Refine Search
Map
Sort by
$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.

$5,688,000
202613702 MLS ⋅ FS - Fee Simple Tenure
This exceptional property offers 24 fully renovated apartment units — twenty-one 2-bedroom and three 3-bedroom units — in the heart of Hilo. The building underwent a comprehensive $952,000 gut renovation in 2025, inside every unit, including new luxury vinyl plank flooring, new high-end cabinets, granite countertops, sinks and faucets, all new stainless steel refrigerators, stoves and range hoods, updated bathrooms with new vanities and lighting, new ceiling fans in all bedrooms and living rooms, and fresh interior paint throughout. The property is 100% leased with professional management in place and includes 28 on-site parking stalls. Located in downtown Hilo — the county seat and regional hub for UH Hilo, healthcare, and government employment — supporting deep, stable rental demand. A recent condo conversion at a comparable Hilo building validates an embedded condo-conversion exit as additional upside. This is a trophy, renovated asset in a submarket where fully stabilized investment properties are rarely available for sale and is truly "turnkey" for a buyer. 5.5% cap rate on stabilized income!

230 Kapiolani Street, Hilo

Listing courtesy of Standard Management LLC.

$2,700,000
5 Beds ⋅ 7 Baths ⋅ 731780 MLS ⋅ ['Fee Simple'] Tenure
The Hilo Beach House is a beachfront residence and multi-unit, short-term vacation rental (STVR) bordering Onekahakaha Beach Park, offering front-row Pacific Ocean views and safe, swimmable ocean access directly from the property; making it a truly exceptional find on the Big Island. While safe swimming spots are scarce on the east coast, Keaukaha is the premier exception, providing a protected white-sand cove just steps away. Furthermore, the property's location offers privacy while maintaining its convenient ocean access and oceanfront views. Unlike remote Hamakua, this property boasts unparalleled convenience and safety. It sits close to downtown Hilo and all of it's amenities; meaning no long commutes, no dark country roads, and no dangerous night driving to get home. The estate features over 6,300 SF of improvements, including 3 luxury air-conditioned units furnished with handcrafted pieces from Bali and screened-in balconies with serene views. The 1st unit offers flexibility with 2 bed/baths a full kitchen, kitchenette, two entries and a middle door with lock-off capability. The other two units are spacious studios with their own kitchenettes. The gorgeous top floor boasts a stunning 2-bedroom, 2-bathroom main residence with an open layout, plush master suite, and a private, beachfront balcony. The Ground Floor Lobby includes an event area currently hosting yoga and dance classes, complete with solar/rain shades and a half bath. Functional amenities include 2 laundry rooms, linen storage, an office, guest reception desk, and ample parking. The property is fully fenced with an automatic security gate, keypad entry, motion lighting, and mobile-linked video surveillance system. All STVR furnishings and linens are included. Zoned V-.75 (Resort-Hotel), plus the Hilo Beach House is thoughtfully built over 3 feet above the base high water level, greatly reducing the cost of flood insurance while providing safety and financial security!

23 Machida Lane, HILO

Listing courtesy of COMPASS.

$2,700,000
5 Beds ⋅ 7 Baths ⋅ 731779 MLS ⋅ ['Fee Simple'] Tenure
The Hilo Beach House is a beachfront residence and multi-unit, short-term vacation rental (STVR) bordering Onekahakaha Beach Park, offering front-row Pacific Ocean views and safe, swimmable ocean access directly from the property; making it a truly exceptional find on the Big Island. While safe swimming spots are scarce on the east coast, Keaukaha is the premier exception, providing a protected white-sand cove just steps away. Furthermore, the property's location offers privacy while maintaining its convenient ocean access and oceanfront views. Unlike remote Hamakua, this property boasts unparalleled convenience and safety. It sits close to downtown Hilo and all of it's amenities; meaning no long commutes, no dark country roads, and no dangerous night driving to get home. The estate features over 6,300 SF of improvements, including 3 luxury air-conditioned units furnished with handcrafted pieces from Bali and screened-in balconies with serene views. The 1st unit offers flexibility with 2 bed/baths a full kitchen, kitchenette, two entries and a middle door with lock-off capability. The other two units are spacious studios with their own kitchenettes. The gorgeous top floor boasts a stunning 2-bedroom, 2-bathroom main residence with an open layout, plush master suite, and a private, beachfront balcony. The Ground Floor Lobby includes an event area currently hosting yoga and dance classes, complete with solar/rain shades and a half bath. Functional amenities include 2 laundry rooms, linen storage, an office, guest reception desk, and ample parking. The property is fully fenced with an automatic security gate, keypad entry, motion lighting, and mobile-linked video surveillance system. All STVR furnishings and linens are included. Zoned V-.75 (Resort-Hotel), plus the Hilo Beach House is thoughtfully built over 3 feet above the base high water level, greatly reducing the cost of flood insurance while providing safety and financial security!

23 Machida Lane, HILO

Listing courtesy of COMPASS.

$479,000
2 Beds ⋅ 2 Baths ⋅ 722523 MLS ⋅ ['Fee Simple'] Tenure ⋅ Hale Moana Apartments BLDG.
Enjoy island lifestyle in this ideally located 4th floor end unit 2 bedroom 2 bath condo in Keaukaha. Being an end unit enhances your privacy and quiet enjoyment. A short stroll from iconic Carlsmith Beach Park and the beloved Seaside Restaurant. Be greeted by the beauty of emerald green, lush fauna from your spacious lanai, perfect for relaxing or entertaining. While the Seller has remodeled many features in the unit including kitchen and baths over their ownership there is always more to do or update. Primary bath hosts grab bars in the shower. There may be some other ADA features but unit is not 100% ADA compliant, please do your own research if these are important aspects of a property for you. Maintenance fees include gas, electricity & water along with basic cable. The trees in front of building are on state land that runs in between the Hale Moana and the pacific ocean. There is a small hand cleared trail for ease of access to walk to the tidal ponds that dot the coastline. The swimming pool offers a restroom and changing area for your enjoyment. Currently the only unit offered for sale in the prestigious Hale Moana. Don't miss this opportunity! You will thank yourself as you enjoy the peaceful, private location, cooling tradewinds with abundant natural light. This home offers true comfort in one of Hawaii Islands most sought-after coastal neighborhoods.

1911 Kalanianaole St Unit 401, HILO

Listing courtesy of Mary Begier Realty.

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.