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

Top guest favourite
Apartment in Hilton Head Island
Oceanfront Luxe KING BED 65TV Beach Bar Pickleball
1 bedroom, 2 beds, 1 private bathroom
13–18 Oct
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4.98 out of 5 average rating, 367 reviews
Top guest favourite
Home in Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds, 4 bathrooms
8–13 Nov
5.0 out of 5 average rating, 123 reviews
Guest favourite
Villa in Hilton Head Island
Steps from the beach Large pool, family friendly
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.82 out of 5 average rating, 28 reviews
Guest favourite
Apartment in Hilton Head Island
Modern condo 2 BR 2 bath w/sleeper-sofa
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.89 out of 5 average rating, 62 reviews
Top guest favourite
Apartment in Hilton Head Island
Ocean View & Steps to Beach! Remodeled HHBT Condo!
1 bedroom, 4 beds, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 378 reviews
Guest favourite
Apartment in Hilton Head Island
Relaxing Coastal Retreat w/ Pools + Beach <1/4mi
2 bedrooms, 3 beds, 2 bathrooms
19–24 Oct
4.93 out of 5 average rating, 14 reviews
Guest favourite
Flat in Hilton Head Island
*Cute, comfy, clean* 5 min walk to toes in sand!
3 bedrooms, 6 beds, 2.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Villa in Palmetto Dunes
Walk to the Beach, One Level Villa, COMFY beds
2 bedrooms, 3 beds, 2 bathrooms
28 Nov – 3 Dec
4.91 out of 5 average rating, 140 reviews
Top guest favourite
Home in Sea Pines
Two Fawns@Sea Pines|4+BR|Private Heated Pool/Spa
4 bedrooms, 5 beds, 2 bathrooms
21–26 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Hilton Head Island
W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms
4 bedrooms, 5 beds, 2.5 bathrooms
26 Sept – 1 Oct
4.87 out of 5 average rating, 405 reviews
Top guest favourite
Home in Sea Pines
Sea Pines Home w Large Deck | Great for Couples!
3 bedrooms, 3 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 34 reviews
Guest favourite
Apartment in Palmetto Dunes
Spacious Villa in Hilton Head Resort! STR#024945
2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
4.94 out of 5 average rating, 146 reviews
Top guest favourite
Villa in Sea Pines
HHI South Forest beach/WLK TO BEACH, dining, pool
2 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.98 out of 5 average rating, 106 reviews
Guest favourite
Treehouse in Sea Pines
2031 Deer Island Treehouse - Walk to Harbour Town
2 bedrooms, 3 beds, 1.5 bathrooms
18–23 Sept
4.85 out of 5 average rating, 75 reviews
Guest favourite
Apartment in Hilton Head Island
Lovely Beachside Villa w/ Resort Amenities
2 bedrooms, 5 beds, 2 bathrooms
18–23 Sept
4.95 out of 5 average rating, 115 reviews
Top guest favourite
Villa in Palmetto Dunes
Spacious dog-friendly villa, walk to the beach
3 bedrooms, 6 beds, 2.5 bathrooms
17–22 Oct
4.9 out of 5 average rating, 104 reviews
Top guest favourite
Home in Shipyard
Top Rated Golf Hilton Head Isle home mins to beach
3 bedrooms, 5 beds, 2 bathrooms
3–10 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Palmetto Dunes
Oceanside Resort - Private Beach Access - 3 Pools
2 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.97 out of 5 average rating, 119 reviews
Flat in Hilton Head Island
Duo at Coligny|Two-Level Penthouse|Steps to Beach
1 bedroom, 3 beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 6 reviews