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

Guest favourite
Apartment in Hilton Head Island
Beach resort, pools, tennis, pickle ball, tiki bar
2 bedrooms, 2 beds, 2 private bathrooms
22–27 Aug
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4.94 out of 5 average rating, 147 reviews
Superhost
Treehouse in Hilton Head Island
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Jul
5.0 out of 5 average rating, 4 reviews
Home in Hilton Head Island
4 Audubon Pond ~ Pet Friendly Home with Free
4 bedrooms, 7 beds, 4 bathrooms
25–30 Jul
Superhost
Home in Hilton Head Island
Shipyard Golf: Where Family Memories Shine!
3 bedrooms, 4 beds, 3 bathrooms
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds, 1 bathroom
7–12 Jul
5.0 out of 5 average rating, 3 reviews
Home in Hilton Head Island
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Hilton Head Island
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 62 reviews
Villa in Hilton Head Island
Luxury Oceanfront•Newly Renovated•Near Coligny
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
New place to stay
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 117 reviews
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds, 5.5 bathrooms
23–28 Aug
New place to stay
Top guest favourite
Home in Hilton Head Island
“Vitamin Sea HHI” coastal comfort in Sea Pines
3 bedrooms, 4 beds, 4 bathrooms
9–14 Aug
4.99 out of 5 average rating, 73 reviews
Top guest favourite
Apartment in Hilton Head Island
Oceanfront KING BED 65"TV Beach Bar Pickleball GYM
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 354 reviews
Home in Hilton Head Island
12 Heritage Court ~ Quiet Home with Private Pool
4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Aug
Superhost
Apartment in Hilton Head Island
Sun-kissed bliss at Colonnade Club with dual suite
2 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Townhouse in Hilton Head Island
Beautiful new duplex!
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
4.96 out of 5 average rating, 73 reviews
Flat in Hilton Head Island
Steps to the beach and the Salty Dog!
2 bedrooms, 3 beds, 2 bathrooms
17–22 Jul
Top guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
1 bedroom, 1 bed, 1 bathroom
7–12 Aug
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Hilton Head Island
⭐Direct Oceanfront Villa Steps to Beach w/ Pool⭐
2 bedrooms, 3 beds, 2 bathrooms
10–15 Jul
4.9 out of 5 average rating, 173 reviews
Top guest favourite
Room in Hilton Head Island
Directly in the South Forest Beach area, HHI, SC.
1 queen bed, 1.5 bathrooms
26–31 Jul
4.96 out of 5 average rating, 308 reviews