Resort holiday rentals in Hilton Head Island

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Top-rated resort stays in Hilton Head Island

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A serene pond reflects the nearby resort buildings, surrounded by lush green trees. Wooden decks extend into the water, providing spaces for relaxation. The architecture features a charming gazebo-style structure with a peaked roof, enhancing the natural beauty of the surroundings.

Resort in Hilton Head Island

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.

An expansive outdoor pool area is surrounded by palm trees and colorful umbrellas, creating a vibrant atmosphere. A fountain is centrally located in the pool, with guests enjoying the water. The ocean is visible in the background, complemented by the resort's modern architecture.

Resort in Hilton Head Island

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.

A bright living area features a light-colored sofa, a dining table with blue chairs, and a chair in a blue pattern. Large glass doors offer views of the ocean and lead to a balcony with seating. Natural light fills the space through sheer curtains.

Resort in Sea Pines

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.

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Aerial view of the Marriott's Grande Ocean resort captures lush landscaping and multiple buildings, framed by winding pathways. The sandy beach and gentle waves are visible under a colorful sunset, creating a serene coastal atmosphere.

Resort in 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.

An aerial view showcases the resort nestled among lush greenery, with clear waters of the harbor in the background. The property features multiple levels, complemented by landscaped surroundings and a small pool area visible on-site, providing a serene escape near the water.

Resort in Sea Pines

2 Br Marriott Harbour Club

Located in a prime area with stunning views of the harbor, this property offers a serene and exclusive atmosphere, perfect for those seeking a tranquil escape or a sophisticated retreat. The spacious and elegantly appointed villas provide the ultimate in convenience, featuring full kitchens, private balconies, and home-like amenities, allowing guests to feel both pampered and at ease.

Resort in Hilton Head Island

2 Br Marriott Surfwatch

Escape to Coastal Paradise at Marriott's SurfWatch - Your Hilton Head Dream Vacation! Discover the ultimate beachfront getaway at our luxurious villa in Marriott's SurfWatch on stunning Hilton Head Island! This idyllic resort offers the perfect blend of relaxation and recreation, with direct access to the white sands and sparkling waters of the Atlantic Ocean,

The image showcases a large swimming pool surrounded by lounge chairs and umbrellas. A multi-story building is visible in the background, framed by palm trees and greenery. The atmosphere appears inviting for relaxation and leisure.

Resort in Hilton Head Island

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.

An inviting oceanfront pool area is surrounded by palm trees and lounge chairs. The midrise building is visible in the background, with outdoor seating areas nearby. Soft lighting enhances the tranquil ambiance as evening approaches, reflecting off the water's surface.

Resort in Hilton Head Island

Ocean Oak Resort - 2 Bedroom Condo

Ocean Oak Resort, a Hilton Grand Vacations Club is a new oceanfront property built to harmonize with the special beauty of Hilton Head Island, Ocean Oak Resort’s island-style, midrise building is complemented by an outstanding collection of resort amenities fit for the entire family.

A clear blue pool is surrounded by a spacious deck featuring several lounge chairs. The pool area is flanked by palm trees and a three-story building with balconies, reflecting a relaxing outdoor environment.

Resort in Shelter Cove

4.29 out of 5 average rating, 7 reviews

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.

A light-filled living area is depicted, featuring a green sofa with patterned cushions and a coordinating ottoman. An armchair with a neutral fabric complements the space. Large glass doors lead to an outdoor balcony, framed by sheer curtains and offering a view of greenery.

Resort in Shelter Cove

Harbour Point At Shelter Cove - 2 Bedroom Condo

You can challenge your skills on some of the country's best golf courses and tennis courts. At 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.

The image captures a calm swimming pool area featuring a large gazebo at its center. Surrounding palm trees and multiple lounge chairs create a relaxed atmosphere. An apartment building can be seen in the background against a clear sky, adding to the scenic environment.

Resort in Hilton Head Island

Barony Beach - 2 Bedroom

Welcome to Marriott's Barony Beach Club on Hilton Head Island, where nature's beauty and Southern hospitality combine to create a premier vacation destination. This oceanfront, oceanside and garden retreat offers numerous on-site amenities, including an indoor pool.

A spacious sleeping area is presented with natural light from large sliding glass doors leading to a private patio. The room features high ceilings, a comfortable queen bed covered with a blue blanket, and a light blue lamp on a bedside table.

Resort in Palmetto Dunes

Family Studio with A Beautiful Loft Near the Beach

The Village at Palmetto Dunes is a beautiful setting just a quick walk from a wide sand beach and the Dunes House Beach Club by a footpath along the waterway. The Village amenities include a heated pool, hot tub, playground, waterside picnic tables, and BBQ grills.