Vacation rentals in Hilton Head Island
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Hilton Head Island
Guests agree: these stays are highly rated for location, cleanliness, and more.
Oceanfront Luxury! KING BED 65"TV Pickleball & BAR
PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR!! Beachfront Balcony ✨Top 5% of Airbnb✨ Beachfront Pool, Bar & Grille FREE Pickleball, Tennis, Gym, Vollyball & More HGTV Decorator Renovation KING BED + Two 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESSORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Sports Bar Gated 24/7 Security Seasonal IslandTrolley Stop Bradley Beach
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!
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
Oceanfront Breathtaking Views
Gorgeous Ocean front views await your perfect vacation at this beautifully decorated beach condo in Palmetto Dunes. Five star rated condo features lush landscaping, palm trees, and tropical flowers will entice your senses. Amenities nearby, swimming pools, barbecue grill, hot tub, white sandy beaches, bike cruisers, kayak, pickle ball, golf, fishing and tennis await you. Your condo features a spacious 1 bedroom, 2 bathrooms , kitchen, dining, living room, and balcony for your comfort .
Lowcountry Retreat Carriage House
Located in a quiet neighborhood, minutes from Old Town Bluffton, where you can find unique shops, art galleries, & great places to eat - many with live music! A stroll through the neighborhood will take you past a local park with playground, workout area, & walking paths. There are many ponds to enjoy the local wildlife, wetland areas, and beautiful oak trees. It's so peaceful! Convenient to Hilton Head, Beaufort, and Savannah, it's the perfect spot for exploring, shopping, or relaxing!
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
Oceanfront Luxury! KING BED 75"TV Pickleball & BAR
PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 5% Home ✨ 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+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
Ocean Overlook II - The Penthouse Experience
LUXURIOUS, PENTHOUSE, 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! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! 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**
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.
5 Star Location! Pool, Walk to Shops/Dining
This luxury villa is in the heart of Hilton Head Island: Harbour Town in the world famous Sea Pines Resort- home of the PGA Heritage golf tournament! Walk to shopping, lighthouse, dining, water sports, golf, tennis, entertainment, and boat charters! The complimentary, seasonal beach shuttle picks up at the villa and drops off at the Sea Pines Beach Club. Impeccably appointed and sparkling clean with lagoon views. The complex has a private pool and clay tennis courts.
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!
Popular amenities for Hilton Head Island vacation rentals
Stay near Hilton Head Island's top sights
Other great vacation rentals in Hilton Head Island
Governor’s Quarters: Stately Sea Pines Stay on HHI
47 Haul Away Estate @ Palmetto Dunes | Pool & Spa
Modern Pet Friendly Beach House in Palmetto Dunes
Sea Pines - S. Beach Charmer - Private Pool/Spa
Updated! Sea Pines Lagoon View Oasis
Jim's Direct Oceanfront 3BR Penthouse Villa
54 Folly Field Rd - Amazing Beach Home with Pool
Newly Renovated Condo HiltonHead
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 | $205 CAD | $209 CAD | $249 CAD | $281 CAD | $278 CAD | $325 CAD | $331 CAD | $284 CAD | $249 CAD | $220 CAD | $208 CAD | $209 CAD |
| 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 vacation rentals in Hilton Head Island
Total vacation rentals
Explore 6,390 vacation rentals in Hilton Head Island
Verified guest reviews
Over 149,000 verified reviews to help you choose
Family-friendly vacation rentals
5,170 properties offer extra space and kid-friendly amenities
Pet-friendly vacation rentals
Find 1,060 rentals that welcome pets
Vacation rentals with a pool
5,700 properties feature pools
Rentals with dedicated workspaces
3,240 properties have a dedicated workspace
Wifi availability
6,210 of Hilton Head Island vacation 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
Destinations to explore
- Central Florida Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Western North Carolina Vacation rentals
- Atlanta Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Myrtle Beach Vacation rentals
- Gatlinburg Vacation rentals
- Charleston Vacation rentals
- Charlotte Vacation rentals
- Jacksonville Vacation rentals
- Rentals with a fireplace Hilton Head Island
- Beach house rentals Hilton Head Island
- Apartment rentals Hilton Head Island
- Rentals with pools Hilton Head Island
- Family-friendly rentals Hilton Head Island
- Pet-friendly rentals Hilton Head Island
- Beachfront rentals Hilton Head Island
- Rentals with a washer and dryer Hilton Head Island
- House rentals Hilton Head Island
- Townhouse rentals Hilton Head Island
- Luxury rentals Hilton Head Island
- Waterfront rentals Hilton Head Island
- Villa rentals Hilton Head Island
- Rentals with breakfast Hilton Head Island
- Mansion rentals Hilton Head Island
- Rentals with a sauna Hilton Head Island
- Condo rentals Hilton Head Island
- Rentals with outdoor seating Hilton Head Island
- Hotel rooms Hilton Head Island
- Rentals with beach access Hilton Head Island
- Rentals with a hot tub Hilton Head Island
- Rentals with a home theater Hilton Head Island
- Rentals with a firepit Hilton Head Island
- Rentals with a patio Hilton Head Island
- Fitness-friendly rentals Hilton Head Island
- Beach condo rentals Hilton Head Island
- Rentals with lake access Hilton Head Island
- Rentals with an accessible height toilet Hilton Head Island
- Rentals with a kayak Hilton Head Island
- Serviced apartment rentals Hilton Head Island
- Cottage rentals Hilton Head Island
- Resort rentals Hilton Head Island
- Rentals with an EV charger Hilton Head Island
- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Harbour Town Golf Links
- The Westin Savannah Harbor Golf Resort & Spa
- Shipyard Beach Access
- Tybee Beach Pier and Pavilion
- Bradley Beach
- Harbor Island Beach
- Mid Beach
- Secession Golf Club
- Tybee Beach point
- Dolphin Head Golf Club
- Bull Point Beach
- Wormsloe Historic Site
- Congaree Golf Club
- Driftwood Beach
- Long Cove Club
- Bonaventure Cemetery
- Seabrook Island Beach
- The Beach Club
- Hunting Island Beach
- Edingsville Beach
- Things to do Hilton Head Island
- Food and drink Hilton Head Island
- Art and culture Hilton Head Island
- Nature and outdoors Hilton Head Island
- Sightseeing Hilton Head Island
- Tours Hilton Head Island
- Things to do Beaufort County
- Tours Beaufort County
- Nature and outdoors Beaufort County
- Sightseeing Beaufort County
- Things to do South Carolina
- Entertainment South Carolina
- Tours South Carolina
- Sports activities South Carolina
- Art and culture South Carolina
- Food and drink South Carolina
- Sightseeing South Carolina
- Nature and outdoors South Carolina
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Sports activities United States
- Wellness United States
- Tours United States
- Nature and outdoors United States
- Art and culture United States
- Entertainment United States