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

Top guest favourite
Apartment in Sea Pines
Heart of Harbour Town - Beach | Pool | Golf | 2BR/
2 bedrooms, 3 beds, 2.5 private bathrooms
14–19 Nov
,
4.98 out of 5 average rating, 207 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 Hilton Head Island
98 Sandcastle Ct
6 bedrooms, 15 beds
8–13 Nov
5.0 out of 5 average rating, 123 reviews
Guest favourite
Home in Palmetto Dunes
Luxury Palmetto Dunes Retreat with Private Pool
4 bedrooms, 6 beds
18–23 Sept
4.92 out of 5 average rating, 24 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms
16–21 Sept
5.0 out of 5 average rating, 96 reviews
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
3 bedrooms, 5 beds
16–21 Oct
5.0 out of 5 average rating, 21 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
Guest favourite
Home in Hilton Head Island
Luxury Beachside 6BR Coastal Paradise~Pool/Hot Tub
6 bedrooms, 10 beds
4–9 Nov
4.91 out of 5 average rating, 70 reviews
Top guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds
28 Sept – 3 Oct
4.99 out of 5 average rating, 70 reviews
Guest favourite
Home in Hilton Head Island
Spacious Deck, Hot Tub, Second Row To Beach & Bra
3 bedrooms, 8 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Apartment in Hilton Head Island
Steps to Beach | Pool | Pet Friendly | Sleeps 8 |
2 bedrooms, 6 beds
27 Sept – 2 Oct
4.92 out of 5 average rating, 37 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 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
Guest favourite
Home in Sea Pines
Daydream Believer | New Pool & Spa, Pet Friendly
4 bedrooms, 5 beds
10–15 Oct
5.0 out of 5 average rating, 6 reviews
Superhost
Apartment in Hilton Head Island
Private Rooftop Pool! Steps to Beach Hilton Head
3 bedrooms, 5 beds
24–29 Oct
5.0 out of 5 average rating, 4 reviews
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, 87 reviews
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
4 bedrooms, 9 beds
25–30 Oct
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Hilton Head Island
4BR with Private Pool, Pets Welcome, Steps to Sand
4 bedrooms, 5 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 90 reviews
Superhost
Home in Sea Pines
Family Memories Are Made Better at Deer Run
3 bedrooms, 4 beds
7–12 Nov
4.8 out of 5 average rating, 5 reviews