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Hilton Head Island
vacation rentals
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These
Hilton Head Island vacation homes, condos, villas, cabins, cottages, chalets, and bed & breakfasts are presented by their owners or agents. Please contact them directly with your inquiries. Click on the underlined descriptions below for more details and property photos.
Click Here to review listings ordered by city and # of bedrooms. |
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- Hilton Head Island
- House (single)
- 5 bedrooms, sleeps 12-14+
- 4 bathrooms
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- Hilton Head Island
- Condo
- 2 bedrooms, sleeps 6-8
- 2 bathrooms
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- Sea Pines
- Villa
- 2 bedrooms, sleeps 4-6
- 2 bathrooms
| - Weekly rates
From 650 to 1200 USD
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- HIlton Head Island
- Condo
- 1 bedrooms, sleeps 1-4
- 1 bathrooms
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- Hilton Head Island
- House (single)
- 4 bedrooms, sleeps 10
- 4 bathrooms
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- Bradley Beach
- House (single)
- 6 bedrooms
- 7 bathrooms
| - Weekly rates
From 3250 to 6500 USD
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- Daufuskie Island
- House (single)
- 5 bedrooms
- 4 1/2 bathrooms
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- Hilton Head Island
- House (single)
- 5 bedrooms, sleeps 14
- 5.5 bathrooms
| - Weekly rates
From 3125 to 6250 USD
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- Bradley Beach
- House (single)
- 5 bedrooms, sleeps 14
- 5 bathrooms
| - Weekly rates
From 2500 to 5000 USD
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- Daufuskie Island
- Villa
- 3 bedrooms
- 3 bathrooms
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- Hilton Head Island
- Condo
- 1 bedrooms, sleeps 5
- 1 bathrooms
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- Hilton Head Island
- Townhouse
- 2 bedrooms, sleeps 4-6
- 2.5 bathrooms
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- Hilton Head Island
- Townhouse
- 3+ bedrooms, sleeps 6-8
- 3 bathrooms
| - Weekly rates
From 600 to 1395 USD
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- Hilton Head
- Condo
- 2 bedrooms, sleeps 4-6
- 2 bathrooms
| - Weekly rates
From 560 to 875 USD
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- Hilton Head Island
- House (single)
- 5 bedrooms, sleeps 12
- 5.5 bathrooms
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- Hilton Head Island
- House (single)
- 5 bedrooms, sleeps 14
- 5.5 bathrooms
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- Hilton Head Island
- House (single)
- 5 bedrooms, sleeps 12
- 4 bathrooms
| - Weekly rates
From 3125 to 4800 USD
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- Hilton Head Island
- House (single)
- 6 bedrooms, sleeps 12-16
- 6 bathrooms
| - Weekly rates
From 3950 to 10950 USD
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- Hilton Head Island
- Condo
- 1 bedrooms, sleeps 4
- 1 bathrooms
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- Hilton Head Island
- Villa
- 3 bedrooms
- 2 bathrooms
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- Hilton Head Island
- Condo
- 3 bedrooms, sleeps 6
- 3 bathrooms
| - Weekly rates
From 1200 to 2000 USD
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- Hilton Head Island
- House (single)
- 3 bedrooms, sleeps 6
- 2 bathrooms
| - Weekly rates
From 496 to 1995 USD
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- Hilton Head Island
- House (single)
- 6 bedrooms, sleeps 16
- 6 bathrooms
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- Hilton Head Island
- Villa
- 2 bedrooms, sleeps 5
- 2 bathrooms
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- Hilton Head Island
- Villa
- 2+ bedrooms, sleeps 6
- 2 bathrooms
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- Hilton Head Island
- in Plantation Resort
- 3 bedrooms, sleeps 8-10
- 3.5 bathrooms
| - Weekly rates
From 650 to 1450 USD
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- Hilton Head Island
- House (single)
- 7 bedrooms, sleeps 16
- 8 bathrooms
| - Weekly rates
From 4500 to 9000 USD
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- Hilton Head Island
- House (single)
- 5 bedrooms, sleeps 12
- 5 bathrooms
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- Hilton Head Island
- Villa
- 5 bedrooms, sleeps 14
- 4 bathrooms
| - Weekly rates
From 3950 to 7900 USD
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- Hilton Head Island
- Golf Course View of Harbour To
- 4 bedrooms, sleeps 8
- 3 bathrooms
| - Weekly rates
From 800 to 2295 USD
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- Hilton Head Island
- House (single)
- 6 bedrooms, sleeps 16
- 6.5 bathrooms
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- Hilton Head Island
- House (single)
- 6 bedrooms, sleeps 10+
- 5 bathrooms
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- Hilton Head Island
- Condo
- 2 bedrooms, sleeps 6
- 2 bathrooms
| - Weekly rates
From 425 to 800 USD
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- Hilton Head Island
- Villa
- 1 bedrooms, sleeps 2
- 1 bathrooms
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- Hilton Head Island
- Townhouse
- 2 bedrooms, sleeps 6
- 2.5 bathrooms
| - Weekly rates
From 500 to 1195 USD
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- Hilton Head Island
- House (single)
- 7 bedrooms, sleeps 18
- 6.5 bathrooms
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- Palmetto Dunes
- House (single)
- 4 bedrooms
- 4.5 bathrooms
| - Weekly rates
From 3500 to 5000 USD
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- Hilton Head Island
- Villa
- 2 bedrooms, sleeps 6
- 1 bathrooms
| - Weekly rates
From 800 to 900 USD
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- Hilton Head Island
- Townhouse
- 2 bedrooms, sleeps 4
- 2 bathrooms
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- Daufuskie Island
- Cottage
- 2 bedrooms
- 2 bathrooms
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- Forest Beach
- House (single)
- 6 bedrooms, sleeps 14
- 7.5 bathrooms
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- Hilton Head Island
- Condo
- 1-3 bedrooms
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- Hilton Head Island
- House (single)
- 8 bedrooms
- 8.5 bathrooms
| - Weekly rates
From 3950 to 13950 USD
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| | | | | Rental Locations(Listed alphabetically by City or Town) | | |
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City |
BR(s) |
BA(s) |
Sleeps |
Description |
| |  | | BR | BA | | | | | | Bradley Beach | 5 BR | 5 BA | 12 | Bradley Beach Oceanfrony Vacation Home with Pool & Hot Tub | | | | Bradley Beach | 5 BR | 5 BA | 14 | Bradley Beach - 7 Swingle Manor - 6th Row Ocean Home with Private Pool | | | | Bradley Beach | 6 BR | 7 BA | | 17 Sweetgrass Manor - 2nd Row Ocean View Home | | | | Daufuskie Island | 2 BR | 2 BA | | Deluxe Cottage - Daufuskie Island | | | | Daufuskie Island | 3 BR | 3 BA | | Three Bedroom Oceanfront Villa on Daufuskie Island, SC | | | | Daufuskie Island | 5 BR | 4 1/2 BA | | 5 Bedroom 4 ½ Bath Vacation Home on Daufuskie Island, SC | | | | Forest Beach | 1 BR | 1 BA | 4 | Ocean Front Seaside Villas - South Forest Beach | | | | Forest Beach | 6 BR | 7.5 BA | 14 | Magnificent 6 bedroom, 7.5 bath oceanfront home with * PRIVATE HEATED POOL and elevator | | | | Fripp Island | 2 BR | 2 BA | 6 | Sea Pursuits,Close to the Beach,Pools,Tennis. | | | | Fripp Island | 3 BR | 3 BA | 6 | Tree House,Magnificent Views,Privacy,Retreat. | | | | Fripp Island | 4 BR | 3 BA | 8 | Relaxing Getaway home on Canal,Close to Beach | | | | Greenwood Forest | 3 BR | 3 BA | 8-10 | Sea Pines Plantation Luxury Oceanside House with Golf View - Near Beach, Free Bikes, Pool, Tennis / Pet Friendly | | | | Hilton Head | 2 BR | 2 BA | 4-6 | Shipyard Plantation Villa with Pool, Spa & Beach Access - Hilton Head Island | | | | Hilton head Island | 1 BR | 1 BA | 4-6 | Seaside Villas
1 Bedroom Condos
Oceanfront Property
South Forest Beach | | | | Hilton Head Island | 1 BR | 1 BA | 4-6 | Breakers
1 bedroom
Oceanview condos
Coligy Plaza Area | | | | Hilton Head Island | 1 BR | 2 BA | 4 | Beachwalk
1 & 2 Bedroom Condos
Shipyard Plantation | | | | Hilton Head Island | 1-3 BR | BA | | Seascape #3073 | | | | Hilton Head Island | 1 BR | 1 BA | 4-6 | Beach & Tennis Resort
1 & 2 Bedroom Condos
Affordable Family Fun
Oceanfront Property | | | | Hilton Head Island | 1 BR | 1 BA | 5 | Hilton Head Beach & Tennis Condo - "A True Ocean Front Condo" | | | | Hilton Head Island | 1 BR | 1 BA | 4 | Oceanfront Hilton Head Villa- Panoramic Ocean View | | | | Hilton Head Island | 1 BR | 1 BA | 4 | Gorgeous Condo with Fantastic Ocean View Sea Side Villas, South Forest Beach, Hilton Head Island, South Carolina | | | | Hilton Head Island | 1 BR | 1 BA | 4 | Hilton Head Island Beach & Tennis Resort - Fantastic Ocean View | | | | Hilton Head Island | 1 & 2 BR | 1 & 2 BA | 2-4 | 1 & 2 Bedroom Windsor Place Villas | | | | HIlton Head Island | 1 BR | 1 BA | 1-4 | Oceanfront Condo - SeaSide Villas - Hilton Head Island | | | | Hilton Head Island | 1 BR | 1 BA | 2 | Hilton Head Condo at the Spa on Port Royal Sound - Best Value on the Island! | | | | Hilton Head Island | 1 BR | 1 BA | 6 | South Forest Beach with Exquisite Ocean View - 120 Sea Side | | | | Hilton Head Island | 1-3 BR | BA | | Waterside by Spinnaker - Featuring the Largest Aquatic Facility on Hilton Head Island | | | | Hilton Head Island | 1 BR | 1 BA | 4-6 | Hilton Head, South Carolina - Beautiful Oceanfront Condo | | | | Hilton Head Island | 1 BR | 1 BA | 4 | Oceanfront View from Private Balcony - Breakers | | | | Hilton Head Island | 2 BR | 3 BA | 8 | Moorings in Palmetto Dunes | | | | Hilton Head Island | 2 BR | 2 BA | 8 | Villamare
Oceanfront Property
1 & 2 Bedroom
Palmetto Dunes Plantation | | | | Hilton Head Island | 2 BR | 2 BA | 4-6 | Evian
2 Bedroom Condos
Pet Friendly
Free Tennis
Shipyard Plantation | | | | Hilton Head Island | 2 - 3 BR | 2 BA | 4-6 | Turnberry Village
2 Bedroom Townhomes
Pet Friendly
Palmetto Dunes Plantation | | | | Hilton Head Island | 2 - 3 BR | 2 BA | 8 | The Greens
1 & 2 & 3 Bedroom Townhome Villas
Shipyard Plantation. | | | | Hilton Head Island | 2 - 3 BR | 2 BA | 8 | Fazio
2 & 3 Bedroom Townhomes
Palmetto Dunes | | | | Hilton Head Island | 2 BR | 2 BA | 6 | Lighthouse Tennis Villas
2 Bedroom
Free Tennis
Sea Pines Plantation | | | | Hilton Head Island | 2 BR | 2.5 BA | 6 | Ocean Breeze
2 Bedroom Condos
Some Pet Friendly
South Forest Beach | | | | Hilton Head Island | 2+ BR | 2 BA | 6 | A Great Vacation Escape - Fiddler's Cove with Virtual Tours! | | | | Hilton Head Island | 2 BR | 2.5 BA | 6 | #1 Location on Hilton Head - Walk to Beach / Free Tennis, Pool, Bikes, Internet / Golf & Fitness Discounts / Access to Heated Pool & Jacuzzi / Pets OK | | | | Hilton Head Island | 2 BR | 2.5 BA | 6 | Spacious Beachwalk 2 BD/2.5 BA; South Forest Beach; Meticulously Clean / Free Bikes, Pool, Tennis, Internet / Golf & Fitness Club Discounts, Jacuzzi | | | | Hilton Head Island | 2 BR | 2 BA | 6 | Xanadu Villa | | | | Hilton Head Island | 2 BR | 2 BA | 6 | Inverness Village - "A Little bit of Paradise" - Palmetto Dunes | | | | Hilton Head Island | 2 BR | 2 BA | 4-6 | **POOLSIDE OCEAN VILLA!** 2 Beautiful Newly Remodeled 2 Bdrm Beach Condos on Hilton Head Island, next to Golf Course! Walk to the Beach!!!!! | | | | Hilton Head Island | 2+ Loft BR | 3 BA | 8 | Ocean Oriented & on the Golf Course in Palmetto Dunes - Hickory Cove Villa | | | | Hilton Head Island | 2 BR | 2.5 BA | 4-6 | 2BR/2½ BA, 3 Blocks from the Beach, Free Tennis & 2 Pools | | | | Hilton Head Island | 2 BR | 2 BA | 6 | Collonnade villas Shipyard Plantation | | | | Hilton Head Island | 2 BR | 2 BA | 6 | "Beachy" & Clean Spacious 2 BR 2 BA Privately Owned Villa on Hilton Head Island | | | | Hilton Head Island | 2 BR | 2 BA | 5 | Private Beach, Breathtaking Ocean View at Affordable Rates - Hilton Head Island | | | | Hilton Head Island | 2 BR | 2 BA | 6 | Beautiful Ocean Views and Affordable for You - Hilton Head Island | | | | Hilton Head Island | 2 BR | 2 BA | 6-8 | Golf & Pet Friendly Hilton Head Condo | | | | Hilton Head Island | 2 BR | 2 BA | 4 | Turnberry Villa | | | | Hilton Head Island | 2 BR | 2 BA | 6 | Hilton Head, South Carolina 2 Bedroom Oceanfront Condo | | | | Hilton Head Island | 2 BR | 2 BA | 6 | Evian 2 Bedroom Villa - HHI | | | | Hilton Head Island | 2 BR | 2 BA | 6 | Bargin Rental on Hilton Head Island | | | | Hilton Head Island | 2 BR | 1 BA | 6 | HILTON HEAD ISLAND VACATION VILLA - # A2C SANDS VILLAGE | | | | Hilton Head Island | 3 BR | 3.5 BA | 6-8 | Tennis Master
2 & 3 Bedroom Townhomes
Pool Views
Shipyard Plantation | | | | Hilton Head Island | 3 BR | 3.5 BA | 6-8 | Sea Pines Condominium - Great Location | | | | Hilton Head Island | 3 BR | 2 BA | 8 | Kingston Cove
Private Home
Shipyard Plantation | | | | Hilton Head Island | 3 BR | 3 BA | 8 | Racquet Club
2 & 3 Bedroom Townhomes
Sea Pines Plantation
Walk to Harbour Town - Free Tennis - Across From Pool | | | | Hilton Head Island | 3 BR | 2.5 BA | 8 | 41 Mooring Buoy - Near Ocean Home | | | | Hilton Head Island | 3 BR | 3 BA | 6 | 3505 Seacrest - Oceanfront Villa | | | | Hilton Head Island | 3 BR | 2 BA | | Seascape #3222 - Hilton Head Island | | | | Hilton Head Island | 3+ Loft BR | 3.5 BA | 8 | Near Beach & Ocean, Lagoon View, Free Tennis, Bikes, Pool, Internet / easy bike or walk access to Harbour Town or South Beach in Sea Pines Plantation | | | | Hilton Head Island | 3 BR | 2 BA | 6 | Elegant Home Near Beach in Sea Pines - Free Tennis, Bikes, Internet, Pool - Golf & Fitness Club Discounts - Pet Friendly | | | | Hilton Head Island | 3+ BR | 3 BA | 6-8 | Walk to Beach / High-Speed Internet / Free Tennis, Pool, Bikes / Golf & Fitness Club Discounts / Access to Heated Pool & Jacuzzi / Pet Friendly | | | | Hilton Head Island | 3 BR | 3.5 BA | 8-10 | Beachwalk Villa - Shipyard Plantation | | | | Hilton Head Island | 3 BR | 3 BA | 6 | Private Sea Pines Plantation | | | | Hilton Head Island | 3 BR | 3.5 BA | 10 | North Forest Beachfront Vacation Home - Wonderful Ocean Views! | | | | Hilton Head Island | 3 BR | 2 BA | 6 | Cottage Chic, 400 Thread Ct. Sheets, Hi Speed Wi-Fi - Sea Pines Best 3 BR | | | |
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