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Hilton Head Vacation Rental Search

Browse All Properties by: Area | Bedrooms | Oceanfront | Pet-Friendly
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1045 rentals found
Oceanfront Hilton Head Vacation Rental

This villa sits directly on the sand, you simply cannot get closer to the beach anywhere on Hilton Head Island.As you enter this single-level villa, you’ll be welcomed by an open-concept kitchen, dining, and living area. The kitchen features...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Beautiful Beachside Villa! Oceanfront Po...

Welcome to Ocean Dunes 102!This striking first-floor condo offers a fresh and modern getaway, newly repainted and refreshed for your comfort. Featuring one bedroom and one bath, the villa features a new king-sized bed in the master bedroom and a new...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Island condo with beach access and balco...

Summary:Villamare 2319The Space:Appreciate all the amenities of home at this Palmetto Heaven. The elegant furnishings and tasteful decor create a pleasant ambiance for a group of friends or the entire family. with a full kitchen, mealtimes will be a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
105 Barrington Arms- Totally Updated Oce...

Treat yourself and your family with this completely refreshed oceanfront condominium! This is a wall-in remodel. Everything is new!The kitchen is open and spectacular, with features such as Quartz countertops, stainless steel appliances, and bar...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Stunning home lagoon views and close to ...

Summary:Serene SpartinaThe Space:Located in the heart of the esteemed Sea Pines Resort in Hilton Head, SC, this roomy home offers a sought-after location with a shared neighborhood pool and tennis courts a short drive away. With an open floor plan...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Fifth Floor Villamare unit with lots of ...

Welcome to this gorgeously refreshed fifth-floor, two-bedroom Villamare condo with ocean vistas, located within the acclaimed Palmetto Dunes Oceanfront Resort. Recently refreshed throughout 2026, this inviting getaway features new living room and...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Sea Pines Treehouse steps to Harbour Tow...

A stay in a Sea Loft is a one of a kind experience...... you will appreciate the tranquility and peaceful of a nature preserve with beautiful marsh vistas. Our two bedroom, two bath villa is a nautical inspired, unique octagon shaped treehouse with...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Family-Friendly Oasis. Beautifully Lands...

Welcome to Hilton Head Beach Villa 27!! Oceanview Villa with Pool Access and Family-Friendly Conveniences!Exciting News: Our Spectacular New Swimming Pool is Now Open!This villa offers a prime oceanview location and direct access to a striking...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Ideally located island gem with an outdo...

Summary:Springwood Villas 93The Space:Ideal for a calming hideaway to Hilton Head Island, this two-story condo has all of the amenities of home in a serene package that is sure to spoil you and your guests. The complex is within walking distance to...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Top-Floor Corner Villa with Pools, Tenni...

Summary:Hilton Head Resort 4401The Space:NOTICE: Just a spectacular boardwalk walk from the beach, this 3BR/2BA corner villa presents a picture-ideal coastal hideaway. Highlights include a shining full kitchen, a private covered balcony, and a...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Beach condo with Ocean Views, outdoor po...

Summary:Breakers 327The Space:Welcome to your ideal Hilton Head escape! This charming oceanfront condo offers sweeping coastal vistas and an inviting, family-friendly ambiance designed for both relaxation and fun. With direct beach access just steps...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Come Enjoy this Two-Bedroom Condominium ...

Welcome to this appealing two-bedroom Villamare condominium, ideally located in the heart of Palmetto Dunes. Ideal for families or modest groups, this condo offers a comfortable and convenient getaway with simple access to all the area's...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Updated, ground-floor island condo with ...

Summary:Fiddlers Cove 21BThe Space:Island bliss awaits at this ground-floor villa at Fiddler's Cove Beach & Racquet Club. Highlights at your refreshed hideaway include a sleek, updated kitchen fit for feasts, well-appointed furnishings throughout...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beautifully Updated Home with Extraordin...

Come appreciate this wonderfully refreshed three bedroom and two bathroom home located on Palmetto Dunes' 11 Mile Lagoon system and overlooking the championship Robert Trent Jones Golf Course! The kitchen really shines in this elegant home. ...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Coligny Beach- spacious 3 bed condo supe...

3 BDR, 3.5BA, 1500 sf, Coligny Plaza is literally across the street - a block and a half to the Atlantic Ocean, private pool in the courtyard.Since you are looking for a break from the everyday grind, we have the spot. You can park your car and...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Ground level condo with pool, golf & Sea...

Summary:Plantation Club 464The Space:Feel Hilton Head to the fullest in this adorable condo sporting golf course vistas! From the coastal chic decor to the bright interior, this is the ideal place to call home for your next family hideaway or golf...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
497 Captains Cove is a lovely property l...

This elegant Captains Cove unit is the ideal will be the top of your list for your next stay!A short flight of stairs leads to a shady front porch, ideal resting place after your walk home from the beach. Enter into a huge, bright, open floor plan...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
Spectacular Oceanview Condo w/ Community...

Point of View - Vacation Units by Five Star PropertiesFavorite Features: STR#030139- Handsome Ocean Vistas- Community Pool- Fireplace- Simple access to shopping, dining, kayaking, and other activitiesWater vistas to the beach, comfort and...

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