Real Estate Investment Properties for Sale in Hilton Head Island, SC

Looking for investment property in Hilton Head Island, SC with high ROI ?

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

Single Family Homes for Sale in Hilton Head Island, SC

Search for Single Family Residential for Sale in Hilton Head Island, South Carolina. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 22 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
3 Stella Del Mare Manor Hilton Head Island, SC Cross your private bridge onto what feels like a private island and wake to direct Atlanti...	4 beds \| 6 baths \| 5,831 sq.ft.	$8,500,000	Airbnb cash on cash: -1.59% Traditional cash on cash: -0.94% Airbnb Rental Income: $1586 Traditional Rental Income: $6194 Airbnb ROI: -1.59% Traditional ROI: -0.94%
68 Royal Pointe Drive Hilton Head Island, SC Set at the end of a cul-de-sac with side marsh views, this southern style home offers rela...	3 beds \| 4 baths \| 1,773 sq.ft.	$725,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 2.05% Airbnb Rental Income: $2016 Traditional Rental Income: $2359 Airbnb ROI: 0.77% Traditional ROI: 2.05%
25 Shamrock Circle Hilton Head Island, SC LOW HOA !!! Only $540 for the year! LUX Updates, Move-In Ready Ranch . This three-bedroom,...	3 beds \| 2 baths \| 1,220 sq.ft.	$459,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 0.98% Airbnb Rental Income: $2007 Traditional Rental Income: $1511 Airbnb ROI: 0.91% Traditional ROI: 0.98%
7 Timber Lane Hilton Head Island, SC Stunning 2020-built 4BD/4.5BA + office home in gated Moss Creek! Gourmet kitchen with quar...	4 beds \| 5 baths \| 2,909 sq.ft.	$1,279,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 1.55% Airbnb Rental Income: $1480 Traditional Rental Income: $4171 Airbnb ROI: -1.08% Traditional ROI: 1.55%
17 Bridgeport Lane Hilton Head Island, SC Fully renovated in 2025, this stunning Bridgeport home in gated Shipyard is just 1.5 miles...	3 beds \| 4 baths \| 2,104 sq.ft.	$1,099,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 1.72% Airbnb Rental Income: $2672 Traditional Rental Income: $3111 Airbnb ROI: 0.67% Traditional ROI: 1.72%
12 Wild Azalea Lane Hilton Head Island, SC Welcome to 12 Wild Azalea Laneâa charming 4BR, 3BA Lowcountry home nestled on a quiet st...	4 beds \| 3 baths \| 2,534 sq.ft.	$925,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.47% Airbnb Rental Income: $null Traditional Rental Income: $2598 Airbnb ROI: N/A Traditional ROI: 1.47%
246 Ceasar Place Hilton Head Island, SC Charming 3-Bedroom Home in Gated Allenwood Community. Situated on a quiet dead-end street,...	3 beds \| 3 baths \| 2,090 sq.ft.	$500,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 3.54% Airbnb Rental Income: $2007 Traditional Rental Income: $2242 Airbnb ROI: 1.92% Traditional ROI: 3.54%
55 Barcelona Road #270-A,C,D Hilton Head Island, SC Unique opportunity to own 3 of the 4 deeded quartershares in one unit! With 75% ownership,...	2 beds \| 2 baths \| 1,247 sq.ft.	$140,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 5.91% Airbnb Rental Income: $1564 Traditional Rental Income: $1853 Airbnb ROI: 0.41% Traditional ROI: 5.91%
45 Bay Point Road Hilton Head Island, SC Nestled in a rare coastal setting of Lands End, 45 Bay Pt presents a unique deep water opp...	3 beds \| 4 baths \| 2,074 sq.ft.	$1,300,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 1.94% Airbnb Rental Income: $1559 Traditional Rental Income: $3707 Airbnb ROI: -0.2% Traditional ROI: 1.94%
34 W Beach Lagoon Drive Hilton Head Island, SC Iconic, 2nd row West Beach Lagoon estate on over 1.5 acres! Stunning views from every room...	4 beds \| 6 baths \| 2,872 sq.ft.	$4,950,000	Airbnb cash on cash: -1.64% Traditional cash on cash: -0.82% Airbnb Rental Income: $3080 Traditional Rental Income: $6167 Airbnb ROI: -1.64% Traditional ROI: -0.82%
18 Baynard Cove Road Hilton Head Island, SC Not your typical beach house - this is the one you've been waiting for. Just 10 rows from ...	4 beds \| 5 baths \| 3,705 sq.ft.	$3,800,000	Airbnb cash on cash: -0.84% Traditional cash on cash: -0.26% Airbnb Rental Income: $3080 Traditional Rental Income: $4405 Airbnb ROI: -0.84% Traditional ROI: -0.26%
70 Brams Point Road Hilton Head Island, SC Waterfronts on both the front and the back of the property, truly a one of a kind Lowcount...	5 beds \| 7 baths \| 8,010 sq.ft.	$6,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.15% Airbnb Rental Income: $null Traditional Rental Income: $6637 Airbnb ROI: N/A Traditional ROI: -0.15%
56 Off Shore Hilton Head Island, SC Charming 3BD/3.5BA ranch-style home in the heart of Palmetto Dunes! Featuring a spacious f...	3 beds \| 4 baths \| 2,161 sq.ft.	$975,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 1.37% Airbnb Rental Income: $2600 Traditional Rental Income: $2646 Airbnb ROI: 0.63% Traditional ROI: 1.37%
10 Bradley Beach Road Hilton Head Island, SC Perfect opportunity for an owner with vision. This 3-BR, 2-bath beach-bungalow is just a s...	3 beds \| 2 baths \| 1,016 sq.ft.	$849,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 0.82% Airbnb Rental Income: $1235 Traditional Rental Income: $1646 Airbnb ROI: -0.2% Traditional ROI: 0.82%
72 Cypress Marsh Hilton Head Island, SC Exquisitely reimagined, this three bedroom, three and a half bath residence in Hilton Head...	3 beds \| 4 baths \| 1,800 sq.ft.	$899,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 1.37% Airbnb Rental Income: $2007 Traditional Rental Income: $2380 Airbnb ROI: 0.3% Traditional ROI: 1.37%
8 Bradley Beach Road Hilton Head Island, SC Only turnkey home on Hilton Head priced less than $1 million within easy walking distance ...	3 beds \| 2 baths \| 1,371 sq.ft.	$945,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 0.36% Airbnb Rental Income: $1235 Traditional Rental Income: $1864 Airbnb ROI: -0.81% Traditional ROI: 0.36%
7 Stillwater Court Hilton Head Island, SC Priced to sell!!Opportunity knocks in the desirable Crooked Pond neighborhood of Hilton He...	3 beds \| 2 baths \| 1,440 sq.ft.	$499,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 2.61% Airbnb Rental Income: $1559 Traditional Rental Income: $1917 Airbnb ROI: 0.88% Traditional ROI: 2.61%
40 Sussex Lane Hilton Head Island, SC Welcome to 40 Sussex Lane in the prestigious Indigo Run community. This beautifully mainta...	4 beds \| 3 baths \| 3,193 sq.ft.	$975,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 1.74% Airbnb Rental Income: $1990 Traditional Rental Income: $2638 Airbnb ROI: 0.45% Traditional ROI: 1.74%
39 Monticello Drive Hilton Head Island, SC Charming 3BR/2BA ranch in Chinaberry Ridge with spacious great room, updated kitchen & pri...	3 beds \| 2 baths \| 1,311 sq.ft.	$485,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 2.18% Airbnb Rental Income: $2007 Traditional Rental Income: $1806 Airbnb ROI: 1.47% Traditional ROI: 2.18%
15 Shear Water Drive Hilton Head Island, SC Luxury, privacy, and modern Lowcountry elegance define this brand-new 3-bedroom, 3.5-bath ...	3 beds \| 4 baths \| 2,869 sq.ft.	$1,375,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 1.1% Airbnb Rental Income: $2861 Traditional Rental Income: $2920 Airbnb ROI: 0.53% Traditional ROI: 1.1%
2065 Deer Island Road Hilton Head Island, SC Exceptional Deer Island property in the best location at the end of the culdesac. Complete...	1 beds \| 2 baths \| 816 sq.ft.	$1,150,000	Airbnb cash on cash: -0.53% Traditional cash on cash: -0.29% Airbnb Rental Income: $1379 Traditional Rental Income: $1213 Airbnb ROI: -0.53% Traditional ROI: -0.29%
13 Delta Lane Hilton Head Island, SC Welcome home to the exclusive Long Cove Club in Hilton Head! This stunning 5-bedroom, 6.5-...	5 beds \| 7 baths \| 7,363 sq.ft.	$1,700,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.79% Airbnb Rental Income: $null Traditional Rental Income: $7280 Airbnb ROI: N/A Traditional ROI: 0.79%

Your search for investment property begins and ends here

Single Family Homes for Sale in Hilton Head Island, SC

3 Stella Del Mare Manor

Hilton Head Island, SC

4 beds | 6 baths | 5,831 sq.ft.

$8,500,000

Airbnb cash on cash: -1.59%

Traditional cash on cash: -0.94%

Airbnb Rental Income: $1586

Traditional Rental Income: $6194

Airbnb ROI: -1.59%

Traditional ROI: -0.94%

68 Royal Pointe Drive

Hilton Head Island, SC

3 beds | 4 baths | 1,773 sq.ft.

$725,000

Airbnb cash on cash: 0.77%

Traditional cash on cash: 2.05%

Airbnb Rental Income: $2016

Traditional Rental Income: $2359

Airbnb ROI: 0.77%

Traditional ROI: 2.05%

25 Shamrock Circle

Hilton Head Island, SC

3 beds | 2 baths | 1,220 sq.ft.

$459,000

Airbnb cash on cash: 0.91%

Traditional cash on cash: 0.98%

Airbnb Rental Income: $2007

Traditional Rental Income: $1511

Airbnb ROI: 0.91%

Traditional ROI: 0.98%

7 Timber Lane

Hilton Head Island, SC

4 beds | 5 baths | 2,909 sq.ft.

$1,279,000

Airbnb cash on cash: -1.08%

Traditional cash on cash: 1.55%

Airbnb Rental Income: $1480

Traditional Rental Income: $4171

Airbnb ROI: -1.08%

Traditional ROI: 1.55%

17 Bridgeport Lane

Hilton Head Island, SC

3 beds | 4 baths | 2,104 sq.ft.

$1,099,000

Airbnb cash on cash: 0.67%

Traditional cash on cash: 1.72%

Airbnb Rental Income: $2672

Traditional Rental Income: $3111

Airbnb ROI: 0.67%

Traditional ROI: 1.72%

12 Wild Azalea Lane

Hilton Head Island, SC

4 beds | 3 baths | 2,534 sq.ft.

$925,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.47%

Airbnb Rental Income: $null

Traditional Rental Income: $2598

Airbnb ROI: N/A

Traditional ROI: 1.47%

246 Ceasar Place

Hilton Head Island, SC

3 beds | 3 baths | 2,090 sq.ft.

$500,000

Airbnb cash on cash: 1.92%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $2007

Traditional Rental Income: $2242

Airbnb ROI: 1.92%

Traditional ROI: 3.54%

55 Barcelona Road #270-A,C,D

Hilton Head Island, SC

2 beds | 2 baths | 1,247 sq.ft.

$140,000

Airbnb cash on cash: 0.41%

Traditional cash on cash: 5.91%

Airbnb Rental Income: $1564

Traditional Rental Income: $1853

Airbnb ROI: 0.41%