Hilton Head Island Vacation Rentals

1-24 of 300+ rentals
Desirable location with 2 Pools, Walk to Exclusive Beach Cabana

Desirable location with 2 Pools, Walk to Exclusive Beach Cabana

Condo in Hilton Head, SC

Rating4.75
Persons
8Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$144/night
Family-friendly condo w/ a furnished deck & shared pools - near golf & shops

Family-friendly condo w/ a furnished deck & shared pools - near golf & shops

Condo in Hilton Head, SC

Rating4.00
Persons
8Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$125/night
Family-friendly condo near the beach with balcony, central AC, & shared pool

Family-friendly condo near the beach with balcony, central AC, & shared pool

Condo in Hilton Head, SC

Rating4.80
Persons
8Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$171/night
1st-floor snowbird friendly condo near beach w/ pool, tennis, and pickleball

1st-floor snowbird friendly condo near beach w/ pool, tennis, and pickleball

Condo in Hilton Head, SC

Rating5.00
Persons
8Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$148/night
Second-floor condo with balcony, shared outdoor pool, central AC

Second-floor condo with balcony, shared outdoor pool, central AC

Condo in Hilton Head, SC

Rating4.00
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$117/night
Stunningly remodeled villa with shared pool and golf on-site

Stunningly remodeled villa with shared pool and golf on-site

Villa in Hilton Head, SC

Rating4.60
Persons
5Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$153/night
Spacious & dog-friendly condo w/ golf course view, shared pool and tennis court

Spacious & dog-friendly condo w/ golf course view, shared pool and tennis court

Townhouse in Hilton Head, SC

Rating5.00
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
3Bathrooms
$157/night
Dog-friendly villa w/ lagoon views & an updated interior - near beach & pools

Dog-friendly villa w/ lagoon views & an updated interior - near beach & pools

Condo in Hilton Head, SC

Rating5.00
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$139/night
Oceanfront Condo with Shared Pool, Hot Tub, Beach Access & Playground

Oceanfront Condo with Shared Pool, Hot Tub, Beach Access & Playground

Condo in Hilton Head, SC

Rating5.00
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$173/night
Relaxing First-Floor Condo | Walk to Beach | Spacious Deck + Remote Work Setup

Relaxing First-Floor Condo | Walk to Beach | Spacious Deck + Remote Work Setup

Condo in Hilton Head, SC

Rating4.60
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$171/night
Gated community home w/lagoon & pools - Near Beaches & Dog Friendly

Gated community home w/lagoon & pools - Near Beaches & Dog Friendly

Condo in Hilton Head, SC

Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$175/night
Spacious villa with pool, hot tub, playground & cute decor - steps from beach

Spacious villa with pool, hot tub, playground & cute decor - steps from beach

Condo in Hilton Head, SC

Rating5.00
Persons
4Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$183/night
Coastal condo with balcony, washer/dryer, heated pool, hot tub, & tennis courts

Coastal condo with balcony, washer/dryer, heated pool, hot tub, & tennis courts

Condo in Hilton Head, SC

Rating4.80
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$97/night
Newly renovated beachfront condo with pool, tennis, restaurants, gym, & balcony

Newly renovated beachfront condo with pool, tennis, restaurants, gym, & balcony

Condo in Hilton Head, SC

Rating5.00
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$208/night
Spacious updated oceanfront condo with shared pools,  hot tub & beach access

Spacious updated oceanfront condo with shared pools, hot tub & beach access

Condo in Hilton Head, SC

Rating4.80
Persons
8Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$222/night
Spacious & Cozy Condo w/Central AC, Shared Pool, Private Washer/Dryer, Free WiFi

Spacious & Cozy Condo w/Central AC, Shared Pool, Private Washer/Dryer, Free WiFi

Condo in Hilton Head, SC

Rating4.40
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$233/night
Elegant Condo with Pool & Hot Tub, Lagoon View & Private Patio

Elegant Condo with Pool & Hot Tub, Lagoon View & Private Patio

Condo in Hilton Head, SC

Rating4.40
Persons
4Persons
Bedrooms
1Bedrooms
Bathrooms
2Bathrooms
$122/night
Charming Waterfront Villa with Ocean Views, Private Balcony & Pool — Steps to the Beach

Charming Waterfront Villa with Ocean Views, Private Balcony & Pool — Steps to the Beach

Condo in Hilton Head, SC

Rating4.67
Persons
4Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$125/night
Updated Harbour Town Hideaway with Pool & Balcony | Walk to Shops & Golf

Updated Harbour Town Hideaway with Pool & Balcony | Walk to Shops & Golf

Condo in Hilton Head, SC

Rating4.60
Persons
4Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$123/night
Dog-Friendly Beach Retreat in Hilton Head: Relaxation, Adventure, and Comfort

Dog-Friendly Beach Retreat in Hilton Head: Relaxation, Adventure, and Comfort

Condo in Hilton Head, SC

Rating4.80
Persons
8Persons
Bedrooms
2Bedrooms
Bathrooms
3Bathrooms
$127/night
Stunning oceanview condo w/ a shared pool, hot tub, & tennis, plus beach access

Stunning oceanview condo w/ a shared pool, hot tub, & tennis, plus beach access

Condo in Hilton Head, SC

Rating4.00
Persons
7Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$161/night
Marsh-view Harbour Town condo w/ shared pool - close to shops & restaurants

Marsh-view Harbour Town condo w/ shared pool - close to shops & restaurants

Condo in Hilton Head, SC

Rating4.60
Persons
4Persons
Bedrooms
1Bedrooms
Bathrooms
2Bathrooms
$104/night
Tennismaster Pool-View Villa | Coligny Beach

Tennismaster Pool-View Villa | Coligny Beach

Condo in Hilton Head, SC

Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
3Bathrooms
$190/night
Spacious & elegant family condo with pool, free WiFi, AC, washer/dryer, & patio

Spacious & elegant family condo with pool, free WiFi, AC, washer/dryer, & patio

Condo in Hilton Head, SC

Rating5.00
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$141/night