Hilton Head Island is a true gem for couples seeking a romantic getaway. This coastal paradise offers a blend of natural beauty, culinary delights, and intimate experiences. At Relax Rentals, we understand that it’s all about those special moments, so we’ve put together a guide to help make your time on Hilton Head Island absolutely magical.
Whether you’re visiting for a weekend or planning an extended stay, our local expertise and high-quality Hilton Head vacation rentals will make your experience unforgettable.
Romantic Dinner for Two at a Waterfront Hilton Head Restaurant
Nothing sets the mood for romance quite like a picturesque dinner by the water. Hilton Head Island boasts numerous waterfront restaurants where you can dine with your loved one while enjoying breathtaking views of the Atlantic Ocean or serene inland waters. The ambiance of these dining spots, combined with the soft sound of waves crashing, makes for a perfect evening. Fresh seafood, locally sourced ingredients, and Southern hospitality create a dining experience you won’t soon forget. Many restaurants offer alfresco dining under the stars for an extra touch of romance.
Book a Boat Tour for a Date Night with Dolphins
Hilton Head Island’s waters are waiting with lively dolphins, and there’s no better way to experience their playful elegance than by booking a boat tour. These tours offer a unique and intimate opportunity to witness dolphins in their natural habitat. As you cruise along the island’s coastline, you and your partner will be mesmerized by the stunning scenery and gentle ocean breeze. With the sun setting and dolphins dancing around your boat, it’s a date night that merges adventure with romance. Opt for a private charter to enhance the intimacy of your experience and let the beauty of Hilton Head Island unfold before you.
Visit the Hilton Head Island Winery
Exploring the Hilton Head Island Winery is another romantic activity that should be on your itinerary. The Hilton Head Island Winery offers couples a chance to delve into the world of artisanal wines. Stroll through the lush vineyards, participate in guided tastings, and savor a variety of locally produced wines. The passionate winemakers will guide you through their blending and aging processes, enhancing your understanding and appreciation of each glass you sample. Enjoying a beautiful afternoon at the winery, tucked away from the hustle and bustle, offers the perfect backdrop for deep conversations and shared moments. It’s a place where time stands still, allowing you to focus solely on your partner and the flavors in your glass.
Plan an Evening at the Jazz Corner
Step into a world of timeless charm and cultural refinement at The Jazz Corner, an iconic and award-winning jazz club and restaurant on Hilton Head Island. The Jazz Corner has enchanted fine music and cuisine connoisseurs since 1999. This Hilton Head Island establishment is the beloved brainchild of the late jazz luminary and historian Bob Masteller, who was inspired by the soul-stirring melodies and lively atmosphere of the jazz clubs he frequented as a young man in the Northeastern United States. Bob created The Jazz Corner to provide a classic jazz club experience with perfect sound quality and a great culture—from every angle. Infused with Bob’s visionary spirit and creative passion, The Jazz Corner has emerged as a premier destination for music lovers and foodies alike, an exquisite Lowcountry landmark that exudes elegance, intimacy, and sophistication. Here, the finest entertainment from around the globe is expertly paired with sumptuous, Southern-inspired cuisine, elevating the senses and evoking the essence of the jazz age with every note and bite.
Bike Across Hilton Head Island with a Picnic
Imagine spending a day biking across Hilton Head Island with your partner, discovering hidden spots and beautiful landscapes along the way. The island is famed for its extensive network of bike trails that meander through lush forests, scenic beaches, and charming neighborhoods. Rent a bike and pack a picnic for a day filled with exploration and relaxation. Pedal together through the serene Lowcountry terrain until you find that perfect spot to lay down your blanket and enjoy a meal amidst nature. Whether it’s a beachside location or a quiet cove in one of the island’s numerous parks, the simple pleasure of a picnic is the perfect end to a romantic afternoon.
Hop on the Ferry for an Afternoon on Daufuskie Island
Daufuskie Island, a short ferry ride from Hilton Head, provides an enchanting retreat for couples. The absence of paved roads and the presence of historic charm make Daufuskie an idyllic escape from the everyday. As you traverse the island, hand in hand with your loved one, you’ll encounter pristine beaches, art galleries, and historical landmarks that tell the story of the island’s rich past. Rent a golf cart for the day and explore at your own pace, stopping for lunch at a quaint café or on a deserted stretch of beach. The laid-back atmosphere and natural beauty of Daufuskie Island create perfect conditions for an unforgettable romantic adventure.
Embark on a Romantic Sunset Cruise
A sunset cruise epitomizes romance on Hilton Head Island. As the day draws to a close, step aboard a luxurious vessel and watch the horizon transform with pink, orange, and gold hues. These cruises often include champagne and hors d’oeuvres, adding to the elegance of the experience. As you sail along the calm waters, take in the stunning views of the island and the surrounding sea, wrapped in the warmth of your partner’s embrace. There’s something truly magical about watching the sun dip below the horizon from the deck of a boat, making it a must-do activity for couples visiting the island.
Get Cozy in Your Luxury Hilton Head Vacation Rental
After a day full of romantic activities, retreat to one of our luxurious Hilton Head Island vacation homes. Each property in our portfolio is carefully selected to provide the utmost comfort and privacy for our guests. Enjoy the comforts of home with a touch of vacation bliss, from spacious living areas and gourmet kitchens to private pools and serene outdoor spaces. Spend the evening winding down in style—perhaps by cooking a delicious meal together or simply relaxing on the patio under the stars. Our Hilton Head vacation rentals offer the perfect sanctuary for romance, whether you’re planning a special occasion or simply want to experience the best of what the island has to offer.
Plan Your Next Visit!
Are you ready to explore things to do on Hilton Head Island during your next vacation? Browse our entire selection of Hilton Head rentals with a pool today and find the perfect match for your stay!
Book Your Hilton Head Vacation Rental with Relax Rentals
If you’re planning a romantic trip to this stunning destination, look no further than Relax Rentals for your accommodation needs. Our team is dedicated to providing exceptional service and high-quality vacation rentals on Hilton Head Island, ensuring that your stay is nothing short of perfect. From beachfront properties to secluded retreats, we have a range of options to suit every couple’s preferences. Let us help you craft the romantic getaway of your dreams, where every detail is tailored just for you. Trust Relax Rentals to elevate your Hilton Head vacation with our stunning vacation homes and unmatched local expertise. When you choose Hilton Head Island vacation homes from Relax Rentals, you’re not just booking a place to stay—you’re investing in an experience that will stay with you long after you’ve left.