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

Apartment in Hilton Head Island
Updated 2 Bdrm/2 bath Central located Beach Villa
2 bedrooms, 4 beds, 2 private bathrooms
31 Jul – 5 Aug
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4.52 out of 5 average rating, 164 reviews
Superhost
Home in Hilton Head Island
Chic Sea Pines Retreat w Lagoon Views | Sleeps 6
3 bedrooms, 3 king beds
8–13 Aug
Superhost
Treehouse in Hilton Head Island
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds
22–27 Jul
5.0 out of 5 average rating, 4 reviews
Villa in Hilton Head Island
Luxury Oceanfront•Newly Renovated•Near Coligny
1 bedroom, 2 beds
5–10 Jul
New place to stay
Flat in Hilton Head Island
Steps to the beach and the Salty Dog!
2 bedrooms, 3 beds
7–12 Jul
Home in Hilton Head Island
12 Heritage Court ~ Quiet Home with Private Pool
4 bedrooms, 5 beds
1–6 Aug
Top guest favourite
Apartment in Hilton Head Island
Oceanfront KING BED 65"TV Beach Bar Pickleball GYM
1 bedroom, 2 beds
5–10 Jul
4.97 out of 5 average rating, 354 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
23–28 Aug
5.0 out of 5 average rating, 117 reviews
Superhost
Home in Hilton Head Island
Shipyard Golf: Where Family Memories Shine!
3 bedrooms, 4 beds
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
2 bedrooms, 3 beds
22–27 Aug
Superhost
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds
7–12 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Townhouse in Hilton Head Island
Beautiful new duplex!
4 bedrooms, 5 beds
12–17 Jul
4.96 out of 5 average rating, 73 reviews
Superhost
Apartment in Hilton Head Island
Ocean View B235-The Beach Lovers Dream!
1 bedroom, 1 queen bed
25–30 Jul
New place to stay
Top guest favourite
Home in Hilton Head Island
The Caddyshack - Perfect Location!
2 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 62 reviews
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds
27 Oct – 1 Nov
5.0 out of 5 average rating, 8 reviews
Home in Hilton Head Island
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds
12–17 Jul
Superhost
Apartment in Hilton Head Island
Sun-kissed bliss at Colonnade Club with dual suite
2 bedrooms, 4 beds
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Hilton Head Island
Oceanfront Pool, Balcony + Stunning Atlantic Views
5 bedrooms, 6 beds
23–28 Aug
New place to stay
Top guest favourite
Apartment in Hilton Head Island
Beach View - 1st Floor - King Bed - Pools -Tennis
2 bedrooms, 6 beds
24–29 Oct
4.96 out of 5 average rating, 25 reviews