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

Top guest favourite
Apartment in Hilton Head Island
Oceanfront KING BED 65"TV Beach Bar Pickleball GYM
1 bedroom, 2 beds, 1 private bathroom
5–10 Jul
,
4.97 out of 5 average rating, 354 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
Superhost
Treehouse in Sea Pines
Waterfront Tree House | HT Pool | Private Office
3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Jul
5.0 out of 5 average rating, 4 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
Luxe
Home in Sea Pines
8 Gull Point, Sea Pines: Marsh-Front, Private Pool
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
Top guest favourite
Villa in Hilton Head Island
Chic Coligny walkable beach villa w/Pool
3 bedrooms, 6 beds, 4 bathrooms
15–20 Aug
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
1 bedroom, 4 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 98 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
Home in Hilton Head Island
Hilton Head 6BR, Sleeps 18: Pool, Hot Tub, FirePit
6 bedrooms, 9 beds, 5 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Apartment in Palmetto Dunes
Ocean View | Top Floor | Walk to Beach | Pools!
2 bedrooms, 7 beds, 2 bathrooms
15–20 Aug
4.94 out of 5 average rating, 283 reviews
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
2 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
New place to stay
Guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds, 2.5 bathrooms
23–28 Aug
4.96 out of 5 average rating, 48 reviews
Guest favourite
Apartment in Palmetto Dunes
Spacious, Two-Bedroom Villa in Hilton Head Resort!
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 142 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
Guest favourite
Townhouse in Shipyard
MyStay at 10 Townhouse Manor – Golf & Beach Fun!
3 bedrooms, 4 beds, 3 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Hilton Head Island
Tennis - King Bed - 3 Pools - Beach
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 11 reviews
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
Apartment in Palmetto Dunes
Renovated - Private Beach - 3 Pools - King Bed!
2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
New place to stay
Superhost
Villa in Palmetto Dunes
Hilton Head Resort condo with pools, hot tub, golf
2 bedrooms, 5 beds, 2 bathrooms
3–8 Aug