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

Top guest favourite
Apartment in Hilton Head Island
Cozy Villa 6 Minute Walk From the Beach & Golf
2 bedrooms, 4 beds, 2 private bathrooms
8–13 Sept
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4.96 out of 5 average rating, 140 reviews
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds
13–18 Sept
4.9 out of 5 average rating, 103 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, 24 reviews
Top guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds
16–21 Oct
4.92 out of 5 average rating, 13 reviews
Apartment in Hilton Head Island
Shorewood 332
2 bedrooms, 3 beds
26–31 Oct
Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 5 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, 123 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
Guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms
7–12 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Apartment in Palmetto Dunes
Walk to Ocean | Pool | Large Bedrooms | Sea’Esta
2 bedrooms, 4 queen beds
8–13 Sept
4.99 out of 5 average rating, 152 reviews
Guest favourite
Home in Palmetto Dunes
Luxury Dunes Paradise - Private Pool
4 bedrooms, 7 beds
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Heated Pool/Spa!
4 bedrooms, 5 beds
4–9 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Palmetto Dunes
MyStay at 789 Queen's Grant -Pets Ok + Pool, Beach
2 bedrooms, 3 beds
19–24 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Palmetto Dunes
Luxury Palmetto Dunes Retreat with Private Pool
4 bedrooms, 6 beds
14–19 Sept
4.91 out of 5 average rating, 23 reviews
Top guest favourite
Home in Hilton Head Island
Walk to Beach-Amazing New Home-Hot Tub-Heated Pool
6 bedrooms, 11 beds
17–22 Oct
5.0 out of 5 average rating, 102 reviews
Home in Palmetto Dunes
2-story house with private heated outdoor pool, st
3 bedrooms, 6 beds
26 Oct – 2 Nov
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
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, 376 reviews
Guest favourite
Apartment in Palmetto Dunes
Ocean Views at Villamare 1405, Right on the Beach!
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 86 reviews