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

Top guest favourite
Apartment in Sea Pines
Heart of Harbour Town - Beach | Pool | Golf | 2BR/
2 bedrooms, 3 beds, 2.5 private bathrooms
14–19 Nov
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4.98 out of 5 average rating, 207 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
8–13 Nov
5.0 out of 5 average rating, 123 reviews
Guest favourite
Apartment in Hilton Head Island
Modern condo 2 BR 2 bath w/sleeper-sofa
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.89 out of 5 average rating, 62 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds, 1 bathroom
15–20 Nov
5.0 out of 5 average rating, 113 reviews
Guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.82 out of 5 average rating, 28 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 378 reviews
Guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds, 2.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Villa in Palmetto Dunes
Walk to the Beach, One Level Villa, COMFY beds
2 bedrooms, 3 beds, 2 bathrooms
28 Nov – 3 Dec
4.91 out of 5 average rating, 140 reviews
Top guest favourite
Home in Shipyard
Top Rated Golf Hilton Head Isle home mins to beach
3 bedrooms, 5 beds, 2 bathrooms
3–10 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.98 out of 5 average rating, 106 reviews
Guest favourite
Apartment in Hilton Head Island
Hilton Head Beach & Tennis Resort Ocean View!
1 bedroom, 3 beds, 1 bathroom
23–28 Sept
4.91 out of 5 average rating, 289 reviews
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds, 2.5 bathrooms
17–22 Oct
4.9 out of 5 average rating, 104 reviews
Flat in Hilton Head Island
Duo at Coligny|Two-Level Penthouse|Steps to Beach
1 bedroom, 3 beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 6 reviews
Apartment in Hilton Head Island
Shorewood 207
3 bedrooms, 4 beds, 3 bathrooms
26 Sept – 1 Oct
Top guest favourite
Home in Hilton Head Island
W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms
4 bedrooms, 5 beds, 2.5 bathrooms
26 Sept – 1 Oct
4.87 out of 5 average rating, 405 reviews
Top guest favourite
Apartment in Palmetto Dunes
Walk to Ocean | Pool | Large Bedrooms | Sea’Esta
2 bedrooms, 4 queen beds, 2 bathrooms
17–22 Oct
4.99 out of 5 average rating, 153 reviews
Top guest favourite
Home in Sea Pines
Two Fawns@Sea Pines|4+BR|Private Heated Pool/Spa
4 bedrooms, 5 beds, 2 bathrooms
21–26 Oct
5.0 out of 5 average rating, 16 reviews
Townhouse in Hilton Head Island
Surf Court 66
2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Sept
Superhost
Apartment in Palmetto Dunes
Lagoon View Villa in Palmetto Dunes
3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 3 reviews