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Hilton Head, SC 2+ Bedroom Vacation Rentals

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1079 rentals found
Gorgeous fifth floor oceanfront unit

*VILLAMARE PAINTING PROJECT TENTATIVELY SCHEDULED FOR SEPT 15, 2025 TO MARCH 30, 2026. Work will include stucco repair, balcony and ceiling enhancements, roof repairs, and painting. Guests can expect to see scaffolding in front of living room...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Water/golf course-view condo with privat...

Colonnade Club 151Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find heaven between the fairways and the sea at this elegant golf course-view hideaway! The...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Updated Oceanfront Two Bedroom Condomini...
5.0
(1)

You'll be glad you chose this two bedroom oceanfront Hampton Place condominium. The kitchen is gorgeously refreshed with bespoke cabinetry, granite countertops and stainless steel appliances. Kitchens come entirely-equipped, making cooking for the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Oceanfront Condo with Ocean View, Shared...
4.6
(22)

Island Club 5201Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Recent upgrades, ocean vistas, and plush new carpets make this oceanfront Island Club condo a...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Smartly Decorated Updated Two Bedroom Vi...

Come savor this wonderfully decorated and refreshed two bedroom villa located just steps from the beach! With its tasteful and smartly-decorated beach decor, you'll know you're home!Moorings villas have amazing separation of its two bedrooms, which...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Luxurious 5th floor One of a Kind Oceanf...

This one of a kind 5th floor penthouse is luxury at its best! It features 3 bedrooms/3 bathroom and spectacular top floor direct oceanfront vistas. The owners have designed and furnished this unit as a home away from home. The expanded kitchen...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Marriott's Sunset Pointe at Shelter Cove...
5.0
(1)

*** Sanitation/Cleaning Update ***Over the next few months, when guests are in hotels within the Marriott portfolio, they will notice a number of additions to our cleaning regimen designed to set an even higher standard of cleanliness for the...

  • Hilton Head
  • 2 Bedrooms
  • 2 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
Top-floor condo with pools, hot tub, fit...
3.5
(2)

Hilton Head Resort 4413Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'NEW stainless steel appliances and NEW king bed as of March 2022! Located just a block...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Sunset Rentals | Captains Walk 416
4.4
(5)

If beach strolling is one of your passions, look no further for the ideal island accommodations. This 2 bedroom and 2 bath Captains Walk villa is located on the 3rd floor of building one. New wood cabinetry and granite counters can be found...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Pool-view condo near beach with seasonal...

Water Oak 44Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel a marvelous and memorable coastal escapade when you book this well-appointed condo in the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Updated hideaway close to the beach with...
5.0
(2)

Centre Court 7818Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Recently updated and in an impressive location, this Hilton Head hideaway is really a gem...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Spacious Dog-Friendly Condo with Shared ...
4.5
(16)

Inverness 998Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Dive into the pool, gaze at the lagoon from the patio, or appreciate exceptional access to...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Newly renovated condo with balcony, pool...
4.0
(5)

Spa on Port Royal Sound 3231Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stroll just across the property to the gorgeous beach on Port Royal Sound when you...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Large Three Bedroom Villa Overlooking th...
5.0
(2)

You are going to appreciate staying in this very well kept three bedroom Inverness villa. This villa has been generously decorated throughout with the beach in mind. The entirely equipped kitchen with bespoke cabinetry has everything you will need...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
2 Bedroom in the center of the resort

Welcome to this striking 2 bedroom, 2 bathroom villa located in the heart of Palmetto Dunes Oceanfront Resort on Hilton Head Island. This gorgeously decorated getaway offers the ideal blend of comfort and style, ideal for a calming hideaway. Step...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Beautiful Condominium with Ocean Views!
5.0
(1)

You will be delighted with this wonderfully refreshed Villamare condominium. The attention to detail and finishes here are second to none. The Kitchen is modern with stone countertops, stainless steel appliances and cabinetry. The furnishings...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Fully Renovated Condo 786 Queens Grant

Welcome to this striking, entirely remodeled villa, where coastal appeal meets modern comfort. From the moment you enter the door, the breezy beach vibes will instantly transport you to vacation mode. The villa is designed with a serene coastal...

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