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Captain Cook Real Estate is our specialty. My staff and I are committed to making the buying and selling of Captain Cook real estate on South Kona a pleasurable and rewarding experience. My website allows you to search all active Captain Cook homes, condos, & land for sale on South Kona. It is easy to use and navigate through property searches. You can also save searches and get daily email alerts of new listings as they become available.

Captain Cook offers a wondrous addition to Hawaii with its exclusive neighborhoods, and wonderful upscale homes this is the place to be when visiting Hawaii. Many of Captain Cooks residents work from home and don't often travel to the larger cities. This quiet seclusion is an attraction to many authors and architects needing this space. While Captain Cook is lacking the convenience of shops & grocery stores residents enjoy this hideaway and don't mind traveling a bit to obtain their essential resources.

While in Captain Cook you must view the Monument that was built as a memorial to Captain James Cook and his crew. His ships the Resolution and Discovery were entering the Kealakekua Bay in January of 1779 when they interrupted an annual festival by the village people. They paid tribute to Captain Cook and his men worshiping them as Gods. When they realized their mistake they killed them on the spot. At the place of his death is now sits his memorial. Though it is a treacherous hike once there the view is unforgettable. Kayaking, snorkeling, and scuba diving are some of the great outdoor sports that are enjoyed in Captain Cook. Many come to enjoy the calm and clear waters while dabbling in some outdoor events.

87-3180 Boki Rd, CAPTAIN COOK
$765,000
3 Beds ⋅ 3 Baths ⋅ 731152 MLS ⋅ ['Fee Simple'] Tenure
Perched above the Pacific in the desirable Kona Paradise community, this 3-bedroom, 2.5-bath South Kona retreat offers beautiful ocean views, year-round sunsets, and a secluded end-of-road setting surrounded by lush tropical greenery. Positioned at the end of the cul-de-sac along the southern ridge and forest, the property enjoys an especially peaceful and private setting. With 1,335 square feet of living space, the home is thoughtfully positioned to capture cooling breezes and expansive coastline views. The open living and kitchen areas create a comfortable gathering space, while the lanai provides a front-row seat to colorful Kona sunsets and seasonal humpback whales offshore. One bedroom also features its own private lanai. Previously used as a hosted short-term vacation rental, the property offers a flexible layout with a private host area and a history of welcoming guests to South Kona. Whether envisioned as a primary residence, island getaway, or investment property, the home offers a variety of possibilities. Buyers should independently verify current County, zoning, and other requirements applicable to any intended rental use. Kona Paradise is known for its peaceful setting, tropical landscape, and authentic Big Island lifestyle. Pebble Beach, located at the bottom of the subdivision, is a local favorite for snorkeling, kayaking, fishing, and enjoying the coastline. Nearby, explore historic Kealakekua Bay, South Kona coffee farms, farmers markets, and locally owned restaurants. Captain Cook provides convenient access to everyday necessities, while Kailua-Kona and Kona International Airport are approximately 25 minutes away. Come experience the ocean views, tropical seclusion, and end-of-road privacy that make this Kona Paradise retreat a special place to call home.

87-3180 Boki Rd, CAPTAIN COOK

Listing courtesy of eXp Realty.

87-4539 Keahi Kai Pl Unit B, CAPTAIN COOK
$1,600,000
733722 MLS ⋅ ['Fee Simple'] Tenure
South Kona Agricultural Estate Opportunity * Newly Approved Agricultural Lot in a beautiful and natural part of South Kona, with deeded access to an unspoiled beach nearby Discover a rare opportunity to own prime agricultural acreage in the highly desirable South Kona region of Hawaiʻi Island. Recently receiving final subdivision approval from the County of Hawaiʻi Planning Department, this exceptional property has been divided into its own distinct parcel. Lot 4-B is offering flexibility for farming, agricultural investment, and long-term land ownership. Presenting a distinguished opportunity to acquire a newly approved agricultural estate parcel in the coveted Pāhoehoe 2nd, South Kona district on Hawaiʻi Island. This exceptionally positioned property combines the privacy and scale sought by sophisticated investors with the lifestyle advantages that have made Hawaiʻi's most desirable ownership destinations. The subdivision received final approval from the County of Hawai'i Planning Department, creating a titled parcel ready for the next chapter of ownership. This property offers the perfect balance of privacy, natural beauty, and beach accessibility. South Kona is renowned for its ideal growing conditions, rich volcanic soils, coffee production, pineapples, and rural lifestyle. Nestled above renowned South Kona coastline, this parcel offers the rare combination of agricultural productivity and access to the island's most treasured natural amenities. Owners will enjoy proximity to a pristine beach, snorkeling, fishing, camping. *TMK: (3) 8-7-007-029 Approx. 5.606 acres Generous acreage offering privacy, flexibility, and long-term appreciation potential in one of South Kona's most sought-after rural communities. Ideal for agricultural use, future cultivation, and investment in one of Hawaiʻi Island's most sought-after rural communities.

87-4539 Keahi Kai Pl Unit B, CAPTAIN COOK

Listing courtesy of Coast Properties Ltd..

82-5957 Wakida Dr, CAPTAIN COOK
$1,700,000
4 Beds ⋅ 4 Baths ⋅ 734218 MLS ⋅ ['Fee Simple'] Tenure
Sweeping panoramic views of historic Kealakekua Bay and the South Kona coastline highlight this beautifully appointed 4-bedroom, 3.5-bath home on one lush acre. Quality craftsmanship, premium finishes, and a thoughtful floor plan complement the exceptional setting. Property Features: -Panoramic Ocean Views: Stunning coastline and Kealakekua Bay views from both levels, with an upstairs lanai offering more than 180 degrees of ocean views. -One-Acre Tropical Property: Rock walls, winding pathways, and terraced gardens with avocado, citrus, pineapple, ʻulu, and more. See attached list. -Thoughtful Layout: Two first-floor primary suites, kitchen, living and dining areas, office, and multiple lanais. -Main Primary Suite: Travertine floors, walk-in shower, soaking tub, and spacious walk-in closet. -Custom Koa Office: Built-in Koa cabinetry and desk adjoining the main primary suite. -Gourmet Kitchen: Premium appliances and custom Koa cabinetry. -Hardwood Flooring: Beautiful Tasmanian blackwood floors in the second primary suite and upstairs bedrooms. -Second Floor: Two bedrooms, full bath, flexible bonus room, and expansive oceanview lanai with wet bar. -Outdoor Living: East and west lanais, hot tub, and outdoor shower. -Oversized Two-Car Garage: Laundry area, counter space, storage, and loft. -Solar Power: 56-panel photovoltaic system with net metering. From the tropical gardens to the breathtaking views of Kealakekua Bay, this exceptional property captures the beauty and relaxed lifestyle of South Kona. Enjoy spectacular sunsets, comfortable elevations, and inviting spaces for entertaining or simply relaxing at home.

82-5957 Wakida Dr, CAPTAIN COOK

Listing courtesy of Livingston Realty.

Mamalahoa Hwy, CAPTAIN COOK
$1,475,000
734168 MLS ⋅ ['Fee Simple'] Tenure
71.91 ACRES: HWY. TO OCEANFRONT, SURF & SUNSET VIEWS Located in the Kona Coffee Belt, good for farm and ranch land. Surf, Sunset & Spectacular Ocean Views Rarely available, this extraordinary 71.91-acre oceanfront property is located in the highly desirable Kona Coffee Belt on Hawaii Island. Offering breathtaking panoramic blue-water views from the upper elevations all the way to the shoreline, this remarkable parcel combines privacy, natural beauty, and development potential. Enjoy direct access to some of Hawaii's most treasured coastal experiences, including world-class diving, snorkeling, swimming, kayaking, fishing, whale watching, and dolphin sightings. Year-round sunsets paint the horizon with unforgettable colors. Bordering the north side of the popular Kona Paradise beach community, the property extends to Pebble Beach south end and provides access to a private black sand beach. A rare opportunity to own a significant stretch of Hawaii's stunning coastline. Property highlights include: 71.91 acres from the Hwy. to oceanfront land Prime location in the Kona Coffee Belt Expansive ocean, coastline, and sunset views Access to Pebble Beach and a private black sand beach Enjoy diving, snorkeling, kayaking, and fishing. Whale and dolphin watching. Potential for subdivision, subject to county approval Approximately 15 minutes to local coffee shops and restaurants, Post Office. Approximately 20 minutes to the famous Pu'uhonua O Honaunau National Historical Park, Kealakekua Ranch Center, dining, and the Sunday Green Market About 25 minutes to Kona Community Hospital Whether envisioned as a private estate, family compound, ranch or agricultural venture, or future development opportunity, this unique property offers an exceptional combination of size, location, and oceanfront beauty in one of Hawaii's most sought-after regions.

Mamalahoa Hwy, CAPTAIN COOK

Listing courtesy of Coldwell Banker Island Properties - Kona.

82-5971 Government Main Rd, CAPTAIN COOK
$1,675,000
5 Beds ⋅ 5 Baths ⋅ 733428 MLS ⋅ ['Fee Simple'] Tenure
This truly unique property enjoys spectacular views of the mesmerizing grandeur of the South Kona coastline and hinterland. Enviably located at the upper end of McCoy Plantation at a median elevation of approximately 1,460', this fully developed one acre property enjoys peace and privacy. Crowning the property is a turnkey furnished 4bd/3ba three level (plus loft) pole designed home that nestles in a colorful and meticulously maintained landscape. Discretely separate from the main house is a two level turnkey furnished ohana dwelling that also enjoys a wondrous southerly view of the South Kona coastline Notable features of the Main House include: * Constructed of Douglas fir except for the cedar poles and redwood lanai railings. * Has operated as a very successful hosted vacation for many years. * First floor level--1bd/1ba with 379 sqft of living area. * Second level--3bd/1ba and laundry with 806 sqft of living area and 322 sqft of covered lanai. * Third level--Kitchen, bathroom and living room with 646 sqft of living area and 578 sqft of covered wraparound lanai. * A loft area of 234 sqft * A roof top lookout platform of 96 sq ft. * Koa cabinetry in the kitchen and 3rd level bathroom. * Quartzite kitchen counters. * Custom made floor to ceiling bypass doors access the lanai on the 3rd level. * Cathedral ceiling on the 3rd level. * Aircraft grade aluminum roof. * Two laundry areas. * A detached carport of 432 sqft. Notable features of the Ohana include: * Recently added downstairs recreation room of 432 sqft. * Upper level like the main house is constructed of Douglas fir. It has 1bd/1ba with a living area of 864sqft. Notable landscape features: * Approximately 100 producing coffee trees. * Fruit trees include, bananas, mango, jobaticaba and surinam cherry. * Palms and clumping bamboo. * Rock walls bound the property on the western side and a portion of the southern side.

82-5971 Government Main Rd, CAPTAIN COOK

Listing courtesy of Sue Brown Realty and Associates.

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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.

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