Vacation rentals in Hilton Head Island
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Top-rated vacation rentals in Hilton Head Island
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Hilton Head Beach & Tennis Resort Ocean View!
AMAZING OCEAN VIEW FROM THE BALCONY! Newly remodeled! Perfect for a family or a couple looking to enjoy a great oceanfront resort! Enjoy the site and sounds of the ocean right from the balcony!! This condo is on the second floor with an ocean view, only 5 units back from the ocean, this is a PRIME location! The unit is located in a quiet part of the resort, steps away from the ocean, Resort Pool, Beach Bar w/live music. FREE Tennis and Pickleball courts. The resort has 24/7 onsite security.
Wide Ocean View! KING BED Beach Bar Pickleball GYM
✨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
Few mins walk to beach 1st flr pools hot tub pball
Ready for a beach vacation with a side of golf, pickleball and biking? Welcome to our newly renovated 1st floor villa in Fiddler's Cove. STR Permit# 24587. Our villa is a 6-7 minute walk to Folly Field beach with private beach access. THE best sunrises, just a few minutes away. Surrounded by world class golf courses and fantastic restaurants. Onsite amenities include 2 pools, a hot tub, racquetball, pickleball, tennis and gym. Pools open from March 1 - October 31 and hot tub open year round.
Stunning Ocean & Coastal Views | Resort Perks!
Top-floor 2BR/2BA villa with ocean, marsh & golf views. Enjoy stunning sunrises & sunsets from your balcony. 5-min walk to semi-private beach or take the seasonal shuttle. 1 mile to Shelter Cove's dining, shopping & entertainment. Resort-style community with 3 pools, gym, bike rentals & beach access—perfect for families, couples & girls’ trips! ⭐ Guests Love It! ⭐ ★★★★★ "Kim was SUPER responsive! The view was amazing. The beach was beautiful & uncrowded. My boys & I loved the boardwalk!"
Luxury KING BED + 65"TV Beach Bar FREE Pickleball
✨Airbnb Top 5% Guest Favorite✨ Oceanfront Building BIG Ocean Views from Balcony Steps to Beach Bar & Pool FREE Gym, Pickleball Tennis Volleyball & More! 100% NEW HGTV Designer Renovation! KING BED 75" & 65" SmartTVs Beach Chairs, Boogie Boards, Ice Chest & More Marble Kitchen/Spa Bath Top Floor WiFi 557 Mbps Elevator RESORT: No Resort Fees Huge Oceanfront Pool Tiki Beach Bar & Grille (Mid Feb-Nov) Sports Bar Bike Rental Gated 24/7 Security Free Island Trolley (Apr-Sept) 4 Beach Boardwalks
The Admiral's Roost~ Remodeled with King Bed Now!
🏖Folly Field Beach just 300 ft. away 🌅Second floor "Sunrise over the ocean" view 💑Perfect for couples ⭐⭐⭐⭐⭐Coveted Admiral's Row A 🐬🦅🦈🐊🐢Wildlife spotter's paradise ✨🌌Light pollution laws for super stargazing 🚴♀️Bike paths for days 🏌️♀️24 champion golf courses 🙋♂️🙋♀️👨👧👧Friendly locals Extra amenities provided: 🎾Tennis gear 🏓Pickle Ball gear 🏄♂️Stand up paddle board 💺Beach chairs ⛱Various beach gear 🍖BBQ gear 🧺Picnic gear 🏀🏐🥏Sports gear
Ocean Front Beach & Tennis Resort 2 BR 2 BA Villa
Welcome to our renovated 2BR 2BA Villa at Hilton Head Beach & Tennis Resort. It is a short walk to the Resort's beautiful Private Access Beach and largest outdoor pool on the Island Updated appliances, furniture & bathrooms. Villa has a fully equipped Kitchen, Coffee Bar with Keurig, Memory Foam Mattresses on all Beds 3 Wall Mounted Smart TV's Hi Speed Wifi. Sleeps 5 adults Comfortably contact us for info on add'l guests. Porta Crib supplied but guest must bring own linens for crib
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!
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**
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.
Popular amenities for Hilton Head Island vacation rentals
Stay near Hilton Head Island's top sights
Hilton Head Island beach vacation rentals
Beach resort, pools, tennis, pickle ball, tiki bar
Ocean View! Remodeled! Steps to beach/Pool/Bar
HHB&T 3 min walk to the sand
Beach Resort, pools, tennis, pickle ball Tiki bar!
Seascape Spotless condo steps to beach!
Modern Oceanfront Villa With Views and Heated Pool
Direct Ocean Front S. Forest Beach
Condo w/ Indoor Pool and Hot Tub!! Beach Access🏝
Hilton Head Island house rentals
Governor’s Quarters Pet Friendly, Fenced in Yard
6 BR, Sleeps 26, Beach Time
98 Sandcastle Ct
Private Beach Access-Pet Friendly-Hot Tub!
Divers Inn
Palmetto Dunes House: Private Pool, PDBeach, Golf
Beach close, heated pool, golf cart avail for rent
“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops
Hilton Head Island villa rentals
Beach Awaits You! Weekly Discounts!
HHI South Forest beach/WLK TO BEACH, dining, pool
Escape at Seascape Villas, quiet beach getaway
💎Direct Oceanfront Villa - Heated Pool Ocean View
1832 Beachside Tennis, Sea Pines: Beachfront Villa
Walk to the Beach, One Level Villa, COMFY beds
Prime Waterview! Hilton Head Shelter Cove Marina
New Listing! Penthouse Oceanfront Sea Cloisters Co
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$34,508 GYD | G$34,926 GYD | G$41,828 GYD | G$42,455 GYD | G$42,037 GYD | G$49,147 GYD | G$49,984 GYD | G$42,873 GYD | G$37,645 GYD | G$36,181 GYD | G$35,763 GYD | G$34,508 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$8,366 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!
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- Coligny Beach Park
- Savannah Historic District
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Bonaventure Cemetery
- Harbour Town Lighthouse
- Wormsloe Historic Site
- Shelter Cove Towne Centre
- Edisto Beach State Park
- Hunting Island State Park
- Skidaway Island State Park
- Oatland Island Wildlife Center
- Cathedral of Saint John the Baptist
- Jepson Center for the Arts
- Savannah College of Art and Design
- Fort Pulaski National Monument
- Kiawah Beachwalker Park
- Seabrook Island Beach
- Owens-Thomas House
- Tybee Island Light Station
- Tybee Island Marine Science Center
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