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

Guest favourite
Apartment in Hilton Head Island
HHR Building 1-Heated Outdoor Pool-Walk to Beach
2 bedrooms, 5 beds, 2 private bathrooms
6–11 Sept
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4.92 out of 5 average rating, 131 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds
15–20 Nov
4.96 out of 5 average rating, 374 reviews
Top guest favourite
Apartment in Hilton Head Island
Beautiful Oceanfront Condo at Island Club
2 bedrooms, 3 beds
31 Oct – 5 Nov
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Palmetto Dunes
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds
4–9 Oct
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds
18–23 Sept
4.99 out of 5 average rating, 157 reviews
Top guest favourite
Apartment in Palmetto Dunes
Newly Renovated Condo!
3 bedrooms, 7 beds
7–12 Sept
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Apartment in Shipyard
202 Beachwalk 3BR/3.5BA Villa 10min Walk to Beach
3 bedrooms, 6 beds
29 Nov – 4 Dec
5.0 out of 5 average rating, 22 reviews
Top 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, 13 reviews
Top guest favourite
Apartment in Palmetto Dunes
Ocean View | Top Floor | Walk to Beach | Pools!
2 bedrooms, 4 beds
7–12 Sept
4.94 out of 5 average rating, 290 reviews
Top guest favourite
Apartment in Hilton Head Island
MyStay at 136 Shorewood | Ocean+Pool Views in SFB!
2 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Villa in Hilton Head Island
Modern Oceanfront Villa With Views and Heated Pool
2 bedrooms, 3 beds
11–16 Sept
4.95 out of 5 average rating, 146 reviews
Top guest favourite
Apartment in Hilton Head Island
1 Minute walk to the beach *Amazing ocean view*
1 bedroom, 2 beds
1–6 Nov
4.96 out of 5 average rating, 399 reviews
Top guest favourite
Home in Hilton Head Island
Family Retreat | 1 Min to Beach | Pool Spa Theater
6 bedrooms, 12 beds
5–10 Oct
5.0 out of 5 average rating, 14 reviews
Guest favourite
Apartment in Palmetto Dunes
Ocean Views at Villamare 1405, Right on the Beach!
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 85 reviews
Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds
7–12 Sept
New place to stay
Top guest favourite
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
2 bedrooms, 3 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Villa in Hilton Head Island
2BR/2.5BA Direct Oceanfront Resort-Great Amenities
2 bedrooms, 5 beds
7–12 Sept
5.0 out of 5 average rating, 51 reviews