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Hilton Head Vacation Rental Search

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1052 rentals found
Twin Oaks 207  3 bedroom Villa in Hilton...

Summary:Twin Oaks 207The Space:Adventure awaits you in this enchanting condo which sits between the 9th and 10th fairways. You will appreciate sitting on the patio or balcony with your morning coffee or evening drink. Inside you will find everything...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Palmetto Dunes beach villa - walk to bea...

Queens Grant is a delightful community centrally located on the Island, inside of Palmetto Dunes. Shelter Cove in one direction and the Atlantic in the other! Two of Queens Grant's five pools are within a min. walk. The open floor plan living area...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Mid-Island Retreat  2 Pools, Hot Tub, 10...

Summary:Fiddlers Cove 19KThe Space:Located in the gated Fiddler's Cove community, this 2BR/2BA condo offers a calming top-floor setting just a 5-min. walk from Folly Field Beach. Savor a crisp drink on your private balcony or gather in the living...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Sunset Rentals | Kingston Dunes 58 | Dog...

The ideal Hilton Head vacation starts with finding the ideal Hilton Head vacation rental! Consider it done when you book this 4 bedroom, 4 bath bright and sunny home, located in Hilton Head Island’s Shipyard less than a mile from the beach.To the...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Oceanfront getaway with lagoon views, sh...

Summary:Windsor Place 402The Space:Be sure to bring your bathing suit so you can swim in the oceanfront pool, relax in the hot tub, and tan on the huge deck at this resort complex. The pool area features a mushroom fountain and zero-entry pool for...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
1st floor condo near the beach with pool...

Summary:HH Beach & Tennis 101ARThe 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
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Wonderful Three Bedroom Home on the 11-M...

Come savor this delightfully refreshed private home with its lagoon vistas and huge pool. Upon entering the home you are greeted by the broad Living and Dining Areas. The Living Room features a wall of windows with a slider to your sizable private...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Serene 5th floor Villa with Two Balconie...

Feel coastal luxury in this refreshed 2 bedroom, 2 bathroom villa, where every detail has been thoughtfully curated for your comfort. Wake up to handsome oceanfront vistas, ideal for appreciating your morning coffee or evening beverages. Inside...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Sunset Rentals | Evian 103 | Dog Friendl...

This cavernous 3 bedroom, 3.5-bath townhouse villa is located in the trendy Evian section of Shipyard. The villa has a great golf course view from many windows and the roomy back patio. The patio is equipped with a table for 6. By day, the living...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
A Relaxing Getaway with Shared Pools and...

Summary:Island Club 5302The Space:This two-bedroom, two-bathroom condo on the third floor of the Island Club is an ideal hideaway destination. Pretty vistas abound whether you're on the private balcony or your own personal spot on the beach.Hop in...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Welcome to Eleventh Heaven!

This impressive two-bedroom, two-bath villa in Hilton Head Island features extraordinary vistas of the Eleventh Hole on the George Fazio Golf Course. The villa has coastal artwork and decor throughout. The comfortable and inviting living room has a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Sunset Rentals | Villamare 2314

Savor being steps away from the shores of the Atlantic Ocean in this refreshed Villamare getaway! This unique 2-bedroom, 2-bath villa has invigorating updates throughout to ensure you will have a calming and well-appointed vacation. There are two...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Prime Location Dream Home Outdoor Oasis ...

Summary:Welcome to Egret Street 4! NEW LISTING SPECIAL PRICING 2026Appreciate a calming stay just one block from the beach in this gorgeously appointed one-level North Forest Beach home. Ideal for families and modest groups, this 3-bedroom, 2.5-bath...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
Tuscan-Style Waterfront Retreat!

Welcome to your Mediterranean dream home! A striking Tuscan-style getaway ideally located along the relaxing 11-mile lagoon. This handsome residence features four cavernous bedrooms, a additional bunk room, and a entirely air-conditioned private...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
New to the Rental Market!

5201 Hampton Place is a delightfully decorated one bedroom and two bath villa. It is located on the 2nd floor with a striking ocean view looking over lush greenery.Upon entering the villa, you will immediately notice the unique white onyx floors and...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 2
2bd 2ba Villa  pool, balcony &short walk...

Summary:Tanglewood 504The Space:Make this enchanting Tanglewood townhouse your choice for a Hilton Head hideaway! Furnished for comfort and appealingly located just steps from the Coligny Beach Hub, this breezy getaway also includes on-site access...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Retreat Condo with  panoramic lagoon vie...

Summary:Calibogue Club 2630The Space:Centrally located in Sea Pines Resort, this townhouse style condo has been completely modernized and includes expansive lagoon vistas from the deck, a new kitchen island and appliances, new floor, and new linens...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Near Shelter Cove | Full Kitchen, Pool +...

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

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6