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

Top guest favourite
Treehouse in Sea Pines
180º Ocean Views, Treehouse "Siren's Lookout"
2 bedrooms, 3 beds, 2 private bathrooms
1–6 Nov
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4.98 out of 5 average rating, 126 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
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds
14–19 Sept
4.9 out of 5 average rating, 104 reviews
Guest favourite
Apartment in Hilton Head Island
Modern condo 2 BR 2 bath w/sleeper-sofa
2 bedrooms, 3 beds
20–25 Sept
4.89 out of 5 average rating, 61 reviews
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
2 bedrooms, 4 beds
15–20 Sept
4.97 out of 5 average rating, 118 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, 378 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
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds
25–30 Oct
4.98 out of 5 average rating, 106 reviews
Guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
1 bedroom, 1 bed
1–6 Nov
4.82 out of 5 average rating, 28 reviews
Flat in Hilton Head Island
Duo at Coligny|Two-Level Penthouse|Steps to Beach
1 bedroom, 3 beds
22–27 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
4 bedrooms, 9 beds
14–19 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Hilton Head Island
W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms
4 bedrooms, 5 beds
26 Sept – 1 Oct
4.87 out of 5 average rating, 405 reviews
Top guest favourite
Home in Sea Pines
Two Fawns@Sea Pines|4+BR|Private Heated Pool/Spa
4 bedrooms, 5 beds
21–26 Oct
5.0 out of 5 average rating, 16 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
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
Flat in Hilton Head Island
2BR Dunes VIlla - Pool
2 bedrooms, 4 beds
14–19 Sept
5.0 out of 5 average rating, 11 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
Apartment in Hilton Head Island
Shorewood 207
3 bedrooms, 4 beds
26 Sept – 1 Oct
Top guest favourite
Apartment in Hilton Head Island
Sea Pines Condo, 2 Bdrm/2Ba w/Bikes! Pets welcome!
2 bedrooms, 3 beds
31 Oct – 5 Nov
4.98 out of 5 average rating, 59 reviews