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Hilton Head Vacation Rental Search

Browse All Properties by: Area | Bedrooms | Oceanfront | Pet-Friendly
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1053 rentals found
Hilton Head Stay | Beach, Pool + Full Ki...

The Village at Palmetto Dunes offers a casual Hilton Head stay just steps from the beach, with simple access to golf, tennis, pickleball, and spectacular bicycle paths. Located within Palmetto Dunes Resort, this property places you close to Shelter...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Beachwalk at Shipyard Pool, Golf & Tenni...

Summary:Beachwalk 206The Space:Highlighted by a prime location and a host of on-site amenities, island dreams come true at this 2BR/2BA Shipyard Plantation hideaway. Perks include a sleek kitchen and a roomy and private deck with alfresco dining...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Sandcastle by the Sea - 3 blocks to beac...

Summary:Sandcastle 97The Space:Located in a gated beachside community, Sandcastle by the Sea is a family-friendly 6BR/4BA getaway that promises an elevated vacation experience. This brand-new home features high-end finishes paired with spectacular...

  • Hilton Head
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 18
Private condo with sound views, effortle...

Summary:Spa on Port Royal Sound 2219The Space:Settle down mere mins. from South Carolina's pristine beaches when you call this Spa on Port Royal Sound condo your next vacation destination! Located on a dead-end street, this private condo accepts you...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
2-Bedroom 2.5-Bathroom villa located on ...

Savor a calming Hilton Head Island hideaway in this 2-bedroom, 2.5-bathroom villa located in the Water Oak community within Palmetto Dunes Oceanfront Resort. With a cavernous layout, private outdoor areas, and convenient access to the community...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
North Forest Beach home with a private p...

Summary:Holloman Trace 23 Flip Flop PhilosophyThe Space:This newly constructed, North Forest Beach ocean home is ready to host all of your favorite people! Located in North Forest Beach, this home features all of the luxuries you crave; a private...

  • Hilton Head
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
3rd Floor Villa with Private Washer & Dr...

Summary:Fiddlers Cove 6JThe Space:Feel the ultimate beach hideaway at this gorgeous condo in Hilton Head, SC. Located near the ocean, this family-friendly getaway offers a plethora of amenities to ensure a comfortable and delightful stay. This...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Delightful Condo with WiFi, Pool, Tennis...

Summary:Ocean Cove 824The Space:Bring your group to this Ocean Cove condo for a beach vacation. This two-bedroom getaway has access to a shared pool. A private balcony on the second floor provides a peaceful spot to relax, and the condo complex is...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Charming condo with lagoons views, share...

Summary:Carolina Place 3424The Space:Feel the best of Sea Pines at Carolina Place with a stay in this appealing condo located in the heart of Hilton Head, SC. Just a stone's throw away from the iconic Harbour Town with its famed lighthouse, shopping...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Captains Quarters w/ a Shelter Cove Mari...

Welcome to our elegant condo located in The Shelter Cove Marina. Come visit our condo and feel like you are at Home with our gorgeous vistas of the Marina. The vistas and the quietness are calming and serene. Our gated complex has a freshly...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 2
Large Six Bedroom Custom-Built Home with...

This home is designed to fit your next family vacation! The kitchen comes completely equipped to meet your family's cooking needs with stainless steel appliances and bespoke cabinetry, including two ovens and microwave. The sizable kitchen island...

  • Hilton Head
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Lighthouse Tennis Villas: Walk to both H...

Escape to this spectacular 1-bedroom villa in Hilton Head. Unwind in the comfortable living room with brand new furnishings, a cozy couch bed, and relax in the upsized bedroom with a opulent king bed. Savor all the amenities of home, this getaway...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Coastal Condo with Shared Pool  Steps to...

Summary:Breakers 215The Space:Savor striking ocean vistas from your private balcony or right from the comfort of the living room at this handsomely appointed condo. Ideal for a charming escape or a modest family hideaway, this inviting space...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Beautiful 2 BR Villa - Hilton Head Marri...

Description ????Welcome to your Striking Two-Bedroom Garden View Villa at Marriott’s Monarch in sunny Hilton Head Island, South Carolina! This inviting getaway blends serene natural surroundings with thoughtful luxury, ideal for families, couples...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 8
Pool View Villa Walking distance to Coli...

Summary:Tanglewood 502The Space:The Ultimate Hilton Head EscapeFeel the ideal blend of oceanside relaxation and unbeatable convenience at this stunningly refreshed, 2-bedroom Tanglewood Beach Villa. Whether you’re here for a family hideaway, a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Newly renovated beachfront condo with po...

Summary:HH Beach & Tennis 415ARThe Space:**Need to Know Notes**Admiral's Row Sprinkler ProjectAnticipated Start date: 1/15/2026Potential Construction Traffic and NoiseThere will be additional dumpsters and debris on property at this time.Timeline...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Heated Oceanfront Pool!  Oceanside with ...

Welcome to Ocean Dunes 101!! Where coastal appeal meets comfort. The Ocean Dunes complex is an oceanfront gem, located just 70 yards from the beach. This delightfully decorated villa features two bedrooms and two bathrooms, designed to make your...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beautiful Sea Pines home with private ho...

Summary:Tupelo CottageThe Space:Tupelo Cottage is a handsome, pet-friendly home in the heart of Sea Pines Plantation. A roomy floor plan, a huge outdoor space, and a private hot tub create a great place for rest and relaxation.Walking through the...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8