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

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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: 1.89% Traditional cash on cash: 1.41% Airbnb Rental Income: $4771 Traditional Rental Income: $3279 Airbnb ROI: 1.89% Traditional ROI: 1.41%
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: -0.72% Traditional cash on cash: -0.23% Airbnb Rental Income: $4771 Traditional Rental Income: $5911 Airbnb ROI: -0.72% Traditional ROI: -0.23%
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: 1.23% Traditional cash on cash: -0.2% Airbnb Rental Income: $7501 Traditional Rental Income: $3041 Airbnb ROI: 1.23% Traditional ROI: -0.2%
50 Yorkshire Drive Hilton Head Island, SC Beautifully maintained Wexford home with breathtaking golf and marsh views. Nestled on a s...	4 beds \| 5 baths \| N/A	$1,570,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 0.9% Airbnb Rental Income: $5356 Traditional Rental Income: $3689 Airbnb ROI: 1.3% Traditional ROI: 0.9%
30 Monticello Drive Hilton Head Island, SC Here is your 2nd CHANCE! Back on the market no fault of the seller. This rare, affordable ...	3 beds \| 2 baths \| 1,282 sq.ft.	$399,000	Airbnb cash on cash: 6.21% Traditional cash on cash: 4.47% Airbnb Rental Income: $3909 Traditional Rental Income: $2415 Airbnb ROI: 6.21% Traditional ROI: 4.47%
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: 2.5% Traditional cash on cash: 0.94% Airbnb Rental Income: $6526 Traditional Rental Income: $3276 Airbnb ROI: 2.5% Traditional ROI: 0.94%
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: 2.58% Traditional cash on cash: 1.18% Airbnb Rental Income: $8190 Traditional Rental Income: $4423 Airbnb ROI: 2.58% Traditional ROI: 1.18%
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: 3.9% Traditional cash on cash: 1.87% Airbnb Rental Income: $2792 Traditional Rental Income: $1378 Airbnb ROI: 3.9% Traditional ROI: 1.87%
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: 3.16% Traditional cash on cash: 1.76% Airbnb Rental Income: $2858 Traditional Rental Income: $1572 Airbnb ROI: 3.16% Traditional ROI: 1.76%
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: 3.57% Traditional cash on cash: 1.07% Airbnb Rental Income: $2792 Traditional Rental Income: $1145 Airbnb ROI: 3.57% Traditional ROI: 1.07%
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: 5.85% Traditional cash on cash: 4.84% Airbnb Rental Income: $2588 Traditional Rental Income: $1701 Airbnb ROI: 5.85% Traditional ROI: 4.84%
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: 3% Traditional cash on cash: 2.13% Airbnb Rental Income: $2852 Traditional Rental Income: $1775 Airbnb ROI: 3% Traditional ROI: 2.13%
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: 7.16% Traditional cash on cash: 5.76% Airbnb Rental Income: $2705 Traditional Rental Income: $1750 Airbnb ROI: 7.16% Traditional ROI: 5.76%
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: 1.78% Airbnb Rental Income: $null Traditional Rental Income: $2956 Airbnb ROI: N/A Traditional ROI: 1.78%
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: 2.26% Traditional cash on cash: 1.17% Airbnb Rental Income: $3122 Traditional Rental Income: $1750 Airbnb ROI: 2.26% Traditional ROI: 1.17%
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: 1.14% Traditional cash on cash: 0.39% Airbnb Rental Income: $4268 Traditional Rental Income: $2262 Airbnb ROI: 1.14% Traditional ROI: 0.39%
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: 4.01% Traditional cash on cash: 2.97% Airbnb Rental Income: $2392 Traditional Rental Income: $1515 Airbnb ROI: 4.01% Traditional ROI: 2.97%
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: 4.03% Traditional cash on cash: 2.85% Airbnb Rental Income: $2392 Traditional Rental Income: $1442 Airbnb ROI: 4.03% Traditional ROI: 2.85%
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: 2.46% Traditional cash on cash: 1.5% Airbnb Rental Income: $2909 Traditional Rental Income: $1722 Airbnb ROI: 2.46% Traditional ROI: 1.5%
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: 1.63% Traditional cash on cash: 0.73% Airbnb Rental Income: $2588 Traditional Rental Income: $1440 Airbnb ROI: 1.63% Traditional ROI: 0.73%
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	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.56% Airbnb Rental Income: $null Traditional Rental Income: $1775 Airbnb ROI: N/A Traditional ROI: 2.56%
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: 4.03% Traditional cash on cash: 3.94% Airbnb Rental Income: $2392 Traditional Rental Income: $1775 Airbnb ROI: 4.03% Traditional ROI: 3.94%
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: 1.09% Traditional cash on cash: 1% Airbnb Rental Income: $4771 Traditional Rental Income: $3670 Airbnb ROI: 1.09% Traditional ROI: 1%
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: 3.64% Traditional cash on cash: 1.41% Airbnb Rental Income: $7877 Traditional Rental Income: $3689 Airbnb ROI: 3.64% Traditional ROI: 1.41%
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: 0.99% Traditional cash on cash: 0.32% Airbnb Rental Income: $7501 Traditional Rental Income: $4296 Airbnb ROI: 0.99% Traditional ROI: 0.32%
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: 0.48% Traditional cash on cash: -0.36% Airbnb Rental Income: $5718 Traditional Rental Income: $2954 Airbnb ROI: 0.48% Traditional ROI: -0.36%
43 Wexford Club Drive Hilton Head Island, SC Wexford Renovated GOLF VIEW Home w/ wide expansive lot & Room for Pool. Live in Hilton Hea...	3 beds \| 4 baths \| N/A	$1,400,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 0.63% Airbnb Rental Income: $4025 Traditional Rental Income: $2944 Airbnb ROI: 0.8% Traditional ROI: 0.63%
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: 1.27% Traditional cash on cash: -0.78% Airbnb Rental Income: $6906 Traditional Rental Income: $3279 Airbnb ROI: 1.27% Traditional ROI: -0.78%
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: 4.72% Traditional cash on cash: 3.08% Airbnb Rental Income: $2618 Traditional Rental Income: $1515 Airbnb ROI: 4.72% Traditional ROI: 3.08%
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: 3.69% Traditional cash on cash: 3.61% Airbnb Rental Income: $2392 Traditional Rental Income: $1775 Airbnb ROI: 3.69% Traditional ROI: 3.61%
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	$985,000	Airbnb cash on cash: 3% Traditional cash on cash: 2.36% Airbnb Rental Income: $5356 Traditional Rental Income: $3689 Airbnb ROI: 3% Traditional ROI: 2.36%
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: 3.3% Traditional cash on cash: 3.21% Airbnb Rental Income: $2392 Traditional Rental Income: $1775 Airbnb ROI: 3.3% Traditional ROI: 3.21%
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	$742,900	Airbnb cash on cash: 1.52% Traditional cash on cash: 0.64% Airbnb Rental Income: $2899 Traditional Rental Income: $1623 Airbnb ROI: 1.52% Traditional ROI: 0.64%
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.	$1,600,000	Airbnb cash on cash: -0.16% Traditional cash on cash: -0.52% Airbnb Rental Income: $2852 Traditional Rental Income: $1647 Airbnb ROI: -0.16% Traditional ROI: -0.52%
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: 1.99% Traditional cash on cash: 0.51% Airbnb Rental Income: $3909 Traditional Rental Income: $1831 Airbnb ROI: 1.99% Traditional ROI: 0.51%
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.	$514,900	Airbnb cash on cash: 2.78% Traditional cash on cash: 2.12% Airbnb Rental Income: $2852 Traditional Rental Income: $1871 Airbnb ROI: 2.78% Traditional ROI: 2.12%
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: 4.53% Traditional cash on cash: 4.43% Airbnb Rental Income: $2392 Traditional Rental Income: $1775 Airbnb ROI: 4.53% Traditional ROI: 4.43%
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: 1.69% Traditional cash on cash: 0.73% Airbnb Rental Income: $2392 Traditional Rental Income: $1515 Airbnb ROI: 1.69% Traditional ROI: 0.73%
239 Beach City Road #3315 Hilton Head Island, SC Opportunity awaits with this 3rd-floor condo at The Spa at Port Royal Sound! This 2-bedroo...	2 beds \| 2 baths \| N/A	$275,000	Airbnb cash on cash: 6.01% Traditional cash on cash: 5.17% Airbnb Rental Income: $2618 Traditional Rental Income: $1775 Airbnb ROI: 6.01% Traditional ROI: 5.17%
60 Bridgetown Road Hilton Head Island, SC Magnificent home for those seeking an unparalleled lifestyle with stunning double fairway ...	4 beds \| 6 baths \| N/A	$2,270,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 0.14% Airbnb Rental Income: $5356 Traditional Rental Income: $3689 Airbnb ROI: 0.42% Traditional ROI: 0.14%

Real Estate investment in Hilton-head-island, SC

There are 278 properties for sale in the city of Hilton Head Island . The median list price in Hilton Head Island is $599,000 and the average price per square foot is $389. In November 2024, the average monthly cash on cash return in Hilton Head Island is 2.00%. The average monthly rental income in Hilton Head Island is $1,813.

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

There are 278 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 $2,875.

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: 1.89%

Traditional cash on cash: 1.41%

Airbnb Rental Income: $4771

Traditional Rental Income: $3279

Airbnb ROI: 1.89%

Traditional ROI: 1.41%

24 Widewater Road

Hilton Head Island, SC

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

$4,695,000

Airbnb cash on cash: -0.72%

Traditional cash on cash: -0.23%

Airbnb Rental Income: $4771

Traditional Rental Income: $5911

Airbnb ROI: -0.72%

Traditional ROI: -0.23%

41 Lawton Road

Hilton Head Island, SC

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

$2,285,000

Airbnb cash on cash: 1.23%

Traditional cash on cash: -0.2%

Airbnb Rental Income: $7501

Traditional Rental Income: $3041

Airbnb ROI: 1.23%

Traditional ROI: -0.2%

50 Yorkshire Drive

Hilton Head Island, SC

4 beds | 5 baths | N/A

$1,570,000

Airbnb cash on cash: 1.3%

Traditional cash on cash: 0.9%

Airbnb Rental Income: $5356

Traditional Rental Income: $3689

Airbnb ROI: 1.3%

Traditional ROI: 0.9%

30 Monticello Drive

Hilton Head Island, SC

3 beds | 2 baths | 1,282 sq.ft.

$399,000

Airbnb cash on cash: 6.21%

Traditional cash on cash: 4.47%

Airbnb Rental Income: $3909

Traditional Rental Income: $2415

Airbnb ROI: 6.21%

Traditional ROI: 4.47%

17 Bayley Point Lane

Hilton Head Island, SC

4 beds | 4 baths | N/A

$1,365,000

Airbnb cash on cash: 2.5%

Traditional cash on cash: 0.94%

Airbnb Rental Income: $6526

Traditional Rental Income: $3276

Airbnb ROI: 2.5%

Traditional ROI: 0.94%

10 Hunt Club Court

Hilton Head Island, SC

5 beds | 5 baths | N/A

$1,699,000

Airbnb cash on cash: 2.58%

Traditional cash on cash: 1.18%

Airbnb Rental Income: $8190

Traditional Rental Income: $4423

Airbnb ROI: 2.58%

Traditional ROI: 1.18%

40 Folly Field Road #B127

Hilton Head Island, SC

1 beds | 1 baths | N/A

$399,000

Airbnb cash on cash: 3.9%

Traditional cash on cash: 1.87%

Airbnb Rental Income: $2792

Traditional Rental Income: $1378

Airbnb ROI: 3.9%