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

Top guest favourite
Apartment in Hilton Head Island
The Admiral's Roost~ Remodeled with King Bed Now!
1 bedroom, 1 bed, 1 private bathroom
29 Sept – 4 Oct
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4.97 out of 5 average rating, 124 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
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 Hilton Head Island
Beach House, Elevator, Sleeps 12
3 bedrooms, 6 beds
17–22 Sept
4.98 out of 5 average rating, 87 reviews
Top guest favourite
Apartment in Hilton Head Island
Modern condo 2 BR 2 bath w/sleeper-sofa
2 bedrooms, 3 beds
13–18 Sept
4.88 out of 5 average rating, 60 reviews
Top guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds
18–23 Oct
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Home in Sea Pines
Sea Pines Home w Large Deck | Great for Couples!
3 bedrooms, 3 beds
12–17 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View! Remodeled! Steps to beach/Pool/Bar
1 bedroom, 4 beds
13–18 Sept
4.97 out of 5 average rating, 317 reviews
Top guest favourite
Flat in Hilton Head Island
Coastal Charm! Across from Coligny Beach!
2 bedrooms, 4 beds
15–20 Nov
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Palmetto Dunes
HHI. Direct Beach Access. 3 bedrooms. 3 Pools.
3 bedrooms, 4 beds
15–20 Sept
4.89 out of 5 average rating, 9 reviews
Guest favourite
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds
15–20 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Apartment in Hilton Head Island
Hilton Head Beach and Tennis TV F18
2 bedrooms, 4 beds
11–16 Sept
Guest favourite
Flat in Shelter Cove
Marriott Harbour Point - 2BD
2 bedrooms, 3 beds
8–13 Nov
4.84 out of 5 average rating, 58 reviews
Superhost
Apartment in Hilton Head Island
Coastal Elegance - Tranquil Beach - Tennis & Pools
2 bedrooms, 4 beds
10–15 Sept
New place to stay
Top guest favourite
Apartment in Palmetto Dunes
Sea Gem - Winter Sunshine by the Sea
2 bedrooms, 3 beds
21–26 Sept
4.94 out of 5 average rating, 145 reviews
Guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
1 bedroom, 1 bed
13–18 Oct
4.81 out of 5 average rating, 27 reviews
Apartment in Hilton Head Island
Steps to Beach Pool Tennis Pickleball 2 ba/2 bedrm
2 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Hilton Head Island
Hilton Head Hidden Gem
2 bedrooms, 2 beds
10–15 Sept
4.9 out of 5 average rating, 216 reviews
Superhost
Home in Sea Pines
Canopy House | Walk to Harbour Town | Marshfront
2 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews