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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
58 Spindle Lane #58Hilton Head Island, SCNestled 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%
|
141 Lamotte Drive #E4Hilton Head Island, SCDiscover 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%
|
155 Dillon Road #2122Hilton Head Island, SCTurnkey 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%
|
66 Timber LaneHilton Head Island, SCValue priced, updated/superbly maintained residence with charming curb appeal and lagoon v... |
3 beds | 4 baths | 2,898 sq.ft. |
$750,000 |
Airbnb cash on cash: 0.35%
|
51 Wicklow DrHilton Head Island, SCWelcome to this exceptional estate in Wexford, blending grand design with everyday comfort... |
4 beds | 8 baths | 7,078 sq.ft. |
$2,995,000 |
Airbnb cash on cash: -0.86%
|
1 Sea Hawk LaneHilton Head Island, SCDiscover island living at its best in this 4th Row beach house on private Sea Hawk Lane, o... |
5 beds | 5 baths | 2,076 sq.ft. |
$2,199,000 |
Airbnb cash on cash: N/A
|
6 Black Skimmer RoadHilton Head Island, SCFantastic location just five rows from the ocean and directly on the walkway to the beach!... |
4 beds | 4 baths | 3,327 sq.ft. |
$2,700,000 |
Airbnb cash on cash: -0.83%
|
2 Red Maple RdHilton Head Island, SCSet on a lush ¾-acre lot overlooking the 17th tee of Heron Point, this 3,285 SqFt Sea Pin... |
3 beds | 4 baths | 3,285 sq.ft. |
$1,875,000 |
Airbnb cash on cash: -0.77%
|
10 N Forest Beach Drive #2115Hilton Head Island, SCBest 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%
|
24 Ocean Point NHilton Head Island, SCWelcome to 24 Ocean Point North a modern and stunning 2nd-row beach home in Port Royal! T... |
3 beds | 4 baths | 2,533 sq.ft. |
$2,149,000 |
Airbnb cash on cash: -1.25%
|
3 Claire DriveHilton Head Island, SCTucked away on a quiet cul-de-sac in private, oceanfront Port Royal Plantation, this beaut... |
4 beds | 4 baths | 3,223 sq.ft. |
$1,689,000 |
Airbnb cash on cash: -0.9%
|
16 Timber Marsh LaneHilton Head Island, SCWelcome to Lowcountry luxury at this 4 bd/4.5-ba builders personal custom model home! This... |
4 beds | 5 baths | 3,513 sq.ft. |
$1,279,000 |
Airbnb cash on cash: -0.86%
|
8 Chickadee RoadHilton Head Island, SCLooking to down size or just need the perfect vacation home? This is turn key! Lots of u... |
2 beds | 2 baths | 1,547 sq.ft. |
$645,000 |
Airbnb cash on cash: -1.1%
|
5 Off ShoreHilton Head Island, SCPerfect in Palmetto Dunes! This impressive furnished 3 bedroom, 2.5 bath, 2 car garage sho... |
3 beds | 3 baths | 3,029 sq.ft. |
$1,695,000 |
Airbnb cash on cash: -0.25%
|
33 N Port Royal DriveHilton Head Island, SCOnly 300 yards from the sand, this Port Royal home ensures the Beach is part of your every... |
4 beds | 5 baths | 3,972 sq.ft. |
$2,350,000 |
Airbnb cash on cash: -1.08%
|
52 Sussex LaneHilton Head Island, SCExceptional Custom Home with Heated & Cooled Pool in Indigo Run. Discover the perfect blen... |
4 beds | 4 baths | 3,436 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -0.29%
|
11 Muirfield RoadHilton Head Island, SCLocated on the 2nd fairway of the world-famous Harbour Town Golf Links, this beautifully r... |
4 beds | 4 baths | 2,066 sq.ft. |
$1,899,000 |
Airbnb cash on cash: -0.51%
|
11 Yorkshire DrHilton Head Island, SCWelcome to 11 Yorkshire Drive, a stunning home on Wexford's 11th green. The dramatic two-s... |
3 beds | 4 baths | 3,116 sq.ft. |
$1,200,000 |
Airbnb cash on cash: 0.02%
|
6 Sea Olive RoadHilton Head Island, SCCharming 3 Bedroom 2 Bath one-level home in Point Comfort, one of Hilton Head's most covet... |
3 beds | 2 baths | 1,881 sq.ft. |
$875,000 |
Airbnb cash on cash: 0.36%
|
10 Myrtle LaneHilton Head Island, SCWelcome to 10 Myrtle Lane, a beautifully renovated classic beach house with a detached apa... |
4 beds | 4 baths | 1,344 sq.ft. |
$1,495,000 |
Airbnb cash on cash: 0.04%
|
35 Carnoustie Road #56Hilton Head Island, SCWelcome 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%
|
20 Queens Folly Road unit: 1863 #1863Hilton Head Island, SCCoastal 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%
|
3 Shelter Cove Lane #7474Hilton Head Island, SCSpacious 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%
|
20 Queens Folly Road #1661Hilton Head Island, SCWelcome 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%
|
5 Gumtree Road #D19Hilton Head Island, SCWelcome 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%
|
6 Village North Drive #59Hilton Head Island, SCBeautifully 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%
|
13 Lawton Drive #82Hilton Head Island, SCUpdated 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%
|
40 Folly Field Road #A209Hilton Head Island, SCWelcome 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%
|
36 Deallyon Avenue #114Hilton Head Island, SCWelcome 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%
|
85 Folly Field Road #116Hilton Head Island, SCBeach 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%
|
27 Arrow Wood RoadHilton Head Island, SCIncredible New Price - Best Deal In HHP! Immaculate 3 BR 2BA home in HHP close to Spring L... |
3 beds | 2 baths | 1,693 sq.ft. |
$629,000 |
Airbnb cash on cash: 0.29%
|
67 Summerfield Court #623Hilton Head Island, SCCharm, 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%
|
663 William Hilton Parkway unit: 4205 #4205Hilton Head Island, SCWelcome 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%
|
21 S Forest Beach Drive #137Hilton Head Island, SCWelcome 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%
|
663 William Hilton Parkway #3321Hilton Head Island, SCInvestorâs 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%
|
1 Yacht Club DriveHilton Head Island, SCBest value in Windmill Harbour! Located just half a block from the exclusive South Carolin... |
3 beds | 4 baths | 2,759 sq.ft. |
$949,000 |
Airbnb cash on cash: 0.75%
|
15 N Sea Pines DriveHilton Head Island, SCDesirable turn-key home on the BEACH PATH, just steps from the white sand beaches of Hilto... |
3 beds | 4 baths | 2,188 sq.ft. |
$2,199,000 |
Airbnb cash on cash: -0.28%
|
25 Wildwood RoadHilton Head Island, SCSea Pines beauty! Do not miss this exquisite fully furnished home in Greenwood Forest - m... |
3 beds | 2 baths | 1,598 sq.ft. |
$1,050,000 |
Airbnb cash on cash: 0.04%
|
40 Folly Field Road #C248Hilton Head Island, SCBeautiful 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%
|
Real Estate investment in Hilton-head-island, SC
There are 791 properties for sale in the city of Hilton Head Island . The median list price in Hilton Head Island is $675,000 and the average price per square foot is $371. In October 2025, the average monthly cash on cash return in Hilton Head Island is 1.00%. The average monthly rental income in Hilton Head Island is $1,782.