Boardwalk leading to the beach

A peek inside ultimate vacation rentals on Hilton Head

Luxury beach retreats

Hilton Head Island is renowned for its stunning beaches, peaceful ambiance and opulent oceanfront homes, making it the ultimate coastal escape. For homeowners eager to turn their piece of paradise into a lucrative investment, renting through a reputable local vacation property management company presents a seamless opportunity. With vacationers constantly in search of the perfect beachfront getaway, owners can enjoy substantial income while sharing the island’s unparalleled beauty. Take a peek inside a few of the best dream vacation rentals that perfectly embody Hilton Head’s charm, offering guests a lavish taste of seaside living at its finest. Whether you’re planning your next escape or exploring the idea of renting out your property, these homes are sure to inspire and illuminate the remarkable opportunities Hilton Head offers.


The best of both worlds

Can’t decide between golf and the beach?

Now you don’t have to…

8 East Beach Lagoon - Upper Living Room

Home features 

  • 5 bedrooms | 5 bathrooms | Sleeps 10
  • Outdoor ping pong table
  • Four-hole putting green with ocean views
  • Oceanfront Sea Pines home
  • Private beach access
  • Expansive pool and ocean views

What makes it special 

Serious golfers and putt-putt enthusiasts alike will enjoy a four-hole putting green with ocean views. 8 East Beach Lagoon features ocean breezes and the ever-present sound of waves. Whether relaxing on the screened porch, enjoying the view from the dune deck, lounging by the pool, practicing on the putting green or dining alfresco on the expansive back deck, the Atlantic is a constant companion.

Putting green by pool area overlooking the beach

Take a closer look… 

This completely updated Sea Pines home offers panoramic oceanfront views from its stylish indoor and outdoor living areas.

Book your stay today!

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Modern luxury meets coastal charm

Welcome to 33 Ruddy Turnstone, a spectacular beachfront retreat set amid the tranquil beauty of Sea Pines on Hilton Head Island. The moment you step inside, you’re transported into a modern-day take on a classic 1970s beach house, where contemporary elegance seamlessly blends with timeless coastal charm. The sweeping views of the Atlantic Ocean from the expansive decks will leave you in awe, offering the perfect vantage point for breathtaking sunrises and endless relaxation.

This stunning 5-bedroom, 4-full bath and 2-half bath beach house offers the perfect blend of modern elegance and timeless charm. With its spacious accommodations and luxurious amenities, it can comfortably sleep up to 16 guests.

33 Ruddy Turnstone - Hilton Head Island - Pool area overlooking the beach

Fabulous features 

  • Fully furnished chef’s kitchen, with state-of-the-art appliances and Miele coffee maker
  • Direct oceanfront with private pools, large lawn and summer kitchen in the backyard
  • Downstairs sports bar/media room opens to the outside with accordion windows.
  • Open living spaces 
  • Features 5 bedrooms, 4 full baths and 2 half baths
  • Features state-of-the-art mechanics, electronics, sound systems and appliances.
33 Ruddy Turnstone - Hilton Head Island - Living Room
33 Ruddy Turnstone - Hilton Head Island - Kitchen
33 Ruddy Turnstone - Hilton Head Island - Outdoor bar area

What makes it special 

Whether you’re seeking a classic family vacation or an exciting trip with friends, Sea Pines offers an array of experiences, and 33 Ruddy Turnstone provides the perfect base for your Hilton Head Island getaway.

33 Ruddy Turnstone - Hilton Head Island - Exterior of house

Take a closer look… 

Hilton Head Properties R & R prides itself on a dedicated local staff who are dependable guardians, going above and beyond to create raving fans and everlasting memories. We form partnerships that matter and offer quality properties. Bottom line, we care.

Book your stay!

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The famous Today Show house

An oceanfront classic in Sea Pines

23 South Beach Lagoon Drive - Room overlooking the beach

Home features 

  • Sweeping, 180-degree ocean view in a nearly dune-front setting
  • 6 bedrooms with excellent privacy and separation/8.5 baths
  • Private pool and spa, heatable in any outdoor temperature
  • Private boardwalk to beach, outdoor shower, multiple decks, gas grill
  • Multiple gathering areas for relaxation and conversation
23 South Beach Lagoon Drive - Dining Room
23 South Beach Lagoon Drive - Living ROom
23 South Beach Lagoon Drive - Exterior of the back of the home

What makes it special 

This, the original BESTNEST/Luxe property, was selected by VRBO as a Top Ten in America in 2022 and was chosen by NBC to host its Third Hour Summer Kick Off show in May 2022. Since then, the house has hosted couples and families, celebrity and non-celebrity alike. Special features such as a multiple machine laundry, yoga hall and beach-front bar room make this home a guest favorite.

23 South Beach Lagoon Drive - Master Bedroom

Take a closer look… 

The BESTNEST and BESTNEST/Luxe concepts regularly receive accolades from near and far.  Fabulous outfitting and equipping, meticulous cleaning and maintenance and truly superior service are our hallmarks. Book a BESTNEST — and rest easy.

Book your stay!

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Oceanfront luxury

Coastal living Perfectly situated in the heart of Sea Pines

This is a one-of-a-kind home for Hilton Head Island: modern architecture with the coastal outdoor living we all dream about.

36 East Beach Lagoon - Overhead shot of the back exterior and pool

Home features 

  • Large-scale glass doors lead you directly outside from every room. 
  • Top-of-the-line appliances, miles of working space and a butler’s pantry make this kitchen a chef’s dream.
  • Luxurious master suite featuring a full surround of windows looking out to the pool, the Atlantic and beyond.
  • Outdoor dining, plenty of places to lounge and an oversized heated pool and hot tub make this outdoor space the place to be.
36 East Beach Lagoon - Living Room with pool view
36 East Beach Lagoon - Kitchen
36 East Beach Lagoon - Master Bedroom

What makes it special 

  • A crow’s nest and top-level balcony with swinging bed and additional cozy chairs. 
  • Private beach path from the backyard to one of the best beaches in the world.
  • Premium finishes and modern features, the home itself is a true piece of art.
36 East Beach Lagoon - Pool View Overlooking the beach

Take a closer look… 

Island Getaway Rentals is the premier home and villa company on Hilton Head Island, here since 1985. Our portfolio of magnificent properties represents the finest our favorite island has to offer for discerning guests and property owners.

Book your stay!

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