Real Estate Investment Properties for Sale in Captain Cook, HI

Looking for investment property in Captain Cook, HI with high ROI ?

Explore a variety of short-term homes & houses in Captain Cook, HI. Invest wisely with VRBO & Captain Cook, HI Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Captain Cook, HI

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
88-199 AOAO AVE Captain Cook, HI This charming home located in Milolii Beach Lots, has been thoughtfully transformed into a...	2 beds \| 2 baths \| 748 sq.ft.	$650,000	Airbnb cash on cash: 4.7% Traditional cash on cash: 3.27% Airbnb Rental Income: $4869 Traditional Rental Income: $3001 Airbnb ROI: 4.7% Traditional ROI: 3.27%
88-1965 MILOLII RD Captain Cook, HI The newly constructed home in Milolii is a stunning sight, with its breathtaking views of ...	2 beds \| 2 baths \| 1,362 sq.ft.	$659,500	Airbnb cash on cash: 4.16% Traditional cash on cash: 3.52% Airbnb Rental Income: $4869 Traditional Rental Income: $3476 Airbnb ROI: 4.16% Traditional ROI: 3.52%
87-2642 HAWAII BELT RD Captain Cook, HI South Kona Farm<br><br>Welcome to your own slice of paradise in South Kona! This 10-ac...	1 beds \| 1 baths \| 800 sq.ft.	$749,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 2.53% Airbnb Rental Income: $2932 Traditional Rental Income: $2786 Airbnb ROI: 1.77% Traditional ROI: 2.53%
87-3188 BOKI RD Captain Cook, HI Situated on a quiet street in Upper Kona Paradise, this 3-bed, 2-bath home has been recent...	3 beds \| 2 baths \| 1,096 sq.ft.	$700,000	Airbnb cash on cash: 8.63% Traditional cash on cash: 3.18% Airbnb Rental Income: $8508 Traditional Rental Income: $3340 Airbnb ROI: 8.63% Traditional ROI: 3.18%
83-5611 MIDDLE KEEI RD Captain Cook, HI This is a leasehold property. 10.6 acre with a new KSBE lease to 10/31/2057.<br><br>Search...	3 beds \| 3 baths \| 1,720 sq.ft.	$928,000	Airbnb cash on cash: 6.53% Traditional cash on cash: 3.04% Airbnb Rental Income: $8508 Traditional Rental Income: $3891 Airbnb ROI: 6.53% Traditional ROI: 3.04%
89-810 OLD MAMALAHOA HIGHWAY Captain Cook, HI Unique & one of a kind property .<br>Two homes +++ on 3.78 acres for sale~ There are so ...	1 beds \| 3 baths \| 1,568 sq.ft.	$789,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 3.33% Airbnb Rental Income: $2932 Traditional Rental Income: $3484 Airbnb ROI: 1.65% Traditional ROI: 3.33%
89-857 HAWAII BELT RD Captain Cook, HI Nestled one hour south of the hustle and bustle of Kailua-Kona town you will find peace an...	3 beds \| 2 baths \| 1,752 sq.ft.	$1,600,000	Airbnb cash on cash: 2.98% Traditional cash on cash: 1.12% Airbnb Rental Income: $8508 Traditional Rental Income: $4143 Airbnb ROI: 2.98% Traditional ROI: 1.12%
83-1064 HONAUNAU SCHOOL RD Captain Cook, HI Sustainable 7.5 acre organic biodiverse farm with 2 homes and multiple dwellings. This tro...	5 beds \| 4 baths \| 2,096 sq.ft.	$2,600,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.71% Airbnb Rental Income: $null Traditional Rental Income: $4561 Airbnb ROI: N/A Traditional ROI: 0.71%
82-1205 GREENWELL MOUNTAIN RD Captain Cook, HI High on the slopes of the KONA COAST overlooking the Blue Pacific Ocean is Coffee Country....	3 beds \| 3 baths \| 1,925 sq.ft.	$1,750,000	Airbnb cash on cash: 2.92% Traditional cash on cash: 1.26% Airbnb Rental Income: $8508 Traditional Rental Income: $4205 Airbnb ROI: 2.92% Traditional ROI: 1.26%
82-6033 MANINI BEACH RD Captain Cook, HI Stunning Oceanfront Home with Endless Potential<br><br>Nestled in a prime oceanfront locat...	1 beds \| 2 baths \| 1,262 sq.ft.	$1,225,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 1.36% Airbnb Rental Income: $2932 Traditional Rental Income: $3222 Airbnb ROI: 0.51% Traditional ROI: 1.36%
87-3219 BOKI RD Captain Cook, HI HAWAII HOME W/OCEAN, SUNSET VIEWS ON LARGE END LOT IN BEACH COMMUNITY<br>Single level home...	2 beds \| 2 baths \| 960 sq.ft.	$625,000	Airbnb cash on cash: 5.36% Traditional cash on cash: 3.87% Airbnb Rental Income: $4869 Traditional Rental Income: $3002 Airbnb ROI: 5.36% Traditional ROI: 3.87%
88-1508 Akahi Ave Captain Cook, HI Step into island living with this beautifully constructed custom 3-bedroom, 2-bath home, w...	3 beds \| 2 baths \| 1,376 sq.ft.	$750,000	Airbnb cash on cash: 8.58% Traditional cash on cash: 3.6% Airbnb Rental Income: $8508 Traditional Rental Income: $3417 Airbnb ROI: 8.58% Traditional ROI: 3.6%
88-1587 ALA MALINO RD Captain Cook, HI This unique property features two pod-style dwellings under one roof, offering a thoughtfu...	3 beds \| 2 baths \| 1,878 sq.ft.	$899,900	Airbnb cash on cash: 6.71% Traditional cash on cash: 3.01% Airbnb Rental Income: $8508 Traditional Rental Income: $3807 Airbnb ROI: 6.71% Traditional ROI: 3.01%
89-1444 ANAPUKA RD Captain Cook, HI Private and peaceful 2b/2bth home on 1 acre with ocean views located in Lani Kona subdivis...	2 beds \| 2 baths \| 960 sq.ft.	$515,000	Airbnb cash on cash: 6.56% Traditional cash on cash: 4.32% Airbnb Rental Income: $4869 Traditional Rental Income: $2790 Airbnb ROI: 6.56% Traditional ROI: 4.32%
82-6289 KAHAULOA ST Captain Cook, HI Welcome to Dolphin Bay House, a highly desirable property in the sought-after Captain Cook...	3 beds \| 3 baths \| 2,402 sq.ft.	$2,250,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 0.47% Airbnb Rental Income: $8508 Traditional Rental Income: $4376 Airbnb ROI: 1.68% Traditional ROI: 0.47%
88-1544 PIKAKE AVE Captain Cook, HI Welcome to your perfect beach house at 88-1544 Pikake Ave. This serene 2 bed/1.5 bath off-...	2 beds \| 2 baths \| 729 sq.ft.	$550,000	Airbnb cash on cash: 6.12% Traditional cash on cash: 3.78% Airbnb Rental Income: $4869 Traditional Rental Income: $2666 Airbnb ROI: 6.12% Traditional ROI: 3.78%
89-780 Huanui Road Captain Cook, HI HAWAIIAN COUNTRY CHARMER ON 1.8 LUSH ACRES WITH AN OCEAN VIEW. Â Private driveway to the c...	2 beds \| 2 baths \| 1,381 sq.ft.	$725,000	Airbnb cash on cash: 4.28% Traditional cash on cash: 3.5% Airbnb Rental Income: $4869 Traditional Rental Income: $3336 Airbnb ROI: 4.28% Traditional ROI: 3.5%
83-1070 HONAUNAU SCHOOL RD Captain Cook, HI Charming 1-Bedroom, Office and 1-Bath Coffee Farm!<br><br>Welcome to this beautifully reno...	1 beds \| 1 baths \| 1,028 sq.ft.	$1,329,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 0.85% Airbnb Rental Income: $2932 Traditional Rental Income: $2694 Airbnb ROI: 0.49% Traditional ROI: 0.85%
87-1081 HALEILI RD Captain Cook, HI Professional Photos coming soon!<br><br>Rare Opportunity! <br>34- Acre Ocean View Propert...	1 beds \| 1 baths \| 473 sq.ft.	$1,695,000	Airbnb cash on cash: 0.07% Traditional cash on cash: -0.05% Airbnb Rental Income: $2932 Traditional Rental Income: $2060 Airbnb ROI: 0.07% Traditional ROI: -0.05%

Real Estate investment in Captain-cook, HI

There are 19 properties for sale in the city of Captain Cook . The median list price in Captain Cook is $750,000 and the average price per square foot is $549. In January 2025, the average monthly cash on cash return in Captain Cook is 3.00%. The average monthly rental income in Captain Cook is $3,340.

Captain-cook, HI Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 19 investment properties available for sale in Captain-cook.

In 2025, the best neighborhood to buy investment property is Captain Cook.

The ROI for Short-Term is higher than the Long-Term in Captain-cook with average rental income of $4,869.

Your search for investment property begins and ends here

Investment Property for Sale in Captain Cook, HI

88-199 AOAO AVE

Captain Cook, HI

2 beds | 2 baths | 748 sq.ft.

$650,000

Airbnb cash on cash: 4.7%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $4869

Traditional Rental Income: $3001

Airbnb ROI: 4.7%

Traditional ROI: 3.27%

88-1965 MILOLII RD

Captain Cook, HI

2 beds | 2 baths | 1,362 sq.ft.

$659,500

Airbnb cash on cash: 4.16%

Traditional cash on cash: 3.52%

Airbnb Rental Income: $4869

Traditional Rental Income: $3476

Airbnb ROI: 4.16%

Traditional ROI: 3.52%

87-2642 HAWAII BELT RD

Captain Cook, HI

1 beds | 1 baths | 800 sq.ft.

$749,000

Airbnb cash on cash: 1.77%

Traditional cash on cash: 2.53%

Airbnb Rental Income: $2932

Traditional Rental Income: $2786

Airbnb ROI: 1.77%

Traditional ROI: 2.53%

87-3188 BOKI RD

Captain Cook, HI

3 beds | 2 baths | 1,096 sq.ft.

$700,000

Airbnb cash on cash: 8.63%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $8508

Traditional Rental Income: $3340

Airbnb ROI: 8.63%

Traditional ROI: 3.18%

83-5611 MIDDLE KEEI RD

Captain Cook, HI

3 beds | 3 baths | 1,720 sq.ft.

$928,000

Airbnb cash on cash: 6.53%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $8508

Traditional Rental Income: $3891

Airbnb ROI: 6.53%

Traditional ROI: 3.04%

89-810 OLD MAMALAHOA HIGHWAY

Captain Cook, HI

1 beds | 3 baths | 1,568 sq.ft.

$789,000

Airbnb cash on cash: 1.65%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $2932

Traditional Rental Income: $3484

Airbnb ROI: 1.65%

Traditional ROI: 3.33%

89-857 HAWAII BELT RD

Captain Cook, HI

3 beds | 2 baths | 1,752 sq.ft.

$1,600,000

Airbnb cash on cash: 2.98%

Traditional cash on cash: 1.12%

Airbnb Rental Income: $8508

Traditional Rental Income: $4143

Airbnb ROI: 2.98%

Traditional ROI: 1.12%

83-1064 HONAUNAU SCHOOL RD

Captain Cook, HI

5 beds | 4 baths | 2,096 sq.ft.

$2,600,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.71%

Airbnb Rental Income: $null

Traditional Rental Income: $4561

Airbnb ROI: N/A