Hilton Head, SC 2+ Bedroom Vacation Rentals

Savor the best of Palmetto Dunes Oceanfront Resort on Hilton Head Island from this cavernous 3-bedroom, 2.5-bath vacation rental overlooking the resort’s breathtaking 11-mile lagoon system. Set in one of the island’s most sought-after...

Summary:Tennismaster 1102The Space:*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin 11/1/2025.Recently modernized from top-to-bottom, this elegant, two-story townhouse features all-new floor, lighting, cabinets...

Summary:Stones Throw 15The Space:Welcome to your ideal hideaway in Hilton Head, SC! This impressive apartment features both a front and rear patio, both thoughtfully furnished for your comfort. The rear patio is equipped with a private grille...

Summary:Island Club 107The Space:This comfortable modern condo at the Island Club is the ideal destination when you're in the mood for a calming hideaway along a breathtaking waterfront. The welcoming design is ideal for kicking back and...

Located right on the Atlantic in the Sea Pines Plantation, 22 Black Skimmer Rd is frequently praised as a dreamy, family-friendly escape — the kind of place where you make lifelong memories. Guests consistently highlight its striking location...

2 Collier Beach, Hilton Head Island. Feel luxury living at its best in this impressive oceanfront 5-bedroom, 5.5-bathroom home boasting an oceanfront pool and one of the only pet friendly homes on Singleton Beach. Each bedroom comes with its own...

Summary:Spa on Port Royal Sound 2101The Space:This impressive villa in Hilton Head offers a shared hot tub, indoor and outdoor pools, a sauna, a tennis court, and beach access - everything you need for relaxation and recreation right at your...

Summary:Crown Reef 104The Space:Welcome to your ideal hideaway in Hilton Head, SC, located within the serene Port Royal Plantation. This beautiful condo is just a short walk from the pristine Islanders Beach Park, making it an ideal getaway for...

Summary:Island Club 3106The Space:With walk-out beach access, two patios, and nine tennis courts, this Island Club villa is just right for your family. Unlimited use of the club's amenities comes with your stay, making it painless to ensure you and...

Summary:Evian 139The Space:Welcome to your ideal hideaway in Hilton Head, SC! This roomy townhouse is thoughtfully designed for families, couples, and groups, offering a comfortable getaway in a peaceful neighborhood. With one room downstairs and...

Summary:Ocean Breeze 14The Space:For beachgoers seeking a cavernous, sunlit getaway while exploring everything Hilton Head has to offer, this two-story condo promises to inspire memorable vacation memories.Conveniently located just steps away from...

Summary:Bluff Villas 1817The Space:This condo is ideal for exploring one of America's best beach towns! Located in the Bluff Villas at the Sea Pines Plantation, your third-floor cove-front perch features a freshly painted and decorated interior as...

Summary:Shorewood 511The Space:Welcome to Shorewood 511, an extraordinary oceanfront condo that has been completely refreshed, restocked, and redecorated for 2023 to include all new TV, furnishings, beds, and inventory. Some of the closest...

This elegant villa is located on the George Fazio Golf Course is just a few mins. walk to the beach! This villa was freshly refreshed with new floor, improved lighting, addition of a new office at the end of the kitchen and an expanded deck! The...

This fifth floor condo is gorgeously refreshed throughout with tile floor and modern beach decor. The Kitchen features tile countertops, stainless steel appliances and bespoke cabinetry while being completely-equipped with all the luxuries of home...

You are only 1 block from impressive South Forest Beach when you stay in this 2 bedroom, 2.5 bathroom bright Hilton Head vacation condo in Forest Beach. This trendy, pet-friendly Ocean Breeze condo offers comfort and convenience in a great location...

You will savor this bright two bedroom villa with its beach-centric décor and unbeatable location! Recently refreshed in 2025, this villa features all new furnishings and fresh decor throughout, giving it a classy and comfortable feel from the...

Summary:Shipmaster 901The Space:Welcome to an marvelous beach or golf hideaway located in Shipmaster Villas within Shipyard Plantation, a private gated community next to Hilton Head Island’s Coligny Beach! This End-Unit Townhome is strategically...