Resort holiday rentals in Hilton Head Island

Marriott's Grand 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'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 MVC SurfWatch

Welcome to Marriott SurfWatch – Your Oceanfront Sanctuary in Hilton Head! Experience the perfect coastal getaway at Marriott SurfWatch, where breathtaking ocean views, luxurious accommodations, and unmatched resort amenities come together to create the ultimate retreat. Nestled along the stunning shores of Hilton Head Island, this resort is the ideal destination for those seeking relaxation, adventure, or quality time with family and friends.

Screened-In 3BR Haven w/ Water Views & Bikes

Stay steps from the pristine Atlantic shoreline and immerse yourself in the vibrant atmosphere of Hilton Head Island. Perfect for families and couples, enjoy nearby Coligny Beach Park for sun-soaked days and unique shops at Coligny Plaza. Unwind at Compass Rose Park or explore scenic trails at Sea Pines Forest Preserve. Just 9 miles from Hilton Head Airport, it’s your gateway to relaxation, adventure, and lasting memories.

Beautiful Beach Club Hilton Head 2 bedroom Resort

Live your best life at Marriott's Barony Beach Club. Perfectly located on the beautiful oceanfront of Hilton Head Island, South Carolina, our vacation beach resort offers the perfect backdrop for creating a lifetime of memories. Feel at home in our spacious two-bedroom, condo-style resort villas with a living and dining area, fully equipped kitchen and furnished balcony, plus enjoy complimentary Wi-Fi and no resort fees.

Marriott's Barony Beach - Stunning Two Bedroom!

Reservations are available in weekly (7 night) increments with arrivals and departures on Fridays, Saturdays, and Sundays only. Marriott's Barony Beach Club is perfectly located on the beautiful oceanfront of Hilton Head Island, South Carolina. This resort features an incomparable beachfront location in the Port Royal Plantation neighborhood of Hilton Head Island, elegant villas and an array of stellar amenities.

2Br Marriott Monarch at Sea Pines

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

Harbour - 2 Bedroom Condo

Waterfront Villa + Pool & Marina Access — Hilton Head (Harbour Club) Wake to marsh breezes, sip coffee on the balcony, stroll to the marina for a waterfront lunch, hit the pool or spa, then cook dinner in your full kitchen and relax with sunset views — a laid-back island escape.

Marriotts Monarch - 2 Bedroom

Spacious Family Villa w/ Pool & Resort Perks — Orlando, FL 🌴 Start with coffee on your balcony, enjoy a lazy morning swim or resort pool time, cook a home‑style lunch in your kitchen, relax in comfort and plan your Orlando adventure — easy, cozy, flexible stay.

Ocean Oak Resort - 2 Bedroom Condo

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.

Hilton Head Island Beach Stay • Pool + Beach • 2Br

Oceanfront Paradise – Pools, Beach Access & Tropical Views - Hilton Head Island Wake to Caribbean breezes, enjoy breakfast on your balcony, stroll to the beach, relax by the pool, explore local dining, then watch a stunning sunset over the ocean.

Sunset Pointe At Shelter Cove - 2 Bedroom

Sunny Lagoon‑View Villa with Pool & Kitchen – Hilton Head, SC Wake with marsh breezes, stroll through palm‑lined paths, sip coffee on your balcony, hit the pool or beach nearby, grill dinner on resort BBQ, then unwind by a fire‑pit under stars.