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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
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Villa @Hilton Head Beach/Tennis
4.9 out of 5 average rating, 156 reviews, 1 bedroom, 4 beds, 1 bathroom
16–21 Aug
Top guest favourite
Apartment in Hilton Head Island
Ocean Front Resort Condo
4.99 out of 5 average rating, 439 reviews, 1 bedroom, 4 beds, 1 bathroom
4–9 Oct
Guest favourite
Apartment in Shelter Cove
Marriott Sunset Pointe - 2BD
4.97 out of 5 average rating, 31 reviews, 2 bedrooms, 3 beds, 2 bathrooms
14–19 Nov
Superhost
Flat in Hilton Head Island
Near Beach|Pool| Pickleball| WaterView|Island Club
New place to stay, 1 bedroom, 2 beds, 1.5 bathrooms
31 Jul – 5 Aug
Top guest favourite
Apartment in Palmetto Dunes
Experience Island Vibes!
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 2 bathrooms
7–12 Aug
Top guest favourite
Home in Hilton Head Island
Location Matters! Walk to Beach & Everything Else!
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Apartment in Hilton Head Island
The Lookout - A Modern Beach Retreat (Oceanfront)
5.0 out of 5 average rating, 99 reviews, 1 bedroom, 4 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Apartment in Hilton Head Island
Coastal Calm: Lagoon View, Beach, Family Friendly
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
Apartment in Palmetto Dunes
'Wright by the Beach': Hilton Head Condo w/ Perks
4.91 out of 5 average rating, 54 reviews, 2 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
Superhost
Home in Hilton Head Island
New Build Near Beach- Sleeps 10- Golf Sim- Family
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
4–9 Jul
Guest favourite
Apartment in Hilton Head Island
Tennis - King Bed - 3 Pools - Beach
4.92 out of 5 average rating, 13 reviews, 2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
Superhost
Villa in Hilton Head Island
Oceanfront Villa in Hilton Head Island
4.64 out of 5 average rating, 277 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Apartment in Sea Pines
Island Serenity; Escape life, relax, and unwind.
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
4.97 out of 5 average rating, 305 reviews, 1 bedroom, 4 beds, 1 bathroom
26 Sept – 1 Oct
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
4.96 out of 5 average rating, 109 reviews, 2 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Apartment in Hilton Head Island
Ocean Front | Sunrise View | Pool | Gym | Tennis
4.93 out of 5 average rating, 90 reviews, 1 bedroom, 4 beds, 1 bathroom
17–22 Aug
Home in Hilton Head Island
Hilton Head Retreat
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul