Over 1,000 homes

Home in Hilton Head Island
Quiet 2 bedroom home on North End of Island
2 beds
Nov. 28 – Dec. 3
Superhost
Boat in Hilton Head Island
"Lofty"- 27' Tiny Glamping Sailboat
1 bed
Oct. 10 – 15
Condo in Hilton Head Island
Ocean Overlook II - The Penthouse Experience
2 beds
Dec. 5 – 10
Superhost
Home in Hilton Head Island
Palmetto Dunes House: Private Pool, Beach, Golf
5 beds
Oct. 22 – 29
Superhost
Condo in Hilton Head Island
Shelter Cove Broad Creek Beauty, sunrise, sunset
5 beds
Oct. 23 – 29
Superhost
Home in Hilton Head Island
Luxe Hilton Head Island: Golfing, Biking & Beaches
3 beds
Nov. 26 – Dec. 1
Condo in Hilton Head Island
Oceanfront Romantic Retreat-Mesmerizing Views
1 king bed
Nov. 28 – Dec. 3
Superhost
Guest suite in Hilton Head Island
LOCATION! Harbour, Dining, Shops, Beach-1.4 mile
1 queen bed
Oct. 23 – 28
Superhost
Condo in Hilton Head Island
Beach condo with pool and stunning nature views
3 beds
Nov. 18 – 23
Superhost
Condo in Hilton Head Island
Sunny Treetop Getaway
3 beds
Oct. 10 – 17
Private room in Hilton Head Island
Nikken Wellness Room-Travel Nurses Welcome
1 double bed
Oct. 8 – 14
Superhost
Condo in Hilton Head Island
Bright & Newly Updated 2 Story Condo- Forest Beach
4 beds
Oct. 30 – Nov. 6
Superhost
Condo in Hilton Head Island
Newly remodeled villa, minutes walk to the beach
4 beds
Oct. 24 – 31
Superhost
Condo in Hilton Head Island
Beachfront Resort Getaway
1 queen bed
Oct. 27 – Nov. 1
Condo in Hilton Head Island
Stylish 2BD/2BA beach villa at Hilton Head Resort
4 beds
Dec. 1 – 7
Superhost
Home in Hilton Head Island
Sycamore at the Sound — live like a local!
4 beds
Dec. 13 – 18
Superhost
Island in Hilton Head Island
1 Old House Cay-Vacation on Your Own Private Island
4 beds
Oct. 21 – 26
Villa in Hilton Head Island
Direct Ocean Front S. Forest Beach
2 beds
Nov. 26 – Dec. 1
Superhost
Condo in Hilton Head Island
FREE 3rd NT Dec- Feb OCEAN FRONT King Bed
4 beds
Dec. 3 – 10
Superhost
Condo in Hilton Head Island
First-floor resort condo with private beach access
3 beds
Nov. 27 – Dec. 2
Superhost