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.

Investment Property for Sale in Hilton Head Island, SC

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
76 Bermuda Pointe Circle Hilton Head Island, SC Located in the gated community of Bermuda Pointe: a meticulously crafted 4-bedroom, 4-bath...	4 beds \| 4 baths \| N/A	$1,150,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 1.45% Airbnb Rental Income: $4605 Traditional Rental Income: $3322 Airbnb ROI: 1.76% Traditional ROI: 1.45%
24 Widewater Road Hilton Head Island, SC Experience the epitome of waterfront living & the convenience of a completely updated resi...	4 beds \| 6 baths \| 7,492 sq.ft.	$4,695,000	Airbnb cash on cash: -0.75% Traditional cash on cash: -0.23% Airbnb Rental Income: $4605 Traditional Rental Income: $5911 Airbnb ROI: -0.75% Traditional ROI: -0.23%
20 Gunnery Lane Hilton Head Island, SC The Perfect Beach Getaway is right here at 20 Gunnery Lane. Enjoy this comfortable home wi...	4 beds \| 3 baths \| N/A	$1,550,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.15% Airbnb Rental Income: $null Traditional Rental Income: $2564 Airbnb ROI: N/A Traditional ROI: 0.15%
41 Lawton Road Hilton Head Island, SC Welcome to your dream home on HH Island in the sought-after Sea Pines community. This 4-bd...	4 beds \| 4 baths \| 3,109 sq.ft.	$2,285,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.19% Airbnb Rental Income: $null Traditional Rental Income: $3063 Airbnb ROI: N/A Traditional ROI: -0.19%
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 \| N/A	$3,150,000	Airbnb cash on cash: -0.42% Traditional cash on cash: -0.53% Airbnb Rental Income: $4605 Traditional Rental Income: $3322 Airbnb ROI: -0.42% Traditional ROI: -0.53%
17 Bayley Point Lane Hilton Head Island, SC This gem is located in the highly sought-after northern end of Hilton Head Plantation. Inc...	4 beds \| 4 baths \| N/A	$1,365,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.96% Airbnb Rental Income: $null Traditional Rental Income: $3299 Airbnb ROI: N/A Traditional ROI: 0.96%
10 Hunt Club Court Hilton Head Island, SC Welcome to 10 Hunt Club! Over 125K in rental projections, this amazing property was built ...	5 beds \| 5 baths \| N/A	$1,699,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 1.21% Airbnb Rental Income: $5715 Traditional Rental Income: $4469 Airbnb ROI: 1.27% Traditional ROI: 1.21%
40 Folly Field Road #B127 Hilton Head Island, SC DIRECT OCEANFRONT -- 1st floor, 1 bed/1 bath condo. See views of the ocean/pool and hear t...	1 beds \| 1 baths \| N/A	$399,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 0.83% Airbnb Rental Income: $1003 Traditional Rental Income: $991 Airbnb ROI: -0.09% Traditional ROI: 0.83%
113 Shipyard Drive #180 Hilton Head Island, SC Experience the coastal lifestyle in this updated, furnished villa, perfectly located just ...	1 beds \| 2 baths \| N/A	$474,900	Airbnb cash on cash: -0.78% Traditional cash on cash: 1.17% Airbnb Rental Income: $761 Traditional Rental Income: $1308 Airbnb ROI: -0.78% Traditional ROI: 1.17%
40 Folly Field Road #103 Hilton Head Island, SC Enjoy stunning direct oceanfront views from this beautiful, move-in-ready villa. With love...	1 beds \| 1 baths \| N/A	$425,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 0.69% Airbnb Rental Income: $1003 Traditional Rental Income: $991 Airbnb ROI: -0.18% Traditional ROI: 0.69%
96 Mathews Drive #46 Hilton Head Island, SC Welcome to 46 Woodlake, one of Hilton Head Island's premiere north end locations. This two...	2 beds \| 3 baths \| 1,025 sq.ft.	$278,000	Airbnb cash on cash: 3.83% Traditional cash on cash: 3.93% Airbnb Rental Income: $1952 Traditional Rental Income: $1464 Airbnb ROI: 3.83% Traditional ROI: 3.93%
42 S Forest Beach Drive #3041 Hilton Head Island, SC Welcome to 3041 Seascape! This 2BR/2BA rental machine features loads of improvements to en...	2 beds \| 2 baths \| N/A	$509,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 1.38% Airbnb Rental Income: $1936 Traditional Rental Income: $1419 Airbnb ROI: 1.4% Traditional ROI: 1.38%
57 Forest Cove #57 Hilton Head Island, SC Spacious first-floor villa on South End of the Island in Broad Creek Landing. Great bedroo...	2 beds \| 2 baths \| N/A	$239,000	Airbnb cash on cash: 5.64% Traditional cash on cash: 4.36% Airbnb Rental Income: $2293 Traditional Rental Income: $1433 Airbnb ROI: 5.64% Traditional ROI: 4.36%
1 Yacht Club Drive Hilton Head Island, SC Located in the highly desired gated community of Windmill Harbour, steps away from the SC ...	3 beds \| 4 baths \| N/A	$920,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.61% Airbnb Rental Income: $null Traditional Rental Income: $2815 Airbnb ROI: N/A Traditional ROI: 1.61%
108 Lighthouse Road #2314 Hilton Head Island, SC AWESOME Harbour town location with a short stroll to the lighthouse, marina, shops and res...	2 beds \| 2 baths \| N/A	$649,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 0.65% Airbnb Rental Income: $2584 Traditional Rental Income: $1433 Airbnb ROI: 1.52% Traditional ROI: 0.65%
21 Ocean Lane #462 Hilton Head Island, SC Introducing an OUTSTANDING first floor oceanfront 3br/3ba Captain's Walk in the World-Clas...	3 beds \| 3 baths \| N/A	$1,575,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 0.22% Airbnb Rental Income: $1455 Traditional Rental Income: $2014 Airbnb ROI: -0.46% Traditional ROI: 0.22%
663 William Hilton Parkway #3306 Hilton Head Island, SC Welcome to your turnkey 2BR/2BA corner villa in the sought-after HHI Resorts gated oceanfr...	2 beds \| 2 baths \| 831 sq.ft.	$294,500	Airbnb cash on cash: 2.07% Traditional cash on cash: 1.85% Airbnb Rental Income: $1745 Traditional Rental Income: $1204 Airbnb ROI: 2.07% Traditional ROI: 1.85%
5 Gumtree Road #E-8 Hilton Head Island, SC Welcome to this end-unit single-level, pet-friendly villa at Marsh Side Villas. Featuring ...	2 beds \| 1 baths \| N/A	$325,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 1.64% Airbnb Rental Income: $1745 Traditional Rental Income: $1072 Airbnb ROI: 2.27% Traditional ROI: 1.64%
17 Harbourside Lane #7119 Hilton Head Island, SC Live like in Capri, Italy with One of the BEST unimpeded views of the Marina from all of H...	1 beds \| 2 baths \| N/A	$569,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.72% Airbnb Rental Income: $null Traditional Rental Income: $1308 Airbnb ROI: N/A Traditional ROI: 0.72%
85 Folly Field Road #1104 Hilton Head Island, SC Rare turnkey Island Club villa! This first-floor flat boasts 2 bedrooms and 2 baths and is...	2 beds \| 2 baths \| N/A	$629,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 0.72% Airbnb Rental Income: $1952 Traditional Rental Income: $1433 Airbnb ROI: 0.72% Traditional ROI: 0.72%
11 Tanglewood Drive #21 Hilton Head Island, SC Dream Villa in Forest Beach Steps from Coligny Beach, this charming villa is perfectly loc...	2 beds \| 2 baths \| 1,160 sq.ft.	$529,500	Airbnb cash on cash: 1.12% Traditional cash on cash: 1.45% Airbnb Rental Income: $1936 Traditional Rental Income: $1586 Airbnb ROI: 1.12% Traditional ROI: 1.45%
20 Lighthouse Lane #1102 Hilton Head Island, SC This 2nd row sound property features new carpeting & fresh paint throughout. Start your da...	3 beds \| 2 baths \| N/A	$1,149,000	Airbnb cash on cash: 0.9% Traditional cash on cash: -0.18% Airbnb Rental Income: $3498 Traditional Rental Income: $1579 Airbnb ROI: 0.9% Traditional ROI: -0.18%
380 Marshland Road #C28 Hilton Head Island, SC Stunning newly renovated, turnkey end unit penthouse villa directly overlooking lake and f...	2 beds \| 2 baths \| N/A	$432,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.71% Airbnb Rental Income: $null Traditional Rental Income: $1419 Airbnb ROI: N/A Traditional ROI: 1.71%
663 William Hilton Parkway #4422 Hilton Head Island, SC This little gem resides within the Four Seasons Hilton Head Oceanfront Resort. 2 BR, 2 Ba,...	2 beds \| 2 baths \| N/A	$324,999	Airbnb cash on cash: 2.27% Traditional cash on cash: 2.77% Airbnb Rental Income: $1745 Traditional Rental Income: $1419 Airbnb ROI: 2.27% Traditional ROI: 2.77%
49 Widewater Road Hilton Head Island, SC Nestled on a private 1.4-acre lot in the sought-after Spanish Wells community, this charmi...	4 beds \| 5 baths \| N/A	$1,499,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 1.51% Airbnb Rental Income: $4605 Traditional Rental Income: $4375 Airbnb ROI: 0.99% Traditional ROI: 1.51%
90 Sandcastle Court Hilton Head Island, SC Inviting you to 90 Sandcastle Ct on Hilton Head Island! This home embodies coastal luxury ...	4 beds \| 6 baths \| N/A	$1,299,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.95% Airbnb Rental Income: $null Traditional Rental Income: $5546 Airbnb ROI: N/A Traditional ROI: 2.95%
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.	$2,855,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.33% Airbnb Rental Income: $null Traditional Rental Income: $4306 Airbnb ROI: N/A Traditional ROI: 0.33%
32 Mooring Buoy Hilton Head Island, SC This beautifully renovated 3rd row home is just steps away from the beach walk leading to ...	4 beds \| 4 baths \| 2,366 sq.ft.	$2,100,000	Airbnb cash on cash: -1.02% Traditional cash on cash: -0.36% Airbnb Rental Income: $2223 Traditional Rental Income: $2954 Airbnb ROI: -1.02% Traditional ROI: -0.36%
29 Lancaster Place Hilton Head Island, SC This stunning 3,096 sq ft home is located on half an acre in the desirable Indigo Run golf...	4 beds \| 4 baths \| N/A	$1,199,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.74% Airbnb Rental Income: $null Traditional Rental Income: $3324 Airbnb ROI: N/A Traditional ROI: -0.74%
239 Beach City Road #3135 Hilton Head Island, SC Experience coastal living in this charming 2-bedroom villa in The Spa community. Situated ...	2 beds \| 2 baths \| 917 sq.ft.	$309,000	Airbnb cash on cash: 5.02% Traditional cash on cash: 2.17% Airbnb Rental Income: $2721 Traditional Rental Income: $1252 Airbnb ROI: 5.02% Traditional ROI: 2.17%
112 Union Cemetery Road #617 Hilton Head Island, SC Wake up to a pristine lagoon view with palm trees, birds and lovely natural surroundings! ...	2 beds \| 2 baths \| 951 sq.ft.	$305,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 3.32% Airbnb Rental Income: $1952 Traditional Rental Income: $1497 Airbnb ROI: 3.12% Traditional ROI: 3.32%
663 William Hilton Parkway #3110 Hilton Head Island, SC Amazing! This 2BR/2BA unit was completely remodeled in 2023 w/ new cabinets, appliances, c...	2 beds \| 2 baths \| N/A	$374,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 2.6% Airbnb Rental Income: $1745 Traditional Rental Income: $1419 Airbnb ROI: 2.16% Traditional ROI: 2.6%
3 Wexford On The Green Hilton Head Island, SC Experience the charm of this unique atrium-style townhome, nestled in the prestigious Wexf...	4 beds \| 5 baths \| N/A	$899,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.49% Airbnb Rental Income: $null Traditional Rental Income: $4328 Airbnb ROI: N/A Traditional ROI: 3.49%
663 William Hilton Parkway #4307 Hilton Head Island, SC Discover the ultimate island retreat! Rare 2BR/2BA villa boasts IN-UNIT WASHER/DRYER and o...	2 beds \| 2 baths \| N/A	$374,900	Airbnb cash on cash: 1.77% Traditional cash on cash: 2.2% Airbnb Rental Income: $1745 Traditional Rental Income: $1419 Airbnb ROI: 1.77% Traditional ROI: 2.2%
70 Shipyard Drive #208 Hilton Head Island, SC Nestled in the heart of Hilton Head Island & the French villas of Evian, this villa abound...	2 beds \| 2 baths \| N/A	$729,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.38% Airbnb Rental Income: $null Traditional Rental Income: $1419 Airbnb ROI: N/A Traditional ROI: 0.38%
21 S Forest Beach Drive #210 Hilton Head Island, SC This charming 2nd floor luxury villa (Building III) has been totally renovated with all ne...	2 beds \| 2 baths \| 1,109 sq.ft.	$1,575,000	Airbnb cash on cash: -0.66% Traditional cash on cash: -0.7% Airbnb Rental Income: $1936 Traditional Rental Income: $1357 Airbnb ROI: -0.66% Traditional ROI: -0.7%
73 Skull Creek Drive #318 Hilton Head Island, SC A beautiful Sunset view from this top floor end unit villa C318. Open floor plan 3 bedroom...	3 beds \| 2 baths \| N/A	$899,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 0.21% Airbnb Rental Income: $3677 Traditional Rental Income: $1579 Airbnb ROI: 1.76% Traditional ROI: 0.21%
15 Deallyon Avenue #9 Hilton Head Island, SC Welcome to Your Coastal Retreat! Discover the charm of Hilton Head Island with this immacu...	2 beds \| 3 baths \| 1,346 sq.ft.	$499,000	Airbnb cash on cash: 1.26% Traditional cash on cash: 1.71% Airbnb Rental Income: $1936 Traditional Rental Income: $1633 Airbnb ROI: 1.26% Traditional ROI: 1.71%
663 William Hilton Parkway #3423 Hilton Head Island, SC Discover your perfect beach getaway in this charming 2-bedroom, 2-bath villa at the gated ...	2 beds \| 2 baths \| N/A	$298,000	Airbnb cash on cash: 2.61% Traditional cash on cash: 3.16% Airbnb Rental Income: $1745 Traditional Rental Income: $1419 Airbnb ROI: 2.61% Traditional ROI: 3.16%
663 William Hilton Parkway #2119 Hilton Head Island, SC Fully furnished and remodeled unit in building two! This 2 bed 2 full bath unit is in the ...	2 beds \| 2 baths \| 843 sq.ft.	$320,000	Airbnb cash on cash: -0.1% Traditional cash on cash: -0.29% Airbnb Rental Income: $1745 Traditional Rental Income: $1209 Airbnb ROI: -0.1% Traditional ROI: -0.29%

Real Estate investment in Hilton-head-island, SC

There are 289 properties for sale in the city of Hilton Head Island . The median list price in Hilton Head Island is $577,000 and the average price per square foot is $417. In November 2024, the average monthly cash on cash return in Hilton Head Island is 1.00%. The average monthly rental income in Hilton Head Island is $1,567.

Hilton-head-island, SC Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 289 investment properties available for sale in Hilton-head-island.

In 2024, the best neighborhood to buy investment property is Long Cove.

The ROI for Short-Term is higher than the Long-Term in Hilton-head-island with average rental income of $1,952.

Your search for investment property begins and ends here

Investment Property for Sale in Hilton Head Island, SC

76 Bermuda Pointe Circle

Hilton Head Island, SC

4 beds | 4 baths | N/A

$1,150,000

Airbnb cash on cash: 1.76%

Traditional cash on cash: 1.45%

Airbnb Rental Income: $4605

Traditional Rental Income: $3322

Airbnb ROI: 1.76%

Traditional ROI: 1.45%

24 Widewater Road

Hilton Head Island, SC

4 beds | 6 baths | 7,492 sq.ft.

$4,695,000

Airbnb cash on cash: -0.75%

Traditional cash on cash: -0.23%

Airbnb Rental Income: $4605

Traditional Rental Income: $5911

Airbnb ROI: -0.75%

Traditional ROI: -0.23%

20 Gunnery Lane

Hilton Head Island, SC

4 beds | 3 baths | N/A

$1,550,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.15%

Airbnb Rental Income: $null

Traditional Rental Income: $2564

Airbnb ROI: N/A

Traditional ROI: 0.15%

41 Lawton Road

Hilton Head Island, SC

4 beds | 4 baths | 3,109 sq.ft.

$2,285,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.19%

Airbnb Rental Income: $null

Traditional Rental Income: $3063

Airbnb ROI: N/A

Traditional ROI: -0.19%

52 Widewater Road

Hilton Head Island, SC

4 beds | 4 baths | N/A

$3,150,000

Airbnb cash on cash: -0.42%

Traditional cash on cash: -0.53%

Airbnb Rental Income: $4605

Traditional Rental Income: $3322

Airbnb ROI: -0.42%

Traditional ROI: -0.53%

17 Bayley Point Lane

Hilton Head Island, SC

4 beds | 4 baths | N/A

$1,365,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.96%

Airbnb Rental Income: $null

Traditional Rental Income: $3299

Airbnb ROI: N/A

Traditional ROI: 0.96%

10 Hunt Club Court

Hilton Head Island, SC

5 beds | 5 baths | N/A

$1,699,000

Airbnb cash on cash: 1.27%

Traditional cash on cash: 1.21%

Airbnb Rental Income: $5715

Traditional Rental Income: $4469

Airbnb ROI: 1.27%

Traditional ROI: 1.21%

40 Folly Field Road #B127

Hilton Head Island, SC

1 beds | 1 baths | N/A

$399,000

Airbnb cash on cash: -0.09%

Traditional cash on cash: 0.83%

Airbnb Rental Income: $1003

Traditional Rental Income: $991

Airbnb ROI: -0.09%