Resort vacation rentals in Hilton Head Island

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Top-rated resort rentals in Hilton Head Island

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An aerial view captures the serene beachfront of Hilton Head Island at sunset, with a vibrant sky reflecting shades of orange and purple. The resort buildings are visible along with lush greenery, leading to a sandy shoreline and calm ocean waves.
Resort 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.

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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.

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,

A bright living area features a comfortable sofa in muted green and a coordinating armchair. Large windows allow natural light to fill the space, highlighting the high vaulted ceiling. A television is mounted on the wall, and a dining table is positioned nearby.
Hotel room in Palmetto Dunes

Studio w/ Loft in Palmetto Dunes, Close to Beach

Enjoy an easy walk to beach, golf, pickleball, tennis, restaurants, biking and more. Guests of this beautiful Hilton Head rental enjoy the free shuttle (from April through September) around Palmetto Dunes and to the shops and restaurants of the Shelter Cove Harbour and Marina as well as Shelter Cove Town Center.

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.

A tranquil outdoor pool area is situated in front of a multi-story building. Lounge chairs are arranged around the pool, which is surrounded by palm trees and greenery. The clear sky and water create a serene environment, perfect for relaxation.
Resort in Shelter Cove

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.

The living area features a green sofa with decorative pillows, complemented by an accent chair and a coffee table. Large glass doors open to a balcony, allowing natural light to fill the space. A framed landscape artwork hangs on the wall.
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 an oceanfront view, showcasing a multi-story building adjacent to a sandy beach. Lush green landscaping features palm trees and shrubs, enhancing the coastal setting under a clear blue sky with gentle waves lapping at the shore.
Resort in Sea Pines

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.

An outdoor pool is surrounded by lounge chairs, with a vibrant red umbrella providing shade. Lush greenery and mature trees enhance the serene setting, and a small building is visible in the background, offering additional amenities.
Resort in Sea Pines

Heritage - 2 Bedroom

Relax in heated outdoor pool, work out in the fitness center, or rent a bike to pedal around the island. Just steps from Harbour Town Marina and its landmark lighthouse, resort guests can enjoy shopping and dining for a memorable Hilton Head Island vacation.

Popular amenities for Hilton Head Island resort rentals

Quick stats about resort rentals in Hilton Head Island

  • Total vacation rentals

    Explore 70 vacation rentals in Hilton Head Island

  • Nightly prices starting at

    Hilton Head Island vacation rentals start at ﺩ.ﺇ441 per night before taxes and fees

  • Verified guest reviews

    Over 60 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Hilton Head Island vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hilton Head Island rentals

  • 4.8 Average rating

    Hilton Head Island stays are highly rated by guests—averaging 4.8 out of 5!

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