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 20 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
38 Circlewood Drive Hilton Head Island, SC Enjoy Coastal Living at Beach City Place! Welcome to this beautifully maintained Cumberlan...	3 beds \| N/A baths \| 1,876 sq.ft.	$675,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 1.39% Airbnb Rental Income: $1312 Traditional Rental Income: $1955 Airbnb ROI: -0.28% Traditional ROI: 1.39%
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 \| N/A baths \| 5,831 sq.ft.	$8,500,000	Airbnb cash on cash: -1.59% Traditional cash on cash: -0.94% Airbnb Rental Income: $1599 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 \| N/A baths \| 1,773 sq.ft.	$699,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 2.16% Airbnb Rental Income: $2268 Traditional Rental Income: $2359 Airbnb ROI: 1.15% Traditional ROI: 2.16%
25 Shamrock Circle Hilton Head Island, SC Updated, affordable, and move-in ready! This 3-bedroom, 2-bath home sits on a large corner...	3 beds \| 2 baths \| 1,220 sq.ft.	$449,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 1.02% Airbnb Rental Income: $1649 Traditional Rental Income: $1511 Airbnb ROI: 0.25% Traditional ROI: 1.02%
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 \| N/A baths \| 2,909 sq.ft.	$1,279,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 1.55% Airbnb Rental Income: $1637 Traditional Rental Income: $4171 Airbnb ROI: -0.97% Traditional ROI: 1.55%
17 Bridgeport Lane Hilton Head Island, SC Located in the Bridgeport section of gated Shipyard Plantation, 17 Bridgeport pairs a 2025...	3 beds \| 4 baths \| 2,104 sq.ft.	$1,094,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 1.73% Airbnb Rental Income: $2672 Traditional Rental Income: $3111 Airbnb ROI: 0.67% Traditional ROI: 1.73%
246 Ceasar Place Hilton Head Island, SC Charming 3-Bedroom Home in Gated Allenwood Community. Situated on a quiet dead-end street,...	3 beds \| N/A baths \| 2,090 sq.ft.	$470,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 3.83% Airbnb Rental Income: $1649 Traditional Rental Income: $2242 Airbnb ROI: 1.42% Traditional ROI: 3.83%
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 \| N/A baths \| 2,074 sq.ft.	$1,250,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 2.06% Airbnb Rental Income: $1312 Traditional Rental Income: $3707 Airbnb ROI: -0.35% Traditional ROI: 2.06%
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 \| N/A baths \| 2,872 sq.ft.	$4,950,000	Airbnb cash on cash: -1.74% Traditional cash on cash: -0.82% Airbnb Rental Income: $2562 Traditional Rental Income: $6167 Airbnb ROI: -1.74% 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 \| N/A baths \| 3,705 sq.ft.	$3,800,000	Airbnb cash on cash: -0.96% Traditional cash on cash: -0.26% Airbnb Rental Income: $2562 Traditional Rental Income: $4405 Airbnb ROI: -0.96% Traditional ROI: -0.26%
11 Bittern Street Hilton Head Island, SC Location, location, location! Just moments to the beach and Coligny Plaza, this ocean-orie...	5 beds \| N/A baths \| 2,592 sq.ft.	$2,225,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.2% Airbnb Rental Income: $null Traditional Rental Income: $1177 Airbnb ROI: N/A Traditional ROI: -1.2%
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: -0.36% Traditional cash on cash: 0.82% Airbnb Rental Income: $1089 Traditional Rental Income: $1646 Airbnb ROI: -0.36% Traditional ROI: 0.82%
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: -0.94% Traditional cash on cash: 0.36% Airbnb Rental Income: $1089 Traditional Rental Income: $1864 Airbnb ROI: -0.94% Traditional ROI: 0.36%
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 \| N/A baths \| 2,869 sq.ft.	$1,335,000	Airbnb cash on cash: 0.58% Traditional cash on cash: 1.16% Airbnb Rental Income: $2861 Traditional Rental Income: $2920 Airbnb ROI: 0.58% Traditional ROI: 1.16%
13 Delta Lane Hilton Head Island, SC Welcome to Long Cove Club in Hilton Head! This exceptional 5-bed, 6.5-bath estate spans ov...	5 beds \| N/A 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%
1 Camellia Street Hilton Head Island, SC Live the Hilton Head lifestyle just steps from the island's famous beaches in this beautif...	3 beds \| 2 baths \| 1,560 sq.ft.	$899,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.08% Airbnb Rental Income: $1089 Traditional Rental Income: $2041 Airbnb ROI: -0.5% Traditional ROI: 1.08%
20 Fairway Winds Place Hilton Head Island, SC Fairway Winds home located walking distance to Community pool and Beach access at Port Roy...	3 beds \| 3 baths \| 1,961 sq.ft.	$1,075,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 0.5% Airbnb Rental Income: $1089 Traditional Rental Income: $2357 Airbnb ROI: -1.14% Traditional ROI: 0.5%
27 Mangrove Street Hilton Head Island, SC Escape to serenity in this stunning four year young, MOVE-IN-READY, coastal ranch-style ho...	3 beds \| 2 baths \| 1,532 sq.ft.	$655,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 1.63% Airbnb Rental Income: $1312 Traditional Rental Income: $2016 Airbnb ROI: -0.19% Traditional ROI: 1.63%
25 Towhee Road Hilton Head Island, SC When entering 25 Towhee you walk through the custom-made wrought iron gate with surroundin...	3 beds \| 2 baths \| 2,240 sq.ft.	$1,399,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 0.15% Airbnb Rental Income: $1649 Traditional Rental Income: $2329 Airbnb ROI: -0.73% Traditional ROI: 0.15%

Your search for investment property begins and ends here

Single Family Homes for Sale in Hilton Head Island, SC

38 Circlewood Drive

Hilton Head Island, SC

3 beds | N/A baths | 1,876 sq.ft.

$675,000

Airbnb cash on cash: -0.28%

Traditional cash on cash: 1.39%

Airbnb Rental Income: $1312

Traditional Rental Income: $1955

Airbnb ROI: -0.28%

Traditional ROI: 1.39%

3 Stella Del Mare Manor

Hilton Head Island, SC

4 beds | N/A baths | 5,831 sq.ft.

$8,500,000

Airbnb cash on cash: -1.59%

Traditional cash on cash: -0.94%

Airbnb Rental Income: $1599

Traditional Rental Income: $6194

Airbnb ROI: -1.59%

Traditional ROI: -0.94%

68 Royal Pointe Drive

Hilton Head Island, SC

3 beds | N/A baths | 1,773 sq.ft.

$699,000

Airbnb cash on cash: 1.15%

Traditional cash on cash: 2.16%

Airbnb Rental Income: $2268

Traditional Rental Income: $2359

Airbnb ROI: 1.15%

Traditional ROI: 2.16%

25 Shamrock Circle

Hilton Head Island, SC

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

$449,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 1.02%

Airbnb Rental Income: $1649

Traditional Rental Income: $1511

Airbnb ROI: 0.25%

Traditional ROI: 1.02%

7 Timber Lane

Hilton Head Island, SC

4 beds | N/A baths | 2,909 sq.ft.

$1,279,000

Airbnb cash on cash: -0.97%

Traditional cash on cash: 1.55%

Airbnb Rental Income: $1637

Traditional Rental Income: $4171

Airbnb ROI: -0.97%

Traditional ROI: 1.55%

17 Bridgeport Lane

Hilton Head Island, SC

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

$1,094,000

Airbnb cash on cash: 0.67%

Traditional cash on cash: 1.73%

Airbnb Rental Income: $2672

Traditional Rental Income: $3111

Airbnb ROI: 0.67%

Traditional ROI: 1.73%

246 Ceasar Place

Hilton Head Island, SC

3 beds | N/A baths | 2,090 sq.ft.

$470,000

Airbnb cash on cash: 1.42%

Traditional cash on cash: 3.83%

Airbnb Rental Income: $1649

Traditional Rental Income: $2242

Airbnb ROI: 1.42%

Traditional ROI: 3.83%

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%