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

Superhost
Apartment in Hilton Head Island
Sunny, serene, renovated retreat
6 beds
Apr 25 – 30
New place to stay
Home in Hilton Head Island
Hilton Haven Golf & Beach Retreat
Apr 19 – 24
New place to stay
Guest favorite
Cottage in Hilton Head Island
New Cottage: 4th row & fully fenced back yard!
3 beds
Apr 19 – 24
4.81 out of 5 average rating, 37 reviews
Condo in Hilton Head Island
Huge Ocean View! 65" TV GYM Pickleball Tennis BAR
3 beds
May 4 – 9
5.0 out of 5 average rating, 4 reviews
Guest favorite
Condo in Hilton Head Island
Sea La Vie-Oceanview Villa-Queen & Queen Sleeper
2 beds
Apr 21 – 26
4.92 out of 5 average rating, 159 reviews
Home in Hilton Head Island
Beach House, Elevator, Sleeps 12
7 beds
Apr 28 – May 3
New place to stay
Home in Hilton Head Island
The Palm Villa-Beach & Golf in Sea Pines
6 beds
May 4 – 9
New place to stay
Guest favorite
Condo in Hilton Head Island
Harbour Town Paradise! Amazing Sunset Views
2 beds
Apr 22 – 27
4.97 out of 5 average rating, 71 reviews
Guest favorite
Condo in Hilton Head Island
Ocean Overlook II - The Penthouse Experience
2 beds
May 27 – Jun 1
5.0 out of 5 average rating, 95 reviews
Guest favorite
Condo in Hilton Head Island
*Amazing ocean view villa* Bikes included.
2 beds
Apr 21 – 26
4.94 out of 5 average rating, 281 reviews
Guest favorite
Condo in Hilton Head Island
Oceanfront Designer! KING BED 65"TV Bar Tennis GYM
2 beds
May 27 – Jun 1
4.97 out of 5 average rating, 221 reviews
Guest favorite
Condo in Hilton Head Island
Palmetto Dunes - BEACHFRONT w/Ocean & pool views
2 beds
May 25 – Jun 1
4.93 out of 5 average rating, 29 reviews
Superhost
Condo in Hilton Head Island
Palmetto Dunes - Captains Walk, Penthouse View
4 beds
Apr 20 – 27
4.87 out of 5 average rating, 54 reviews
Home in Hilton Head Island
New in Palmetto Dunes! Private Pool.
May 12 – 17
New place to stay
Guest favorite
Condo in Hilton Head Island
Luxurious Resort Style Villa with Amenities Galore
4 beds
May 5 – 10
5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in Hilton Head Island
Calibogue Lookout-Harbour Town Treehouse-Sea Pines
1 queen bed
May 26 – 31
4.96 out of 5 average rating, 25 reviews
Guest favorite
Condo in Hilton Head
Cozy 2BR Oceanfront Island Club 4th-Floor
3 beds
Apr 28 – May 3
5.0 out of 5 average rating, 50 reviews
Villa in Hilton Head Island
Scenic Fairway Views | Walk to the Beach
6 beds
Apr 30 – May 5
New place to stay