Resort holiday rentals in Hilton Head Island

Premiere Marriott 2 BR Villa on Hilton Head Island

Find tranquility at this lovely resort situated on the oceanfront in Sea Pines. Embark on a romantic getaway, a trip with friends or a family vacation at this Hilton Head destination brimming with modern amenities. Enjoy a lushly landscaped beachfront resort and lots of activities to keep your group entertained. This listing is for a 2 BR Villa at Marriott's Grande Ocean Resort, a premium location in Hilton Head, South Carolina, for the week of June 27-July 4, 2026. 7 nights, check out July 4.

Marriott SurfWatch Two Bedroom Villa. Book Now!

Reservations are available in weekly (7 night) increments with arrivals and departures on Thursdays, Fridays, Saturdays, and Sundays only. Welcome to Marriott's SurfWatch on the charming island of Hilton Head, South Carolina. Here you’re surrounded by ocean views, delicate sea-green marsh grasses, rolling sand dunes, and refreshing sea breezes. This 31-acre resort puts you in touch with nature, and the limitless leisure activities that make Hilton Head Island a popular destination.

Marriott’s Grande Ocean

FIND TRANQUILITY AT OUR BEACHFRONT HILTON HEAD RESORT Perfectly located on the oceanfront in Hilton Head Island, SC, Marriott's Grande Ocean is a premium vacation ownership resort. Embark on a family vacation or trip with friends at our resort brimming with modern amenities. Enjoy access to three outdoor pools, an indoor pool, a fitness center, whirlpool spas, bocce ball, shuffleboard, a putting green, nature trails, a seasonal kid's camp, on-site dining, and of course, the beach.

Marriott Monarch Condo Sea Pines April 5-12 only

Marriott Monarch at Sea Pines on Hilton Head Island framed by six oceanfront acres and gated within the renowned Sea Pines Plantation community. Many family and children amenities including a heated outdoor lap pool, children's splash pad, whirlpool spa and direct beach access. Energize at the fitness center, rent a bicycle or delight in exclusive access to the tennis courts at neighboring Sea Pines Beach Club. Complimentary WiFi, parking and an outdoor grill and firepit.

Charming two bedroom at Bluewater Resort

We are able to offer reservations in weekly increments with arrivals and departures on Saturdays only, The interiors of this unit will make you feel like you're in Key West instead of being located on Hilton Head's beautiful Intracoastal Waterway. You will be amazed at the stunning 'Low Country' sunsets. The helpful staff (seasonal) at the Activity Center can help you plan golf as well as the many other things offered on Hilton Head Island.

Marriott's Grande Ocean 2BR Villa Ocean View

Experience coastal luxury at Marriott's Grande Ocean, perfectly positioned on Hilton Head Island's pristine beachfront. This premier resort offers direct access to miles of sandy beaches and Atlantic waters. Features multiple pools, hot tubs, and seasonal activities. Minutes from world-class golf courses, tennis courts, and cycling paths. Perfect location for exploring the island's natural beauty, upscale dining, and shopping at Coligny Plaza.

2Br Marriott Monarch at Sea Pines 4/13-4/20

Oceanfront Luxury at Marriott’s Monarch at Sea Pines RBC Heritage Week 4/13-4/20 Experience the ultimate Hilton Head Island getaway at Marriott’s Monarch at Sea Pines, a premier beachfront resort nestled within the prestigious Sea Pines Plantation. Set on six lush oceanfront acres, this tranquil retreat offers spacious 2-bedroom, 2-bath villas—each 1,200 sq. ft.—designed for comfort and convenience

Surfwatch - 2 Bedroom

This charming resort's seaside setting, comfortable accommodations and fine amenities are sure to impress. With its private oceanfront location, Marriott's SurfWatch offers scenic views of the Atlantic and rolling sand dunes. Nearby, enjoy golf, tennis and miles of trails for hiking and biking.

Sunset Pointe At Shelter Cove - 2 Bedroom

You can challenge your skills on some of the country's best golf courses and tennis courts. At the Shelter Cove Marina, you can take advantage of everything from fine dining to deep-sea fishing charters. Beach lovers will find sands perfect for jogging, bicycling or lounging.

2 Br Marriott Grande Ocean

Discover the beauty and relaxation of Hilton Head Island at the Marriott Grande Ocean. Situated on the island’s stunning coastline, this oceanfront resort offers the perfect blend of luxury, comfort, and adventure, making it an ideal destination for families or couples.

Marriott's Monarch - 2 Bedroom

Spanning six oceanfront acres on Hilton Head Island’s renowned Sea Pines Resort, this resort offers a stunning setting as well as spacious accommodations and gracious service. It also puts you within reach of challenging golf courses and miles of nature trails.

Ocean Oak Resort - 2 Bedroom Plus - Partial Ocean

Seaside Family Suites with Ocean Views & Pool – Hilton Head Island Wake to moss-draped live oaks and salt air, enjoy breakfast in your bright condo, lounge by the zero-entry pool, stroll to the beach, then unwind on your balcony under southern skies.