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

Top guest favourite
Treehouse in Sea Pines
Roxys Hideaway | Luxe Harbour Town Treehouse Oasis
2 bedrooms, 3 beds, 2 private bathrooms
7–12 Oct
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5.0 out of 5 average rating, 25 reviews
Superhost
Apartment in Hilton Head Island
Private Rooftop Pool! Steps to Beach Hilton Head
3 bedrooms, 5 beds, 3 bathrooms
24–29 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Shipyard
202 Beachwalk 3BR/3.5BA Villa 10min Walk to Beach
3 bedrooms, 6 beds, 3.5 bathrooms
29 Nov – 4 Dec
5.0 out of 5 average rating, 25 reviews
Guest favourite
Apartment in Hilton Head Island
Steps to Beach | Pool | Pet Friendly | Sleeps 8 |
2 bedrooms, 6 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 37 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
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
Flat in Shipyard
Spacious 3 bedroom Beach Pool Tennis Pickleball !
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Townhouse in Hilton Head Island
Piece of Paradise on Hilton Head Island
2 bedrooms, 5 beds, 1.5 bathrooms
11–16 Oct
4.92 out of 5 average rating, 171 reviews
Top guest favourite
Apartment in Palmetto Dunes
Gorgeous OCEAN Views! Resort Amenities & Beach!
2 bedrooms, 3 beds, 2 bathrooms
13–18 Oct
4.94 out of 5 average rating, 160 reviews
Top guest favourite
Apartment in Hilton Head Island
Island Club Condo: Beach, Pool, Gym, Pickleball
1 bedroom, 4 beds, 1.5 bathrooms
22–27 Oct
4.92 out of 5 average rating, 103 reviews
Superhost
Apartment in Palmetto Dunes
Lagoon View Villa in Palmetto Dunes
3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Palmetto Dunes
Ocean Views at Villamare 1405, Right on the Beach!
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 87 reviews
Top guest favourite
Apartment in Palmetto Dunes
MyStay at 789 Queen's Grant -Pets Ok + Pool, Beach
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Sea Pines
Sea Pines house ~ Golf Sim / Putting Green / Games
4 bedrooms, 4 bathrooms
16–21 Sept
5.0 out of 5 average rating, 96 reviews
Top guest favourite
Home in Hilton Head Island
Walk2Beach~Pool~Putting Green~Fenced Yard~EV
4 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
4.99 out of 5 average rating, 70 reviews
Guest favourite
Home in Palmetto Dunes
Palmetto Dunes Beach House
3 bedrooms, 5 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Hilton Head Island
Luxury Beachside 6BR Coastal Paradise~Pool/Hot Tub
6 bedrooms, 10 beds, 5 bathrooms
4–9 Nov
4.91 out of 5 average rating, 70 reviews
Top guest favourite
Treehouse in Sea Pines
Harbour Town Tree House | Private Office | HT Pool
2 bedrooms, 3 beds, 2 bathrooms
16–21 Sept
4.98 out of 5 average rating, 103 reviews
Top guest favourite
Home in Hilton Head Island
Dove's Nest - New Pool&Spa! Steps to beach&dining
4 bedrooms, 9 beds, 3 bathrooms
25–30 Oct
5.0 out of 5 average rating, 19 reviews