Hilton Head Vacation Rentals
1-24 of 300+ rentals
Dog Friendly Beach Retreat in Hilton Head Relaxation, Adventure, and Comfort
Condo in Hilton Head, SC
8Persons
2Bedrooms
3Bathrooms
$125/night

1st Floor Villa with pool, tennis, central AC, & washer dryer
Villa in Hilton Head, SC
8Persons
3Bedrooms
3Bathrooms
$160/night

Condo with soaring ceilings, a deck, lagoon views, & shared tennis
Condo in Hilton Head, SC
4Persons
2Bedrooms
2Bathrooms
$126/night

Dog friendly villa with shared pool, WiFi, private washer and dryer, and central AC
Villa in Hilton Head, SC
6Persons
2Bedrooms
2Bathrooms
$164/night

Condo with Coligny Beach views, outdoor pool, beach access, balcony, WD, & AC
Condo in Hilton Head, SC
4Persons
1Bedrooms
1Bathrooms
$148/night

Family friendly home with an ocean view plus shared pool & hot tub, near the beach
Condo in Hilton Head, SC
8Persons
2Bedrooms
2Bathrooms
$155/night

Relaxing condo with pool, balcony
Condo in Hilton Head, SC
8Persons
2Bedrooms
3Bathrooms
$104/night

Waterfront Penthouse Villa with Shared Pool and Ocean View - Close to the Beach
Condo in Hilton Head, SC
10Persons
2Bedrooms
3Bathrooms
$316/night

Spacious Condo with Shared Pool, Tennis, Golf & Beach Access
Condo in Hilton Head, SC
6Persons
2Bedrooms
2Bathrooms
$170/night

Cozy condo with tennis, pool, beach access, & private furnished balcony
Condo in Hilton Head, SC
4Persons
1Bedrooms
1Bathrooms
$112/night

Cozy dog-friendly home with free WiFi & private pool for a relaxing stay
House in Hilton Head, SC
10Persons
3Bedrooms
2Bathrooms
$307/night

Ocean view condo with shared pool steps to beach Near shopping, golf & more
Condo in Hilton Head, SC
4Persons
2Bedrooms
2Bathrooms
$220/night

Spacious Palmetto Dunes condo with private patio, shared pool, pickleball & golf
Condo in Hilton Head, SC
7Persons
2Bedrooms
2Bathrooms
$167/night

Sea Pines Retreat Screened Porch Lagoon View, Pool, Tennis & Steam Rooms
Condo in Hilton Head, SC
8Persons
3Bedrooms
3Bathrooms
$200/night

Oceanfront condo with WiFi, pool, hot tub & beach access
Condo in Hilton Head, SC
5Persons
2Bedrooms
2Bathrooms
$197/night

Golf Course Adjacent Villa with Fast WiFi, Central Air conditioner, Washer, Dryer, Shared Pool
Villa in Hilton Head, SC
6Persons
2Bedrooms
3Bathrooms
$104/night

Oceanfront Villa with Ocean Views, Shared Pool Hot Tub, and More - Walk to Beach
Condo in Hilton Head, SC
6Persons
2Bedrooms
2Bathrooms
$262/night

Island getaway by the ocean with balcony view & shared pool and beach access
Condo in Hilton Head, SC
4Persons
1Bedrooms
2Bathrooms
$150/night

Coastal Condo with Shared Pool Steps to the Beach, Walking Distance to Shopping and Dining
Condo in Hilton Head, SC
4Persons
1Bedrooms
1Bathrooms
$169/night

Ocean view condo at beachfront resort with pool, hot tub, pickleball & tennis
Condo in Hilton Head, SC
6Persons
2Bedrooms
2Bathrooms
$285/night

Queens Grant Condo in Palmetto Dunes Fenced Patio, Grill Near Beach
Condo in Hilton Head, SC
7Persons
2Bedrooms
2Bathrooms
$130/night

3rd Floor Villa with Private Washer & Dryer, Central AC - Shared Pools
Condo in Hilton Head, SC
6Persons
2Bedrooms
2Bathrooms
$107/night

Close to beach with pool, tennis, pool & private balcony
Condo in Hilton Head, SC
4Persons
1Bedrooms
1Bathrooms
$123/night

Dog friendly condo with pool, central AC, & washer and dryer, quick walk to beach
Condo in Hilton Head, SC
8Persons
2Bedrooms
3Bathrooms
$199/night