Holiday rentals in Hilton Head Island
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Hilton Head Island
Guests agree: these stays are highly rated for location, cleanliness and more.
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!
Beachfront Resort 2B Golf Beach Pickleball Tennis
✨Top 10% Guest Favorite✨ - Gated Beachfront Resort: Golf, Tennis, Pickleball, Pool, Restaurants & Bars! - Gorgeous Sunny Villa w/Panoramic Lagoon & Golf View! - Beautiful & Lush Scenery: Huge Old Oaks dripping in Spanish Moss! - Walk/Bike to Beach ●Walk to Shipyard Golf Club & Pub! ●Modern Coastal ●Sunny 1st Floor ●KING BED Master ●3 XL SmartTVs ●WIFI 287 mps ●Fully Stocked Kitchen ●Walk-in Shower ●Washer/Dryer ●Beach Chairs, Boogie Boards & More! ● BBQ ● Bike & Walk Paths ●Close to Coligny!
1BR/2BA condo w/private beach access in Shipyard
This large, tastefully decorated 1BR / 2BA condo, located in Shipyard, has everything you need to kick back with family or friends. Enjoy a morning coffee or evening cocktail on the large wrap around deck. Spacious and comfortable master bedroom with king bed, walk-in closet, en-suite bath, and seating area. Fully equipped kitchen with an adjacent seating area for six. Queen sleeper sofa in the living room and second full bath with shower. In unit washer/dryer. Clean fee includes 1 car pass.
Palmetto Dunes House: Private Pool, PDBeach, Golf
Magnolia & Maple is your upgraded resort destination. Sat to Sat rentals. Home includes a desk with hi-speed internet, surround sound in the living room and updated décor. This 3 BR, 2 BA home sits on a quite street and offers the opportunity to relax by the private heated pool, walk/bike the 3/4 of a mile to PD's famous beaches, or get some exercise with tennis, golf, or pickleball. Close to Shelter Cove shopping and dining. HHI is a pedestrian and bike friendly area with plenty to do.
Ocean Front Condo w/ Private Water Front Balcony
Never let the ocean views out of sight or from the comfort of your sun lit living room or your private waterfront balcony with a coffee watching an amazing sunrise or a cocktail watching the day melt away at this beautifully redecorated Sea Side Villa condo. Coligny Plaza is just up the block. This beachfront location, is steps from white-sand beaches and the on-site outdoor pool. Thoughtful interior upgrades include all new furniture, a new bedroom mattress and box spring and new smart TVs.
Hilton Head Seaside Vacation Rental
Stay in a unique, quiet beachfront neighborhood for your vacation on HHI. Enjoy a 5 minute/2 block WALK TO THE BEACH, 2 FREE bikes, Roku with NETFLIX, and a mid-island location for easy access to local attractions. Step inside to a bright, super clean, well stocked place with all of the comforts of home. Outside, you are surrounded by Live Oaks and natural landscaping. The apt. features LR/kitchen combo, 1 bedroom w/ a queen bed, full bath, W/D in walk-in closet, and a deck w/ seating.
Marriott Barony Beach 2BR/2Bath Sleeps 8
Beautiful two bedroom, two bath villa that sleeps 8 at Marriott's Barony Beach Club on Hilton Head Island. Condo is 1,300 sq. ft. with king bed in the master, two queens in BR2, sofa bed in the living room, two full bathrooms, fully equipped kitchen, dining area, washer and dryer, flat screen TV's, private balcony, Jacuzzi tub, and free Wifi Internet. Resort is on the beach and has heated indoor & outdoor pools, kid's pool, hot tubs, sauna, gym, & free parking.
Sea Pines house ~ Golf Sim / Putting Green / Games
Centrally located in HHI just within the gates of Sea Pines, with golf simulator, outdoor putting green, 2 game rooms, and a backyard area with games, outdoor dining, fire table & lounging areas, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 king beds and 4 double beds), this luxurious space will offer unparalleled comfort, amenities, and the perfect location for you to use as your central base to enjoy the best of Hilton Head Island.
Walk to Ocean | Pool | Large Bedrooms | Sea’Esta
Please see our almost 1000 5-star reviews at our other properties. This spacious completely remodeled, top floor villa is within a 5-10 minute walk to the beach and everything else, including a seasonal pool, several restaurants, general store, wine bar, tennis, golf, kayaks/canoes, bikes, fishing and so much more. Each master/en-suite has two Queen beds and every amenity you could imagine. Bathrooms are spacious with closed off toilet/showers.
Private Pool + Golf Views | Relaxing HHI Retreat
Designer-renovated 3BR coastal home in Palmetto Dunes with private heated pool and stunning golf course views. Just a 9-minute walk to the beach, this spacious retreat sleeps 8 and features a gourmet kitchen, screened porch, and outdoor dining. Enjoy resort perks including golf, tennis, biking, and lagoon activities. Beach gear included. Perfect for families, golf trips, and relaxing Hilton Head getaways near Shelter Cove, dining, and more.
Private pool/spa : pool heat available : Kg master
Private pool and 4 person spa! Enjoy breakfast by the pool with the birds chirping and end your day relaxing in the spa under the stars! ‣1800 ft² , One level ‣Parking for 4 cars ‣Fully equipped kitchen ‣Washer/Dryer ‣2 Living/Seating areas ‣Dining table for 8/Island seats 4 ‣Bunk room with 2 triple bunkbeds ‣King master w/ desk space ‣Smart TVs ‣Pool Heating available for extra fee ➼Folly Field Beach: 0.5 mi/5 min bike/12 min walk
Cabana ~ Firepit ~ Private Pool & Spa ~ Pets
Escape to Kahuna Cove, a pet-friendly 3BR/3.5BA luxury retreat in Sea Pines, Hilton Head! This stunning home features a massive private pool & spa, built-in fire pit, & outdoor cabana with a grill, bar, & TV. Sleeps 8 guests with spacious interiors, two living areas, & a chef’s kitchen. Just 0.7 miles to the beach! Pool & spa heat available. Bring your furry friends and enjoy the ultimate coastal getaway at 72 Baynard Cove Road today!
Popular amenities for Hilton Head Island holiday rentals
Stay near Hilton Head Island's top sights
Other great holiday rentals in Hilton Head Island
Governor’s Quarters Pet Friendly, Fenced in Yard
The Ocean Lily of Sea Pines
Beach & Birdie Kid Friendly Close to Beach & Golf
Peaceful Harbour Town Treehouse with Marsh Views
Spacious 3BR, 3 Balconies, Beach Access, Coligny
Pet friendly condo with amazing Broad Creek views
Oceanfront Condo w/ Balcony | Sea Side Villas HHI
Luxury Home All New, Dogs OK, Near beach, NEW POOL
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 | $188 SGD | $192 SGD | $229 SGD | $258 SGD | $255 SGD | $299 SGD | $304 SGD | $261 SGD | $229 SGD | $220 SGD | $217 SGD | $210 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 $51 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!
Destinations to explore
- Augusta Holiday rentals
- Central Florida Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Western North Carolina Holiday rentals
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Charleston Holiday rentals
- Gatlinburg Holiday rentals
- Charlotte Holiday rentals
- Fitness-friendly rentals Hilton Head Island
- Pet-friendly rentals Hilton Head Island
- Beach apartment rentals Hilton Head Island
- Mansion rentals Hilton Head Island
- Rentals with a kayak Hilton Head Island
- Serviced apartment rentals Hilton Head Island
- House rentals Hilton Head Island
- Rentals with lake access Hilton Head Island
- Rentals with breakfast Hilton Head Island
- Villa rentals Hilton Head Island
- Rentals with an accessible-height bed Hilton Head Island
- Rentals with an accessible-height toilet Hilton Head Island
- Rentals with outdoor seating Hilton Head Island
- Rentals with a cinema Hilton Head Island
- Luxury rentals Hilton Head Island
- Rentals with a patio Hilton Head Island
- Rentals with beach access Hilton Head Island
- Rentals with a sauna Hilton Head Island
- Rentals with a hot tub Hilton Head Island
- Rentals with pools Hilton Head Island
- Rentals with an EV charger Hilton Head Island
- Rentals with a fireplace Hilton Head Island
- Beach house rentals Hilton Head Island
- Family-friendly rentals Hilton Head Island
- Beachfront rentals Hilton Head Island
- Rentals with a washing machine and dryer Hilton Head Island
- Rentals with a firepit Hilton Head Island
- Townhouse rentals Hilton Head Island
- Resort rentals Hilton Head Island
- Flat rentals Hilton Head Island
- Apartment rentals Hilton Head Island
- Waterfront rentals Hilton Head Island
- Hotel rooms Hilton Head Island
- Coligny Beach Park
- Savannah Historic District
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- Tybee Beach Pier and Pavilion
- Bonaventure Cemetery
- Wormsloe Historic Site
- Enmarket Arena
- Edisto Beach State Park
- Skidaway Island State Park
- Cathedral of Saint John the Baptist
- Fort Pulaski National Monument
- Savannah College of Art and Design
- Old Fort Jackson
- Chippewa Square
- Oatland Island Wildlife Center
- Hunting Island State Park
- Harbour Town Lighthouse
- Coastal Discovery Museum
- Tybee Island Light Station
- Tybee Island Marine Science Center
- Kiawah Beachwalker Park
- Henry C Chambers Waterfront Park
- Things to do Hilton Head Island
- Tours Hilton Head Island
- Sightseeing Hilton Head Island
- Food and drink Hilton Head Island
- Art and culture Hilton Head Island
- Nature and outdoors Hilton Head Island
- Things to do Beaufort County
- Sightseeing Beaufort County
- Tours Beaufort County
- Nature and outdoors Beaufort County
- Things to do South Carolina
- Sightseeing South Carolina
- Sports activities South Carolina
- Art and culture South Carolina
- Nature and outdoors South Carolina
- Food and drink South Carolina
- Entertainment South Carolina
- Tours South Carolina
- Things to do United States
- Food and drink United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Sightseeing United States
- Entertainment United States
- Tours United States
- Sports activities United States