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A Hilton Head vacation is all about time well spent—whether you’re gathering with friends, bringing the whole family, or planning a special trip with multiple generations. At Beachside Hilton Head, our 4-bedroom rentals offer plenty of space, high-end comforts, and access to the island’s most sought-after locations.
We’re Jay and Linda Sudowski, and since 2022, we’ve been dedicated to helping guests experience Hilton Head’s stunning beaches, world-class golf, and laid-back island charm in private, well-appointed homes. Our four-bedroom rentals in Sea Pines provide the perfect setting for both relaxation and adventure, with roomy interiors, outdoor spaces to unwind, and easy access to the beach.
Whether you’re here for sun-filled days on the shore, rounds of golf at Harbour Town, or sunset bike rides through Sea Pines Forest Preserve, your ideal vacation home is waiting. Bring the kids, invite your friends, and get ready for a Hilton Head escape that’s as comfortable as it is unforgettable.
A larger group simply means you have more memories to make. From private pools to pet-friendly options, each four bedroom rental offers resort-style living with plenty of room to spread out.
When you stay in one of our four-bedroom rentals, you’ll have access to luxurious amenities that make your trip even better. Many homes feature private pools, perfect for an early morning swim or unwinding in the evening after a day at the beach. Some properties even include heated pools, so you can enjoy the water no matter the season. Prefer a social atmosphere? Guests staying in Sea Pines also have access to the Sea Pines Beach Club, which offers beachfront dining, resort-style facilities, and a community pool just steps from the ocean.
No need to leave your four-legged family member behind—we have homes that are pet-friendly and make it easy to bring your dog along for the adventure. Hilton Head is a welcoming destination for pets, with shaded walking paths, pet-friendly patios, and designated beach areas where dogs can enjoy the sand and surf. Whether it’s a morning walk through Sea Pines Forest Preserve or an outdoor meal at Skull Creek Dockside, there’s no shortage of places to explore with your pup.
Imagine waking up to the sound of ocean waves and taking a short walk to the beach. That’s what you’ll find in many of our Sea Pines rentals, with homes located just two or three rows from the shoreline. Skip the crowded public access points and enjoy a quieter, more exclusive beach experience with easy entry from your private rental. Whether you’re catching a sunrise over the Atlantic, setting up for a full beach day, or taking a peaceful evening stroll, you’ll love the convenience of staying this close to the water.
Hilton Head is full of activities, entertainment, and incredible dining. Whether you’re vacationing with kids, food lovers, or outdoor enthusiasts, there’s something for everyone to enjoy.
Even if you’re traveling with a larger group, Hilton Head’s attractions provide plenty of ways to spend the day together. Harbour Town is a must-visit, with its iconic lighthouse, waterfront restaurants, and boutique shopping. Families love the Gregg Russell Harbour Town Playground, offering a fun space for kids to climb and explore beneath towering live oaks. If you’re in the mood for adventure, take a dolphin-watching cruise from Shelter Cove Marina, rent kayaks to explore the island’s waterways, or bike along the extensive Sea Pines trail system.
After a day of beachside fun, Hilton Head’s dining scene offers everything from laid-back seafood joints to elegant waterfront restaurants. Enjoy fresh oysters and live music at Coast at Sea Pines Beach Club, sip a craft cocktail while watching the sunset at The Quarterdeck, or experience a refined Southern-inspired meal at Charlie’s Coastal Bistro. If you’re looking for a night out, The Jazz Corner provides an intimate setting for live performances, while Poseidon in Shelter Cove offers a bustling rooftop bar with incredible views.
Hilton Head is a golf lover’s paradise, home to legendary courses like Harbour Town Golf Links, Heron Point, and Atlantic Dunes. Whether you’re looking for a championship-level challenge or a relaxed round with friends, there’s a course for every skill level. For beach lovers, the pristine sands of Sea Pines offer a peaceful, upscale beach experience without the crowds of public access points. Take in the ocean views, watch for dolphins along the shore, or unwind with the sea breeze. Every moment here is unforgettable.