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 16 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
11 Blue Heron Point Hilton Head Island, SC RARE DEEP WATER ACCESS OPPORTUNITY! Updated open design home on 0.53 acres with tidal Intr...	4 beds \| 4 baths \| 2,784 sq.ft.	$1,995,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 0.48% Airbnb Rental Income: $4048 Traditional Rental Income: $3889 Airbnb ROI: 0.1% Traditional ROI: 0.48%
52 Widewater Road Hilton Head Island, SC Stunning 4-bedroom, 3.5-bath retreat with breathtaking deep water views. This exceptional ...	4 beds \| 4 baths \| 4,769 sq.ft.	$3,150,000	Airbnb cash on cash: -0.52% Traditional cash on cash: -0.53% Airbnb Rental Income: $4251 Traditional Rental Income: $3322 Airbnb ROI: -0.52% Traditional ROI: -0.53%
34 Windjammer Court Hilton Head Island, SC Welcome to 34 Windjammer, a stunning property located on the prestigious 16th hole of the ...	4 beds \| 5 baths \| 3,700 sq.ft.	$2,849,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 0.33% Airbnb Rental Income: $4858 Traditional Rental Income: $4306 Airbnb ROI: 0.16% Traditional ROI: 0.33%
36 Lavender Circle Hilton Head Island, SC Charming and luxurious home built in 2022 with 3 bedrooms, 3 full bathrooms, and 2,065 sq ...	3 beds \| 3 baths \| 2,065 sq.ft.	$699,900	Airbnb cash on cash: 2.44% Traditional cash on cash: 2.35% Airbnb Rental Income: $3054 Traditional Rental Income: $2295 Airbnb ROI: 2.44% Traditional ROI: 2.35%
3 Oyster Shell Lane Hilton Head Island, SC An opportunity awaits in the desirable Oyster Shell neighborhood within HHP! Nestled on a ...	3 beds \| 3 baths \| 2,652 sq.ft.	$950,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.61% Airbnb Rental Income: $null Traditional Rental Income: $2416 Airbnb ROI: N/A Traditional ROI: 0.61%
55 Oak Court Hilton Head Island, SC Fantastic FULLY FURNISHED & FULLY RENOVATED 3BD/2.5BA home in Sea Pines offers convenient ...	3 beds \| 3 baths \| 1,800 sq.ft.	$925,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 0.7% Airbnb Rental Income: $3850 Traditional Rental Income: $2222 Airbnb ROI: 1.62% Traditional ROI: 0.7%
29 Wexford Circle Hilton Head Island, SC This beautifully remodeled 4BR/3.5BA home w/a 2-car garage is set on the 8th fairway of th...	4 beds \| 4 baths \| 2,907 sq.ft.	$1,650,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 0.53% Airbnb Rental Income: $4306 Traditional Rental Income: $3299 Airbnb ROI: 0.59% Traditional ROI: 0.53%
21 Wax Myrtle Court Hilton Head Island, SC Walk up the perfect paver driveway to your new, move-in ready home in the private, gated g...	3 beds \| 3 baths \| 2,103 sq.ft.	$689,000	Airbnb cash on cash: 3.68% Traditional cash on cash: 1.8% Airbnb Rental Income: $4386 Traditional Rental Income: $2256 Airbnb ROI: 3.68% Traditional ROI: 1.8%
3 Dewberry Lane Hilton Head Island, SC Sit Back, Relax, and enjoy a cold beverage in the swim-up bar! This stunning and stylishly...	4 beds \| 3 baths \| 2,160 sq.ft.	$1,495,000	Airbnb cash on cash: 1.02% Traditional cash on cash: -0.05% Airbnb Rental Income: $4858 Traditional Rental Income: $2382 Airbnb ROI: 1.02% Traditional ROI: -0.05%
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.	$150,000	Airbnb cash on cash: 4.23% Traditional cash on cash: 5.43% Airbnb Rental Income: $2244 Traditional Rental Income: $1853 Airbnb ROI: 4.23% Traditional ROI: 5.43%
12 Valencia Road #6 Hilton Head Island, SC Golf cottage located on the Brigantine golf course in Shipyard community. Lovely 2 bedroom...	2 beds \| 3 baths \| 1,200 sq.ft.	$497,500	Airbnb cash on cash: 1.49% Traditional cash on cash: 1.18% Airbnb Rental Income: $2244 Traditional Rental Income: $1538 Airbnb ROI: 1.49% Traditional ROI: 1.18%
9 Edgewood Drive Hilton Head Island, SC MOVE-IN READY! Beautiful home located in the Crooked Pond area of Hilton Head Plantation. ...	3 beds \| 2 baths \| 1,590 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.59% Airbnb Rental Income: $null Traditional Rental Income: $1836 Airbnb ROI: N/A Traditional ROI: 1.59%
16 Quail Walk Lane Hilton Head Island, SC Discover serene golf course living with this beautifully appointed home on the 6th fairway...	3 beds \| 3 baths \| 2,137 sq.ft.	$895,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 0.71% Airbnb Rental Income: $3452 Traditional Rental Income: $2443 Airbnb ROI: 1.01% Traditional ROI: 0.71%
42 Ashton Cove Drive Hilton Head Island, SC Welcome to 42 Ashton Cove, where organic modern design meets Lowcountry charm. Featuring a...	3 beds \| 3 baths \| 1,500 sq.ft.	$950,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 0.98% Airbnb Rental Income: $3850 Traditional Rental Income: $1995 Airbnb ROI: 2.14% Traditional ROI: 0.98%
2 Saw Timber Drive Hilton Head Island, SC This custom 3-bedroom, 2.5-bath home is located on a quiet cul-de-sac with a private, over...	3 beds \| 3 baths \| 2,389 sq.ft.	$790,000	Airbnb cash on cash: 3.36% Traditional cash on cash: 2.17% Airbnb Rental Income: $4386 Traditional Rental Income: $2592 Airbnb ROI: 3.36% Traditional ROI: 2.17%
19 Bent Tree Lane Hilton Head Island, SC Located across from the Dolphin Head Recreation Area, this beautifully maintained home has...	3 beds \| 3 baths \| 2,350 sq.ft.	$925,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 1.04% Airbnb Rental Income: $3452 Traditional Rental Income: $2203 Airbnb ROI: 1.61% Traditional ROI: 1.04%

Your search for investment property begins and ends here

Single Family Homes for Sale in Hilton Head Island, SC

11 Blue Heron Point

Hilton Head Island, SC

4 beds | 4 baths | 2,784 sq.ft.

$1,995,000

Airbnb cash on cash: 0.1%

Traditional cash on cash: 0.48%

Airbnb Rental Income: $4048

Traditional Rental Income: $3889

Airbnb ROI: 0.1%

Traditional ROI: 0.48%

52 Widewater Road

Hilton Head Island, SC

4 beds | 4 baths | 4,769 sq.ft.

$3,150,000

Airbnb cash on cash: -0.52%

Traditional cash on cash: -0.53%

Airbnb Rental Income: $4251

Traditional Rental Income: $3322

Airbnb ROI: -0.52%

Traditional ROI: -0.53%

34 Windjammer Court

Hilton Head Island, SC

4 beds | 5 baths | 3,700 sq.ft.

$2,849,000

Airbnb cash on cash: 0.16%

Traditional cash on cash: 0.33%

Airbnb Rental Income: $4858

Traditional Rental Income: $4306

Airbnb ROI: 0.16%

Traditional ROI: 0.33%

36 Lavender Circle

Hilton Head Island, SC

3 beds | 3 baths | 2,065 sq.ft.

$699,900

Airbnb cash on cash: 2.44%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $3054

Traditional Rental Income: $2295

Airbnb ROI: 2.44%

Traditional ROI: 2.35%

3 Oyster Shell Lane

Hilton Head Island, SC

3 beds | 3 baths | 2,652 sq.ft.

$950,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.61%

Airbnb Rental Income: $null

Traditional Rental Income: $2416

Airbnb ROI: N/A

Traditional ROI: 0.61%

55 Oak Court

Hilton Head Island, SC

3 beds | 3 baths | 1,800 sq.ft.

$925,000

Airbnb cash on cash: 1.62%

Traditional cash on cash: 0.7%

Airbnb Rental Income: $3850

Traditional Rental Income: $2222

Airbnb ROI: 1.62%

Traditional ROI: 0.7%

29 Wexford Circle

Hilton Head Island, SC

4 beds | 4 baths | 2,907 sq.ft.

$1,650,000

Airbnb cash on cash: 0.59%

Traditional cash on cash: 0.53%

Airbnb Rental Income: $4306

Traditional Rental Income: $3299

Airbnb ROI: 0.59%

Traditional ROI: 0.53%

21 Wax Myrtle Court

Hilton Head Island, SC

3 beds | 3 baths | 2,103 sq.ft.

$689,000

Airbnb cash on cash: 3.68%

Traditional cash on cash: 1.8%

Airbnb Rental Income: $4386

Traditional Rental Income: $2256

Airbnb ROI: 3.68%