Holiday rentals in Hilton Head Island
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Top-rated holiday rentals in Hilton Head Island
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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!
Luxury OceanView KING BED 75"TV Gym BAR Pickleball
✨Top 5% Airbnb Home✨ BIG OCEAN VIEWS FROM LIVING ROOM & BALCONY! Oceanfront Building Steps to Beach Boardwalk, Pool & Tiki Bar! FREE Pickleball, Tennis, Gym & More HGTV Featured Decorator 100% NEW Luxury renovation KING BED + 75" & 65" Smart TVs Expanded Bedroom Luxe Marble Kitchen & Bath Quiet Top Floor Well-designed 540 sq. ft. Elevator Beach Chairs + More RESORT: Oceanfront Pool & Bar & Grille Restaurants Sports Bar 4 Beach Boardwalks Bike Rental Gated 24/7 Security FREE Island Trolley Stop
Beach, pool, golf - 3 king bed master suites
Located on the Shipyards golf course with picturesque views of palm trees, overlooking the lake and fairways, the villa is adjacent to tennis, pool and a short walk or 5 min bike ride to the private Beach Club and the stunning sandy beach. With 3 spacious master suites, king beds, private ensuite and balconies, your family (6 adults/2 children) will feel right at home in this newly renovated, beautifully furnished villa. Enjoy your vacation with all the amenities at this centrally located home.
SeaPines - Walk to Beach, On-Site Pool, Free Bikes
You'll love the location for this spacious pet friendly villa in Wildwood Spa, a private little neighborhood just ten minutes on foot to the Sea Pines Beach Club. This Premier Property features two bedrooms, two baths, and a loft area for reading and relaxing or extra sleeping arrangements. This quiet, secluded end unit affords privacy and serenity throughout your stay. Pet friendly, yet clean and updated, this centrally located villa is the prime home base for your next island getaway.
Walk to Beach from Courtside Villas
Our spacious two bedroom, 2 ½ bath villa overlooks a large swimming pool, and comfortably accommodates six people. It is fully equipped and tastefully furnished to be a home-away-from-home. The kitchen has an electric range and oven, a microwave, refrigerator, dishwasher, disposal, washer and dryer. There is seating for six at the dining room table. The living room entertainment center has a Smart TV connected to cable and WiFi. Please note--Courtside has a strict No Pets policy.
Oceanfront Scandi Oasis Amazing View & Heated Pool
Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.
{WHITE SANDS} : 2 Bedroom Beach Haven!
This South Forest Beach unit is just steps to the beach & about an 8 minute walk to Coligny Plaza. Our unit sleeps 6, with a King & 2 Queens. Includes many updates throughout & a private washer/dryer. Included is a large shared pool & also a children's pool w/ a beautiful serene patio area. ~ Traveling with a large group? Depending on availability, it may be possible to coordinate booking the unit next to me for a close, convenient stay for all to stay nearby!
Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed
Wake up to ocean views from your private balcony in this charming, coastal-themed villa just steps from the beach. Located on the second floor near the front of the building, this bright and breezy space features a comfortable king bed, queen sleeper sofa, and a recently updated shower/tub. The fully equipped kitchen makes dining in easy, and we’ve stocked the villa with beach chairs, bikes, games, and beach toys to make your Hilton Head stay fun and effortless!
Ocean Views at Villamare, Steps to the Beach!
Read our reviews! We strive to provide an unforgettable Hilton Head experience in our updated villa with ocean views, comfortable lounging, plush beds, well-appointed kitchen and 500+Mbps WiFi! Our bright, open living space features floor-to-ceiling windows overlooking the pool, beach and the Atlantic Ocean! The living room sectional expands into a massive lounger for all! Have a big group? We also offer the immediately next-door unit, identical to this one!
Villa on the beach with king bed, peek of ocean
One bedroom/one bath first floor villa with peek of the ocean from the balcony is just a few steps away from the beach. Villa includes a king sized bed, 2 bunk beds and a pull out couch that sleeps 6 comfortably. Our Resort also features 8 lighted tennis courts, several on-site restaurants, bike rentals, 24-hour security, a volleyball court, a well-equipped indoor fitness center, playground area and supervised children’s activities all summer long.
MyStay at 1029 Caravel | Lighthouse Views & Pool!
Escape to 1029 Caravel Court, a dreamy Harbour Town getaway with front-row marina views, a king-size zero-gravity bed, and luxe coastal touches. Sip wine on the balcony, stroll to shops, or unwind at the Harbour Town Pool, a 120-ft freeform pool, heated and cooled seasonally. Plush linens, beach gear, & 24/7 service make every moment effortless. Love, luxury, and lighthouse views—book now!
TOP Floor Oceanfront | Remodeled | Coligny Beach
Wake up to breathtaking, unobstructed views of the Atlantic Ocean in this newly remodeled, direct oceanfront one-bedroom condo in the heart of Coligny Beach. Designed in a relaxed coastal-chic style, this intimate retreat is perfect for couples or guests traveling with an infant. Walk to the beach, dining, shopping, and live music—or fly into HHI and enjoy a completely car-free stay.
Popular amenities for Hilton Head Island holiday rentals
Stay near Hilton Head Island's top sights
Other great holiday rentals in Hilton Head Island
#4203 Renovated/1BR/2BA/Direct Ocean Views/Sofa Bd
Stunning ocean view condo
Dreamy 2BR 4th-Floor | Balcony | Pool
Oceanview Escape: Steps from the Beach & Pool
Stylish 2BR | Balcony | Pool | W/D
Contemporary 2BR Oceanfront 1st-Floor | Patio
Private Pool/Spa | Golf | Exq. Coffee | Seascape
Beach Front Condo!
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 | $189 SGD | $193 SGD | $230 SGD | $260 SGD | $257 SGD | $300 SGD | $306 SGD | $262 SGD | $230 SGD | $221 SGD | $219 SGD | $211 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 6,570 holiday rentals in Hilton Head Island
Nightly prices starting at
Hilton Head Island holiday rentals start at $26 SGD per night before taxes and fees
Verified guest reviews
Over 147,770 verified reviews to help you choose
Family-friendly holiday rentals
5,420 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 1,060 rentals that welcome pets
Holiday rentals with a pool
5,760 properties feature pools
Rentals with dedicated workspaces
3,610 properties have a dedicated workspace
Wifi availability
6,520 of Hilton Head Island holiday rentals include wifi 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
- Fort Pulaski National Monument
- Old Fort Jackson
- Skidaway Island State Park
- Savannah College of Art and Design
- Cathedral of Saint John the Baptist
- Coastal Discovery Museum
- Edisto Beach State Park
- Oatland Island Wildlife Center
- Hunting Island State Park
- Chippewa Square
- Kiawah Beachwalker Park
- Daffin Park
- Tybee Island Light Station
- Tybee Island Marine Science Center
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