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

Top guest favourite
Apartment in Palmetto Dunes
Sunset Serenity - Luxury on The Lagoon!
2 bedrooms, 4 beds, 2 private bathrooms
6–11 Jul
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4.97 out of 5 average rating, 145 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, 119 reviews
Superhost
Home in Sea Pines
Pet-Friendly, South Beach Pool Access, 3BR
3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
New place to stay
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Pool/Spa!
4 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Home in Hilton Head Island
Charming remodeled 4th row House walk to Beach !
4 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
New place to stay
Luxe
Home in Sea Pines
29 South Beach, Sea Pines: Pool, Walk to Beach
4 bedrooms, 4 beds, 4.5 bathrooms
11–16 Jul
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 99 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, 81 reviews
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Palmetto Dunes
Luxury Dunes Paradise - Private Pool
4 bedrooms, 7 beds, 4 bathrooms
6–11 Jul
New place to stay
Superhost
Villa in Sea Pines
Twin Oaks 207 | Condo in Hilton Head
3 bedrooms, 6 beds, 2 bathrooms
11–16 Jul
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
Luxe
Villa in Sea Pines
1465 Sound Villas, Sea Pines: Beachfront Luxury
4 bedrooms, 5 beds, 5 bathrooms
8–13 Aug
Top guest favourite
Apartment in Sea Pines
Charming , cozy apartment near the beach ….
1 bedroom, 1 king bed, 1 bathroom
13–18 Jul
5.0 out of 5 average rating, 41 reviews
Superhost
Home in Palmetto Dunes
Private Pool Retreat | One Level | 2 Living Areas
4 bedrooms, 4 king beds, 3 bathrooms
8–13 Aug
New place to stay
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Flat in Sea Pines
Harbour Town Marina Studio | Walk to Lighthouse
1 bedroom, 1 bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.98 out of 5 average rating, 100 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