
Resort vacation rentals in Hilton Head Island
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Top-rated resorts in Hilton Head Island
Guests agree: these resorts are highly rated for location, cleanliness, and more.

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.

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.

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.

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,

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.

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.

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.

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.

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.

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.
Popular amenities for Hilton Head Island resorts
Family-friendly resorts

Harbour Point At Shelter Cove - 2 Bedroom Condo

Marriott's Monarch - 2 Bedroom

Grande Ocean - 2 Bedroom

Charming two bedroom at Bluewater Resort

Surfwatch - 2 Bedroom

Marriott's Barony Beach - Stunning Two Bedroom!

Marriott SurfWatch Two Bedroom Villa. Book Now!

Marriott's Grande Ocean 2BR Villa Courtyard View
Resort rentals with a pool

Harbour Point At Shelter Cove - 2 Bedroom Condo

Marriott's Monarch - 2 Bedroom

Grande Ocean - 2 Bedroom

Charming two bedroom at Bluewater Resort

Surfwatch - 2 Bedroom

Marriott's Barony Beach - Stunning Two Bedroom!

Marriott SurfWatch Two Bedroom Villa. Book Now!

Marriott's Grande Ocean 2BR Villa Courtyard View
Resort rentals with a gym

Harbour Point At Shelter Cove - 2 Bedroom Condo

Ocean Oak Resort - 2 Bedroom Plus - Partial Ocean

2Br Marriott Monarch at Sea Pines

Surfwatch - 2 Bedroom

Sunset Pointe At Shelter Cove - 2 Bedroom

Harbour - 2 Bedroom Condo

2 Br Marriott Grande Ocean

Marriott's Grande Ocean 2BR Villa Courtyard View
Quick stats about resort rentals in Hilton Head Island
Total rentals
70 properties
Nightly prices starting at
$168 CAD before taxes and fees
Total number of reviews
60 reviews
Family-friendly rentals
60 properties are a good fit for families
Rentals with a pool
70 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Resort rentals South Carolina
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- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Harbour Town Golf Links
- Palmetto Dunes Oceanfront Resort
- The Westin Savannah Harbor Golf Resort & Spa
- Shipyard Beach Access
- Tybee Beach Pier and Pavilion
- Mid Beach
- Bradley Beach
- Harbor Island Beach
- Tybee Beach point
- Dolphin Head Golf Club
- Secession Golf Club
- Wormsloe Historic Site
- Congaree Golf Club
- Bull Point Beach
- Driftwood Beach
- Long Cove Club
- Seabrook Island Beach
- Bonaventure Cemetery
- Hunting Island Beach
- The Beach Club
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