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

Top guest favourite
Apartment in Hilton Head Island
1st floor, oceanfront, 65" TV, 2 pools, pickleball
1 bedroom, 4 beds, 1 private bathroom
16–21 Aug
,
4.98 out of 5 average rating, 47 reviews
Flat in Palmetto Dunes
Family Fun Hilton Head Resort Condo
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
Guest favourite
Home in Sea Pines
4BR | Pool, Spa & Walk to Beach | 32 Baynard Cove
4.95 out of 5 average rating, 19 reviews, 4 bedrooms, 5 beds, 4 bathrooms
23–28 Aug
Villa in Shipyard
Family Friendly Villa near the Beach, Patio, & Sha
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Home in Sea Pines
Hilton Ivory by AvantStay | Luxe Home + Pool/Patio
5.0 out of 5 average rating, 6 reviews, 6 bedrooms, 10 beds, 4.5 bathrooms
22–27 Aug
Guest favourite
Home in Shipyard
Shipyard Golf: Where Family Memories Shine!
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 3 bathrooms
11–16 Aug
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
4.98 out of 5 average rating, 96 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
5.0 out of 5 average rating, 32 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
Guest favourite
Home in Palmetto Dunes
HHI. Direct Beach Access. 3 bedrooms. 3 Pools.
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
5.0 out of 5 average rating, 120 reviews, 6 bedrooms, 15 beds, 4 bathrooms
4–9 Oct
Guest favourite
Home in Sea Pines
Birdie by AvantStay | Group Retreat at Hilton Head
4.89 out of 5 average rating, 70 reviews, 5 bedrooms, 7 beds, 4 bathrooms
22–27 Aug
Top guest favourite
Flat in Sea Pines
Penthouse flat in Sea Pines | Harbour Town
5.0 out of 5 average rating, 24 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
4.9 out of 5 average rating, 97 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
29 Aug – 5 Sept
Home in Shipyard
5th row, 6 bdrm, pool at living level-2022 build.
6 bedrooms, 8 beds, 6.5 bathrooms
15–22 Aug
Top guest favourite
Flat in Hilton Head Island
Beachfront Condo w/ Pool · Hot Tub · Pickleball
5.0 out of 5 average rating, 7 reviews, 1 bed, WC
17–22 Oct
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
5.0 out of 5 average rating, 31 reviews, 2 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
Top guest favourite
Home in Sea Pines
Private Pool/Spa | Private Office | Harbour Town
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
16–21 Aug
Apartment in Hilton Head Island
Shorewood 338
2 bedrooms, 4 beds, 2 bathrooms
8–13 Aug