Holiday rentals in Hilton Head Island
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Top-rated holiday rentals in Hilton Head Island
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Beachfront Resort 2b Golf Lagoon Pickleball Tennis
✨Top Airbnb Guest Favorite Home✨ Gated Beachfront Golf Resort! Beach, Golf, Pool, Spa, Restaurants & Bars FREE Pickleball & Tennis - across street HGTV Decorator designed Panoramic Golf & Lagoon Views XL Double Porch Lush Scenery - Tons of Wildlife! Coastal Décor Sunny 1st Floor End Unit KING BED + 2 QUEENS 3 XL SmartTVs FAST WIFI & CABLE Chef's Kitchen Washer/Dryer BBQ Beach Cart, Chairs, Boogie Boards, Ice Chest Walk/Bike to Beach Walk to Golf Club & Pub Close to Coligny Summer Beach Shuttle
SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest
The location of our stunning 4 bedroom beachfront penthouse SeaCrest #2512 condo is outstanding as it’s in the heart of Coligny Plaza where you can walk to shops, restaurants & beach bars and it offers breath taking ocean and lagoon views. It easily accommodates 2 families with its two master bedroom ocean view suites which have king beds & balcony access plus 2 additional BRs. Villa comes with beach amenities including beach wagon, chairs, umbrellas, towels & sand toys as well as board games.
98 Sandcastle Ct
98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.
Prime Waterview! Hilton Head Shelter Cove Marina
Permit 073816 Enjoy easy access to everything Hilton Head has to offer from this centrally located Condo in the heart of Shelter Cove Marina. Not only will you have breathtaking views of the sunset and the marina right from your balcony, but you also have many amenities right at your doorstep! Shelter Cove is one of the main attractions on Hilton Head Island with many shops, restaurants, weekly entertainment and water sports. You also have access to the private Palmetto Dunes Beach community.
MyStay at 307 Forest Beach Villas - Prime Coligny!
Escape to 307 Forest Beach Villas, your ultimate Hilton Head getaway! This third-story corner villa is steps from Coligny Beach, dining, shops, and Lowcountry Celebration Park. Relax in a stylish space with a bright, airy vibe, a chef’s dream kitchen, and a private balcony perfect for your morning coffee or evening cocktail. With a king-size bedroom retreat, luxurious bathroom, on-site pool, and tennis courts, it’s a vacation dream. Book now with MyStay—your perfect beach escape awaits!
79 Fairway Ln Villa @ Sea Pines | Golf Views
Indulge in elevated coastal living at 79 Fairway Lane Villa, nestled within the tranquil ambience of Sea Pines Resort. Embrace captivating golf views across lush Lowcountry lagoon from every corner of this unique home. Recharge in 3 spacious King En-Suites or venture forth to explore the resort's myriad offerings—from pristine beaches just .2 miles away to world-class amenities like tennis and golf. Experience pure bliss on your Hilton Head Island getaway & Learn More Below!
KING BED!Ocean View, Free Bikes Poolside 3rd Floor
Pack your flip-flops and get ready for fun—this sunny poolside villa on Hilton Head Island is your ticket to the ultimate coastal escape! Just steps from the beach and the refreshing Atlantic breeze, this vibrant retreat serves up the perfect mix of relaxation, adventure, and ocean views. Start your day with coffee on the balcony, soak up the sun by the pool, then hop on one of our free bikes to cruise the island like a local! The perfect getaway starts right here!
Private Pool/Spa | Golf | Exq. Coffee | Seascape
Gourmet Coffee Lovers Paradise. And, over 1000 *5* star reviews! You found the perfect vacation home where you can enjoy a private pool with a spacious layout. Comfortably sleep 8 in 4 private bedrooms. The kitchen is fully equipped with everything needed to prepare a gourmet meal. You can enjoy dining in the large formal dining room, the sunroom adjacent to the kitchen, or outside. *The pool and spa can be heated for an additional fee.
Waterfront Tree House | HT Pool | Harbour Town 24
One of our newest homes, see our over 1000 *5*-star reviews. Calibogue Escape-Harbour Town Treehouse in Sea Pines Sailboats, Dolphins, Sunsets, what else could you ask for? This treehouse offers floor-to-ceiling windows with unparalleled views and the perfect setting for a perfect escape. Located on a dead-end street on Deer Island, just steps from Hilton Head’s Harbour Town and the Yacht Basin, this hideaway could not be more perfect.
Sea Pines Villa - Walk to Beach, Golf and Tennis
This pristine Sea Pines villa has undergone significant renovations and upgrades, enhancing your stay with modern comforts and amenities. Just a five-minute stroll to the beach, this property is perfect for beach vacations and golf trips. Enjoy views of the tree-lined lagoon and renowned Atlantic Dunes Golf Course. The villa offers a private, professionally maintained putting green, and private tennis courts are only steps away.
80 Steps to Private Beach Access • Walk to Coligny
Welcome to Curlew Cottage! Nestled only 80 steps from a private beach access (marker 61B) and 2 blocks north of Coligny Plaza. Sleeps up to 4 adults + 2 kids, 2 BR/1 BA, large screened porch, private outdoor hot shower, firepit, fully equipped kitchen, smart TVs, NFL Sunday Ticket. One dog allowed on a case-by-case. I am a local owner and available to help you plan your stay.
Modern Home ~ Golf Course Views ~ .8 Mile to Beach
Welcome to Sunny Shores, a stylish 4BR, 3BA retreat in Sea Pines with mid-century flair, sweeping golf course views, and access to the Harbour Town Pool. Located on a quiet cul-de-sac just a 5-min bike ride to the beach. Enjoy soaring ceilings, a chef’s kitchen, multiple decks, and lush outdoor space. The perfect Hilton Head escape! 27 Red Maple Road
Popular amenities for Hilton Head Island holiday rentals
Stay near Hilton Head Island's top sights
Other great holiday rentals in Hilton Head Island
Harbour Town Marina Studio | Walk to Lighthouse
Starfish Beach House with Pool and Bikes
Oceanfront Luxury! KING BED Beach Bar + Pickleball
Oceanfront Hilton Head Villa | Salt & Sunrise
Palmetto Dunes Resort | Pool & Hot Tub | Beaches
HHI South Forest beach/WLK TO BEACH, dining, pool
SeaPines - Private Beach Path, Private Pool, Bikes
Oceanfront Condo w/ Balcony | Sea Side Villas HHI
When is the best time to visit Hilton Head Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $213 SGD | $216 SGD | $258 SGD | $262 SGD | $260 SGD | $304 SGD | $309 SGD | $265 SGD | $233 SGD | $224 SGD | $221 SGD | $213 SGD |
| 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.
Quick stats about holiday rentals in Hilton Head Island
Total holiday rentals
Explore 6,100 holiday rentals in Hilton Head Island
Nightly prices starting at
Hilton Head Island holiday rentals start at $52 SGD per night before taxes and fees
Verified guest reviews
Over 139,540 verified reviews to help you choose
Family-friendly holiday rentals
5,170 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 1,060 rentals that welcome pets
Holiday rentals with a pool
5,250 properties feature pools
Rentals with dedicated workspaces
2,990 properties have a dedicated workspace
Wifi availability
6,090 of Hilton Head Island holiday rentals include wifi access
Popular amenities for guests
Guests love Self check-in, Beachfront and Monthly stays across Hilton Head Island rentals
4.8 Average rating
Hilton Head Island stays are highly rated by guests – averaging 4.8 out of 5!
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- Savannah Historic District
- Coligny Beach Park
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Edisto Beach State Park
- Bonaventure Cemetery
- Harbour Town Lighthouse
- Wormsloe Historic Site
- Hunting Island State Park
- Oatland Island Wildlife Center
- Skidaway Island State Park
- Shelter Cove Towne Centre
- Jepson Center for the Arts
- Kiawah Beachwalker Park
- Cathedral of Saint John the Baptist
- Seabrook Island Beach
- Savannah College of Art and Design
- Fort Pulaski National Monument
- Owens-Thomas House
- Tybee Island Marine Science Center
- Tybee Island Light Station
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