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.
Luxury OceanView KING BED 75"TV Gym BAR Pickleball
✨Top 10% 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
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.
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.
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.
Ocean View & Steps to Beach! Remodeled HHBT Condo!
Newly remodeled! 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! 💕
Oceanfront, 3rd floor, King Bed
Direct oceanfront! Perfect for a couples get away, week vacation or anything in between. Take a walk across the street to Coligny Square where there are more than 60+ shops and restaurants. Ride your bike on more than 100 miles of trails. Onsite parking, pool and free wifi. Just bring your bathing suit and a towel! We provide the rest for you to have a relaxing vacation; beach chairs, umbrella, cooler, all kitchen spices, a Coffee Bar, shampoo, conditions, body wash and tide pods!
1st Floor, 1 BR Condo - Steps to Beach and Pool!
Renovated 1st floor, 1 BR getaway located across the street from the beach! Private deck overlooks community pool just steps from back door. Great location - plenty of restaurants, bars, shopping and grocery stores nearby. New appliances, smart TVs in living area and bedroom (cable in living room). Bedroom has a queen-size bed and brand new leather recliner sofa in the living room. Rental includes 2 beach chairs, cart and umbrella. Absolutely no pets and no smoking allowed.
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!
5 Star Location-Harbourtown-Walkable Area
Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.
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.
Bluffton's Historic Guest House
LOCATION! Charming cabin built c. 1910 with antiques and vintage decor provides in miniature all you need for a quiet getaway weekend with superb viewing & swimming from the dock or a month of blissful exploration of the Lowcountry. Walk to Old Town galleries, shops, 21 restaurants & festivals mixed with Farmer's Market on Thursdays 1-6 PM within one mile. Local seafood to cook available only four blocks away.
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 vacation rentals
Stay near Hilton Head Island's top sights
Hilton Head Island beach vacation rentals
Cozy in Coligny
Beach resort, pools, tennis, pickle ball, tiki bar
Ocean front condo with amazing ocean view!
*New* Easy Breezy at Hilton Head Beach & Tennis
Ocean View! Remodeled! Steps to beach/Pool/Bar
Oceanfront Luxury! KING BED Pickleball + Beach Bar
Beautiful Ocean View- Top Floor - Beach & Tennis
Direct Ocean Front S. Forest Beach
Hilton Head Island house rentals
6 BR, Sleeps 26, Beach Time
Cozy Coastal Chic - Beach, Pickleball, Golf, Pets
Steps to the Beach - Perfect All-Season Getaway
Private pool/spa : pool heat available : Kg master
W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*grill*gms
Cozy beach house w/Private Heated Pool near park
Private Pool/Spa | Golf | Exq. Coffee | Seascape
Sun Dazin Modern Coastal Retreat -5 FREE Bikes
Hilton Head Island villa rentals
The Salty Mermaid
Hilton Head Retreat-Beach, Golf, Bike & Tennis
Beach & Birdie Kid Friendly Close to Beach & Golf
Beachy & Beautiful Renovated Villa Just Steps from
Escape at Seascape Villas, quiet beach getaway
💎Direct Oceanfront Villa - Heated Pool Ocean View
New Listing! Penthouse Oceanfront Sea Cloisters Co
Prime Waterview! Hilton Head Shelter Cove Marina
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$30,964 GYD | G$31,592 GYD | G$37,659 GYD | G$42,472 GYD | G$42,053 GYD | G$49,167 GYD | G$50,003 GYD | G$42,890 GYD | G$37,659 GYD | G$36,195 GYD | G$35,777 GYD | G$34,521 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 6,100 vacation rentals in Hilton Head Island
Nightly prices starting at
Hilton Head Island vacation rentals start at G$8,369 GYD per night before taxes and fees
Verified guest reviews
Over 139,540 verified reviews to help you choose
Family-friendly vacation rentals
5,170 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 1,060 rentals that welcome pets
Vacation rentals with a pool
5,250 properties feature pools
Rentals with dedicated workspaces
2,990 properties have a dedicated workspace
Wi-Fi availability
6,090 of Hilton Head Island vacation rentals include wi-fi 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 Vacation rentals
- Central Florida Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Western North Carolina Vacation rentals
- Atlanta Vacation rentals
- Myrtle Beach Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Charleston Vacation rentals
- Gatlinburg Vacation rentals
- Charlotte Vacation rentals
- Beach house rentals Hilton Head Island
- Mansion rentals Hilton Head Island
- Fitness-friendly rentals Hilton Head Island
- Rentals with a fire pit Hilton Head Island
- Hotel rooms Hilton Head Island
- Rentals with beach access Hilton Head Island
- Villa rentals Hilton Head Island
- Condo rentals Hilton Head Island
- Rentals with lake access Hilton Head Island
- Rentals with outdoor seating Hilton Head Island
- Luxury rentals Hilton Head Island
- Apartment rentals Hilton Head Island
- Beachfront rentals Hilton Head Island
- Rentals with a washer and dryer Hilton Head Island
- House rentals Hilton Head Island
- Rentals with a patio Hilton Head Island
- Rentals with pools Hilton Head Island
- Rentals with breakfast Hilton Head Island
- Waterfront rentals Hilton Head Island
- Family-friendly rentals Hilton Head Island
- Rentals with a home theater Hilton Head Island
- Pet-friendly rentals Hilton Head Island
- Resort rentals Hilton Head Island
- Rentals with an EV charger Hilton Head Island
- Beach condo rentals Hilton Head Island
- Rentals with a fireplace Hilton Head Island
- Rentals with a kayak Hilton Head Island
- Serviced apartment rentals Hilton Head Island
- Townhouse rentals Hilton Head Island
- Rentals with a sauna Hilton Head Island
- Rentals with an accessible height bed Hilton Head Island
- Rentals with an accessible height toilet Hilton Head Island
- Rentals with a hot tub 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
- Cathedral of Saint John the Baptist
- Fort Pulaski National Monument
- Skidaway Island State Park
- 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
- Food and drink Hilton Head Island
- Tours Hilton Head Island
- Nature and outdoors Hilton Head Island
- Sightseeing Hilton Head Island
- Art and culture Hilton Head Island
- Things to do Beaufort County
- Tours Beaufort County
- Sightseeing Beaufort County
- Nature and outdoors Beaufort County
- Things to do South Carolina
- Sightseeing South Carolina
- Food and drink South Carolina
- Nature and outdoors South Carolina
- Entertainment South Carolina
- Sports activities South Carolina
- Tours South Carolina
- Art and culture South Carolina
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Entertainment United States
- Tours United States