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

Top guest favourite
Townhouse in Hilton Head Island
Luxury 3-Bdrm HHI Art Loft Townhome
3 bedrooms, 4 beds, 2.5 private bathrooms
13–18 Sept
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4.93 out of 5 average rating, 137 reviews
Flat in Palmetto Dunes
Family Fun Hilton Head Resort Condo
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
Top guest favourite
Home in Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
5.0 out of 5 average rating, 6 reviews, 6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
Guest favourite
Home in Shipyard
Shipyard Golf: Where Family Memories Shine!
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 3 bathrooms
11–16 Aug
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
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
4.99 out of 5 average rating, 84 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
Home in Shipyard
5th row, 6 bdrm, pool at living level-2022 build.
6 bedrooms, 8 beds, 6.5 bathrooms
15–22 Aug
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
17–22 Aug
Top guest favourite
Apartment in Shelter Cove
Palmetto Dunes-Shelter Cove-Neptune-Pet Friendly
4.99 out of 5 average rating, 74 reviews, 2 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
Guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
Top guest favourite
Home in Sea Pines
Private Pool/Spa | Private Office | Harbour Town
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
16–21 Aug
Top guest favourite
Townhouse in Shipyard
Beachfront Resort 2B Golf Beach Pickleball Tennis
4.96 out of 5 average rating, 164 reviews, 2 bedrooms, 6 beds, 2 bathrooms
13–18 Aug
Villa in Shipyard
7 Min Walk to Beach | Pets Ok | Sleeps 8 | Tennis
2 bedrooms, 5 beds, 2.5 bathrooms
19–24 Oct
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
5.0 out of 5 average rating, 105 reviews, 1 bedroom, 4 beds, 1 bathroom
12–17 Oct
Flat in Sea Pines
S end short walk to the beach 3 pools near
New place to stay, 2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
Top guest favourite
Villa in Hilton Head Island
Luxury Oceanfront•Newly Renovated•Near Coligny
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
5.0 out of 5 average rating, 90 reviews, 4 bedrooms, 4 bathrooms
21–26 Aug