Hilton Head, South Carolina

Vacation Rentals in Hilton Head, South Carolina

Discover 689 vacation rental properties in Hilton Head. From 1 to 7 bedrooms. Average $247/night. 100% have pools.

689 verified listings Book securely on VRBO Prices updated March 2026

689 properties available

Family-Friendly Condo w/Free WiFi, Covered Porch, Washer/Dryer, and Shared Pool

Family-Friendly Condo w/Free WiFi, Covered Porch, Washer/Dryer, and Shared Pool

2 beds 2 baths
PoolA/CWiFiBalcony
$155/night
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Dreamy condo on the beach w/ balcony view, shared pool, & charming decor

Dreamy condo on the beach w/ balcony view, shared pool, & charming decor

2 beds 2 baths
PoolA/CWiFiBalcony
$212/night
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Tranquil first floor condo - Hilton Head Beach & Tennis C107

Tranquil first floor condo - Hilton Head Beach & Tennis C107

1 bed 1 bath
PoolA/CWiFiBalcony
$135/night
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Location! Location! Townhouse

Location! Location! Townhouse

2 beds 2 baths
PoolA/CWiFiBalcony
$180/night
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Cozy Condo w/ Lagoon and Golf Course Views, Shared Pool, and Easy Beach Access

Cozy Condo w/ Lagoon and Golf Course Views, Shared Pool, and Easy Beach Access

2 beds 2 baths
PoolA/CWiFiBalcony
$163/night
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Beachfront/Oceanfront Hilton Head Island Condo

Beachfront/Oceanfront Hilton Head Island Condo

1 bed 1 bath
PoolA/CWiFiBalcony
$189/night
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Spectacular Oceanview Condo w/ Community Pool Near South Beach!

Spectacular Oceanview Condo w/ Community Pool Near South Beach!

3 beds 2 baths
PoolA/CWiFiBalcony
$356/night
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SeaPines, Beautifully updated, Walk to beach, Two free bikes, Pet friendly

SeaPines, Beautifully updated, Walk to beach, Two free bikes, Pet friendly

2 beds 2 baths
PoolA/CWiFiBalcony
$310/night
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Spacious condo w/ shared pool and golf on-site Near the ocean

Spacious condo w/ shared pool and golf on-site Near the ocean

1 bed 1 bath
PoolA/CWiFiBalcony
$112/night
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Romantic Marina View Condo w/ Free WiFi, Balconies, Washer/Dryer, & Shared Pool

Romantic Marina View Condo w/ Free WiFi, Balconies, Washer/Dryer, & Shared Pool

1 bed 1 bath
PoolA/CWiFiBalcony
$168/night
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Cozy condo with tennis, pool, beach access, & private furnished balcony

Cozy condo with tennis, pool, beach access, & private furnished balcony

1 bed 1 bath
PoolA/CWiFiBalcony
$133/night
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Snowbird-Friendly Condo with Golf View, Patio, Shared Pool/Tennis, A/C, WiFi

Snowbird-Friendly Condo with Golf View, Patio, Shared Pool/Tennis, A/C, WiFi

1 bed 1 bath
PoolA/CWiFiBalcony
$102/night
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Comfy villa with lagoon views/ shared pool access super-close to the beach

Comfy villa with lagoon views/ shared pool access super-close to the beach

1 bed 1 bath
PoolA/CWiFiBalcony
$121/night
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Updated Harbour Town Hideaway with Pool & Balcony | Walk to Shops & Golf

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

1 bed 1 bath
PoolA/CWiFiBalcony
$135/night
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1400 sq ft of nothing but comfort and fun!

1400 sq ft of nothing but comfort and fun!

2 beds 2 baths
PoolA/CWiFiBalcony
$131/night
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Oceanfront getaway with lagoon views, shared pool & hot tub – walk to beach

Oceanfront getaway with lagoon views, shared pool & hot tub – walk to beach

1 bed 2 baths
PoolA/CWiFiBalcony
$183/night
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Palmetto Dunes Condo | Pool by the Golf Course | Bike to Beach

Palmetto Dunes Condo | Pool by the Golf Course | Bike to Beach

2 beds 2 baths
PoolA/CWiFiBalcony
$138/night
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Easy Access Home in Sea Pines Resort Bike to the Beach & Shopping

Easy Access Home in Sea Pines Resort Bike to the Beach & Shopping

3 beds 3 baths
PoolA/CWiFiBalcony
$136/night
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Unique Treehouse Haven with Marsh-Front Views & Large Deck - Walk to Beach

Unique Treehouse Haven with Marsh-Front Views & Large Deck - Walk to Beach

2 beds 2 baths
PoolA/CWiFiBalcony
$157/night
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Seaside Villa -Newly renovate, Oceanview 1 Bdr, top fl. /Off Season Specials

Seaside Villa -Newly renovate, Oceanview 1 Bdr, top fl. /Off Season Specials

1 bed 1 bath
PoolA/CWiFiBalcony
$123/night
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North Forest Beach home with large deck, three houses from the beach

North Forest Beach home with large deck, three houses from the beach

3 beds 2 baths
PoolA/CWiFiBalcony
$197/night
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Resort Condo w/ Patio - Walk to Folly Field Beach!

Resort Condo w/ Patio - Walk to Folly Field Beach!

2 beds 2 baths
PoolA/CWiFiBalcony
$157/night
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Beach escape at Springwood Villa Condos with pool & tennis - walk to beach

Beach escape at Springwood Villa Condos with pool & tennis - walk to beach

2 beds 2 baths
PoolA/CWiFiBalcony
$152/night
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Elegant Condo in Oceanfront Complex w/ Deck, Shared Pool/Hot Tub, Beach Access

Elegant Condo in Oceanfront Complex w/ Deck, Shared Pool/Hot Tub, Beach Access

2 beds 2 baths
PoolA/CWiFiBalcony
$245/night
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Cozy oceanfront villa, tennis courts, hot tub, shared pool and ocean view

Cozy oceanfront villa, tennis courts, hot tub, shared pool and ocean view

2 beds 2 baths
PoolA/CWiFiBalcony
$316/night
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Island getaway by the ocean w/ balcony view & shared pool - beach access

Island getaway by the ocean w/ balcony view & shared pool - beach access

1 bed 2 baths
PoolA/CWiFiBalcony
$147/night
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Gorgeous Newly Renovated 1 bedroom villa in the Bluff Villas, Sea Pines.

Gorgeous Newly Renovated 1 bedroom villa in the Bluff Villas, Sea Pines.

1 bed 1 bath
PoolA/CWiFiBalcony
$147/night
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Idyllic Sea Pines Villa: Walk to the Beach & More!

Idyllic Sea Pines Villa: Walk to the Beach & More!

1 bed 1 bath
PoolA/CWiFiBalcony
$163/night
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Oceanfront Villa with Ocean Views, Shared Pool/Hot Tub, and More - Walk to Beach

Oceanfront Villa with Ocean Views, Shared Pool/Hot Tub, and More - Walk to Beach

2 beds 2 baths
PoolA/CWiFiBalcony
$207/night
View Details → Book on VRBO
Pristine Beach Condo w/ Shared Pools, Free WiFi, and Central AC

Pristine Beach Condo w/ Shared Pools, Free WiFi, and Central AC

2 beds 2 baths
PoolA/CWiFiBalcony
$146/night
View Details → Book on VRBO
Beautifully renovated 1 bedroom villa with shared pool- ocean views

Beautifully renovated 1 bedroom villa with shared pool- ocean views

1 bed 1 bath
PoolA/CWiFiBalcony
$122/night
View Details → Book on VRBO
Vibrant condo with tennis courts, pool, W/D, gas grill, balcony, & playground

Vibrant condo with tennis courts, pool, W/D, gas grill, balcony, & playground

2 beds 2 baths
PoolA/CWiFiBalcony
$137/night
View Details → Book on VRBO
Fourth-floor condo with pools, hot tub, tennis, pickleball, private beach access

Fourth-floor condo with pools, hot tub, tennis, pickleball, private beach access

2 beds 2 baths
PoolA/CWiFiBalcony
$154/night
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Stunning oceanfront villa with WiFi, pool & hot tub, private balcony

Stunning oceanfront villa with WiFi, pool & hot tub, private balcony

3 beds 3 baths
PoolA/CWiFiBalcony
$381/night
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Comfortable condo in oceanfront complex with pool, balcony, & AC - snowbirds OK

Comfortable condo in oceanfront complex with pool, balcony, & AC - snowbirds OK

2 beds 2 baths
PoolA/CWiFiBalcony
$171/night
View Details → Book on VRBO
Delightful villa near the beach - pool, tennis courts, lovely patio & fast WiFi

Delightful villa near the beach - pool, tennis courts, lovely patio & fast WiFi

2 beds 2 baths
PoolA/CWiFiBalcony
$227/night
View Details → Book on VRBO
Beachfront condo with large furnished balcony, pool & beautiful views

Beachfront condo with large furnished balcony, pool & beautiful views

2 beds 2 baths
PoolA/CWiFiBalcony
$286/night
View Details → Book on VRBO
Lagoon-view condo with WiFi, central AC, washer/dryer, access to pool, hot tub

Lagoon-view condo with WiFi, central AC, washer/dryer, access to pool, hot tub

2 beds 2 baths
PoolA/CWiFiBalcony
$156/night
View Details → Book on VRBO
Oceanfront villa with great views, alfresco dining, shared pool & beach access

Oceanfront villa with great views, alfresco dining, shared pool & beach access

2 beds 2 baths
PoolA/CWiFiBalcony
$211/night
View Details → Book on VRBO
Nautical Hilton Head Resort Condo - Walk to Beach!

Nautical Hilton Head Resort Condo - Walk to Beach!

2 beds 2 baths
PoolA/CWiFiBalcony
$128/night
View Details → Book on VRBO
Recently Updated, Family-Friendly Beach Home w/ a Private Pool & Pool Spa

Recently Updated, Family-Friendly Beach Home w/ a Private Pool & Pool Spa

3 beds 3 baths
PoolA/CWiFiBalcony
$334/night
View Details → Book on VRBO
Harbour Town hideaway w/scenic balcony/water views - steps from the lighthouse

Harbour Town hideaway w/scenic balcony/water views - steps from the lighthouse

2 beds 2 baths
PoolA/CWiFiBalcony
$211/night
View Details → Book on VRBO
Bright & inviting condo near the beach w/ a private balcony - family friendly

Bright & inviting condo near the beach w/ a private balcony - family friendly

2 beds 2 baths
PoolA/CWiFiBalcony
$126/night
View Details → Book on VRBO
2 Min Walk 2 Beach, Pvt Heated Pool, SPA, Putting Green, Bikes, Kayak, Sun Deck

2 Min Walk 2 Beach, Pvt Heated Pool, SPA, Putting Green, Bikes, Kayak, Sun Deck

5 beds 3 baths
PoolA/CWiFiBalcony
$701/night
View Details → Book on VRBO
Sea Pines condo with amazing golf course view, pool, & balcony - walk to beach

Sea Pines condo with amazing golf course view, pool, & balcony - walk to beach

2 beds 2 baths
PoolA/CWiFiBalcony
$180/night
View Details → Book on VRBO
Top-Floor Condo at Beach & Tennis Resort | Beachfront Pool & Golf access

Top-Floor Condo at Beach & Tennis Resort | Beachfront Pool & Golf access

1 bed 1 bath
PoolA/CWiFiBalcony
$152/night
View Details → Book on VRBO
Updated Island Escape w/ Dual Suites - Golf, Tennis, Beach Club, Near Dining

Updated Island Escape w/ Dual Suites - Golf, Tennis, Beach Club, Near Dining

2 beds 2 baths
PoolA/CWiFiBalcony
$146/night
View Details → Book on VRBO
Sun-Soaked Beach-View Villa at Hilton Head Resort - 3 Pools, Hot Tub & Tennis

Sun-Soaked Beach-View Villa at Hilton Head Resort - 3 Pools, Hot Tub & Tennis

2 beds 2 baths
PoolA/CWiFiBalcony
$151/night
View Details → Book on VRBO

Showing 48 of 689 properties

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