Luxury rentals in Hilton Head Island

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Top-rated luxury holiday rentals in Hilton Head Island

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Luxe

Villa in Hilton Head Island

5 out of 5 average rating, 3 reviews

Stoney Creek

Sunshine gleams on the greens just outside this golf-course-view hideaway on Hilton Head Island. From the front, it brims with traditionally inspired bungalow style; in back, there’s a laid-back outdoor entertaining area facing the fairways. Walk to the Harbour Town lighthouse and marina for shopping and dining in a quaint setting or bike to the beach on the Atlantic side of the island. The villa’s backyard is laid out around a piano-shaped pool with a tanning shelf and waterfall. Spend the afternoon splashing here, taking breaks to sip lemonade in the shaded sitting area or catch highlights on the outdoor TV. Then heat up the barbecue for dinner at the alfresco table and a marshmallow roast in the firepit, and finish the evening with a little friendly competition around the pool table in the games room. The golf-course views are the focal point of the U-shaped great room and its slide-away glass-door wall leading to the porch. But even non-players will appreciate the soft mint-and-cream sitting area, the farmhouse-style dining table, and the breakfast bar lining the fully equipped kitchen. This villa is a half-mile walk from Harbour Town, where you can find one-of-a-kind art in the galleries, dine on fresh seafood and steaks, climb the classic red-and-white-striped lighthouse, and set off on fishing charters or dolphin-spotting tours from the marina. Cycle to the beach on the provided beach-cruiser bikes or take the Sea Pines trolley over. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Walk-in closet, Television • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Television • Bedroom 3: 2 Double size bunk beds, Jack & Jill bathroom shared with bedroom #4, Shower/bathtub combo, Dual vanity, Television • Bedroom 4: Queen size bed, Jack & Jill bathroom shared with bedroom #3, Shower/bathtub combo, Dual vanity, Television • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Walk-in closet, Television FEATURES & AMENITIES • More under “What this place offers” below Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

Luxe

Villa in Hilton Head Island

4.92 out of 5 average rating, 24 reviews

Bradley Circle

Triple Cleaned, New construction home! This 7,200sf Beach home is the PERFECT rental for any occasion; weddings, family vacation, reunions, etc. A 2 minute walk to the beach, beautiful views and plenty of living space! The home is located in Bradley Beach area of Hilton Head Island. The home has four covered balconies, an infinity pool, two living rooms, 10 bedrooms and a private elevator. Whether you're planning a family vacation, wedding, or corporate retreat, this home will fit your needs.

Luxe

Home in Hilton Head Island

31 Singleton Beach, Pool, Ping Pong, Free Golf

31 Singleton Beach Place on Hilton Head Island epitomizes luxury living. This 5,500+ sq. ft. pristine beach home features 6 spacious bedrooms and 9 beautifully designed bathrooms, offering a combination of high-end finishes and sophisticated decor. Enjoy expansive oceanfront views and direct beach access just steps away. Relax by the private pool, sunbathe on the deck, or soothe yourself with the calming sounds of the waves. This home offers the perfect setting for relaxation and recreation.

Luxe

Home in Hilton Head Island

5 out of 5 average rating, 4 reviews

100 Fairway Lane: Sea Pines

Welcome to all NEW BESTNEST/Luxe: An Elevated Experience in Vacationing, and our newest Luxe property at Unit 100 Fairway Lane Villas in Sea Pines. (200 Fairway Lane for mapping) Enjoy the ultimate in vacation rental accommodations on Hilton Head Island, featuring a carefully curated collection of homes and villas, chosen with the discerning traveler in mind, fabulously stocked, outfitted, and equipped, and supported by your personal property concierge, available 24/7.

Luxe

Home in Hilton Head Island

4 Brigantine, 2nd Row, Pool, Free Golf, Elevator

Welcome to 4 Brigantine, your perfect family vacation home! With 6 bedrooms, each with a full bath, and ocean views from the second-floor living area, relaxation awaits. Enjoy an elevator, oversized pool, and beach access just across the street. The large pool area offers ample seating, while the deck features a grill for outdoor dining. Plus, enjoy rocking chairs and fans on all porches. Book now for up to $1000 in FREE activities and experience coastal luxury!

Luxe

Place to stay in Hilton Head Island

5 out of 5 average rating, 4 reviews

44 Heritage

Set alongside the 11th tee box of the famous Harbour Town Links, this exclusive villa on Hilton Head Island is the perfect home base for your next golf vacation or family getaway. When you’re not out on the golf course, take a refreshing dip in the South Beach community pool or head down to the sandy beach. In the evening, check out South Beach Marina Village. Copyright © Luxury Retreats. All rights reserved.

Luxe

Home in Hilton Head Island

18 Sand Dollar, Oceanfront, Hot Tub, Free Golf

Welcome to 18 Sand Dollar, Hilton Head Island! This impressive vacation rental features 7 bedrooms, 7 bathrooms, and an open-concept floor plan, ensuring a memorable stay. Enjoy family fun with the pool table, ping pong, and Foosball table upstairs, while the massive pool deck with a private pool is perfect for relaxation. Book now for up to $1000 in FREE activities with every reservation!

Luxe

Home in Hilton Head Island

3 Shore Crest, Chefs Kitchen, Game Room, Free Golf

3 Shore Crest Lane, Hilton Head Island. This custom-built 5-bedroom home in Burkes Beach offers luxury amenities including a chef's kitchen, sunroom, covered deck, pool table, private pool, and outdoor kitchen. With easy beach access and nearby amenities, it's the perfect vacation getaway. Plus, every reservation includes up to $1000 in FREE activities for an unforgettable experience.

Luxe

Home in Hilton Head Island

14 Collier, Free Golf, Oceanfront, Pool

Welcome to 14 Collier Beach, Hilton Head Island! This stunning oceanfront estate boasts a state-of-the-art chef's kitchen, open-concept living, and dining area, leading to an oceanfront pool and deck. With a luxurious master suite, private boardwalk to the beach, and garage-level bar area, it's the ultimate retreat. Book now for an unforgettable vacation experience!