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

Superhost
Home in Hilton Head Island
27 Heated Pool, Elevator & Epic Kids Retreat
6 bedrooms, 17 beds, 4 private bathrooms
21–26 Aug
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4.87 out of 5 average rating, 113 reviews
Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
New place to stay
Guest favourite
Home in Hilton Head Island
Modern Home ~ Golf Course Views ~ .8 Mile to Beach
4 bedrooms, 5 beds, 3 bathrooms
21–26 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
8–13 Nov
5.0 out of 5 average rating, 122 reviews
Villa in Hilton Head Island
Family Friendly Villa near the Beach, Patio, & Sha
2 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Hilton Head Island
4BR | Pool, Spa & Walk to Beach | 32 Baynard Cove
4 bedrooms, 5 beds, 4 bathrooms
23–28 Aug
4.96 out of 5 average rating, 23 reviews
Guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds, 2 bathrooms
19–24 Aug
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Guest house in Bluffton
Cozy Carriage House Under Oaks | Old Town Bluffton
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Hilton Head Island
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Hilton Head Island
Private Pool/Spa | Private Office | Harbour Town
3 bedrooms, 4 beds, 3.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Villa in Hilton Head Island
Coastal Resort Beach Villa < 1 Mi to Shore!
2 bedrooms, 3 beds, 2 bathrooms
19–24 Aug
4.99 out of 5 average rating, 117 reviews
Superhost
Villa in Hilton Head Island
Newly renovated 3 Bedroom with poolside views
3 bedrooms, 4 beds, 3.5 bathrooms
29 Aug – 3 Sept
New place to stay
Top guest favourite
Home in Hilton Head Island
Top Rated Golf Hilton Head Isle home mins to beach
3 bedrooms, 5 beds, 2 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Apartment in Hilton Head Island
Half-Mi to Coligny Beach: Hilton Head Resort Condo
2 bedrooms, 4 beds, 2.5 bathrooms
19–24 Aug
4.83 out of 5 average rating, 72 reviews
Top guest favourite
Townhouse in Hilton Head Island
Golf Course Townhouse | Near Beach, Pool & Tennis
2 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Flat in Hilton Head Island
Incredible Hilton Head condo - private beach!
2 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Hilton Head Island
Oceanside Resort - Private Beach Access - 3 Pools
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.97 out of 5 average rating, 115 reviews
Top guest favourite
Home in Hilton Head Island
Family Retreat | 1 Min to Beach | Pool Spa Theater
6 bedrooms, 12 beds, 4 bathrooms
22–27 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Hilton Head Island
Beach condo in gated resort w/ tons of amenities!
2 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
4.91 out of 5 average rating, 193 reviews