Hilton Head Resort Rentals Available

Enjoy the perfect week (or two) on Hilton Head Island's beautiful Sea Pines resort. Beach access, golf, pools, pet-friendly terms and more - book today.

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Resort Rentals on Hilton Head For an Unforgettable Vacation

A great vacation isn’t just about where you go—it’s about how it feels from the moment you arrive. At Beachside Hilton Head, we specialize in welcoming guests to a one-of-a-kind island retreat, where every detail is designed to make your stay as relaxing and enjoyable as possible.

We’re Jay and Linda Sudowski, and in 2022, we turned our love for travel and hospitality into something more: a way to help visitors experience Hilton Head in the best way possible. Our mission is simple—to provide beautiful, comfortable vacation homes in Sea Pines Resort, just steps from the beach, so you can focus on making memories with family and friends.

Sea Pines is one of the most sought-after resorts on the island, offering pristine beaches, world-class golf courses, scenic bike trails, and vibrant dining and shopping at Harbour Town. Whether you’re starting your morning with coffee on a private balcony, exploring the lush maritime forests, or enjoying a sunset over Calibogue Sound, Hilton Head is a place where life slows down in the best way.

With Beachside Hilton Head, your perfect vacation begins the moment you step inside. Unpack, unwind, and let the island do the rest.

Enjoy the Resort Life on HHI

A stay in Sea Pines Resort means having the best of Hilton Head right at your fingertips. Whether you’re here to tee off on championship golf courses, explore miles of scenic trails, or enjoy world-class dining with waterfront views, there’s something for everyone in this exclusive coastal retreat.

Proximity to World-Class Golf

Golfers from around the world visit Sea Pines to play on its legendary courses. Harbour Town Golf Links, home of the PGA Tour’s RBC Heritage, offers a challenging yet breathtaking round with its iconic 18th hole overlooking Calibogue Sound. For a different experience, Heron Point by Pete Dye and Atlantic Dunes by Davis Love III provide stunning layouts that blend beautifully into the island’s landscape.

Biking and Walking Trails

Sea Pines is known for its expansive trail system, perfect for biking and leisurely strolls. With over 15 miles of shaded paths winding through maritime forests, salt marshes, and quiet residential areas, exploring the island is both scenic and relaxing. Ride to the beach, pedal to Harbour Town, or take a peaceful walk along the lagoon-lined trails.

Dining and Entertainment

From casual beachside cafés to elegant waterfront restaurants, Sea Pines has a thriving dining scene. The Quarterdeck, overlooking the Harbour Town Marina, is perfect for sunset cocktails, while Coast at the Sea Pines Beach Club serves fresh seafood with unbeatable ocean views. Live music, boutique shopping, and seasonal festivals make every night in Sea Pines something special.

The Perfect Vacation Home For You

Finding the right place to stay can make all the difference, and at Beachside Hilton Head, we offer vacation homes tailored to every kind of traveler. Whether you’re visiting with family, bringing along your furry friend, or planning a romantic getaway, our Sea Pines rentals provide comfort, convenience, and access to the best of Hilton Head.

Pet-Friendly Houses

Your four-legged family members are welcome in many of our rentals, so there’s no need to leave them behind. With nearby dog-friendly beaches, scenic walking trails, and outdoor dining spots that welcome pets, Hilton Head is a paradise for both people and pups. Take your dog on a morning stroll through Sea Pines Forest Preserve, let them run free at Chaplin Park’s dog park, or relax together on a pet-friendly patio at a local café.

Private, Heated, and Community Pools

A refreshing swim is always part of the plan with our homes featuring private and community pools. Many properties offer heated pools, so you can enjoy the water no matter the season. If you prefer a more social setting, the Sea Pines Beach Club provides a resort-style atmosphere with ocean views.

Rentals for Couples or Large Groups

Whether you’re planning a romantic escape for two or a getaway with family and friends, we have the perfect home for your needs. Choose from cozy villas with breathtaking views or spacious houses where everyone can gather comfortably. With options just steps from the beach, your ideal Hilton Head retreat is waiting.