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

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.

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 resort rentals in Hilton Head Island
Family-friendly resort rentals

Harbour Point At Shelter Cove - 2 Bedroom Condo

Marriott's Monarch - 2 Bedroom

Grande Ocean - 2 Bedroom

Charming two bedroom at Bluewater Resort

Marriott's Barony Beach - Stunning Two Bedroom!

Marriott SurfWatch Two Bedroom Villa. Book Now!

Marriott's Grande Ocean 2BR Villa Courtyard View

Ocean Oak Resort - 2 Bedroom Condo
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

Marriott's Barony Beach - Stunning Two Bedroom!

Marriott SurfWatch Two Bedroom Villa. Book Now!

Marriott's Grande Ocean 2BR Villa Courtyard View

Ocean Oak Resort - 2 Bedroom Condo
Resort rentals with a gym

Ocean Oak Resort - 2 Bedroom Plus - Partial Ocean

Harbour Point At Shelter Cove - 2 Bedroom Condo

2Br Marriott Monarch at Sea Pines

Surfwatch - 2 Bedroom

Sunset Pointe At Shelter Cove - 2 Bedroom

Harbour - 2 Bedroom Condo

Marriott's Grande Ocean 2BR Villa Courtyard View

2Br MVC Barony Beach Club
Quick stats about resort rentals in Hilton Head Island
Total holiday rentals
Explore 70 holiday rentals in Hilton Head Island
Nightly prices starting at
Hilton Head Island holiday rentals start at € 103 per night before taxes and fees
Verified guest reviews
Over 60 verified reviews to help you choose
Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities
Holiday rentals with a pool
70 properties feature pools
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
70 of Hilton Head Island holiday rentals include wifi 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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- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Harbour Town Golf Links
- The Westin Savannah Harbor Golf Resort & Spa
- Shipyard Beach Access
- Tybee Beach Pier and Pavilion
- Bradley Beach
- Mid Beach
- Harbor Island Beach
- Tybee Beach point
- Secession Golf Club
- Dolphin Head Golf Club
- Wormsloe Historic Site
- Congaree Golf Club
- Bull Point Beach
- Driftwood Beach
- Long Cove Club
- Bonaventure Cemetery
- Seabrook Island Beach
- Hunting Island Beach
- The Beach Club
- Islanders Beach Park
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