filters

Search results; Over 1,000 homes

Unobstructed Atlantic views greet you at this oceanfront Harbor Island condo
2 bedrooms, 2 beds, 2.5 private baths
Aug 15 – 20
,
4.87 out of 5 average rating, 23 reviews
Top guest favorite
Fall asleep under the stars at this secluded Hilton Head Island treehouse
4.99 out of 5 average rating, 175 reviews, 1 bed, 1 bath
Aug 22 – 27
Top guest favorite
Salt marsh views and a private sauna await you at this St. Helena Island cottage
4.98 out of 5 average rating, 141 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 30 – Sep 4
Top guest favorite
Waterway views surround you at this three-acre Hilton Head Island cottage
5.0 out of 5 average rating, 278 reviews, 1 bedroom, 2 beds, 1 bath
Oct 11 – 16
Superhost
Look out over tidal marsh and golf greens from this Dataw Island villa’s deck
3 bedrooms, 4 beds, 2 baths
Aug 30 – Sep 4
This Harbor Island house gives you a golf cart, pool, and private beach access
New place to stay, 3 bedrooms, 4 beds, 2.5 baths
Aug 14 – 19
Top guest favorite
This quiet Hilton Head cottage gives you two private decks and a sunroom
4.89 out of 5 average rating, 83 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 17 – 22
Guest favorite
This beachfront St. Helena Island house gives you a private dock and fire pit
4.95 out of 5 average rating, 38 reviews, 4 bedrooms, 7 beds, 3 baths
Sep 13 – 18
Guest favorite
Marsh and state park views greet you from this Harbor Island end-unit condo
4.88 out of 5 average rating, 42 reviews, 1 bedroom, 2 beds, 1.5 baths
Aug 17 – 22
Top guest favorite
This Hilton Head cottage gives you 3 private acres, a fire pit, and a screened pavilion
4.9 out of 5 average rating, 298 reviews, 1 bedroom, 2 beds, 1 bath
Oct 24 – 29
Top guest favorite
Wake to marsh views at this Hilton Head tiny house with a fire pit and hammock
4.98 out of 5 average rating, 203 reviews, 1 bedroom, 1 bed, 1 bath
Aug 12 – 17
Guest favorite
This Fripp Island house gives you a golf cart, screened porch, and shared pool
4.93 out of 5 average rating, 27 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 22 – 27
Guest favorite
Marsh and ocean views greet you at this beachfront Hilton Head Island condo
4.96 out of 5 average rating, 140 reviews, 2 bedrooms, 3 beds, 2 baths
Sep 11 – 16
Guest favorite
Ocean and marsh views greet you from the balcony of this Harbor Island condo
4.87 out of 5 average rating, 61 reviews, 2 bedrooms, 3 beds, 2.5 baths
Sep 25 – 30
Top guest favorite
This Beaufort house gives you a private guest house, pool, and fire pit
4.95 out of 5 average rating, 58 reviews, 4 bedrooms, 4 beds, 3.5 baths
Aug 21 – 26
Top guest favorite
Moss-draped oaks surround this Hilton Head bungalow — you’ll have a fire pit and patio
5.0 out of 5 average rating, 41 reviews, 3 bedrooms, 4 beds, 1.5 baths
Oct 17 – 22
Guest favorite
This renovated Hilton Head Island house gives you a fire pit, patio, and beach pass
4.97 out of 5 average rating, 63 reviews, 3 bedrooms, 4 beds, 2.5 baths
Sep 9 – 14
Guest favorite
This modern craftsman on St Helena Island gives you a fire pit and private backyard
4.93 out of 5 average rating, 217 reviews, 4 bedrooms, 5 beds, 2 baths
Aug 14 – 19
Guest favorite
This fully renovated Dataw Island townhouse puts you on deep water with oyster bed views
4.96 out of 5 average rating, 25 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 22 – 27