Hilton Head
Designed for Every Kind of Vacation
Whether you’re here for a family adventure, a winter retreat, or your annual golf getaway, our local Coastal Vacation Rentals team will help you experience Hilton Head Island your way.
With award-winning service, convenient 3-night minimums, and $300 in free local activities for every stay, your Hilton Head getaway is easy to plan and filled with local touches that make every moment memorable.
Family Vacations
Down time in the Low Country
From the beach to the bike trails, Hilton Head is made for families. Start your days with bike rides beneath moss-draped oaks, spend afternoons building sandcastles, and end with family dinners that stretch into laughter-filled evenings.
Explore Sea Pines Forest Preserve, take a dolphin-watching cruise, or visit the Sandbox Children’s Museum for hands-on fun. Don’t miss award-winning Coligny Beach Park — perfect for little ones with a splash pad, swinging benches, and outdoor showers.
Local Tip: Rent bikes for the whole crew when you arrive (complimentary for our guests!) — Hilton Head’s flat terrain and miles of shaded paths make it one of the easiest ways to explore the island together.
Look for homes with open floor plans, bunk rooms, screened porches, and private pools for those in-between-beach moments. Our family-friendly (and pet-friendly!) rentals in the island’s best communities offer easy beach access to make every moment effortless and every memory unforgettable.
Weekend Getaways
Short stay. Long-lasting memories.
Slip away for a few days of sunshine and sea air. With flexible 3-night stays, your spontaneous escape to Hilton Head couldn’t be simpler — and your visit can be as relaxing or as full as you like.
Start your mornings with coffee on the porch or a walk on the beach, spend the afternoon browsing local boutiques in Harbour Town or exploring Shelter Cove, and enjoy coastal dining under the stars.
Local Tip: Make a dinner reservation ahead of time — popular waterfront restaurants fill up quickly, especially on weekends.
When you’re here for a short stay, choosing a home close to the beach, golf, or dining allows you to spend more time soaking in the coastal vibe of Hilton Head. Our homes and villas are designed to make your weekend getaway easy — with convenient locations, self check-in, and thoughtful amenities so you can relax from the moment you arrive.
Golf Trips
Tee off where the fairways meet the ocean breeze.
With more than 26 championship courses in the area designed by renowned architects like Robert Trent Jones Sr., Pete Dye, and Jack Nicklaus, golf here isn’t just an activity — it’s an experience. The oceanfront location and favorable year-round weather don’t hurt either.
Whether it’s a weekend with friends or your annual golf getaway, our homes with views of Hilton Head’s world-class courses in Sea Pines and Palmetto Dunes offer the convenience you need to keep the focus on your game and the opportunity to relive the best shots of the day in comfort.
One of the signature highlights? The RBC Heritage, the annual PGA Tour event held at Harbour Town Golf Links. There’s seriously nothing like watching the pros from your private vacation rental directly on the fairway.
Local Tip: Pack layers — morning tee times often start under a light breeze, and the wind can pick up on the later holes, especially on ocean-front courses.
When you’re in town for golf, look for homes that give you space to relax after — a screened porch to review your round, a view of the fairway to keep your eyes on the prize, or a private pool for a post-game wind-down. If you choose a villa on the course with access to our award-winning service, stocked starter packs, and linen service, you’ll spend more time on the course and less time worrying about logistics.
Special Occasions
Celebrate something special, Hilton Head style.
Celebrate life’s milestones with a backdrop of coastal beauty. Hilton Head offers the perfect blend of relaxation and connection. From anniversaries and birthdays to family reunions, our spacious homes and local concierge recommendations help you create moments worth remembering.
Gather the whole family under one roof in our spacious homes designed for togetherness — think open living spaces, large dining tables for shared meals, and patios made for evening toasts. Couples celebrating anniversaries can enjoy private dinners by candlelight and sunset cruises around the harbor. For birthdays and multi-generational getaways, fun beach days, mini golf, boat tours, and celebratory waterfront dinners make it easy to celebrate in style.
Local Tip: Book a private chef or grab a favorite dinner from a local restaurant to enjoy at your vacation home, perfect for intimate dinners or special celebrations.
No matter the type of celebration, our team can help you find the right home and recommend local experiences to make your celebration effortless and unforgettable.
Snowbird Escapes
Your home away from home for the season.
Trade winter’s chill for island warmth with our Hilton Head seasonal rentals. When you stay for 28+ days, you’ll enjoy special off-season rates — and a chance to truly settle in and experience Hilton Head like a local.
Slow mornings give way to beach walks, bike rides, and afternoons spent reading on the patio, enjoying the ocean view, or sunbathing by your private pool. Spend your days exploring farmers’ markets, playing a round of golf, or dining at your favorite local spots.
Local Tip: Many of our long-term guests form lasting friendships here — check out community events at Shelter Cove or join one of the island’s fitness and art classes that welcome returning snowbirds each year.
With flexible monthly stays, dedicated local support, and homes equipped for comfort and convenience, you’ll have everything you need to make Hilton Head your winter home away from home. Call for rates and to book your seasonal stay.
Rest & Rejuvenation
Reset by the water.
Slow down and soak in the stillness of the shore. Enjoy peaceful mornings on the porch and sunrise walks, unwind with a yoga session or meditation by the water, indulge in a local spa experience, and rediscover calm in a place made for relaxation and self-care.
Catch the early morning tide and take a mindful walk along Coligny Beach or Shelter Cove — perfect for meditation, reflection, or a gentle start to the day. For an adventurous reset, rent a paddleboard or kayak and watch dolphins glide by as you move at your own pace. Or treat yourself to a massage after a sweaty beach yoga session.
Local Tip: Book a treatment at one of Hilton Head’s coastal spas or schedule a private yoga session on the beach for a truly restorative experience.
Our homes are designed with your comfort in mind — private spaces, serene views, and thoughtful amenities let you fully relax — so you return home from Hilton Head completely recharged, no matter what activities you enjoy during your stay.
Island Events
Stay close to the action.
From the world-famous RBC Heritage to local art fairs, food festivals, and outdoor concerts under the oaks, Hilton Head is alive with local energy year-round.
In spring, cheer on the pros at the Heritage or browse the Hilton Head Island Wine & Food Festival. Summer brings outdoor concerts, farmers’ markets, and family-friendly celebrations, while fall features the Oyster Festival, craft fairs, and cultural events in a quieter, more relaxed atmosphere. Winter offers the Seafood Festival and holiday events that make the island feel cozy and inviting.
Local Tip: Check the seasonal calendars before you arrive so you can plan around popular events and festivals.
Stay close to the excitement, then unwind in the quiet comfort of your private retreat — your home base for both adventure and relaxation. Our vacation homes provide the perfect base for event-focused trips, with easy access to the events and spacious living areas for relaxing after a day of exploration.
Learning & Eco Adventures
Travel that inspires curiosity.
Set out on island adventures that bring learning to life. Paddle through salt marshes, spot dolphins on a boat tour, or explore the Coastal Discovery Museum and Sea Pines Forest Preserve — perfect for nature lovers, homeschool families, and anyone looking to connect with Hilton Head’s natural beauty.
Visit during sea turtle season (May to October) for a chance to safely observe these incredible creatures, like through a walk through the nesting areas with the Coastal Discovery Museum. Or head out for an early-morning paddle or a sunset eco-tour, keeping an eye out for egrets, herons, and other native wildlife along the way.
Local Tip: Pack binoculars for birdwatching along the marshes — Hilton Head is home to hundreds of species!
Our homes provide the ideal base for eco-focused stays, with easy access to beaches, preserves, and waterways. Hang out on the patio or screened porch while planning your next adventure, enjoying wildlife from the comfort of home, or simply soaking in the natural beauty around you.
Celebrating Every Kind of Stay
Stay with Confidence
When you book with Coastal Vacation Rentals, you’re choosing more than a place to stay — you’re choosing a team that knows Hilton Head inside and out. As a locally owned and operated company, we care about every guest, every home, and every detail of your stay.
Enjoy the freedom of 3-night minimums, award-winning service voted one of Lowcountry’s Best four years running, and peace of mind with our on-site maintenance and housekeeping teams. Plus, every reservation includes $300 in complimentary local activities through our Xplorie program, so you can experience more of Hilton Head, on us.
From linens and starter packs to local recommendations and responsive support, we make sure your Hilton Head vacation is easy, comfortable, and completely worry-free.
We can’t wait to welcome you to HHI!