Vacation rentals in Hilton Head Island
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Top-rated vacation rentals in Hilton Head Island
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Luxury KING BED 65"TV Bar FREE Pickleball & Gym
SNOWBIRDS: Warm South Facing Balcony! ✨Airbnb Top 5% Guest Favorite✨ Oceanfront Building! BIG Ocean Views Steps to Beach & Pool 100% NEW HGTV Designer Renovation! KING BED FREE Gym, Pickleball, Tennis Basketball, Volleyball Two 65" SmartTVs Beach Chairs, Boogie Boards, Ice Chest & More! Marble Kitchen/Spa Bath Quiet Top Floor Elevator RESORT: Huge Oceanfront Pool Tiki Beach Bar & Grille (Mid Feb-Nov) Sports Bar Bike Rental Gated 24/7 Security Free Island Trolley (Apr-Sept) 4 Beach Boardwalks
Ocean View! Steps to beach! Remodeled HHBT Condo!
Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!
Ocean View! Remodeled! Steps to beach/Pool/Bar
FULLY REMODELED OCEAN VIEW VILLA Located in Hilton Head Beach & Tennis Resort, this beautiful 540 Square foot Villa is perfect for a small family or couple looking for a relaxing and fun getaway. The second floor balcony offers a view of both the ocean and pool, as well as, offering the soothing sounds of the ocean waves Located within a gated community and with access to the beach just steps away. The resort also features 2 private pools, 3 restaurants, bike rentals, a private gym & more!
My Blue Heaven, Direct Ocean Front View
Welcome to our ocean front rental, a haven for couples seeking a romantic and stylish getaway. With its breathtaking ocean view, five-star reviews, and recent remodel in 2023, this rental promises an unforgettable experience. Our guests have praised the attention to detail, the stunning view, and the overall ambiance of the space. Rest assured that your stay will be nothing short of extraordinary. Step out onto the balcony and take in the fresh sea breeze as you relax in the swinging chair.
180º Ocean Views, Treehouse "Siren's Lookout"
Waterfront and sunset views abound in this unique "treehouse", with 360 degree views. On Deer Island, just steps from the Harbour Town Lighthouse, known for its' large-boat marina, restaurants, shops and Golf Club, host of the RBC Heritage Classic, PGA Tour Event. Enjoy all the amenities of Sea Pines, including the South Beach Marina, Sea Pines Beach and Salty Dog Cafe, only 3 miles away, serviced by trollies & bike paths. Enjoy the sunset seated around the firepit. Gas grill with a view
Jim's Stunning Direct Ocean Front 2BR Villa
This 2nd floor villa has breathtaking, unobstructed ocean views from the living room and master bedroom. Walk to Coligny! Two bedroom suites (new mattresses and ceiling fans), with separate renovated baths. Beautiful maple hardwood & tile floors throughout. Fully appointed kitchen boasts granite countertops, maple cabinets, and stainless steel appliances. New Washer/Dryer. Jim Says "I personally stay in each of my units to ensure they are maintained to my highest level of expectations."
Shipyard! - Private Beach & Golf! Pet Friendly!
This 2 bed 2.5 bath cottage features access to great community amenities including private beach access and the Shipyard beach club. Within the Shipyard gates, enjoy 27 holes of championship golf courses, biking trails, restaurants, bars, spas, and the Sonesta Resort. Dozens of restaurants offering up Hilton Head Island's famous local seafood, craft beer, and "The Bank" are a stones throw away. Shopping and site seeing are a walk or bike-ride away at Coligny Plaza and Celebration Park.
Cozy Oceanfront-Romantic Retreat-Mesmerizing Views
Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your balcony. Natural beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!a
Ocean Overlook - The Ultimate Vacation Experience
LUXURIOUS, DIRECT, OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**
Oceanfront Luxury! KING BED 75"TV Pickleball & BAR
PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 1% Home ✨ Oceanfront Balcony 100% New Luxury Renovation HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR w/Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach
Priceless Ocean View, King Bed, Heated Pool
Enjoy the best beach on Hilton Head Island during your stay in our newly renovated condominium in Ocean Dunes with a year round heated pool. You can relax in the comfortable surroundings our condo offers. Begin your day with a breathtaking view of the sunrise from the balcony or enjoy your meals on the balcony relaxing with your favorite beverage while you enjoy the beach view. *Please note: A printed parking pass is required for your stay. Be sure to print it in advance.*
Ocean Front Resort Condo
Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.
Popular amenities for Hilton Head Island vacation rentals
Stay near Hilton Head Island's top sights
Hilton Head Island oceanfront vacation rentals
Ocean view! 2 Min to Beach~Updated~2 Bikes #380
Wide Ocean View 65"TV Pickleball BAR GYM Tennis
OceanFront Upscale 1 Bdrm Condo/HeatedPool/Sleeps6
Luxury Villa @ Great Price, Walk 2 Beach/Coligny
Oceanfront Scandi Oasis Amazing View & Heated Pool
Oceanfront Luxury! KING BED 65"TV Pickleball & BAR
Coastal Comfort! Condo in beachfront resort.
Coastal Beach Getaway for Sunsets & Flip Flops HHI
Hilton Head Island fishing vacation rentals
98 Sandcastle Ct
6 BR, Sleeps 26, Beach Time
May River Cottage on Lawrence street, old Town.
Cozy Coastal Chic - Beach, Pickleball, Golf, Pets
Snowbirds & Family rates - just ask!
One Bed Carriage Hse, Winnie's Corner in Old Town.
Beach Resort 2B Luxury Golf Lagoon View Pickleball
Old Town Bluffton Cottage + FREE Golf Cart!
Hilton Head Island house rentals
Palmetto Dunes Home on 1st Tee Fazio Golf Course
Lovely 3BR in Palmetto Dunes w/ new pool & spa
Divers Inn
Private pool/spa : pool heat available : Kg master
W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
Sea Pines house ~ Golf Sim / Putting Green / Games
Encanto of the Lowcountry in Old Town Bluffton
When is the best time to visit Hilton Head Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,979 GYD | G$31,607 GYD | G$37,677 GYD | G$42,491 GYD | G$42,073 GYD | G$49,189 GYD | G$50,027 GYD | G$42,910 GYD | G$37,677 GYD | G$36,212 GYD | G$35,793 GYD | G$34,537 GYD |
| Avg. temp | 10°C | 12°C | 16°C | 19°C | 23°C | 27°C | 28°C | 28°C | 25°C | 20°C | 15°C | 12°C |
Frequently Asked Questions
What are the best places to stay in Hilton Head Island?
Hilton Head Island has a range of neighborhoods where visitors often stay, including Sea Pines, Palmetto Dunes, and Forest Beach. These areas are known for access to beaches, dining, and activities for all types of travelers.
What are the best things to do in Hilton Head Island with kids?
Families frequently explore interactive museums, join dolphin-watching cruises, or play at local beaches and parks. Mini-golf courses and bicycling along shaded pathways add to the fun.
What are some of the best things to do in Hilton Head Island?
Explore the sandy beaches, kayak through scenic waterways, and visit Harbour Town for its lighthouse and harborside shops. Golf courses, cycling trails, and nature preserves are often recommended.
How is the weather in Hilton Head Island?
Hilton Head Island has mild winters with temperatures around 40–61°F (4–16°C), and warmer, humid summers reaching 90–92°F (32–34°C). Rainfall occurs year-round, with the heaviest showers often in summer months.
What are the best places to visit in Hilton Head Island?
Harbour Town is known for its lighthouse and waterfront shops, while Coligny Beach Park is a popular spot for families. Pinckney Island National Wildlife Refuge draws visitors interested in birdwatching and nature walks.
What are some hiking trails in Hilton Head Island?
Enjoy walking or biking trails in Sea Pines Forest Preserve, or explore the scenic paths at Pinckney Island National Wildlife Refuge. These areas feature marsh views and opportunities to spot local wildlife.
What are some family activities we can do in Hilton Head Island?
Families often enjoy beach days, kayaking, biking, and visiting interactive museums. Mini-golf, playgrounds, and boat excursions are also frequently suggested.
What are some of the best day trip ideas from Hilton Head Island?
Many visitors explore nearby historic towns or take guided nature excursions in surrounding areas. Local waterways and coastal preserves around the island are also popular for day trips.
Are there any pet friendly accommodations available in Hilton Head Island?
Hilton Head Island has pet-friendly stays in areas such as Forest Beach, South Beach, and Folly Field. Many rentals welcome dogs and are near dog-friendly parks or beaches.
What are some local tips for visiting Hilton Head Island?
Consider renting bikes, as cycling paths connect many attractions and neighborhoods. Local traditions include sunrise beach walks and sampling seafood at waterfront restaurants; bringing insect repellent is also suggested for marsh areas.
What is Hilton Head Island known for?
Hilton Head Island is known for its sandy beaches, golf courses, and scenic marshland. The area also has a distinct blend of natural beauty, outdoor activities, and coastal food traditions.
What are the best hidden gems to explore in Hilton Head Island?
Visitors often uncover quieter spots like Mitchelville Freedom Park, which shares local history, or the Audubon Newhall Preserve with its tranquil nature trails. Locally owned art galleries around the island reveal regional talent.
What are the best foods to try in Hilton Head Island?
Fresh seafood dishes such as shrimp and crab are frequently suggested, along with traditional Lowcountry specialties like she-crab soup and shrimp and grits. Local barbecue and pecan pie also feature on many menus.
What should I bring for a trip to Hilton Head Island?
Pack beachwear, sunscreen, and a hat for sun protection, along with comfortable shoes for biking or walking. Bringing a light rain jacket and insect repellent is useful, especially if you plan to explore marshes or parks.
What is the nightlife in Hilton Head Island like?
Nightlife on Hilton Head Island has laid-back bars, live music venues, and outdoor patios, especially in areas such as Coligny Plaza and Shelter Cove. Many spaces blend local food and entertainment for a relaxed evening experience.
What are the most popular events or festivals in Hilton Head Island?
Hilton Head Island frequently hosts the Heritage Golf Tournament, outdoor music and food festivals in spring and summer, and art shows throughout the year. Local markets and sporting events are also popular gathering points.
Are there family friendly vacation rentals in Hilton Head Island?
Many vacation rentals on Hilton Head Island welcome families, especially in Palmetto Dunes, Sea Pines, and Forest Beach. These areas have access to beaches, parks, and entertainment suited for guests of all ages.
When is the best time to visit Hilton Head Island?
Late spring and early fall are frequently suggested for pleasant temperatures, fewer crowds, and outdoor activities. Many visitors also enjoy summer for its lively beach atmosphere and seasonal events.
All about Hilton Head Island
There are 24 golf courses and 12 miles of soft-sand beaches spread over Hilton Head Island’s 25,000 acres. Add scenic walking trails, breezy, tropical weather, and an obsession with tennis and there’s a good chance you’re here to recreate and relax. This is an island of swaying palms, easy resort-style living, and the Southern flare for hospitality for which this neck of the woods is known. Hilton Head Island is also steeped in history, with a prominent Gullah-Geechee influence that infuses this little corner of the lowcountry with a cultural richness. There are also restaurants serving traditional Southern fare, oyster shucking stalls, and folk music and artisan wares steeped in West African tradition. With so much layered history everywhere you look, you may have come here to play, but you’ll likely leave having learned a lot too.
What are the top things to do in Hilton Head Island?
Learn about Gullah culture
The Gullah-Geechee people of Hilton Head and the surrounding lowcountry are the descendants of enslaved West Africans who, due to the remoteness of their island plantations, managed to preserve their heritage and cultural identity throughout the centuries. Take a boat tour along the waterways that link these island communities, go on a trail walk led by a Gullah elder, or savor Gullah culture in one of the best ways possible — by tasting its influence on so much of Southern cuisine.
Golf
With two dozen golf courses on Hilton Head Island, you can rest assured that this is an excellent place to putt. The island is something of a pilgrimage site for golf aficionados, with the pros and fans alike coming down every year for the regular pro tours and annual tournaments. Note that some of the island’s golf clubs are private or membership only, but fear not, there are still more than 15 public courses that anybody can enjoy.
Sea Pines Forest Preserve
Sea Pines Forest Preserve is a haven of natural beauty, wildlife, and history. Wander along wetland boardwalks, hike through forest trails, and watch alligators bask in the marshes. While here, don’t miss the 4,000-year-old Sea Pines Shell Ring, an important indigenous archeological site, and leave some time to get lost in the secret forest, past a vanishing swamp.
Quick stats about vacation rentals in Hilton Head Island
Total vacation rentals
Explore 6,570 vacation rentals in Hilton Head Island
Nightly prices starting at
Hilton Head Island vacation rentals start at G$4,186 GYD per night before taxes and fees
Verified guest reviews
Over 147,770 verified reviews to help you choose
Family-friendly vacation rentals
5,420 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 1,060 rentals that welcome pets
Vacation rentals with a pool
5,760 properties feature pools
Rentals with dedicated workspaces
3,610 properties have a dedicated workspace
Wi-Fi availability
6,520 of Hilton Head Island vacation rentals include wi-fi access
Popular amenities for guests
Guests love Self check-in, Monthly stays, and Beachfront across Hilton Head Island rentals
4.7 Average rating
Hilton Head Island stays receive an average rating of 4.7 out of 5 from guests
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- Coligny Beach Park
- Savannah Historic District
- River Street
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- Tybee Beach Pier and Pavilion
- Bonaventure Cemetery
- Wormsloe Historic Site
- Enmarket Arena
- Skidaway Island State Park
- Savannah College of Art and Design
- Oatland Island Wildlife Center
- Cathedral of Saint John the Baptist
- Old Fort Jackson
- Coastal Discovery Museum
- Edisto Beach State Park
- Pirates Of Hilton Head
- Tybee Island Light Station
- Fort Pulaski National Monument
- Kiawah Beachwalker Park
- Tybee Island Marine Science Center
- Chippewa Square
- Daffin Park
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