280 places in Hilton Head Island

Guest favorite
Condo in Hilton Head Island
Oceanfront Designer! KING BED 65"TV Bar Tennis GYM
2 beds
Apr 5 – 10
4.97 out of 5 average rating, 216 reviews
Guest favorite
Villa in Hilton Head Island
Oceanfront Scandi Oasis Amazing View & Heated Pool
3 beds
Apr 5 – 10
5.0 out of 5 average rating, 30 reviews
Guest favorite
Villa in Hilton Head Island
Direct Ocean Front S. Forest Beach
1 queen bed
May 24 – 29
4.92 out of 5 average rating, 329 reviews
Condo in Hilton Head Island
Tranquility on the Water - 2 Bedroom!
2 queen beds
Apr 5 – 10
5.0 out of 5 average rating, 5 reviews
Guest favorite
Villa in Hilton Head Island
Modern Oceanfront Villa With Views and Heated Pool
3 beds
Apr 5 – 10
4.94 out of 5 average rating, 48 reviews
Condo in Hilton Head Island
Lux Beachfront 20% off Spring Special NOW!
2 beds
Apr 5 – 12
Guest favorite
Condo in Hilton Head Island
Oceanfront Resort at the Breakers - Vitamin’Sea
1 queen bed
Apr 12 – 17
4.96 out of 5 average rating, 103 reviews
Guest favorite
Condo in Hilton Head Island
*Amazing ocean view villa* Bikes included.
2 beds
Apr 4 – 9
4.94 out of 5 average rating, 277 reviews
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
Clean/Updated King on the Beach Walk to Everything
2 beds
May 11 – 16
4.97 out of 5 average rating, 219 reviews
Superhost
Apartment in Hilton Head Island
Relaxing Beachfront Villa
May 4 – 9
New place to stay
Guest favorite
Condo in Hilton Head Island
Breathtaking OCEAN view/Top Floor/Pool/Coligny
2 beds
May 28 – Jun 2
4.89 out of 5 average rating, 127 reviews
Guest favorite
Condo in Hilton Head Island
134 SHOREWOOD -- AT THE BEACH AT HILTON HEAD!!
4 beds
Oct 18 – 24
4.93 out of 5 average rating, 28 reviews
Guest favorite
Bungalow in Hilton Head Island
Sea Pines Deer Island Tree House with Ocean Views
3 beds
Apr 28 – May 3
4.91 out of 5 average rating, 111 reviews
Guest favorite
Home in Hilton Head Island
Airy Treehouse w/ Bikes; Walk to Harbour Town!
3 beds
May 18 – 23
5.0 out of 5 average rating, 103 reviews
Guest favorite
Condo in Hilton Head Island
5 Star Location & Property: Harbour Town-Sea Pines
May 31 – Jun 5
5.0 out of 5 average rating, 43 reviews
Guest favorite
Home in Hilton Head Island
Walk To Beach, FREE Heated Pool, Elevator & Grill
12 beds
Apr 7 – 12
5.0 out of 5 average rating, 18 reviews
Superhost
Condo in Hilton Head Island
Jim's Direct Oceanfront 3BR Penthouse Villa
5 beds
Apr 6 – 11
4.84 out of 5 average rating, 50 reviews