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

Top guest favourite
Apartment in Shipyard
1BR/2BA condo w/private beach access in Shipyard
1 bedroom, 2 beds, 2 private bathrooms
13–18 Sept
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4.98 out of 5 average rating, 150 reviews
Top guest favourite
Apartment in Shipyard
202 Beachwalk 3BR/3.5BA Villa 10min Walk to Beach
3 bedrooms, 6 beds
29 Nov – 4 Dec
5.0 out of 5 average rating, 25 reviews
Guest favourite
Townhouse in Shipyard
Beachfront Resort 2B Golf Beach Pool Pickleball
2 bedrooms, 6 beds
13–18 Sept
4.96 out of 5 average rating, 169 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds
15–20 Nov
4.96 out of 5 average rating, 377 reviews
Guest favourite
Home in Sea Pines
High Cotton in Sea Pines
3 bedrooms, 3 beds
11–16 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Apartment in Palmetto Dunes
MyStay at 789 Queen's Grant -Pets Ok + Pool, Beach
2 bedrooms, 3 beds
19–24 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds
24–29 Sept
4.99 out of 5 average rating, 70 reviews
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds
13–18 Sept
4.9 out of 5 average rating, 104 reviews
Top guest favourite
Home in Sea Pines
Two Fawns at Sea Pines|4+BR|New Heated Pool/Spa!
4 bedrooms, 5 beds
21–26 Oct
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Hilton Head Island
Spacious Deck, Hot Tub, Second Row To Beach & Bra
3 bedrooms, 8 beds
13–18 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Sea Pines
Daydream Believer | New Pool & Spa, Pet Friendly
4 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Townhouse in Hilton Head Island
Piece of Paradise on Hilton Head Island
2 bedrooms, 5 beds
11–16 Oct
4.92 out of 5 average rating, 170 reviews
Apartment in Hilton Head Island
Shorewood 332
2 bedrooms, 3 beds
26–31 Oct
Guest favourite
Apartment in Palmetto Dunes
Ocean Views at Villamare 1405, Right on the Beach!
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 86 reviews
Top guest favourite
Townhouse in Hilton Head Island
Brand New LUX Townhome-Mins to Beaches, private po
4 bedrooms, 7 beds
12–17 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
8–13 Nov
5.0 out of 5 average rating, 123 reviews
Top guest favourite
Home in Sea Pines
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
3 bedrooms, 4 beds
18–23 Sept
4.99 out of 5 average rating, 158 reviews
Top guest favourite
Home in Hilton Head Island
Newly Renovated/Walk to Beach/Hot Tub/Putting Grn
3 bedrooms, 6 beds
1–6 Nov
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Sea Pines
Stately Governors Quarters-Pet Friendly, Fenced In
4 bedrooms, 5 beds
12–17 Sept
4.98 out of 5 average rating, 108 reviews