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

Top guest favourite
Apartment in Hilton Head Island
*New* Easy Breezy at Hilton Head Beach & Tennis
1 bedroom, 4 beds, 1 private bathroom
26–31 Jul
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4.9 out of 5 average rating, 233 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
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
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds, 1 bathroom
13–18 Oct
4.97 out of 5 average rating, 305 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
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
1 bedroom, 4 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 439 reviews
Apartment in Palmetto Dunes
'Wright by the Beach': Hilton Head Condo w/ Perks
2 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
4.91 out of 5 average rating, 54 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, 99 reviews
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
2 bedrooms, 3 beds, 2 bathrooms
14–19 Nov
4.97 out of 5 average rating, 31 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, 29 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
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
2 bedrooms, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Palmetto Dunes
Hilton Head Resort near Beach | Pools | Sleeps 6
2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Hilton Head Island
Jim's Direct Oceanfront 3BR Penthouse Villa
3 bedrooms, 5 beds, 3 bathrooms
28 Nov – 3 Dec
4.89 out of 5 average rating, 98 reviews
Top guest favourite
Flat in Hilton Head Island
Amanzi | Stylish Seaside Gem | Beach, Pool, Gym
2 bedrooms, 2 queen beds, 2 bathrooms
5–10 Jul
4.97 out of 5 average rating, 30 reviews
Guest favourite
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, 5 reviews
Flat in Hilton Head Island
Luxury 2026 Renovation+Oceanfront Views!
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Townhouse in Shipyard
Beachfront Resort 2B Golf Beach Pickleball Tennis
2 bedrooms, 6 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 158 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, 90 reviews