Luxury rentals in Hilton Head Island

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Top-rated vacation rentals in Hilton Head Island

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Villa in Hilton Head Island

5.0 out of 5 average rating, 3 reviews

Sweet Carolina

Nestled next to the sands at North Forest Beach sits this coastal oasis. Its open floor plan is made for entertaining; the gourmet kitchen, dining room, and spacious living area smoothly flow together. Sky-high windows drench the décor in daylight. Plump furniture and turquoise hues accent the interior. From the thatch-roofed palapa, follow a path to the sugary shoreline for a cool ocean dive. A spiral staircase winds its way up the side of the house while an elevator indoors smoothly takes you to each level. Work up a sweat in an intense game of ping pong before plunging into the cerulean pool—the shallow end features bubblers which will keep the kids happily entertained as you work on your golden summer glow or swim a few laps. A Tiki bar makes crafting happy hour cocktails a breeze; switch things up at the swim-up bar (complete with underwater seating) which is situated next to the hot tub and lounging terrace. After searing fresh seafood on the grill, savour the taste of the Atlantic, alfresco with a panoramic view. Of course, the Sweet Carolina dwelling is gorgeous, but the resort-quality outdoor space is where you’ll want to spend the majority of your time. Hop on a bike and explore more than 60 miles of trails that wind through Hilton Head Island—voted one of the best cycling communities in the United States. When the sun goes down, the backyard fire pit is a great spot to gather around with the whole family. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM First floor • Bedroom 1: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Walk-in closet, Television, Air conditioning, Ceiling fan, Direct access to terrace Second floor • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Television, Air conditioning, Ceiling fan • Bedroom 3: Queen size bed, Ensuite bathroom shower/bathtub combo, Walk-in closet, Television, Air conditioning, Ceiling fan, Balcony • Bedroom 4: King size bed, Ensuite bathroom with shower/bathtub combo, Walk-in closet, Television, Air conditioning, Ceiling fan, Balcony • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Walk-in closet, Television, Air conditioning, Ceiling fan, Balcony, Ocean view • Bedroom 6: King size bed, Ensuite bathroom with shower/bathtub combo, Television, Air conditioning, Ceiling fan, Balcony, Ocean view • Bedroom 7: 2 Queen size beds, Ensuite bathroom with shower/bathtub combo, Television, Air conditioning, Ceiling fan, Balcony, Ocean view Third floor • Bedroom 8: 4 Twin over double bunk beds, Ensuite bathroom with shower/bathtub combo, Walk-in closet, Television, Air conditioning, Ceiling fan, Private terrace FEATURES & AMENITIES • Wine fridge • Elevator OUTDOOR FEATURES • Swimming pool - heating at extra cost • Oceanfront • Terrace • Wet bar • Game table More under “What this place offers” below More under “Add-on services” below

13–20 Jan

€ 1,949 per night

Villa in Hilton Head Island

Casa Beleza

This Hilton Beach Island villa offers peaceful surrounds, tree-shaded garden and direct access to a panoramic Carolinas beach. A huge, distinguished central room features double-stacked windows for outstanding views and light, with comfortable fittings throughout. From the home’s pool and wrap-around deck, guests are moments from fine dining, world-class golf and a vibrant cultural community. Awaken to the relaxing sight of tall hardwoods swaying in the Atlantic breeze at Casa Beleza. Take in the home’s extensive interior from the viewpoint landing, before descending to a spotless kitchen that caters perfectly for large groups. Tasteful visual art, that recalls the maritime heritage of this island, abounds through the home, blending in with fine furnishings and room after room of appealing furniture. Take in leafy palms from a seat on the deck, or follow the characterful deck path out to the blue ocean and sandy expanse of the nearby beach. An artful roundtable dining area is ideal for vacationing families or groups of friends looking to kick back and catch up after an active day. Casa Beleza’s coastal location on Hilton Beach Island puts it within minutes of a huge range of sporting and leisure activities, ranging from hiking, sailing, kayaking and yachting, to renowned PGA-level golfing. Celebrated local arts centres offer a wealth of dramatic and musical productions, with well-known museums exploring the rich colonial and military history of the island. Enjoyable wine-tasting festivals and calming seaside spas round out the options, with a long, picturesque shoreline being yours to discover. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM First floor • Bedroom 1- Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Television, Air conditioning, Direct access to terrace • Bedroom 2: Queen size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Air conditioning, Direct access to terrace Second floor • Bedroom 3 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Walk-in closet, Television, Air conditioning, Direct access to terrace • Bedroom 4: 2 Twin size beds, Ensuite bathroom with stand-alone shower, Dual vanity, Television, Air conditioning FEATURES & AMENITIES • More under “What this place offers” below Extra Cost (advance notice may be required): • Activities & excursions • More under “Add-on services” below

3–10 Aug

€ 2,273 per night

Villa in Hilton Head Island

5.0 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

19–26 Feb

€ 2,795 per night

Villa in Hilton Head Island

5.0 out of 5 average rating, 3 reviews

Bradley Circle

Palmettos and boardwalk stretch to the beach just outside this Hilton Head haven. Fold-away glass doors lead out to a pool patio with a barbecue and ocean views. Wood beams criss-cross the 2 great rooms, Tolix chairs add bistro chic, and stone-tile floors are cool underfoot—and there’s an elevator from bottom to top. It’s a short walk to the beach, and you’ll find dining and drinks along the way. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 4: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 6: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 7: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 8: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 9: 2 Twin over twin bunk beds, Ensuite bathroom with stand-alone shower • Bedroom 10: 2 Twin over twin bunk beds, Ensuite bathroom with stand-alone shower Additional bedding • 2 Queen size sofa beds (1 each in Bedrooms 9 & 10) STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions

19–26 Mar

€ 2,724 per night

Villa in Hilton Head Island

37 Dune

The ocean ebbs and flows mere steps from this 7-bedroom Hilton Head home. Inside, elegant décor is drenched in oozing sunlight. A capacious pool invites you in for a dip while a hot tub awaits to soothe away stress. Cycle over 50 miles of bike paths, spend an afternoon sunbathing at the beach, or indulge your curiosity on a nature excursion. Restaurants, shops, and a lively nightlife await nearby. Copyright © Luxury Retreats. All rights reserved.

23 Feb – 2 Mar

€ 1,740 per night

Place to stay in Hilton Head Island

49 Mooring Buoy

This Hilton Head home is surrounded by voluminous trees that provide ample shade and privacy. Sunlight streams inside, igniting the sophisticated furnishings. A kidney-shaped pool invites you in for a dip. At night, sink into the bubbling hot tub. There are over 50 miles of bike trails to cycle as well as endless beaches to explore. Challenge your competitive side with access to golf and tennis. Copyright © Luxury Retreats. All rights reserved.

29 Oct – 5 Nov

€ 1,031 per night

Place to stay in Hilton Head Island

Beachside Tennis Villa

Surrounded by lush vegetation on Hilton Head Island, this cozy residence features a superb blend of sun and shade. From the tiled terrace, steps lead into the turquoise pool. The heart of the village is a brief bike ride away. Discover waterfront restaurants, unique shops, and activities for the whole family. A 5-minute stroll is all it takes to sink your toes into the toasted sand at the beach. Copyright © Luxury Retreats. All rights reserved.

27 Oct – 3 Nov

€ 761 per night

Place to stay in Hilton Head Island

South Beach Villas

Wake up each morning to the sound of palm trees rustling in the fresh sea breeze. Start your day with coffee on the porch while you relax in a sun chair. If you’re feeling more energetic, take that coffee for a stroll along the sandy beach, it’s just 50 meters from your back porch. If you feel like a swim, grabbing dinner, or checking out some luxury yachts, head for South Beach Marina Village. Copyright © Luxury Retreats. All rights reserved.

24–31 Jan

€ 831 per night

Place to stay in Hilton Head Island

63 Dune

Wake up to the sounds of gently rustling palms and seagulls soaring overhead at this Hilton Head escape. The open-concept interior is drenched in natural light from sunrise to sunset. A backyard pool entices you in for a refreshing plunge. Try a round of golf or a match on the nearby tennis courts. Sandy beaches sprawl as far as the eye can see while endless trails await to be explored by bike. Copyright © Luxury Retreats. All rights reserved.

19–26 Mar

€ 2,095 per night

Place to stay in Hilton Head Island

Fairwood Villas

Overlooking a serene lagoon, this luxurious Hilton Head Island villa enjoys the privacy and lush greenery of its secluded spot by the water. After having your morning coffee on the patio, head out for a 10-minute walk to the beach for a swim in the Atlantic. If you’re working during your stay, the desk in the sunroom is the perfect spot. Later, check out South Beach Marina Village. Copyright © Luxury Retreats. All rights reserved.

17–24 Aug

€ 416 per night

Place to stay in Hilton Head Island

Sound Villa

You won’t have any trouble finding the beach at this luxurious Hilton Head Island townhouse, just walk outside and follow the path. Actually, it’s even easier. Just look out the window or off the back deck! You’re also steps from the community pool. When you’re not lounging in the spacious living room at home, check out the nightlife at the bustling South Beach Marina Village. Copyright © Luxury Retreats. All rights reserved.

8–15 Sep

€ 758 per night

Place to stay in Hilton Head Island

Merganser Court

Steps from the beach walk, this Hilton Head Island villa will have you on the sand in minutes. When you’re not splashing around in the ocean, enjoy the relaxing, private pool at home or a shared community pool nearby. In the evening, gather around the alfresco dining table for a family dinner, or use the bike paths to ride around and check out the restaurants nearby. Copyright © Luxury Retreats. All rights reserved.

18–25 Dec

€ 908 per night