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

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Superhost
Condo in Hilton Head Island
Updated Beach Villa Resort
6 guests2 bedrooms4 beds2 baths
May 18 – 23
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May 18 – 23
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ﺩ.ﺇ2,824 for 5 nights
for 5 nights

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Superhost
Treehouse in Hilton Head Island
Luxury Waterfront Tree House | Harbour Town | Pool
Free cancellation
May 17 – 22
ﺩ.ﺇ11,728 for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Hilton Head Island
Comfortable Beach/Pool Waterfront Haven 2025 Redo
2 king beds
May 4 – 9
ﺩ.ﺇ3,213 for 5 nights
for 5 nights
New place to stay
Guest favorite
Guesthouse in Bluffton
Beautiful Carriage House! Your Home Away from Home
2 beds
May 4 – 9
ﺩ.ﺇ2,049 for 5 nights
for 5 nights
4.93 out of 5 average rating, 247 reviews
Guest favorite
Condo in Hilton Head Island
Luxe Hilton Head Beach Villa w/ Pool Views
Free cancellation
May 16 – 21
ﺩ.ﺇ4,125 for 5 nights
for 5 nights
4.95 out of 5 average rating, 88 reviews
Superhost
Home in Hilton Head Island
Newly Renovated Condo HiltonHead
Free cancellation
May 12 – 17
ﺩ.ﺇ4,594 for 5 nights
for 5 nights
New place to stay
Home in Hilton Head Island
Quiet condo steps from the beach
2 beds
May 2 – 7
ﺩ.ﺇ4,478 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Top guest favorite
Home in Hilton Head Island
Sea Pines house ~ Golf Sim / Putting Green / Games
May 4 – 9
ﺩ.ﺇ8,631 for 5 nights
for 5 nights
5.0 out of 5 average rating, 46 reviews
Guest favorite
Home in Hilton Head Island
Changes in Latitude / WLK TO BEACH & Restaurants
Free cancellation
May 11 – 16
ﺩ.ﺇ4,899 for 5 nights
for 5 nights
4.98 out of 5 average rating, 59 reviews
Top guest favorite
Guesthouse in Bluffton
Lowcountry Retreat Carriage House
Free cancellation
Jul 19 – 24
ﺩ.ﺇ2,583 for 5 nights
for 5 nights
4.99 out of 5 average rating, 571 reviews
Top guest favorite
Condo in Hilton Head Island
(5) Location! Walk to Coligny Beach Shops Dining!
3 beds
May 18 – 23
ﺩ.ﺇ3,672 for 5 nights
for 5 nights
4.95 out of 5 average rating, 512 reviews
Top guest favorite
Condo in Hilton Head Island
High Tide - Elevated Beachfront Oceanview Retreat
3 beds
May 18 – 23
ﺩ.ﺇ4,628 for 5 nights
for 5 nights
4.96 out of 5 average rating, 50 reviews
Condo in Hilton Head Island
Comfy 2BR Waterview | Balcony | Pool
Free cancellation
May 10 – 15
ﺩ.ﺇ2,215 for 5 nights
for 5 nights
4.83 out of 5 average rating, 6 reviews
Top guest favorite
Guesthouse in Hilton Head Island
Alli B's Air B and B-Great Country access off 278
Free cancellation
Jun 6 – 11
ﺩ.ﺇ2,485 for 5 nights
for 5 nights
4.92 out of 5 average rating, 175 reviews
Apartment in Hilton Head Island
Beach-Bike-Relax-Repeat 5 min from beach!
1 bed
May 4 – 9
ﺩ.ﺇ3,487 for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Guest favorite
Home in Hilton Head Island
5 Bedroom-Beach Access-Pool-Sleeps 14!
11 beds
May 2 – 7
ﺩ.ﺇ14,840 for 5 nights
for 5 nights
4.94 out of 5 average rating, 71 reviews
Superhost
Apartment in Hilton Head Island
My Blue Heaven #2 Hosted by Dorothy, New Listing
1 bed
May 4 – 9
ﺩ.ﺇ4,187 for 5 nights
for 5 nights
Guest favorite
Home in Hilton Head Island
Hilton Head Island Beach House - Sea Pines Resort
Free cancellation
May 11 – 16
ﺩ.ﺇ11,774 for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
Superhost
Condo in Hilton Head Island
Marriott Sunset Pointe - 2BD
Free cancellation
Nov 16 – 21
ﺩ.ﺇ2,179 for 5 nights
for 5 nights
5.0 out of 5 average rating, 5 reviews