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.

Condos for Sale in Hilton Head Island, SC

Search for Condo for Sale in Hilton Head Island, South Carolina. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 470 Condo 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
58 Spindle Lane #58 Hilton Head Island, SC Nestled in Windmill Harbour, Hilton Head Islandsâ premier boating community, this villa ...	2 beds \| 2 baths \| 1,595 sq.ft.	$499,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 2.38% Airbnb Rental Income: $1131 Traditional Rental Income: $2086 Airbnb ROI: -0.48% Traditional ROI: 2.38%
141 Lamotte Drive #E4 Hilton Head Island, SC Discover this updated 2-bedroom, 2-bath villa in Palmetto Commons, a quiet and charming co...	2 beds \| 2 baths \| 985 sq.ft.	$289,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 3.53% Airbnb Rental Income: $683 Traditional Rental Income: $1480 Airbnb ROI: -0.51% Traditional ROI: 3.53%
155 Dillon Road #2122 Hilton Head Island, SC Turnkey short-term rental in Cotton Hope Villas! This fully furnished 2BR/2.5BA villa feat...	2 beds \| 3 baths \| 1,120 sq.ft.	$225,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 6.15% Airbnb Rental Income: $683 Traditional Rental Income: $1738 Airbnb ROI: -0.22% Traditional ROI: 6.15%
10 N Forest Beach Drive #2115 Hilton Head Island, SC Best priced, beautifully decorated 3 bedroom unit on first floor for easy access with no s...	3 beds \| 3 baths \| 1,958 sq.ft.	$1,199,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 1.16% Airbnb Rental Income: $2438 Traditional Rental Income: $2602 Airbnb ROI: 0.48% Traditional ROI: 1.16%
35 Carnoustie Road #56 Hilton Head Island, SC Welcome to 56 Fazio! This updated 3-bedroom, 3-bath end-unit Fazio Villa is a rare opportu...	3 beds \| 3 baths \| 2,017 sq.ft.	$1,069,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 0.92% Airbnb Rental Income: $2824 Traditional Rental Income: $2659 Airbnb ROI: 0.42% Traditional ROI: 0.92%
20 Queens Folly Road unit: 1863 #1863 Hilton Head Island, SC Coastal Chic at its best, in highly desired St Andrews, 2nd floor, 2BR/2BA beach villa wit...	2 beds \| 2 baths \| 1,177 sq.ft.	$563,000	Airbnb cash on cash: -1.65% Traditional cash on cash: -0.28% Airbnb Rental Income: $1175 Traditional Rental Income: $1515 Airbnb ROI: -1.65% Traditional ROI: -0.28%
3 Shelter Cove Lane #7474 Hilton Head Island, SC Spacious 3BR/3BA villa in the sought-after Anchorage Villas on Hilton Head Island. One of ...	3 beds \| 3 baths \| 1,555 sq.ft.	$645,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 1.92% Airbnb Rental Income: $2555 Traditional Rental Income: $2188 Airbnb ROI: 1.5% Traditional ROI: 1.92%
20 Queens Folly Road #1661 Hilton Head Island, SC Welcome to your island getaway in the highly desirable St. Andrews community of Palmetto D...	2 beds \| 2 baths \| 1,177 sq.ft.	$595,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 1.1% Airbnb Rental Income: $1175 Traditional Rental Income: $1576 Airbnb ROI: -0.31% Traditional ROI: 1.1%
5 Gumtree Road #D19 Hilton Head Island, SC Welcome to Marsh Side - perfectly positioned on the north-end of Hilton Head Island - mome...	2 beds \| 3 baths \| 1,120 sq.ft.	$249,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 5.42% Airbnb Rental Income: $998 Traditional Rental Income: $1736 Airbnb ROI: 0.77% Traditional ROI: 5.42%
6 Village North Drive #59 Hilton Head Island, SC Beautifully updated first floor condominium offering gorgeous water views and effortless i...	2 beds \| 2 baths \| 1,183 sq.ft.	$689,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 0.85% Airbnb Rental Income: $615 Traditional Rental Income: $1648 Airbnb ROI: -1.21% Traditional ROI: 0.85%
13 Lawton Drive #82 Hilton Head Island, SC Updated 3 BR/3BA Fairway Lane villa with arguably the best view of the large serene lagoon...	3 beds \| 3 baths \| 1,167 sq.ft.	$1,099,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 0.14% Airbnb Rental Income: $2220 Traditional Rental Income: $1832 Airbnb ROI: -0.03% Traditional ROI: 0.14%
40 Folly Field Road #A209 Hilton Head Island, SC Welcome to the ultimate beachside getaway on Hilton Head Island! This beautifully renovate...	1 beds \| 1 baths \| 592 sq.ft.	$318,000	Airbnb cash on cash: -1% Traditional cash on cash: 1.64% Airbnb Rental Income: $541 Traditional Rental Income: $1051 Airbnb ROI: -1% Traditional ROI: 1.64%
36 Deallyon Avenue #114 Hilton Head Island, SC Welcome to this updated 2nd-floor Springwood Villa, ideally located just down the street f...	2 beds \| 3 baths \| 1,250 sq.ft.	$475,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 2.63% Airbnb Rental Income: $1600 Traditional Rental Income: $1779 Airbnb ROI: 1.2% Traditional ROI: 2.63%
85 Folly Field Road #116 Hilton Head Island, SC Beach beauty awaiting a new owner. Rare gem in Island Club, fully renovated with water an...	1 beds \| 2 baths \| 881 sq.ft.	$447,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 1.32% Airbnb Rental Income: $541 Traditional Rental Income: $1301 Airbnb ROI: -1.16% Traditional ROI: 1.32%
67 Summerfield Court #623 Hilton Head Island, SC Charm, Comfort and Convenience in the Heart of Hilton Head Island! Don't miss this beautif...	3 beds \| 3 baths \| 1,430 sq.ft.	$428,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 4.31% Airbnb Rental Income: $1772 Traditional Rental Income: $2447 Airbnb ROI: 1.41% Traditional ROI: 4.31%
663 William Hilton Parkway unit: 4205 #4205 Hilton Head Island, SC Welcome to 4205 Hilton Head Resort! This turnkey 2-bedroom villa in Building 4 at Hilton H...	2 beds \| 2 baths \| 831 sq.ft.	$299,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 2.47% Airbnb Rental Income: $998 Traditional Rental Income: $1365 Airbnb ROI: -0.1% Traditional ROI: 2.47%
21 S Forest Beach Drive #137 Hilton Head Island, SC Welcome to an exceptional opportunity at 137 Shorewood Villas, a picture-perfect 2-bedroom...	2 beds \| 2 baths \| 1,125 sq.ft.	$879,900	Airbnb cash on cash: -0.28% Traditional cash on cash: -0.06% Airbnb Rental Income: $1600 Traditional Rental Income: $1325 Airbnb ROI: -0.28% Traditional ROI: -0.06%
663 William Hilton Parkway #3321 Hilton Head Island, SC Investorâs Dream on Hilton Head Island! This fully furnished & renovated 3BR/2BA villa i...	3 beds \| 2 baths \| 1,186 sq.ft.	$435,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 1.12% Airbnb Rental Income: $1772 Traditional Rental Income: $1662 Airbnb ROI: 0.2% Traditional ROI: 1.12%
40 Folly Field Road #C248 Hilton Head Island, SC Beautiful 2nd floor villa in C building with great views & private balcony! Renovated, fur...	1 beds \| 1 baths \| 592 sq.ft.	$289,900	Airbnb cash on cash: -0.95% Traditional cash on cash: 1.94% Airbnb Rental Income: $541 Traditional Rental Income: $1051 Airbnb ROI: -0.95% Traditional ROI: 1.94%
40 Folly Field Road #B344 Hilton Head Island, SC Wake to the morning sun rising out of the Atlantic. 344B Hilton Head Beach and Tennis is ...	1 beds \| 1 baths \| 592 sq.ft.	$285,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 2.16% Airbnb Rental Income: $541 Traditional Rental Income: $1095 Airbnb ROI: -0.94% Traditional ROI: 2.16%
47 Ocean Lane #5107 Hilton Head Island, SC One of a kind opportunity! Not only does this stunning villa have gorgeous sunrises & phen...	2 beds \| 2 baths \| 1,394 sq.ft.	$1,699,000	Airbnb cash on cash: -1.12% Traditional cash on cash: -0.48% Airbnb Rental Income: $1175 Traditional Rental Income: $1801 Airbnb ROI: -1.12% Traditional ROI: -0.48%
147 Lighthouse Road #667 Hilton Head Island, SC Enjoy all that Harbour Town has to offer from this beautiful 2 bed/2 bath Sea Pines Resort...	2 beds \| 2 baths \| 1,002 sq.ft.	$675,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 0.8% Airbnb Rental Income: $1689 Traditional Rental Income: $1497 Airbnb ROI: 0.36% Traditional ROI: 0.8%
113 Shipyard Drive #198 Hilton Head Island, SC Lowest priced condo in Shipyard for more than one Year. Furnished 1BR 1 & 1/2 pet friendly...	1 beds \| 2 baths \| 1,215 sq.ft.	$449,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 2.02% Airbnb Rental Income: $1386 Traditional Rental Income: $1601 Airbnb ROI: 0.51% Traditional ROI: 2.02%
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 \| 831 sq.ft.	$258,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.87% Airbnb Rental Income: $998 Traditional Rental Income: $1419 Airbnb ROI: 0.69% Traditional ROI: 3.87%
20 Queens Folly Road #1981 Hilton Head Island, SC This is the most special St. Andrews Villa end unit to be sold. This custom elevated treeh...	2 beds \| 2 baths \| 1,342 sq.ft.	$699,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.01% Airbnb Rental Income: $1175 Traditional Rental Income: $1774 Airbnb ROI: -0.5% Traditional ROI: 1.01%
663 William Hilton Parkway #2219 Hilton Head Island, SC A great 2 bedroom villa located in the coveted building two of Hilton Head Resort! This v...	2 beds \| 2 baths \| 843 sq.ft.	$289,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 3.32% Airbnb Rental Income: $998 Traditional Rental Income: $1424 Airbnb ROI: 0.45% Traditional ROI: 3.32%
239 Beach City Road #2307 Hilton Head Island, SC Escape to your coastal retreat at 2307 The Spa on Port Royal! Beautifully updated 2-bedroo...	2 beds \| 2 baths \| 917 sq.ft.	$328,900	Airbnb cash on cash: -0.97% Traditional cash on cash: 2.87% Airbnb Rental Income: $683 Traditional Rental Income: $1569 Airbnb ROI: -0.97% Traditional ROI: 2.87%
100 Helmsman Way #310 Hilton Head Island, SC Experience waterfront living in this stunning 2-bedroom, 2-bath villa at Palmetto Bay! Thi...	2 beds \| 2 baths \| 980 sq.ft.	$420,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 1.81% Airbnb Rental Income: $1519 Traditional Rental Income: $1422 Airbnb ROI: 0.93% Traditional ROI: 1.81%
663 William Hilton Parkway unit: 3110 #3110 Hilton Head Island, SC Amazing! This 2BR/2BA unit was completely remodeled in 2023 w/ new cabinets, appliances, c...	2 beds \| 2 baths \| 831 sq.ft.	$330,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 2.87% Airbnb Rental Income: $998 Traditional Rental Income: $1419 Airbnb ROI: 0.37% Traditional ROI: 2.87%
380 Marshland Road #F32 Hilton Head Island, SC Relax and unwind with tranquil lagoon views from your screened-in porch in this immaculate...	2 beds \| 2 baths \| 1,060 sq.ft.	$367,500	Airbnb cash on cash: 1.28% Traditional cash on cash: 2.48% Airbnb Rental Income: $1519 Traditional Rental Income: $1488 Airbnb ROI: 1.28% Traditional ROI: 2.48%
59 Carnoustie Road #243 Hilton Head Island, SC Turnkey Resort Living. Stylish 2BR/2BA + Loft End Unit Villa with Premium Amenities in awa...	2 beds \| 2 baths \| 1,328 sq.ft.	$789,900	Airbnb cash on cash: -0.62% Traditional cash on cash: 0.65% Airbnb Rental Income: $1175 Traditional Rental Income: $1722 Airbnb ROI: -0.62% Traditional ROI: 0.65%
40 Folly Field Road #A302 Hilton Head Island, SC The ocean is calling from Villa A302 Hilton Head Beach & Tennis! This 1BR/1BA retreat blen...	1 beds \| 1 baths \| 560 sq.ft.	$316,000	Airbnb cash on cash: -1% Traditional cash on cash: 1.64% Airbnb Rental Income: $541 Traditional Rental Income: $1045 Airbnb ROI: -1% Traditional ROI: 1.64%
70 Paddle Boat Lane #205D Hilton Head Island, SC This fantastic 2-bedroom, 2-bath villa is located in the desirable Palmetto Bay Marina Vil...	2 beds \| 2 baths \| 1,240 sq.ft.	$372,500	Airbnb cash on cash: 1.25% Traditional cash on cash: 2.29% Airbnb Rental Income: $1519 Traditional Rental Income: $1440 Airbnb ROI: 1.25% Traditional ROI: 2.29%
43 Folly Field Road #15 Hilton Head Island, SC Located in the popular beach-oriented community of Stones Throw! This 3-bedroom, 2.5-bath ...	3 beds \| 3 baths \| 1,108 sq.ft.	$489,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 2.05% Airbnb Rental Income: $1089 Traditional Rental Income: $1746 Airbnb ROI: -0.2% Traditional ROI: 2.05%
73 Skull Creek Drive #C318 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 \| 1,676 sq.ft.	$829,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 0.36% Airbnb Rental Income: $1649 Traditional Rental Income: $1579 Airbnb ROI: -0.15% Traditional ROI: 0.36%
10 N Forest Beach Drive #1105 Hilton Head Island, SC Beautifully appointed 2-bedroom, 2-bathroom villa with direct ocean and lagoon views from ...	2 beds \| 2 baths \| 1,249 sq.ft.	$919,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 0.28% Airbnb Rental Income: $1600 Traditional Rental Income: $1675 Airbnb ROI: -0.34% Traditional ROI: 0.28%
663 William Hilton Parkway #3423 Hilton Head Island, SC From the moment you step inside this turnkey 2-bed, 2-bath villa, you're greeted with coas...	2 beds \| 2 baths \| 831 sq.ft.	$250,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 4.05% Airbnb Rental Income: $998 Traditional Rental Income: $1419 Airbnb ROI: 0.76% Traditional ROI: 4.05%
45 Folly Field Road #17D Hilton Head Island, SC Experience coastal living at its finest in this beautifully updated, fully furnished first...	2 beds \| 2 baths \| 757 sq.ft.	$349,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 2.64% Airbnb Rental Income: $630 Traditional Rental Income: $1474 Airbnb ROI: -0.83% Traditional ROI: 2.64%

Your search for investment property begins and ends here

Condos for Sale in Hilton Head Island, SC

58 Spindle Lane #58

Hilton Head Island, SC

2 beds | 2 baths | 1,595 sq.ft.

$499,000

Airbnb cash on cash: -0.48%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $1131

Traditional Rental Income: $2086

Airbnb ROI: -0.48%

Traditional ROI: 2.38%

141 Lamotte Drive #E4

Hilton Head Island, SC

2 beds | 2 baths | 985 sq.ft.

$289,000

Airbnb cash on cash: -0.51%

Traditional cash on cash: 3.53%

Airbnb Rental Income: $683

Traditional Rental Income: $1480

Airbnb ROI: -0.51%

Traditional ROI: 3.53%

155 Dillon Road #2122

Hilton Head Island, SC

2 beds | 3 baths | 1,120 sq.ft.

$225,000

Airbnb cash on cash: -0.22%

Traditional cash on cash: 6.15%

Airbnb Rental Income: $683

Traditional Rental Income: $1738

Airbnb ROI: -0.22%

Traditional ROI: 6.15%

10 N Forest Beach Drive #2115

Hilton Head Island, SC

3 beds | 3 baths | 1,958 sq.ft.

$1,199,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: 1.16%

Airbnb Rental Income: $2438

Traditional Rental Income: $2602

Airbnb ROI: 0.48%

Traditional ROI: 1.16%

35 Carnoustie Road #56

Hilton Head Island, SC

3 beds | 3 baths | 2,017 sq.ft.

$1,069,000

Airbnb cash on cash: 0.42%

Traditional cash on cash: 0.92%

Airbnb Rental Income: $2824

Traditional Rental Income: $2659

Airbnb ROI: 0.42%

Traditional ROI: 0.92%

20 Queens Folly Road unit: 1863 #1863

Hilton Head Island, SC

2 beds | 2 baths | 1,177 sq.ft.

$563,000

Airbnb cash on cash: -1.65%

Traditional cash on cash: -0.28%

Airbnb Rental Income: $1175

Traditional Rental Income: $1515

Airbnb ROI: -1.65%

Traditional ROI: -0.28%

3 Shelter Cove Lane #7474

Hilton Head Island, SC

3 beds | 3 baths | 1,555 sq.ft.

$645,000

Airbnb cash on cash: 1.5%

Traditional cash on cash: 1.92%

Airbnb Rental Income: $2555

Traditional Rental Income: $2188

Airbnb ROI: 1.5%

Traditional ROI: 1.92%

20 Queens Folly Road #1661

Hilton Head Island, SC

2 beds | 2 baths | 1,177 sq.ft.

$595,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 1.1%

Airbnb Rental Income: $1175

Traditional Rental Income: $1576

Airbnb ROI: -0.31%