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

Guest favourite
Apartment in Hilton Head Island
Hilton Head Beach & Tennis Resort Ocean View!
1 bedroom, 5 beds, 1 private bathroom
11–16 Aug
,
4.91 out of 5 average rating, 280 reviews
Guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Villa @Hilton Head Beach/Tennis
1 bedroom, 4 beds, 1 bathroom
16–21 Aug
4.9 out of 5 average rating, 155 reviews
Superhost
Apartment in Palmetto Dunes
2-bedroom beachside condo with balcony, pools, & W
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
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, 98 reviews
Superhost
Apartment in Palmetto Dunes
MyStay at 789 Queen's Grant -Pets Ok + Pool, Beach
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 18 reviews
Superhost
Villa in Hilton Head Island
Beachy Bliss | 300 Yards to Folly Field Beach | Po
2 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Top guest favourite
Apartment in Hilton Head Island
Atlantic Views: Your Premier Hilton Head Condo
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.94 out of 5 average rating, 47 reviews
Apartment in Shipyard
Hilton Head Condo w/ Covered Balcony + Pool Access
2 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.8 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean Front | Sunrise View | Pool | Gym | Tennis
1 bedroom, 4 beds, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 89 reviews
Guest favourite
Flat in Hilton Head Island
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
4 bedrooms, 7 beds, 3 bathrooms
15–20 Dec
5.0 out of 5 average rating, 8 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
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
Guest favourite
Apartment in Hilton Head Island
Updated Beach Condo, 2 BR, 2BA, Farmhouse chic
2 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
4.88 out of 5 average rating, 58 reviews
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 28 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
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
New place to stay
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds, 2 bathrooms
12–17 Nov
4.97 out of 5 average rating, 31 reviews