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 Sea Pines

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

4.86 out of 5 average rating, 28 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 Palmetto Dunes

31 Singleton, Pool, Pickleball, Views, 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 Sea Pines

63 Fairway Lane Villa: Sea Pines

Welcome to all NEW BESTNEST/Luxe: An Elevated Experience in Vacationing, and our newest Luxe property at 63 Fairway Lane Villas in Sea Pines (13 Lawton Drive, Unit 63 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 Sea Pines

5 out of 5 average rating, 6 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

Place to stay in Sea Pines

5 out of 5 average rating, 4 reviews

8 Heritage

Welcome to your home away from home in charming Hilton Head. Inside, earthy tones and wicker accents are set ablaze with natural light. Effortlessly transition from the contemporary indoors to the sprawling outdoor area which features plenty of space for al fresco dining and lounging under the sun. The spacious pool awaits to envelope you in a refreshing plunge. Stargaze with a glass of champagne. Copyright © Luxury Retreats. All rights reserved.

Luxe

Place to stay in Sea Pines

29 South Beach

The beach is a 3-minute stroll away from this Hilton Head escape. Inside, soaring ceilings create an airy ambiance alongside plump furniture and a creamy color palette. Soaring trees cast dappled shadows on the terrace. Up for a challenge? Try a ping-pong tournament. A pool entices you in for a cooling dip. Hop on a bike and head into the village for shopping, dining, and activities for everyone. Copyright © Luxury Retreats. All rights reserved.

Luxe

Place to stay in Hilton Head Island

5 out of 5 average rating, 5 reviews

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.

Luxe

Place to stay in Sea Pines

74 Baynard Cove

The perfect destination for family fun, this Hilton Head Island villa has space for 10 and easy access to the bike paths that connect you to the beach, marina, and more within a short ride. When you’re not out at the beach, enjoy the spacious swimming pool at home in the private backyard. For dinner, dine alfresco on the screened porch or head to nearby restaurants around the marina. Copyright © Luxury Retreats. All rights reserved.

Luxe

Place to stay in Sea Pines

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.

Luxe

Place to stay in Sea Pines

5 out of 5 average rating, 4 reviews

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.

Luxe

Place to stay in Sea Pines

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.