Hilo Real Estate | Hilo Historical Properties for Sale

4 Beds ⋅ 3 Baths ⋅ 733665 MLS ⋅ ['Fee Simple'] Tenure

A rare opportunity to own a piece of old Hilo in the heart of historic Reed’s Island. Built in 1924, 225 Kaiulani Street is a remarkable early 20th-century residence set along 1.4 acres along Waikapu Stream. Thoughtfully restored while preserving the craftsmanship and character that makes the home so distinctive, this is a property that feels connected to another era of Hilo and yet is waiting for its new chapter to begin. Inside, beautifully refinished Douglas fir floors flow through gracious living spaces framed by substantial millwork, built in cabinetry, light-inspired windows, awnings and dramatic exposed beam ceilings. The living room is anchored by a massive lava rock fireplace with a mahogany mantel, while a library, formal dining room with built ins, butler’s pantry and large bedrooms reflect the scale and craftsmanship of the home’s original design. The kitchen was remodeled approximately five years ago with careful consideration for the architecture of the home, combining classic cabinetry and period-inspired details with the conveniences of a modern kitchen. A distinctive bath continues the vintage aesthetic with hexagonal tile, rich decorative tile work including an expansive shower, tub and pedestal sinks. In the primary suite, the bathroom has undergone a new remodel leaving the original time period tub and adding a new shower, new fixtures and custom made-vanity. Recent improvements include a newly paved asphalt driveway, new roof, new gutters and downspouts. Carpet was removed and the floors were refinished. Wallpaper was extensively removed with new paint throughout. Many of the original light fixtures have been restored, are in working order and remain in place. The entire electrical system has been replaced although the old nob and tube still exists for nostalgia in the attic. The exterior trellis and awnings have been restored; all significant investments made with an eye toward preserving rather than replacing the home’s architecture.

225 Kaiulani St, HILO

Listing courtesy of COMPASS.

$295,000

3 Beds ⋅ 1 Baths ⋅ 732823 MLS ⋅ ['Fee Simple'] Tenure

Centrally located 3 bedrooms with 1 bath home close to University of Hawaii-Hilo, shopping and dining areas. Challenging fixer upper with huge upside potential. Large storage room next to carport that can be used as an extra bedroom. Lack of recorded vehicular and pedestrian access to and from a public street or highway. To be sold with "As Is" Addendum.

66 Ohea St, HILO

Listing courtesy of Century 21 Homefinders of Hawaii.

$794,000

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, new siding & new exterior paint, 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!

1565 Kinoole St, HILO

Listing courtesy of eXp Realty.

$475,000

4 Beds ⋅ 2 Baths ⋅ 733200 MLS ⋅ ['Fee Simple'] Tenure

A home designed with generations in mind, now ready to be reimagined for what comes next. Welcome to 156 Wainaku Street, a 4-bedroom, 1.5-bath home offering an opportunity for the buyer who can see the potential beyond its current condition. Once designed to function for multiple generations under one roof, the home offers an interesting layout and plenty of space to work with as you renovate and make it your own. The unfinished downstairs basement with a toilet and shower adds another dimension to the property, offering space to explore for future use and functionality. Set in the established Wainaku area and conveniently located just minutes from Downtown Hilo, shopping, dining, schools, and everyday necessities. There’s work to be done, but there’s also a lot here to work with. Restore what makes sense, reinvent what doesn’t, and create a home that works for the way you want to live. The yard has so much potential, with grape vines, papaya, lime, and orange trees already established. There’s plenty of space to grow more, create a garden, or transform the outdoor area into your own tropical retreat. Property is being sold AS IS in its existing condition.

156 Wainaku St, HILO

Listing courtesy of eXp Realty.

$599,900

7 Beds ⋅ 4 Baths ⋅ 733211 MLS ⋅ ['Fee Simple'] Tenure

Classic Hilo home offering over 3,000 square feet of living area with a flexible multi-level layout. The upper level features 3 bedrooms and 2 bathrooms, while the finished basement provides an additional 4 bedrooms and 1 bathroom. The property also includes an oversized carport and a separate studio with its own bathroom and kitchenette. Situated on a spacious 18,960 square foot lot with grassy areas and mature trees, the property features rock wall work, fencing, and large windows that provide abundant natural light throughout the home. The separate studio provides additional space for guests, extended household use, workspace, or other potential uses, subject to applicable requirements. Conveniently located within approximately one mile of the University of Hawaiʻi at Hilo, with shopping, dining, services and other Hilo amenities nearby. Buyers and their agents are advised to conduct their own due diligence regarding property condition, permitted uses, square footage and applicable county requirements. Purchasers may use any lender they chose to finance the purchase of a property. However, the seller requires that all non-cash offers must be pre-qualified by New Rez Home Loan Division prior to offer acceptance. Some photos have been virtually staged.

1186 Kinoole St, HILO

Listing courtesy of Savio Realty Ltd. - Hilo Office.

$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.

$375,000

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.

$550,000

5 Beds ⋅ 2 Baths ⋅ 731664 MLS ⋅ ['Fee Simple'] Tenure

Welcome to this 5 bedroom house in Hilo, where island living meets everyday convenience. Located in an established neighborhood just minutes from downtown Hilo, schools, shopping, restaurants, parks, and beaches, this property offers a peaceful tropical retreat. Step into the backyard and discover a lush oasis with multiple fruit trees, thriving taro, and vibrant tropical landscaping that creates the feeling of being tucked away in your own private paradise. Although located in the heart of Hilo, the property offers a quiet, serene. Whether you're looking for a primary residence, a second home, or an investment opportunity, this property offers a wonderful opportunity to experience the beauty and tranquility of East Hawaiʻi.

74 Maikai St, HILO

Listing courtesy of eXp Realty.

$800,000

4 Beds ⋅ 2 Baths ⋅ 730888 MLS ⋅ ['Fee Simple'] Tenure

Property is located in the path of growth from residential to transitional office , retail warehouse use. While still zoned residential the surrounding properties have transitioned to office -warehouse use over the recent years. The fronting street of Lanikaula has infrastructure (sewer and water) that supports this transitional use.

469 Lanikaula St Unit 1, HILO

Listing courtesy of Yamanaka Enterprises Inc.

$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.

$379,500

3 Beds ⋅ 1 Baths ⋅ 728329 MLS ⋅ ['Fee Simple'] Tenure

Classic Hawaiian home built in the 1940's. High ceilings with it's original windows. 3 bedrooms and 1 bath with approx. 1,769 sq. ft. of living area. Great location only a short distance from downtown Hilo. In need of some TLC but huge upside potential with the RM-1 zoning. Lower level could possibly add more bedrooms and baths.

334 Lehua St, HILO

Listing courtesy of Century 21 Homefinders of Hawaii.

$790,000

4 Beds ⋅ 4 Baths ⋅ 727032 MLS ⋅ ['Fee Simple'] Tenure

Opportunity awaits! Two homes on larger lot in Waiakea Houselots. Both homes need some TLC, but are very livable. Live in one, rent the other or rent both. Opportunities like this rarely come up in this area. FRONT HOUSE: Fumigated 1/24/2026 Charming "old-style" touches with many built-ins: kitchen breakfast nook, original kitchen sink, dining room "hutch" (with storage drawers and shelves), lanai with generous counter/cabinets for your get-togethers. There is a generous sized storage/workshop room in the carport as well as a half bath. A separate shower is located in the utility room which is off of the carport and enclosed as part of the entry into the home, making doing laundry private and secure. BACK HOUSE: Fumigated 2/8/2024 Your basic, simple home needing some upgrades, but a little TLC will bring it to life. No appliances included with this home.

568 Kalanikoa St Unit 2, HILO

Listing courtesy of Savio Realty Ltd. - Hilo Office.

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