quarters. Step outside to a beautifully private backyard bordered by large agricultural land on the north and west, creating an exceptional sense of privacy rarely found in town. A detached oversized two-plus-car garage provides generous storage and workspace. Enjoy the convenience of being just a short walk from Historic Kapaʻau's charming shops, restaurants, cafés, art galleries, pharmacy, Kohala Hospital, Kohala Civic Center, and essential services. Kamehameha Park is practically your backyard, offering a community pool, 9-hole golf course, tennis courts, pickleball, ball fields, gyms, and the Roots Skate Park. Hiking trails, scenic coastline, and North Kohala's beautiful beaches are all nearby. A rare opportunity to own a piece of Hawaiʻi history with modern updates, exceptional privacy, and an unbeatable location in the heart of North Kohala.

54-3857 Akoni Pule Highway, KAPAAU

Listing courtesy of Hawaii Development Group.

$399,000
2 Beds 2 Baths 731948 MLS ['Fee Simple'] Tenure
Opportunity Knocks! Are you going to answer? This wonderful classic Hilo home has been in this family for three generations and now is your chance to make it your own. As you can see it is well beyond its glory days but with the right amount of work and love this stunning plantation managers home will come back to life and shine again. In addition to a large open floor plan this property offers additional space for possible addition of second dwelling or subdivision. Buyer should check with county planning and building departments to confirm. Home is being sold as-is. It has been vacant for a very long time, there are active termites and there are areas in the home that have extensive termite damage. Please take caution when viewing this home with your agent. The information herein while deemed reliable, may contain inaccuracies and is provided without warranty or guarantee of any kind. Tax records do not match actual bed and bath count; Buyer and Buyer's agent to do due diligence especially due to the age of the home and time period of construction. Agents and buyers are advised to independently verify any information they deem material or important to the decision to purchase the property including, but not limited to, the condition, permits and square footage of the property. Square footage is approximate and should be verified by a certified appraisal.

1735 Kinoole St, HILO

Listing courtesy of Iokua Real Estate.

$1,950,000
9 Beds 4 Baths 731841 MLS ['Fee Simple'] Tenure
This towering plantation-era residence features old Hawaiʻi lodge-style architecture and an incredible location near Hilo’s most popular shoreline recreation areas. Built in 1934, the property is a highly sought-after hosted vacation rental, with an impressive track record of both income and occupancy. Positioned on a 31,500+ square foot parcel, the nine-bedroom / four-bath residence offers 6,500+ square feet of usable area and a sense of scale rarely found in Hawaiʻi. The heart of the home is an immense two-story great room, featuring soaring pitched ceilings, warm wood walls, arched openings, and a grand staircase that creates an immediate sense of arrival. Generous gathering areas, screened lanais, and flexible guest accommodations support a variety of uses, from continued hospitality operations to a one-of-a-kind private residence. Features - 9 bedrooms / 4 baths - 6,500+ sqft under roof - 31,523 sqft lot - RS-15 zoning - Plantation-era Hawaiian lodge architecture, built in 1934 - Close proximity to oceanfront parks and beach access - Soaring two-story great room with grand dual staircase - Large kitchen and generous dining area - Flexible guest accommodations across multiple levels - Screened lanais for indoor/outdoor living -Fully dedicated caretaker quarters - Tropical landscaping and private setting - High-performing, high-occupancy vacation rental Built nearly a century ago, the home's current square footage estimates do not match county tax or permit records and may contain discrepancies. Buyers and agents to perform their own due diligence. Please do not disturb occupants. Financials available upon request with signed NDA.

1896 Kalanianaole St, HILO

Listing courtesy of COMPASS.

$1,299,000
4 Beds 4 Baths 731502 MLS ['Fee Simple'] Tenure
Just 20 minutes north of Hilo, this nearly 7.5-acre off-grid sanctuary in Hakalau offers a rare opportunity to embrace the beauty, history, & sustainability of Hawaiʻi. With sweeping ocean views, year-round stream frontage, abundant food-producing plants, & a beautifully restored historic home, this remarkable property is truly one of a kind. The land is a testament to thoughtful stewardship, with an impressive array of fruit trees (over 200 planted). Toward the rear of the property, you’ll find five large tilapia ponds, teeming with fish and contributing to the property’s self-sufficiency. Adding to the peaceful ambiance, the Ka‘ahakini Stream flows year-round along the northern boundary, bringing with it the soothing sounds of nature. Also, a seasonal stream can be found when the rains are high, dancing through the lava tube in the middle of the property. At the heart of the estate stands a plantation-style home which has been lovingly restored & maintained. The home features soaring 11-foot ceilings that invite natural light & cooling trade winds throughout the living spaces. Original architectural details, including vintage doors, have been preserved to honor the home's rich heritage while providing modern comfort. Beneath the main living area, a spacious covered area offers versatile functionality, including storage, workshop space, laundry facilities, parking, & an outdoor shower—perfect after a day spent gardening, caring for animals, or enjoying the property's natural surroundings. Additionally included is a chicken coop, pig pen, & multiple paddocks suitable for livestock. Whether you're looking for a serene retreat, a sustainable lifestyle, or a piece of Hawaiian history, this exceptional property delivers it all.

29-2612 Kaiwiki Homestead Rd, HAKALAU

Listing courtesy of Century 21 Homefinders of Hawaii.

$3,695,000
3 Beds 4 Baths 731185 MLS ['Fee Simple'] Tenure
Extremely Rare Oceanfront Estate A truly exceptional offering, this unique property features three separate single-family buildings and an additional storage room. creating extraordinary flexibility, privacy, and potential. Situated on a large parcel in one of Kauai's most secluded coastal settings, this is a place where you can truly hear the silence. With few neighbors and minimal activity, the sense of peace and tranquility is remarkable. Stunning ocean views sweep from Anahola Bay and Kahala Point to the south, extending along the full length of Aliomanu Beach. Spectacular sunrises, moonrises, seasonal whale watching, and mesmerizing wave action provide an ever-changing backdrop from the living room, dining area, kitchen, and primary suite. The pristine beach becomes your backyard, inviting daily walks, swimming, and endless enjoyment of the shoreline. Gentle trade winds and the soothing sound of the ocean create a naturally comfortable environment year-round. As night falls, the stars take center stage, illuminating the sky in a way rarely experienced today. A surf break lies directly offshore, offering easy access to uncrowded waves, while the expansive sandy beach at your doorstep provides a rare sense of space and seclusion that is increasingly difficult to find. Conveniently located midway between Kapaa and the attractions of Kauai's North Shore, this remarkable property offers the perfect balance of privacy, natural beauty, and accessibility. Rarely does an oceanfront estate combine such breathtaking views, direct beach access, multiple residences, and an unparalleled sense of serenity in one extraordinary offering.

4760 Aliomanu Rd, ANAHOLA

Listing courtesy of Aloha Sotheby's Intl Realty - Kaua'i.

$935,785
3 Beds 3 Baths 729945 MLS ['Fee Simple'] Tenure
The Summit House is perfect for a large, multi-generational family compound or your own private hideaway in the Hawaiian highlands. The original 1920 homestead has been artfully updated, all permits completed, with modern conveniences that blend seamlessly into the historic structure and capture the essence of island style, indoor-outdoor living. Over 3 acres with, RS-20 zoning allows for several additional dwellings ( check with Hi county planning), and newly built infrastructure includes a 10,000gallon in-ground cement catchment, septic tank/leach field and new driveway to access the two densely forested back acres. This 3 bedroom, 3 bath residence is located in a central part of Volcano Village, convenient to the Cooper Center Farmers Markets and close to the main entrance of Hawai’i Volcanoes National Park. Covered walkways, with gazebo seating, bring you into the home from both the lower living and upper-level bedroom entry areas. Modern fireplaces on both levels provide warmth and comfort on chilly mountain evenings. Perfectly set up to host guests, the primary bedroom is designed as a separate lock-off unit, resort style, with private bathroom, kitchenette/laundry room and covered lanai (12 x 12) overlooking the lush native forest. The original wood floors and open beam ceilings have been meticulously re-finished and reclaimed redwood from the original water tank has been milled and repurposed in the finish crafting of the interior. Another artistic touch includes live-edge mango wood slabs that have been custom built into “lava flow” tables with integrated LED lighting. ~ Totally new 200 amp electrical system. ~ Totally new plumbing and wastewater (septic) system. ~ Takagi on-demand gas water heater. ~ Ultra Violet (UV) water purification system. ~ 900+ sq. ft of covered and enclosed storage areas. ~ The lower living area with daybed could serve as a 4th possibly, private bedroom. Lucky you live Volcano..

19-3944 Keonelehua Ave, VOLCANO

Listing courtesy of Coldwell Banker Island Properties - Kamuela.

$1,750,000
8 Beds 6 Baths 729681 MLS ['Fee Simple'] Tenure
One of the largest and most prominent historic estates on Hawaiʻi Island is being offered for sale for only the second time in history. With views of the longest undeveloped shoreline of the state, and minutes from Hawaii Volcanoes National Park and Punalu'u Black Sand Beach. The Pāhala Plantation Manager’s Residence stands as a legacy property in the heart of Pāhala, offering over 5,700 sf of turnkey, interior living space, complemented by nearly 1,100 sf of covered three-sided veranda. Set on 3.42 acres of land, the estate also includes detached caretaker’s quarters and a 4-car carport, providing both scale and flexibility for a range of uses. Originally designed to host, lead, and gather, the home retains its architectural integrity with soaring 11-foot ceilings, rich ʻōhiʻa wood floors, and generously proportioned rooms. The layout is both functional and impressive featuring seven large bedrooms, a library, formal dining room, a butler’s pantry/tea room, expansive kitchen, grand foyer/reception, and a central great room anchored by a fireplace. Four and a half bathrooms with extensive built-in storage support both residential comfort and large-scale entertaining. For those with vision, this is more than a historic residence, it is an opportunity. Positioned in a region experiencing renewed momentum through coffee and macadamia agriculture, the property is well-suited for a range of ventures: a boutique hospitality concept, private retreat, executive compound, or a curated destination that integrates local agriculture, tastings, and community engagement. The expansive veranda naturally lends itself to open-air dining or events, while the scale of the home supports hosting, education, religious and cultural programming. Properties of this caliber where history, land, and commercial potential align rarely come to market. This is an opportunity to steward a significant piece of Kaʻū’s heritage while shaping its next chapter with intention and purpose.

96-3209 Maile St, PAHALA

Listing courtesy of Corcoran Pacific Properties.

$1,188,888
3 Beds 1 Baths 729818 MLS ['Fee Simple'] Tenure
Welcome to your very own Hawaiian oasis in the heart of Keaukaha! This rarely available gem sits on Kalanianaole Street, just moments from the East Side’s most beloved beaches, including Carl Smith Beach Park—home to gentle waves, sandy swimming spots, and frequent visits from friendly honu's. This 3-bedroom home is full of island charm, situated on a generous 20,104 sq ft lot with room to grow. With the right planning and permits, there’s potential to build up to 3 additional structures—perfect for a multi-generational compound, income-producing rentals, or your own tropical retreat. But that’s not all! Head downstairs to discover a beautifully finished lower level, completed by a previous owner with pine tongue-and-groove paneling and natural lava rock features that add warmth and character. This level includes FOUR extra rooms—ideal for home offices, workshops, hobby spaces, or extra storage—plus a utility room with a large shower and a separate toilet area. 🔹 One of only a handful of single-family homes available on Kalanianaole Ave 🔹 Potential to build 3 additional structures (verify with County) 🔹 Over 20,000 sq ft of land – plenty of space to expand or garden 🔹 Covered carport fits 2 vehicles + additional parking 🔹 Rock wall adds privacy and curb appeal 🔹 Close to beaches, parks, schools, and Hilo town 🔹 Two water heaters that are on timers Whether you’re looking for a peaceful home near the ocean, a creative live/work space, or a smart investment with future potential, 2048 Kalanianaole Street is a rare find in a prime Hilo location.

2048 Kalanianaole St, HILO

Listing courtesy of eXp Realty.

$1,999,000
3 Beds 3 Baths 730068 MLS ['Fee Simple'] Tenure
VACATION RENTAL HOME IN THE HEART OF KAPAA — JUST STEPS FROM THE OCEAN Experience classic Old Hawai‘i charm paired with ocean views and the rare advantage of a Vacation Rental License. Nestled on a quiet one-way street in the charming Niulani neighborhood, this plantation-style home offers the perfect blend of island character, comfort, and convenience. Located just one street from the ocean, this inviting property is within close proximity to beaches, shopping, restaurants, and the coastal bike path, making it an ideal destination for visitors and owners alike. The spacious lot is framed by mature coconut palms, tropical landscaping, and a lush grassy yard that creates a private, relaxing island setting. The home is designed to comfortably accommodate up to 10 guests with 3 bedrooms, 3 full baths, an additional sleeping nook with twin beds off the upstairs primary suite, plus a pull-out sofa. The main level features two bedrooms and two baths, along with a spacious open-concept kitchen and dining area, separate sitting area, and comfortable living room. Upstairs, the private primary suite includes a full bath, charming sleeping porch, and a lanai with beautiful ocean views and cooling trade winds. Outdoor living is at the heart of this property, with an expansive front lanai perfect for relaxing, entertaining, or enjoying peaceful afternoons beneath the swaying palms. A detached two-car garage provides ample parking and additional storage space. Additional highlights include: Vacation Rental License Ocean views Detached 2-car garage with storage Updated from cesspool to septic Zoned R-20, offering potential for a guest house or additional structure (Buyer to verify with County) Showings available between guest stays. Owner requests all vacation rental reservations be honored transferred to new owners upon closing. Non branded video: https://player.vimeo.com/video/935112251

963 Niulani Rd, KAPAA

Listing courtesy of Hawaii Life.

$1,200,000
2 Beds 2 Baths 728270 MLS ['Fee Simple'] Tenure
Along the eastern edge of Hilo, the coastal community of Keaukaha offers a way of life that feels both connected and quietly apart. Just five to ten minutes from downtown, it provides easy access to shops, markets, and restaurants, not to mention the Hilo International airport. Keaukaha is lined with black lava rock, and tide pools. Places like Richardson Ocean Park and Carlsmith Beach Park serve as gathering spots where locals and tourists alike, swim, fish, and spend time together. The ocean here is not just scenery, but part of everyday life. This lovely home has been rebuilt almost wall by wall and captures the feel of Keaukaha. It features wood construction, jalousie windows, and a large screened in lanai wrapping two sides of the home. Trade winds move through the house, carrying the scent of salt air, while the constant sound of waves creates a natural backdrop. Inside, the style is practical and old Hawaiiana, emphasizing comfort, views, airflow and timeless elegance over luxury. This home comes fully furnished making your move to Hawaii effortless. The climate is warm, humid, and frequently rainy, feeding dense greenery and creating a landscape that feels alive. This extensively landscaped property features a variety of plantings, including Coconut palms, Betel Nut palm, Cooks Pine, Surinam Cherry Tree, Macarthur Palms, Kau Orange, Acacia, Plumeria, edible dwarf banana, Papaya, Hapuu ferns, gardenia, hibiscus, anthuriums, bromeliads, and monstera among others. Across the road, the ocean is ever-present—waves breaking on lava rock, people fishing or talking story, and occasional whales and spinner dolphins visible from shore during season. Living here is simple and grounded, defined less by amenities and more by connection—to ocean, community, and in many ways, a return to something simpler and more enduring, where the day might begin with a glance at the ocean and unfold according to the quiet guidance of the land and sea.

2070 Kalanianaole St, HILO

Listing courtesy of Aloha Sotheby's Intl Realty - Hawai'i.

$1,196,000
4 Beds 2 Baths 729351 MLS ['Fee Simple'] Tenure
Once in a while something special comes along. This enchanting Waimea homestead features 3 acres of some of the most fertile soil in the state with the cleanest air and safest lava zone on the Big Island, the property includes an artistically restored Japanese-style home, walking bridge over a seasonal stream, several fruit trees and fenced pastures for animals. A peaceful retreat, yet only minutes to shopping centers like Parker Ranch, allowing you the perfect blend of convenience, privacy and solitude. This property has been lovingly cared for and it shows. The main home (completely re-built in 2011) features 4 bedrooms, 2 bathrooms, a gourmet kitchen, spacious outdoor living room/lanai and a cozy fireplace for those chilly Waimea nights. A 2 car-carport is also attached. Sale can also include approved plans for a 2nd home with 2 bedrooms, 3 bathrooms (and the 2 car garage for that home is already built and permitted) Fruit trees include cherry, avocado, loquat and citrus, with plenty of space for further development. Wonderful as a personal home or rental income-producing property, and with the flexible zoning- the property could also be used as a nursery, farm to table venue, host permaculture workshops, hosted short term rentals, yoga classes, animal sanctuary and so much more. The are so many possible uses. This special gem is ready for it's next steward. Bring your vision and acquire your own slice of Old Hawaii !

64-645 Mamalahoa Highway, KAMUELA

Listing courtesy of Turquoise Hawaii Real Estate.

$425,000
2 Beds 2 Baths 728621 MLS ['Fee Simple'] Tenure
NEW PRICE – Now Offered at $425,000! Sale includes TMKs 3-1-5-12-34 and 3-1-5-12-62. Rare opportunity to own two parcels in the heart of Pahoa Town with county water service and extensive renovations already completed. This charming plantation-style 2-bedroom, 2-bath home sits on a spacious 12,915 sq ft lot surrounded by lush tropical landscaping and a peaceful forest backdrop. Across the road, the additional TMK includes a covered two-car parking structure with a concrete foundation, offering added flexibility for parking, storage, or future possibilities. The home has been thoughtfully updated with a new roof and rafters, updated plumbing and electrical, new interior and exterior paint, storm windows and screens, and security screen doors. Interior features include mosaic stone tile flooring, luxury laminate flooring, tiled bathroom showers, and an upgraded kitchen with newer appliances, cabinetry, and countertops. A movable granite-top island provides added versatility to the living and dining space. Enjoy mature tropical landscaping with anthuriums, yellow ohia trees, lychee, avocado, citrus, tree ferns, and liliko‘i throughout the property. Large windows and open living areas invite in natural light, cool island breezes, and peaceful forest views. Conveniently located within walking distance to Pahoa Town, restaurants, shopping, and local amenities. With two included TMKs, county water, and numerous improvements already completed, this property offers exceptional value and flexibility in a convenient location.

15-1616 Akeakamai Loop, PAHOA

Listing courtesy of Equity Hawaii Real Estate LLC.

$978,000
5 Beds 3 Baths 728180 MLS ['Fee Simple'] Tenure
Built in the 1940s, this special Holualoa property captures the character, warmth, and timeless charm of Hawai‘i’s upcountry past while offering thoughtful updates for today’s lifestyle. The main living area upstairs features two bedrooms, one bathroom, and a full kitchen. Downstairs, the home offers three additional bedrooms, two bathrooms, an efficiency kitchen, and a second washer and dryer. This flexible configuration is well suited for extended family, multigenerational living, guests, or those seeking separation between living spaces. This home enjoys beautiful Ocean views, vibrant sunsets, and the peaceful ambiance that makes Holualoa so beloved. Surrounded by mature tropical landscaping and lush greenery, the property feels serene and private. The home has been beautifully updated while preserving the vintage character and charm that make a 1940s Holualoa home so special. Thoughtfully positioned windows bring in natural light and frame ocean and garden views, while the living spaces provide a comfortable setting for everyday life and entertaining. The kitchens offer ample cabinetry, generous counter space, and quality appliances, blending modern functionality with the home’s distinctive vintage appeal. Outdoor living takes center stage with an expansive lanai, perfect for morning coffee, enjoying the afternoon breeze, or gathering with friends and family as the sun dips below the horizon. Located just south of the renowned Holualoa Coffee Company, the property is close to celebrated coffee farms, local art galleries, and the charming shops and creative spirit of Holualoa village. Enjoy the rare feeling of true small-town island living without CCRs, while still being just a short drive from Kona’s beaches, dining, and everyday amenities. Homes with this combination of character, mature landscaping, flexible living space, and updates are increasingly difficult to find at this price point. Own in one of North Kona's most historically rich areas.

77-6314 Mamalahoa Highway, KAILUA KONA

Listing courtesy of Aloha Sotheby's Intl Realty - Hawai'i.

$89,500
1 Beds 2 Baths 726967 MLS ['Fee Simple'] Tenure
Wonderfully improved property in Kalapana Gardens featuring cozy cabins and ready for its new owner. The main cabin is comfortably sized & thoughtfully laid out, with a living area at the entrance that flows into the kitchen & dining space. Attached on one side is a covered shower area, & the property is equipped with a Nature’s Head composting toilet. A second, separate cabin serves as a sleeping area & comfortably accommodates a queen-size bed. This cabin includes a lovely attached deck offering beautiful ocean views & spectacular sunrise vistas. Just outside the kitchen is an additional covered sitting area, perfectly situated within the beautifully landscaped yard featuring orchids, succulents, palms, & fruit trees. Additional property features include: Lava rock pillars at the entrance Cinder/gravel added to the driveway and walkway Storage shed located at the back of the property Fully fenced Sold furnished Two poly catchment tanks Three solar panels totaling approximately 900 watts Inverter and charge controller Medium-sized refrigerator Located a short distance from the stunning Hawaiian Pacific Ocean coastline, the property offers the opportunity to watch the sun rise over the eastern shore & observe whales during migration season. Cooling trade winds flow through here daily, enhancing the peaceful island lifestyle. Truly a unique and remarkable location. Within minutes, you’ll find yourself in the heart of Kalapana, home to a small store, weekly Farmer’s Market, & the well-known Uncle's Night Market offering food & music. Beautiful black sand beaches & lush tropical landscapes are also nearby. A 15-minute drive brings you to Pāhoa Town, where you’ll find restaurants, Malama Market grocery store, Ace Hardware, Longs Drugs, a library, public Olympic-size swimming pool, parks, schools, & medical facilities. This is an exceptional opportunity to own property in one of the most unique and special places in Hawai'i.

12-5169 Rd, PAHOA

Listing courtesy of Hilo Bay Realty LLC.

$699,000
6 Beds 4 Baths 727043 MLS ['Leasehold'] Tenure
This is a leasehold property. Possible rental opportunities with 4 separate living spaces in three structures! Plus, the current owners are growing and processing 8000+ pounds of Kona Coffee per season and processing it on the property in the historic mill!. Live your dream! A must see, will not last! Discover your own slice of Hawaiian paradise with this extraordinary property—a flourishing tropical farm where history, sustainability, and natural beauty unite in perfect harmony. Nestled within a thoughtfully designed estate, you'll find multiple structures, including a historic farm-style main house with 3BR's & 2 baths, a charming mill house with sleeping area and outhouse, and a detached redwood home with 3BR's and1bath plus an outside shower and it's own paved driveway. The main house has a potential second driveway perpendicular off the main road. Rock walls are on 3 sides of property. Fully turnkey, this property comes with farm equipment, furnishings, and an active operation producing premium shade-grown Kona coffee, macadamia nuts, and tropical fruits. The main house blends rustic charm with modern convenience. Its spacious kitchen, open-concept living and dining areas, 3 bedrooms, and 2 baths create a warm, inviting retreat, living room cabinets replaced with custom mango and Australian pine cabinets. Below the main home is a full woodworking workshop, propagation/gardening room and extensive storage. A private guest suite, boasting its own entrance, 3 bedrooms and a full bath, and a kitchen with exquisite Koa cabinetry, elevates the experience. The suite’s bedroom/library, crafted from reclaimed redwood, opens to a lanai with breathtaking ocean views and an open-air shower. At the heart of the estate stands the historic mill, a working hub where coffee and macadamia nuts are meticulously processed. Complete with a Hoshidana (retractable drying roof). A must see, will not last!!

83-5531 Hawaii Belt Rd, CAPTAIN COOK

Listing courtesy of COMPASS.

$499,999
1 Beds 1 Baths 725635 MLS ['Fee Simple'] Tenure
This classic Hawaiian plantation home overlooks Laupahoehoe Point and provides outstanding ocean views above the Hamakua coastline. County records show this home previously hosted 4 bedrooms and 1.5 baths. Currently, the vintage upper level has 1 bedroom, a full bath, and a spacious living/kitchen/dining area that opens onto a large, wraparound lanai for indoor-outdoor living. The most recent permitted renovation raised the building two feet to full ceiling height on the lower level; that process included removing and replacing the upper lanai, the interior and exterior stairways, and the lower-level walls which are now smart-sided 2x6 hurricane braced shear walls. Structural work on the lower level has been completed, leaving the interior to be finished to fit your lifestyle needs. All permits opened thus far have been completed. Opportunity awaits a new owner/builder/contractor looking to step-in where the current owners left off. The yard is extensively landscaped and contains a large variety of mature fruit trees; naval orange, tangerine, ulu, guava, Brazilian cherry, grapefruit, papaya, avocado, and lemon. Pineapple, banana, lilikoi, and dragon fruit plants. The landscaping also includes many ornamentals, both native and exotic; plumeria, hau, ixora, ti plants, bromeliad, anthurium, orchids, and more. Laupahoehoe is a small, vibrant community midway between Hilo and Waimea along Hwy. 19, with a pre-K through grade 12 Public Charter School, community pool, and public library. Papa’aloa Country Store and Cafe for groceries/take-out/restaurant with bar and live music, Minute Stop/Convenience Store and the Laupahoehoe Train Museum are all within walking distance. Laupahoehoe Point Beach State Park is only minutes away.

36-2369 Pualaea Pl, LAUPAHOEHOE

Listing courtesy of Coldwell Banker Island Properties - Kamuela.

$249,900
3 Beds 2 Baths 726937 MLS ['Fee Simple'] Tenure
Back on the Market at no fault of Seller. 06APR26 Na'alehu Town-Classic and cozy 2 or 3 bedroom home with full bath and an additional 1/4 bath downstairs in the laundry area. Extra living spaces added by the owner include a large ohana unit currently used as a bedroom and a covered lanai. Check out these great features: *Located near downtown for easy access to the bakery, gas station, several Ka'u coffee shops, a hardware store, credit union, post office and good local restaurants- all within walking distance! *Some upgrades include kitchen remodel, flooring, lighting and additional living spaces. *Spacious backyard and carport with more storage *Former third bedroom closet backs up to kitchen-owner was planning to create a pantry on the kitchen side. A new bedroom closet would need to be installed. *Concrete block fence between the street and the house. *Large, open living room with newer ceiling fans and hardwood flooring. *Pavilions at nearby Punalu'u Black Sand Beach and Beach park. Na'alehu is approximately halfway between Kailua-Kona and Hilo-both cities have international airports. *Current gang cesspool conversion to sewer project is scheduled for completion by the end of 2027. Check out this great deal in the old plantation town of Na'alehu, where you'll find beautifuly scenery along the Ka'u coastline and quiet, country living. Nearby Ocean View has several shopping centers with has, grocieries, restaurants and lots of small businesses, ranging from thrift stores to auto parts. Weekly Saturday swap meet in Ocean View and several regular farmer markets in Na'alehu add to the local shopping choices and a chance to buy the freshest produce around!!! Possible bank approved short-sale situation that is in place.

95-5573 Kilika St, NAALEHU

Listing courtesy of Kou Hale Realty LLC.

$777,000
3 Beds 2 Baths 725629 MLS ['Fee Simple'] Tenure
Lovingly restored plantation-style home in Ookala, blending timeless character with thoughtful modern upgrades and exceptional craftsmanship. PROPERTY HIGHLIGHTS: • Permitted 960 sq. ft. detached finished workshop w/ AC • County water • Lava Zone 8 • Prepaid 15-panel leased PV system w/ HELCO net metering • Updated electrical & plumbing • Chef-inspired kitchen with 36” commercial gas range • Labradorite countertops & custom soft-close cabinetry • Butcher-block island, wine fridge & floor-to-ceiling wine storage • Spa-like main bath with dual vanities, dual-head shower & 60” soaking tub • Knot-free T&G cedar & acacia hardwood floors • 3 covered lanais • Terraced garden with rock wall landscaping • Mature citrus & lilikoi • Abundant enclosed under-house storage • Low-maintenance grounds The permitted 960 sq. ft. detached workshop is a standout, with new flooring and ceiling, recently added AC and a custom drop-down table. The flexible space lends itself beautifully to a workshop, home office, art studio, fitness/yoga space or hobby room. Three covered lanais extend the living outdoors, including a wrap-around front lanai, a private lanai off the main bedroom and a rear lanai overlooking the terraced garden. Peek-a-boo ocean views add to the setting. Additional features include an interior laundry room with stone counter and bar sink, reverse-osmosis filtration, updated doors and windows, exterior paint and a commercial-size propane tank. Move-in ready, beautifully maintained and full of character—with modern infrastructure and an exceptional amount of usable space.

39-3343 Hana Ika Luna Camp Rd, OOKALA

Listing courtesy of Coldwell Banker Island Properties - Hilo.

$1,999,000
5 Beds 4 Baths 725499 MLS ['Fee Simple'] Tenure
Since 1885, the Union Mill Plantation Manager's Estate has stood as one of North Kohala's most gracious landmarks — a beautifully restored residence set on park-like grounds that feel worlds away from modern Hawaiʻi. 5 bedrooms, 3.5 baths, and over 4,200 sq ft of soaring ceilings, period craftsmanship, and serene garden views from nearly every room — surrounded by century-old Monterey cypress, royal palms, and a botanical sanctuary of 30+ plant species including avocado, lychee, citrus, breadfruit, pineapple, orange, and more. Listed on the Hawaiʻi State Historic Register, the property carries an extraordinary financial advantage: real property taxes of approximately $200/year. This is not simply a home — it is a once-in-a-generation opportunity to steward a genuine piece of Hawaiian history, rich with character, legacy, and timeless architectural elegance. The 1.34-acre compound spans two parcels and five structures — main residence, original caretaker's cottage, garage/workshop, 4-stall carport, and storage building. Modern infrastructure throughout: fiber-optic internet, county water, overhead power — alongside an updated kitchen, laundry room, and workshop, offering a rare blend of historic charm and modern-day livability. Located in Lava Zone 9 and Flood Zone X — among the most desirable and lowest-risk designations on the Big Island, adding peace of mind to this exceptional offering. Positioned on quiet, private Union Mill Road between Hawi and Kapaʻau — just minutes to local markets, restaurants, schools, and the iconic King Kamehameha I Statue — yet surrounded by towering trees and gentle trade winds where the outside world feels wonderfully far away. Experience the slower rhythm and authentic charm that define life in North Kohala.

54-333 Union Mill Rd, KAPAAU

Listing courtesy of eXp Realty.

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