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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2 Red Maple Rd Hilton Head Island, SC Set on a lush Â¾-acre lot overlooking the 17th tee of Heron Point, this 3,285 SqFt Sea Pin...	3 beds \| 3 baths \| 3,285 sq.ft.	$1,775,000	Airbnb cash on cash: -0.99% Traditional cash on cash: -0.06% Airbnb Rental Income: $1723 Traditional Rental Income: $2801 Airbnb ROI: -0.99% Traditional ROI: -0.06%
3 Claire Dr Hilton Head Island, SC Tucked away on a quiet cul-de-sac in private, oceanfront Port Royal Plantation, this beaut...	4 beds \| 4 baths \| 3,223 sq.ft.	$1,649,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 0.53% Airbnb Rental Income: $1599 Traditional Rental Income: $3309 Airbnb ROI: -0.88% Traditional ROI: 0.53%
20 China Cockle Ln Hilton Head Island, SC EXCEPTIONAL VALUE NEAR THE BLUFF - NOW OFFERED AT $1,650,000. Perfectly positioned just on...	4 beds \| 4 baths \| 4,054 sq.ft.	$1,575,000	Airbnb cash on cash: -1.22% Traditional cash on cash: 0.53% Airbnb Rental Income: $969 Traditional Rental Income: $3310 Airbnb ROI: -1.22% Traditional ROI: 0.53%
29 Oleander St Hilton Head Island, SC Charming and pristine home located in a quiet area of HOLIDAY HOMES and a short 5-minute w...	4 beds \| 3 baths \| 2,320 sq.ft.	$1,049,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 0.91% Airbnb Rental Income: $1599 Traditional Rental Income: $2510 Airbnb ROI: -0.49% Traditional ROI: 0.91%
7 Sandpiper St Hilton Head Island, SC This is your opportunity to enjoy true Hilton Head Island living at 7 Sandpiper Street, ju...	5 beds \| 5 baths \| 2,459 sq.ft.	$1,975,000	Airbnb cash on cash: -0.54% Traditional cash on cash: -0.03% Airbnb Rental Income: $2590 Traditional Rental Income: $2912 Airbnb ROI: -0.54% Traditional ROI: -0.03%
22 Sovereign Dr Hilton Head Island, SC Refined Coastal Elegance in Port Royal Plantation Nestled within the prestigious Port Roya...	4 beds \| 3 baths \| 4,000 sq.ft.	$1,949,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 0.52% Airbnb Rental Income: $1599 Traditional Rental Income: $3306 Airbnb ROI: -0.57% Traditional ROI: 0.52%
170 Dillon Rd Hilton Head Island, SC Incredible development opportunity on Hilton Head Island with the potential for 8 UNITS AN...	4 beds \| 4 baths \| 2,216 sq.ft.	$4,750,000	Airbnb cash on cash: -0.91% Traditional cash on cash: -0.23% Airbnb Rental Income: $969 Traditional Rental Income: $3580 Airbnb ROI: -0.91% Traditional ROI: -0.23%
9 Creek Landing Trce Hilton Head Island, SC Beach life starts here at this beautiful 3b 2.5b home. This home sits in an excellent loca...	3 beds \| 2 baths \| 1,882 sq.ft.	$679,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 1.68% Airbnb Rental Income: $1968 Traditional Rental Income: $2152 Airbnb ROI: 0.58% Traditional ROI: 1.68%
32 Otter Rd Hilton Head Island, SC Tucked near the main gate of Sea Pines, this home offers comfort and flexibility in a sere...	3 beds \| 2 baths \| 1,647 sq.ft.	$825,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 0.96% Airbnb Rental Income: $2462 Traditional Rental Income: $2035 Airbnb ROI: 0.74% Traditional ROI: 0.96%
29 Barony Ln Hilton Head Island, SC 29 Barony Lane is a refreshed single story home infused with natural light and designed fo...	3 beds \| 3 baths \| 2,226 sq.ft.	$1,095,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 0.6% Airbnb Rental Income: $1089 Traditional Rental Income: $2375 Airbnb ROI: -0.97% Traditional ROI: 0.6%
8 Pine Ct Hilton Head Island, SC Imagine starting your day in a sunlit Carolina room, coffee in hand, surrounded by custom ...	4 beds \| 3 baths \| 2,500 sq.ft.	$1,470,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 0.13% Airbnb Rental Income: $1588 Traditional Rental Income: $2404 Airbnb ROI: -0.8% Traditional ROI: 0.13%
191 Mooring Buoy Hilton Head Island, SC Discover elegant coastal living in this ocean oriented 4-bedroom, 4.5 bath home in Palmett...	4 beds \| 4 baths \| 3,248 sq.ft.	$2,375,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 0.6% Airbnb Rental Income: $1902 Traditional Rental Income: $4673 Airbnb ROI: -0.89% Traditional ROI: 0.6%
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.	$7,900,000	Airbnb cash on cash: -1.63% Traditional cash on cash: -0.94% Airbnb Rental Income: $1599 Traditional Rental Income: $6194 Airbnb ROI: -1.63% Traditional ROI: -0.94%
155 Mooring Buoy Hilton Head Island, SC Experience Lowcountry living in this fabulous 3rd-row, 5 BR \| 5.5 BA home in Palmetto Dune...	5 beds \| 5 baths \| 3,860 sq.ft.	$2,995,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 0.61% Airbnb Rental Income: $2597 Traditional Rental Income: $6130 Airbnb ROI: -0.89% Traditional ROI: 0.61%
82 Saw Timber Dr Hilton Head Island, SC Stylishly remodeled Lowcountry / Modern residence with sweeping double fairway golf views ...	4 beds \| 3 baths \| 2,444 sq.ft.	$899,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.01% Airbnb Rental Income: $1596 Traditional Rental Income: $2922 Airbnb ROI: -0.01% Traditional ROI: 2.01%
6 Stonewall Cir Hilton Head Island, SC Excellent Location and Like-New Home. Move right in and start enjoying the Island Lifestyl...	4 beds \| 4 baths \| 2,688 sq.ft.	$1,200,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 1.33% Airbnb Rental Income: $969 Traditional Rental Income: $2971 Airbnb ROI: -0.78% Traditional ROI: 1.33%
25 Spartina Cres Hilton Head Island, SC Lowcountry living at its finest! This beautifully maintained Sea Pines home offers breatht...	3 beds \| 3 baths \| 3,754 sq.ft.	$1,995,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 0.22% Airbnb Rental Income: $1723 Traditional Rental Income: $2839 Airbnb ROI: -0.64% Traditional ROI: 0.22%
62 Yorkshire Dr Hilton Head Island, SC Experience luxury living at its finest in this beautifully reimagined 4-bedroom residence ...	4 beds \| 4 baths \| 5,493 sq.ft.	$3,250,000	Airbnb cash on cash: -1.41% Traditional cash on cash: -0.61% Airbnb Rental Income: $2685 Traditional Rental Income: $4439 Airbnb ROI: -1.41% Traditional ROI: -0.61%
2 Oakman Branch Rd Hilton Head Island, SC This home truly has it all. Rare opportunity to own this custom-built French Country style...	3 beds \| 3 baths \| 4,736 sq.ft.	$1,675,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 1.38% Airbnb Rental Income: $1365 Traditional Rental Income: $4675 Airbnb ROI: -1.02% Traditional ROI: 1.38%
6 Mossy Oaks Ln Hilton Head Island, SC Escape to the tranquil charm of the SC Lowcountry with this southern-inspired residence, n...	3 beds \| 2 baths \| 2,441 sq.ft.	$784,500	Airbnb cash on cash: -0.21% Traditional cash on cash: 1.8% Airbnb Rental Income: $1547 Traditional Rental Income: $2602 Airbnb ROI: -0.21% Traditional ROI: 1.8%
91 Jarvis Creek Ln Hilton Head Island, SC The BEST value for long marsh views on Hilton Head Island! Enjoy stunning sunrises and sun...	3 beds \| 2 baths \| 1,889 sq.ft.	$648,999	Airbnb cash on cash: 0.18% Traditional cash on cash: 2.26% Airbnb Rental Income: $1547 Traditional Rental Income: $2359 Airbnb ROI: 0.18% Traditional ROI: 2.26%
62 Dune Ln Hilton Head Island, SC Full unobstructed view of sunrise all summer long! This 5 Bedroom, 3.5 bath home has a bra...	5 beds \| 3 baths \| 3,316 sq.ft.	$2,400,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.05% Airbnb Rental Income: $null Traditional Rental Income: $2839 Airbnb ROI: N/A Traditional ROI: -0.05%

Your search for investment property begins and ends here

Single Family Homes for Sale in Hilton Head Island, SC

2 Red Maple Rd

Hilton Head Island, SC

3 beds | 3 baths | 3,285 sq.ft.

$1,775,000

Airbnb cash on cash: -0.99%

Traditional cash on cash: -0.06%

Airbnb Rental Income: $1723

Traditional Rental Income: $2801

Airbnb ROI: -0.99%

Traditional ROI: -0.06%

3 Claire Dr

Hilton Head Island, SC

4 beds | 4 baths | 3,223 sq.ft.

$1,649,000

Airbnb cash on cash: -0.88%

Traditional cash on cash: 0.53%

Airbnb Rental Income: $1599

Traditional Rental Income: $3309

Airbnb ROI: -0.88%

Traditional ROI: 0.53%

20 China Cockle Ln

Hilton Head Island, SC

4 beds | 4 baths | 4,054 sq.ft.

$1,575,000

Airbnb cash on cash: -1.22%

Traditional cash on cash: 0.53%

Airbnb Rental Income: $969

Traditional Rental Income: $3310

Airbnb ROI: -1.22%

Traditional ROI: 0.53%

29 Oleander St

Hilton Head Island, SC

4 beds | 3 baths | 2,320 sq.ft.

$1,049,000

Airbnb cash on cash: -0.49%

Traditional cash on cash: 0.91%

Airbnb Rental Income: $1599

Traditional Rental Income: $2510

Airbnb ROI: -0.49%

Traditional ROI: 0.91%

7 Sandpiper St

Hilton Head Island, SC

5 beds | 5 baths | 2,459 sq.ft.

$1,975,000

Airbnb cash on cash: -0.54%

Traditional cash on cash: -0.03%

Airbnb Rental Income: $2590

Traditional Rental Income: $2912

Airbnb ROI: -0.54%

Traditional ROI: -0.03%

22 Sovereign Dr

Hilton Head Island, SC

4 beds | 3 baths | 4,000 sq.ft.

$1,949,000

Airbnb cash on cash: -0.57%

Traditional cash on cash: 0.52%

Airbnb Rental Income: $1599

Traditional Rental Income: $3306

Airbnb ROI: -0.57%

Traditional ROI: 0.52%

170 Dillon Rd

Hilton Head Island, SC

4 beds | 4 baths | 2,216 sq.ft.

$4,750,000

Airbnb cash on cash: -0.91%

Traditional cash on cash: -0.23%

Airbnb Rental Income: $969

Traditional Rental Income: $3580

Airbnb ROI: -0.91%

Traditional ROI: -0.23%

9 Creek Landing Trce

Hilton Head Island, SC

3 beds | 2 baths | 1,882 sq.ft.

$679,900

Airbnb cash on cash: 0.58%

Traditional cash on cash: 1.68%

Airbnb Rental Income: $1968

Traditional Rental Income: $2152

Airbnb ROI: 0.58%