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

Top guest favourite
Apartment in Hilton Head Island
2 bed/2 bath, Oceanfront complex!
2 bedrooms, 2 beds, 2 private bathrooms
5–10 Jul
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4.97 out of 5 average rating, 71 reviews
Home in Sea Pines
Sunset Rentals | Cedar Waxwing 1
5 bedrooms, 9 beds, 5 bathrooms
4–9 Jul
Guest favourite
Home in Sea Pines
Starfish Beach House with Pool and Bikes
3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
4.95 out of 5 average rating, 38 reviews
Superhost
Apartment in Hilton Head Island
Bluewater Resort & Marina - Large 3BR/3BA
3 bedrooms, 5 beds, 3 bathrooms
19–26 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
4.99 out of 5 average rating, 79 reviews
Superhost
Home in Sea Pines
Spacious, Renovated House with Private Spa and Pri
3 bedrooms, 4 beds, 3.5 bathrooms
27 Aug – 1 Sept
Home in Hilton Head Island
Hilton Head Retreat
2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 3 reviews
Home in Sea Pines
8 East Beach Lagoon ~ Enjoy Direct Oceanfront
5 bedrooms, 7 beds, 5 bathrooms
5–10 Sept
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
23–28 Jul
5.0 out of 5 average rating, 87 reviews
Top guest favourite
Flat in Sea Pines
Penthouse flat in Sea Pines | Harbour Town
2 bedrooms, 2 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Cottage in Hilton Head Island
Cozy Cottage 3 Min beach walk-Coligny 6 Min walk
2 bedrooms, 2 queen beds, 1 bathroom
5–10 Jul
4.95 out of 5 average rating, 221 reviews
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
Top guest favourite
Home in Shipyard
Walk to Beach | Golf | Pool | Private | Shipyard
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Treehouse in Sea Pines
Luxury Waterfront Tree House | Harbour Town | Pool
3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 32 reviews
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Hilton Head Island
ON THE BEACH! POOL! Large 3 BR. S. Forest Beach
3 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.87 out of 5 average rating, 195 reviews
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
Flat in Palmetto Dunes
Lagoon and Links Escape
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Aug