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Search results; Over 1,000 homes in Hilton Head Island

Top guest favourite
Townhouse in Shipyard
Beach Resort! Luxury Golf & Lagoon View Pickleball
2 bedrooms, 3 beds, 2 private bathrooms
16–21 Aug
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4.98 out of 5 average rating, 168 reviews
Guest favourite
Home in Shipyard
Shipyard Golf: Where Family Memories Shine!
3 bedrooms, 4 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
Top guest favourite
Flat in Hilton Head Island
Family Memories Made Here!
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
4.92 out of 5 average rating, 26 reviews
Guest favourite
Home in Shipyard
Top Rated Golf Hilton Head Isle home mins to beach
3 bedrooms, 5 beds, 2 bathrooms
15–22 Aug
5.0 out of 5 average rating, 11 reviews
Home in Shipyard
5th row, 6 bdrm, pool at living level-2022 build.
6 bedrooms, 8 beds, 6.5 bathrooms
15–22 Aug
Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.98 out of 5 average rating, 96 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
21–26 Aug
5.0 out of 5 average rating, 90 reviews
Top guest favourite
Apartment in Hilton Head Island
Luxury Beach & Golf Villa - 5 min walk from Beach!
3 bedrooms, 4 beds, 3.5 bathrooms
8–13 Aug
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
4.99 out of 5 average rating, 85 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in Palmetto Dunes
HHI. Direct Beach Access. 3 bedrooms. 3 Pools.
3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
4–9 Oct
5.0 out of 5 average rating, 120 reviews
Top guest favourite
Home in Hilton Head Island
Walk to Beach-Amazing New Home-Hot Tub-Heated Pool
6 bedrooms, 11 beds, 4 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 97 reviews
Guest favourite
Home in Sea Pines
Modern Home ~ Golf Course Views ~ .8 Mile to Beach
4 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 31 reviews
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
New place to stay
Luxe
Home in Sea Pines
Private Pool & Spa | Secluded | in Heritage Woods
5 bedrooms, 8 beds, 5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 49 reviews
Guest favourite
Home in Sea Pines
4BR | Pool, Spa & Walk to Beach | 32 Baynard Cove
4 bedrooms, 5 beds, 4 bathrooms
23–28 Aug
4.95 out of 5 average rating, 19 reviews