Hilton Head Island Vacation Rentals

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Special offer
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208 Breakers
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208 Breakers - Oceanfront Complex, Wooded View

1 Bedroom
1 Bathroom
3 Guides
4.47IconIconIconIconIcon
38 reviews
$150 - $300 / night (excl. fees & taxes)
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Featured
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Direct Oceanfront Community - 2 min walk to beach
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HIDDEN GEM! 2BR/2.5BA villa in Island Club community with pools, tennis, pickleball, fitness center & more! 2 min walk(no streets to cross) to beach.

2 Bedrooms
2½ Bathrooms
3 Guides
4.94IconIconIconIconIcon
17 reviews
$150 - $450 / night (excl. fees & taxes)
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Featured
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Villamare 3328, 5 stars, Ocean views
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Villamare 3328, Ocean views, two beachfront pools, new furniture, WiFi, steps to the beach. As the name suggests “Villa by the Sea”. Vrbo# 1011874.

2 Bedrooms
2 Bathrooms
3 Guides
$625 / night (excl. fees & taxes)
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Featured
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Pet Friendly Luxury Near Ocean Home
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OCEAN-SIDE 3 BEDROOM LUXURY COTTAGE PET FRIENDLY

3 Bedrooms
2 Bathrooms
3 Guides
4.84IconIconIconIconIcon
56 reviews
$400 - $500 / night (excl. fees & taxes)
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Our HHI Shipyard Home
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Spacious 4 bedroom, 2 ½ 3 bathroom vacation rental in Hilton Head Island

4 Bedrooms
2½ Bathrooms
3 Guides
5IconIconIconIconIcon
6 reviews
$286 / night (excl. fees & taxes)
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Private Heated Pool, Hot Tub, Clean, King Bed
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Perfect Vacation Retreat in Palmetto Dunes – Spacious 4-Bedroom Home with Private Pool & Hot Tub

4 Bedrooms
3 Bathrooms
3 Guides
4.89IconIconIconIconIcon
64 reviews
$448 - $1260 / night (excl. fees & taxes)
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Gorgeous, Contemporary 3 Bedroom House
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Gorgeous, Contemporary 3 Bedroom House

3 Bedrooms
2 Bathrooms
3 Guides
4.87IconIconIconIconIcon
23 reviews
$425 / night (excl. fees & taxes)
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2 High Water - Heated pool, golf course view
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2 High Water - Large Palmetto Dunes home. Heated pool with golf course view. Walk or bike to beach

5 Bedrooms
5 Bathrooms
3 Guides
4.94IconIconIconIconIcon
17 reviews
$550 - $1500 / night (excl. fees & taxes)
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91 Sandcastle Court
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5 Bedroom Home w/ Private Pool & 6Seater Golf Cart

5 Bedrooms
5 Bathrooms
3 Guides
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37 reviews
$450 - $1025 / night (excl. fees & taxes)
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Spa/Fully Screened Heated Pool/Elevator/Fenced-51
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Spa/Fully Screened Heated Pool/Elevator/Fenced-51

6 Bedrooms
4 Bathrooms
3 Guides
4.92IconIconIconIconIcon
167 reviews
$425 - $1175 / night (excl. fees & taxes)
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Luxury beach house w/pool, elevator, game room. Steps to Beach
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Luxury Beach House w/Pool, Elevator & Game Room.

8 Bedrooms
7 Bathrooms
3 Guides
5IconIconIconIconIcon
19 reviews
$675 - $2400 / night (excl. fees & taxes)
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5 Sandy Beach Trail
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5 Sandy Beach Trail- Beach House w/ Private Pool

6 Bedrooms
6½ Bathrooms
3 Guides
$525 - $1749 / night (excl. fees & taxes)
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Hilton Head Resort Sandpiper Nest - Top Amenities!
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Hilton Head Resort Sandpiper Nest - Top Amenities!

1 Bedroom
1 Bathroom
3 Guides
$80 - $335 / night (excl. fees & taxes)
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Sea Horse Dream
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Sea Horse Dream

4 Bedrooms
3 Bathrooms
3 Guides
4.91IconIconIconIconIcon
32 reviews
$400 / night (excl. fees & taxes)
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Heels in the Sand
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Heels in the Sand

3 Bedrooms
2½ Bathrooms
3 Guides
4.8IconIconIconIconIcon
10 reviews
$300 - $500 / night (excl. fees & taxes)
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“Dune” It Right
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Open FL plan, 5 BR, close to beach, Pet Friendly

5 Bedrooms
5½ Bathrooms
3 Guides
5IconIconIconIconIcon
100 reviews
$225 - $1050 / night (excl. fees & taxes)
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Oceanfront Listing!  3125 Villamare
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Oceanfront Listing! 3125 Villamare

2 Bedrooms
2 Bathrooms
3 Guides
5IconIconIconIconIcon
31 reviews
$400 - $700 / night (excl. fees & taxes)
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"After Dune Delight"
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8/19 still open! Water Views, Private pool/hot tub, kayaks! bikes! Fishing!

5 Bedrooms
4 Bathrooms
3 Guides
4.91IconIconIconIconIcon
87 reviews
$725 - $1200 / night (excl. fees & taxes)
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Bijou De La Beach
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Stunning Beach Sunsets at this Artsy Chic Villa!

2 Bedrooms
2 Bathrooms
3 Guides
$176 - $590 / night (excl. fees & taxes)
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21 Holloman Trace - 6 bedrooms in N. Forest Beach
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5th Row Brand New Build in North Forest Beach with a Pool at the living level.

6 Bedrooms
6½ Bathrooms
3 Guides
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18 reviews
$900 - $2000 / night (excl. fees & taxes)
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Brigantine Quarters Quiet Lagoon Front Villa
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Brigantine Quarters Quiet Lagoon Front Villa

2 Bedrooms
2 Bathrooms
3 Guides
$125 - $210 / night (excl. fees & taxes)
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Hilton head-Surf Court sleeps 8 gr8 location
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Best location on the island. Walk to everything. Completely remodeled and updated. Clean and well maintained. Beach across the street.

3 Bedrooms
2 Bathrooms
3 Guides
4.63IconIconIconIconIcon
67 reviews
$345 / night (excl. fees & taxes)
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3rd Floor 100% Remodeled Condo- Ocean Views
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3rd Floor 100% Remodeled Condo- Ocean Views

1 Bedroom
1 Bathroom
3 Guides
4.89IconIconIconIconIcon
109 reviews
$99 - $325 / night (excl. fees & taxes)
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All-New HHI Seascape Villa | Walk to Beach & Pools
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Just a short walk till your toes are in the sand!!

2 Bedrooms
2 Bathrooms
3 Guides
4.78IconIconIconIconIcon
41 reviews
$150 - $300 / night (excl. fees & taxes)
    1 – 20 Rentals