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

Top guest favourite
Apartment in Hilton Head Island
My Blue Heaven, Direct Ocean Front View
1 bedroom, 1 bed, 1 private bathroom
29 Aug – 3 Sept
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4.98 out of 5 average rating, 167 reviews
Flat in Palmetto Dunes
Family Fun Hilton Head Resort Condo
2 bedrooms, 4 beds
4–9 Aug
New place to stay
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds
21–26 Aug
Guest favourite
Home in Shipyard
Shipyard Golf: Where Family Memories Shine!
3 bedrooms, 4 beds
11–16 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
6 bedrooms, 10 beds
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
9–14 Aug
4.99 out of 5 average rating, 84 reviews
Home in Shipyard
5th row, 6 bdrm, pool at living level-2022 build.
6 bedrooms, 8 beds
15–22 Aug
Top guest favourite
Townhouse in Shipyard
Beachfront Resort 2B Golf Beach Pickleball Tennis
2 bedrooms, 6 beds
13–18 Aug
4.96 out of 5 average rating, 164 reviews
Guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
4–9 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Sea Pines
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 31 reviews
Villa in Shipyard
7 Min Walk to Beach | Pets Ok | Sleeps 8 | Tennis
2 bedrooms, 5 beds
19–24 Oct
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 35 reviews
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds
15–20 Aug
New place to stay
Top guest favourite
Apartment in Shelter Cove
Palmetto Dunes-Shelter Cove-Neptune-Pet Friendly
2 bedrooms, 3 beds
3–8 Aug
4.99 out of 5 average rating, 74 reviews
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - A Cozy Hilton Head Beach Escape
2 bedrooms, 3 beds
19–24 Sept
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
4–9 Oct
5.0 out of 5 average rating, 120 reviews
Top guest favourite
Villa in Hilton Head Island
Luxury Oceanfront•Newly Renovated•Near Coligny
1 bedroom, 2 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
21–26 Aug
5.0 out of 5 average rating, 90 reviews
Top guest favourite
Home in Hilton Head Island
Walk to Beach-Amazing New Home-Hot Tub-Heated Pool
6 bedrooms, 11 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 96 reviews