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

Top guest favourite
Townhouse in Hilton Head Island
Hilton Head Villa With Golf View, Stroll to beach
2 bedrooms, 3 beds, 2.5 private bathrooms
14–19 Aug
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4.98 out of 5 average rating, 292 reviews
Guest favourite
Treehouse in Hilton Head Island
CoCo's Island Treehouse
2 bedrooms, 5 beds, 2 bathrooms
13–18 Aug
4.91 out of 5 average rating, 74 reviews
Top guest favourite
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Treehouse in Hilton Head Island
Harbour Town Tree House | Private Office | HT Pool
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.98 out of 5 average rating, 97 reviews
Top guest favourite
Guest house in Bluffton
Lowcountry Retreat Carriage House
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 709 reviews
Home in Hilton Head Island
Prime Location Dream Home Outdoor Oasis & Pool
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Nov
New place to stay
Top guest favourite
Apartment in Hilton Head Island
Ocean View B235-The Beach Lovers Dream!
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Hilton Head Island
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
21–26 Aug
5.0 out of 5 average rating, 91 reviews
Top guest favourite
Home in Hilton Head Island
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Townhouse in Hilton Head Island
Beachfront Resort 2B Golf Beach Pickleball Tennis
2 bedrooms, 6 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 166 reviews
Top guest favourite
Apartment in Hilton Head Island
MyStay at 1027 Caravel Ct.-Lighthouse View & Pool!
2 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
4.97 out of 5 average rating, 34 reviews
Flat in Hilton Head Island
Lagoon and Links Escape
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Aug
Guest favourite
Home in Hilton Head Island
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
2 bedrooms, 2 double beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.99 out of 5 average rating, 446 reviews
Top guest favourite
Apartment in Hilton Head Island
Updated Coastal Condo- Biking -3 min Walk to Shore
2 bedrooms, 5 beds, 1.5 bathrooms
20–25 Dec
5.0 out of 5 average rating, 6 reviews
Home in Hilton Head Island
Fire Table Deck + Lawn Games • Bike to Beach
3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
New place to stay
Guest favourite
Apartment in Hilton Head Island
Ocean Views at Villamare 1405, Steps to the Beach!
2 bedrooms, 3 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 83 reviews
Top guest favourite
Apartment in Hilton Head Island
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 33 reviews
Villa in Hilton Head Island
7 Min Walk to Beach | Pets Ok | Sleeps 8 | Tennis
2 bedrooms, 5 beds, 2.5 bathrooms
19–24 Oct