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: 1.33% Traditional cash on cash: 1.45% Airbnb Rental Income: $4048 Traditional Rental Income: $3322 Airbnb ROI: 1.33% Traditional ROI: 1.45%
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: 0.19% Traditional cash on cash: -0.19% Airbnb Rental Income: $4858 Traditional Rental Income: $3063 Airbnb ROI: 0.19% Traditional ROI: -0.19%
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%
33 Long Brow Road Hilton Head Island, SC This exceptional home all on one level offers stunning views of the 18th tee to lagoon of ...	3 beds \| 3 baths \| N/A	$1,150,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 0.45% Airbnb Rental Income: $2788 Traditional Rental Income: $2249 Airbnb ROI: 0.34% Traditional ROI: 0.45%
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: 0.59% Traditional cash on cash: 0.96% Airbnb Rental Income: $3625 Traditional Rental Income: $3299 Airbnb ROI: 0.59% 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: 3.08% Traditional cash on cash: 1.21% Airbnb Rental Income: $9136 Traditional Rental Income: $4469 Airbnb ROI: 3.08% 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: 3.08% Traditional cash on cash: 0.83% Airbnb Rental Income: $2424 Traditional Rental Income: $991 Airbnb ROI: 3.08% Traditional ROI: 0.83%
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	$395,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 0.86% Airbnb Rental Income: $2424 Traditional Rental Income: $991 Airbnb ROI: 3.12% Traditional ROI: 0.86%
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: 5.52% Traditional cash on cash: 3.93% Airbnb Rental Income: $2482 Traditional Rental Income: $1464 Airbnb ROI: 5.52% 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: 2.26% Traditional cash on cash: 1.38% Airbnb Rental Income: $2427 Traditional Rental Income: $1419 Airbnb ROI: 2.26% Traditional ROI: 1.38%
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: 2.23% Traditional cash on cash: 0.65% Airbnb Rental Income: $3096 Traditional Rental Income: $1433 Airbnb ROI: 2.23% 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: 0.96% Traditional cash on cash: 0.22% Airbnb Rental Income: $3947 Traditional Rental Income: $2014 Airbnb ROI: 0.96% 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: 3.8% Traditional cash on cash: 1.85% Airbnb Rental Income: $2320 Traditional Rental Income: $1204 Airbnb ROI: 3.8% 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: 3.84% Traditional cash on cash: 1.64% Airbnb Rental Income: $2320 Traditional Rental Income: $1072 Airbnb ROI: 3.84% 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: 1.65% Traditional cash on cash: 0.72% Airbnb Rental Income: $2392 Traditional Rental Income: $1308 Airbnb ROI: 1.65% 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: 1.48% Traditional cash on cash: 0.72% Airbnb Rental Income: $2482 Traditional Rental Income: $1433 Airbnb ROI: 1.48% 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: 1.95% Traditional cash on cash: 1.45% Airbnb Rental Income: $2427 Traditional Rental Income: $1586 Airbnb ROI: 1.95% 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: 1.17% Traditional cash on cash: -0.18% Airbnb Rental Income: $3850 Traditional Rental Income: $1579 Airbnb ROI: 1.17% Traditional ROI: -0.18%
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: 3.84% Traditional cash on cash: 2.77% Airbnb Rental Income: $2320 Traditional Rental Income: $1419 Airbnb ROI: 3.84% Traditional ROI: 2.77%
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%
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	$1,125,000	Airbnb cash on cash: 0.48% Traditional cash on cash: -0.72% Airbnb Rental Income: $5728 Traditional Rental Income: $3324 Airbnb ROI: 0.48% Traditional ROI: -0.72%
125 Cordillo Parkway #46 Hilton Head Island, SC Discover island living at its finest in this beautifully renovated 2-bedroom, 2-bath Fores...	2 beds \| 2 baths \| N/A	$449,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 2.81% Airbnb Rental Income: $2427 Traditional Rental Income: $1714 Airbnb ROI: 3.1% Traditional ROI: 2.81%
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: 4.66% Traditional cash on cash: 3.32% Airbnb Rental Income: $2482 Traditional Rental Income: $1497 Airbnb ROI: 4.66% 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: 3.52% Traditional cash on cash: 2.6% Airbnb Rental Income: $2320 Traditional Rental Income: $1419 Airbnb ROI: 3.52% 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: 2.38% Traditional cash on cash: 3.49% Airbnb Rental Income: $4306 Traditional Rental Income: $4328 Airbnb ROI: 2.38% 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: 3.13% Traditional cash on cash: 2.2% Airbnb Rental Income: $2320 Traditional Rental Income: $1419 Airbnb ROI: 3.13% 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: 0.77% Traditional cash on cash: 0.38% Airbnb Rental Income: $2244 Traditional Rental Income: $1419 Airbnb ROI: 0.77% 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: -0.38% Traditional cash on cash: -0.7% Airbnb Rental Income: $2427 Traditional Rental Income: $1357 Airbnb ROI: -0.38% 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	$889,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 0.23% Airbnb Rental Income: $3452 Traditional Rental Income: $1579 Airbnb ROI: 1.57% Traditional ROI: 0.23%
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: 2.14% Traditional cash on cash: 1.71% Airbnb Rental Income: $2427 Traditional Rental Income: $1633 Airbnb ROI: 2.14% 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: 4.32% Traditional cash on cash: 3.16% Airbnb Rental Income: $2320 Traditional Rental Income: $1419 Airbnb ROI: 4.32% Traditional ROI: 3.16%
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: 5.58% Traditional cash on cash: 3.79% Airbnb Rental Income: $2485 Traditional Rental Income: $1419 Airbnb ROI: 5.58% Traditional ROI: 3.79%
239 Beach City Road #3106 Hilton Head Island, SC First floor coastal cottage - renovated and close to the Port Royal Sound Beach. Across f...	2 beds \| 2 baths \| N/A	$318,500	Airbnb cash on cash: 3.01% Traditional cash on cash: 1.47% Airbnb Rental Income: $2485 Traditional Rental Income: $1419 Airbnb ROI: 3.01% Traditional ROI: 1.47%
4 Indigo Run Drive #2411 Hilton Head Island, SC Discover your perfect retreat in this charming 2nd floor villa in The Preserves at Indigo ...	1 beds \| 1 baths \| N/A	$349,000	Airbnb cash on cash: 3.92% Traditional cash on cash: 1.11% Airbnb Rental Income: $2496 Traditional Rental Income: $970 Airbnb ROI: 3.92% Traditional ROI: 1.11%
6 Braddock Bluff Drive #1669 Hilton Head Island, SC Welcome to South Beach! Tranquility and privacy abound in this beautifully updated, top fl...	1 beds \| 1 baths \| 756 sq.ft.	$489,000	Airbnb cash on cash: 2.24% Traditional cash on cash: -0.18% Airbnb Rental Income: $2751 Traditional Rental Income: $998 Airbnb ROI: 2.24% Traditional ROI: -0.18%
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%
23 S Forest Beach #180 Hilton Head Island, SC WoW! Newly renovated in 2023 with great rentals and beautiful ocean views. First floor uni...	1 beds \| 1 baths \| N/A	$375,000	Airbnb cash on cash: 4.12% Traditional cash on cash: 0.93% Airbnb Rental Income: $2740 Traditional Rental Income: $970 Airbnb ROI: 4.12% Traditional ROI: 0.93%
239 Beach City Road #3318 Hilton Head Island, SC Experience the charm of this exquisitely renovated 2-bedroom, 2-bathroom villa adorned wit...	2 beds \| 2 baths \| N/A	$299,900	Airbnb cash on cash: 4.77% Traditional cash on cash: 3.13% Airbnb Rental Income: $2485 Traditional Rental Income: $1419 Airbnb ROI: 4.77% Traditional ROI: 3.13%
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%

Real Estate investment in Hilton-head-island, SC

There are 273 properties for sale in the city of Hilton Head Island . The median list price in Hilton Head Island is $572,000 and the average price per square foot is $407. In December 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 $1,608.

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

There are 273 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 $2,496.

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: 1.33%

Traditional cash on cash: 1.45%

Airbnb Rental Income: $4048

Traditional Rental Income: $3322

Airbnb ROI: 1.33%

Traditional ROI: 1.45%

41 Lawton Road

Hilton Head Island, SC

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

$2,285,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: -0.19%

Airbnb Rental Income: $4858

Traditional Rental Income: $3063

Airbnb ROI: 0.19%

Traditional ROI: -0.19%

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%

33 Long Brow Road

Hilton Head Island, SC

3 beds | 3 baths | N/A

$1,150,000

Airbnb cash on cash: 0.34%

Traditional cash on cash: 0.45%

Airbnb Rental Income: $2788

Traditional Rental Income: $2249

Airbnb ROI: 0.34%

Traditional ROI: 0.45%

17 Bayley Point Lane

Hilton Head Island, SC

4 beds | 4 baths | N/A

$1,365,000

Airbnb cash on cash: 0.59%

Traditional cash on cash: 0.96%

Airbnb Rental Income: $3625

Traditional Rental Income: $3299

Airbnb ROI: 0.59%

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: 3.08%

Traditional cash on cash: 1.21%

Airbnb Rental Income: $9136

Traditional Rental Income: $4469

Airbnb ROI: 3.08%

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: 3.08%

Traditional cash on cash: 0.83%

Airbnb Rental Income: $2424

Traditional Rental Income: $991

Airbnb ROI: 3.08%