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Hilton Head
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Holiday Rentals and Holiday Homes in Hilton Head, SC
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Waterfront (111)
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769 rentals
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2BR Beach Escape and Condo at Hilton Head
6 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Hilton Head Resort, Family Friendly, Beautiful Beaches, Great Ammenities
42 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Oceanfront Resort: Clean and Comfortable: Walk to the beach
54 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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3406 Resort Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, Fitness
13 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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RELAX or HAVE FUN: 2 bed condo (walk to beach)
30 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Spacious Palmetto Dunes Home on Golf Course
1 review
Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 23
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Cozy 2 BR 2 bath Villa, Walk to beach, tennis courts, pool
2 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Just Remodeled! Oceanfront 43 Ocean Club Villa. Pool, Free Bikes, WiFi,
1 review
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Ocean One 422 - Beachside 4th Floor Condo
3 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
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2-Bed, 2-Bath. Short Walk to Private Beach access and pool.
69 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Memorable - 2 Master Suites, On The Harbour Town Golf Course, Large Shady Yard,
1 review
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Courtside 110 - Townhouse -3 Bedroom Short Walk to the Beach
2 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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1BR Seaside Villas 2nd Floor Condo with Ocean and Pool View
100 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Book Your Summer Stay! Oceanfront Villa!
33 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
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Sea Pines Plantation Club Villa #443 - Great Location!
59 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Beachside Resort-Indoor/Outdoor Pools/Tennis/Hot Tub/WIFI
64 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
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Hilton Head Island Sea Pines villa with nearest access to beach and golf cbeach
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Shorewood 202 - Direct Oceanfront Beautiful Condo!!
5 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Steps away from the BEACH!!!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
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Courtside 61- 2 bedroom - Ground Floor - Pool View - Free Tennis
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
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53 Springwood Villas - 2 bedroom Coligny Townhouse
2 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Springwood 44 - 2 bedroom Townhouse
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
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Gorgeous Forest Beach Villa - surf & sand just steps to the beach!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Breakers 110 - 1st Floor Updated Ocean Front
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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23 Dune - Mimi's Place - Private Beach Access, Large Pool, Giant Pool Deck
13 reviews
Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 19
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2 bed/2 bath Hilton Head Resort Ocean Villa-Best Location in Hilton Head Resort
19 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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49 Dune Lane - Sweet Carolina, 8 Bedroom Oceanfront
8 reviews
Holiday Rental House
8 bedrooms
9 bathrooms
Sleeps 26
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35 Dune Lane - Southern Comfort
6 reviews
Holiday Rental House
7 bedrooms
8 bathrooms
Sleeps 22
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117 Dune Lane - Spectacular Oceanfront Beach Home with Large Pool
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 16
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47 Dune Lane - My Sunshine, Oceanfront 5 Bedroom, North Forest Beach
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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Southern Charm and Elegance - 20 Egret
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
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220 Forest Beach Villas - 2 bedroom, near Coligny Condo across from the beach!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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182 Beachwalk - Shipyard Condo, 7 minutes to the beach
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
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17 Heron Street - 200 Feet to the Beach!
19 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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6 Quail - Pet Friendly 6 Bedroom, 3rd Row from the Beach
21 reviews
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 19
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South Forest Beach Villa, Short Walk to Beach
7 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Spectacular Home with Brand New Pool in Harbour Town! Rare December cancellation
188 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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Charming 3 Br Home, Private Pool And Dock On Serene Lagoon In Palmetto Dunes.
107 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
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5 Star Ratings - Ocean View - South Beach Marina
145 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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2 Min Walk 2 Beach, Golf, Tennis, Pickleball, Pvt Heated Pool, SPA, Bikes, Kayak
116 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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Adorably furnished and renovated Ocean Villa condo with upgrades galore!
153 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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3 BR w/Direct Ocean Front View; Don't Wait! Only 2 Spring/Summer Weeks Left!
86 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Ocean Dunes 318-***Sale Next Week/Very Contemporary/Million Dollar View/2Bikes
121 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Stylishly Renovated Villa With Fabulous Views and All Amenities
197 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Awesome Ocean View - Beautifully Remodeled - Relax at the Beach!
151 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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3rd Row On Beach Path...Steps to Ocean! Major Renovations Just Completed!
125 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
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23 Egret - 2nd Row Home W/ Ocean Views, 5 Minute Walk to Coligny Plaza
6 reviews
Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 20
Match:
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Luxury Oceanfront Penthouse 2018 Total Remodel Done! Breathtaking Views!
86 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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20 % OFF - Harbour Cove - Remodeled Luxury Steps from Lighthouse in HarbourTown
122 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
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Closest Villamare Condo to the Beach! With Extra Large Living Area
81 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Frequently Asked Questions about Hilton Head
Do any holiday rentals in Hilton Head have a pool?
Yes, here are some popular holiday rentals in Hilton Head that have a pool:\n
\n
23 Dune - Mimi's Place - Private Beach Access, Large Pool, Giant Pool Deck
\n
6 Quail - Pet Friendly 6 Bedroom, 3rd Row from the Beach
\n
43 Dune Lane - 7 Bedroom, 2nd Row Home
\n
\n
See all holiday rentals with a pool in Hilton Head on Tripadvisor
Do any holiday rentals in Hilton Head have internet access?
Yes, here are some popular holiday rentals in Hilton Head that have internet access:\n
\n
Spacious Villa Within Two Blocks of Beach - Tennis
\n
23 Dune - Mimi's Place - Private Beach Access, Large Pool, Giant Pool Deck
\n
6 Quail - Pet Friendly 6 Bedroom, 3rd Row from the Beach
\n
\n
See all holiday rentals in Hilton Head on Tripadvisor
What are the best pet friendly rentals in Hilton Head?
The best pet friendly rentals in Hilton Head are:\n
\n
6 Quail - Pet Friendly 6 Bedroom, 3rd Row from the Beach
\n
Near Harbour Town in Sea Pines, Onsite Pool/Tennis
\n
13 Sandpiper Street - Pet Friendly
\n
\n
See all pet friendly holiday rentals in Hilton Head on Tripadvisor
What are some great rentals in Hilton Head that are kid friendly?
Some of the most popular kid friendly rentals in Hilton Head are:\n
\n
Spacious Villa Within Two Blocks of Beach - Tennis
\n
Spacious 3 bedroom Villa Walking Distance to Beach
\n
Oceanside Family Resort-Boardwalk to Beach, Pools, Tennis!
\n
\n
See all kid friendly holiday rentals in Hilton Head on Tripadvisor