Best & Cheap Romantic Getaways in Hilton Head Island, SC

Compare romantic getaways, From $25/night

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ACCOMMODATION TYPES

Best & Cheap Romantic Getaways in Hilton Head Island, SC: Top Deals

Beachcomber
House
Beachcomber
This House is located on the beach and offers a great opportunity for relaxation. Nearby, there are plenty of popular restaurants to choose from such as The Lobster Pot, La Cantina Beach Bar & Grill, and Pompano Joe's Seafood House. There are also several activities available like paddle boarding, fishing, and kayaking. For those looking to explore nature, nearby trails include John U. Lloyd Beach State Park Trail and Shark Valley Loop Trail.
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$1500 /night
Luxury 3BR 2.5 B Condo Just Steps from the Ocean!
Condo · 8 Guests · 3 Bedrooms
Luxury 3BR 2.5 B Condo Just Steps from the Ocean!
4.7 (59 reviews)
This luxurious 3 bedroom, 2.5 bathroom condo is just steps from the ocean and can sleep up to 8 people. Nearby attractions include Myrtle Beach State Park, Ripley's Aquarium, Broadway at the Beach, Family Kingdom Amusement Park, and Oceanfront Boardwalk & Promenade. Popular restaurants in the area are Croissants Bistro & Bakery, Sea Captain's House, Aspen Grille, and Mr. Fish. There are also plenty of trails nearby for hiking or biking.
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$504 /night*
Endless Summer
House
Endless Summer
This House is located in a great area for outdoor activities and exploring local restaurants. Popular nearby restaurants include The Sushi Bar, La Casa de las Empanadas, and Burger King. There are also plenty of trails to explore around the area, such as the Pacific Crest Trail, Los Peñasquitos Canyon Trail, and San Dieguito River Park Trail. Endless Summer is the perfect destination for anyone looking to get out and enjoy nature while also indulging in some delicious food. Pets are not allowed at this house.
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$1800 /night
Direct Oceanfront ~ Expansive Pool
Guest Suite · 2 Guests · 5 Bedrooms
Direct Oceanfront ~ Expansive Pool
4.9 (29 reviews)
This Guest Suite is located directly on the oceanfront with an expansive pool. It can sleep up to two people and pets are not allowed. Nearby popular restaurants include The Fish House, Salty Dog Cafe, and Skull Creek Boathouse. Popular activities include fishing, golfing, and kayaking. There are also several scenic trails such as the Sea Pines Forest Preserve and the Spanish Wells Nature Trail.
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$1113 /night*
This home has wrap around porches plus a circular stairwell up to the widow's walk.
Guest Suite · 2 Guests · 4 Bedrooms
This home has wrap around porches plus a circular stairwell up to the widow's walk.
4.3 (11 reviews)
This Guest Suite is a charming home located in Charleston, South Carolina with wrap around porches and a circular stairwell up to the widow's walk. It can comfortably sleep 2 people and is pet-friendly. Popular local attractions near this Guest Suite include The Battery & White Point Gardens, Magnolia Plantation & Gardens, Angel Oak Tree, Folly Beach County Park, and Boone Hall Plantation. Nearby restaurants include The Glass Onion, 82 Queen, and Jestine's Kitchen.
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$602 /night*
Luxury pool view Brass Rail condo 450 sq ft private patio steps to ocean grill
Guest Suite · 2 Guests · 3 Bedrooms
Luxury pool view Brass Rail condo 450 sq ft private patio steps to ocean grill
This luxurious Guest Suite is located in a beautiful area, just steps away from the Ocean Grill. It features a pool view, a 450 sq ft private patio and allows pets. Popular nearby restaurants include The Brass Rail, North Beach Bar & Grill, and Sea Captain's House. Enjoy activities like fishing, golfing, and horseback riding. Explore nature trails such as Cherry Grove Pier or Huntington Beach State Park.
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$369 /night*
Sea Pines-South Beach, Short Walk to Private Beach, 4 EnSuites, Private Pool
Guest Suite · 2 Guests · 4 Bedrooms
Sea Pines-South Beach, Short Walk to Private Beach, 4 EnSuites, Private Pool
4.8 (86 reviews)
This Guest Suite is a perfect getaway for two located in Sea Pines-South Beach. It features four ensuite bedrooms and a private pool, as well as being just a short walk away from the beach. Popular nearby restaurants include The Salty Dog Cafe, Skull Creek Boathouse, and Hudson's Seafood House on the Docks. There are also plenty of activities to enjoy such as biking trails, kayaking, paddle boarding, and golf courses.
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$794 /night*
Brass Rail 119; Upgraded WiFi, 2 Pools, Hot Tub,short Walk To Beach And Pier
Condo · 2 Guests · 3 Bedrooms
Brass Rail 119; Upgraded WiFi, 2 Pools, Hot Tub,short Walk To Beach And Pier
4.8 (40 reviews)
This Condo is a great option for a beach vacation getaway, located just a short walk away from the beach and pier. It features upgraded WiFi, two pools, and a hot tub for guests to enjoy. Nearby popular restaurants include The Donut Hole Bakery & Café, Surfside Beach Cafe, and Uncle Ernies Restaurant. Activities nearby include fishing on the pier, golfing at Ocean Ridge Plantation, and hiking at Huntington Beach State Park.
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$490 /night*
Winter Dates Available - Experience this fresh newly renovated home in Wilson Village
Guest Suite · 8 Guests · 4 Bedrooms
Winter Dates Available - Experience this fresh newly renovated home in Wilson Village
5.0 (1 review)
This Guest Suite is a newly renovated home located in Wilson Village, perfect for an 8 person group. It allows pets and offers nearby popular attractions including the beautiful Botany Bay Plantation Heritage Preserve & Wildlife Management Area with its trails, beaches, and wildlife viewing opportunities, as well as local restaurants such as The Wreck of the Salty Dog and Ruan Thai Restaurant.
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$2229 /night*
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Which Price Range Is Considered As A Good Deal in Hilton Head Island, SC Area?
Vacation Condo & Villa Rental Price Information in Hilton Head Island, SC
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The graph shows the percentages of vacation homes in each price bucket. Hilton Head Island has the largest percentage (24.76%) of homes in $100 - $150 price range.
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How Many Rental Accommodations Are Pets Friendly in Hilton Head Island, SC?
Percentage of Pet Friendly Rental Properties in Hilton Head Island, SC
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16.76% of vacation homes in Hilton Head Island are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
What are the top romantic restaurants in Hilton Head Island, SC?
Romantic Restaurants in Hilton Head Island, SC
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Hilton Head Island is a great destination for couples looking to experience a memorable romantic or honeymoon getaway. From cozy bistros to upscale waterfront seafood spots, there are plenty of incredible restaurants that provide an intimate setting for two. Here are some of the best romantic restaurants in Hilton Head Island, SC.

  • Skillets Cafe & Grill: This cozy cafe offers American comfort food and homemade desserts such as apple cobbler and bread pudding. The restaurant also boasts a large selection of craft beers and wines to pair with your meal, making it the perfect spot for a romantic evening out.
  • Hudson's Seafood House on the Docks: This waterfront restaurant serves fresh seafood dishes with stunning views of the Calibogue Sound. With its romantic atmosphere, live music, and delicious cocktails, Hudson's Seafood House is the perfect choice for a romantic dinner for two.
  • The Jazz Corner: The Jazz Corner is an intimate jazz club and restaurant located in the heart of Hilton Head Island. It features live music performances from world-class musicians and a menu full of classic American fare and fine wines. Enjoy an evening of jazz music and delicious food for a truly romantic night out.
What are the best romantic activities for couples in Hilton Head Island, SC?
Romantic Activities in Hilton Head Island, SC
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Hilton Head Island has plenty of fun and romantic activities that couples can enjoy together. Whether you're looking for a relaxing day at the beach or a thrilling adventure, you'll find something special to make your trip even more memorable. Here are some of the most romantic activities to do in Hilton Head Island, SC.

  • Beach Walk: Take a leisurely stroll along one of Hilton Head Island's beautiful beaches and watch the waves roll in while the sun sets over the horizon. This romantic activity will surely make for a perfect date night for two.
  • Kayaking Adventure: Explore the waters around Hilton Head Island by kayak and take in the breathtaking scenery. Paddle past dolphins and birds while enjoying a romantic time together. Don't forget to bring a picnic lunch to share!
  • Spa Day: Treat yourselves to a luxurious spa day at one of Hilton Head Island's many spas. Relax and rejuvenate with a massage and facial, then finish off the day with a romantic dinner for two at a nearby restaurant.
Best Tourist Attractions in Hilton Head Island, SC?
Top Rated Places to Visit in Hilton Head Island, SC
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What are the Airports in Hilton Head Island, SC?
Suggested Airports in Hilton Head Island, SC
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