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1219 rentals found
Oceanfront Villa, Heated Beachside Pool!
3.7
(13)

Welcome to Your Totally Remodeled Oceanfront Oasis! Everything new in 2025!!!This delightfully refreshed villa offers the ideal blend of modern luxury and coastal appeal. Recently completely modernized, it features new floors, updated bathrooms...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beautiful, Easy Ocean Access
4.9
(31)

2 BR townhouse condo. Gorgeously furnished, 1 1/2 baths, full kitchen, DR and deck overlooking handsome, partially shaded pool. Across street from the beach with walk through access. Complex provides new gas poolside grilles for calming meals with...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Sunny Villa with Balcony, Al Fresco Dini...
3.3
(10)

Beachwalk 111Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the many attractions that handsome Hilton Head Island has to offer from the comfortable...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Resort Amenities & Beach Access: Hilton ...
4.7
(57)

Balcony w/ Seating Area | Beach Chairs Supplied | Walkable LocationA picture-ideal South Carolina hideaway awaits at this 2-bedroom, 2-bath vacation rental condo in Hilton Head Resort. Appreciate your morning coffee on the balcony, then pack up your...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
ShoreWinds - 4th Floor Poolside Condo Cl...
4.1
(15)

"ShoreWinds" is conveniently located right next to Coligny Plaza where fun and food is generous! Unit 410 IS ON THE 4TH FLOORING WHERE THE ROOF TOP POOL AND HOT TUB ARE LOCATED. OUT THE DOOR STRAIGHT TO THE POOL AND HOT TUB! This highly sought...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Lovely condo walkable to beach access wi...
4.2
(10)

Beachwalk 129Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'129 Beachwalk is a pretty single-story villa in Shipyard Plantation, a stone's throw from the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Townhome style with lagoon Views!

You'll be glad you chose this huge villa with its many updates and simple walk to the beach! Updates include new floor throughout, beach-modern furnishings and paint along with a completely refreshed primary bathroom!The primary bedroom is enormous...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Two Bedroom Villa Steps from Robert Tren...

This enchanting two bedroom villa is just steps away from the iconic Robert Trent Jones Golf Course clubhouse and driving range, with simple access to the Palmetto Dunes General Store and the acclaimed Alexanders Restaurant. Everything you need for...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Third-floor condo with pool access, fast...
2.0
(1)

Sands Village B 3BOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beachy, bright, and modern – you’ve found the ideal spot for a Hilton Head hideaway with...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Nicely Appointed Villa Close to the Beac...
4.5
(6)

Located in the heart of Hickory Cove, this delightfully appointed villa offers the ideal blend of comfort, style, and convenience. Whether you're planning a family getaway or a hideaway with friends, this home is designed for relaxation and fun.On...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Dreamy island oasis with private pool, g...
3.0
(1)

Gunnery 10 Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step into your island getaway and make the best memories with friends and family in no time here at...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
2nd-floor snowbird-friendly condo with b...
2.0
(1)

Courtside 66Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for modest families and groups looking for a breezy and comfortable place to stay, this...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
60 Lawton Road, Sea Pines

Welcome to the BESTNEST at 60 Lawton Road in Sea Pines! Here's the skinny - just buzz us for more details: Our advertised prices are our very best rates and calendar shows real time availability. We encourage you to book online!• Charmingly...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Enjoy an incredible, relaxing week at on...
5.0
(1)

Available August 17-24th!This comfortable two bedroom, two bath condo is located near the golf course and conveniently located near shopping, dining and the beach. Swallowtail is located on the elegant Sea Pines resort where you’ll find relaxation...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Gorgeous home with new pool in Sea Pines...

HILTON HEAD ISLAND. This delightfully decorated home, located in the heart of the Historic Sea Pines, and is located within walking or cycling distance to Harbour Town, and just steps from the course of Harbour Town Golf Links.As you step inside...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Private pool, spacious open floor, and m...
3.9
(11)

This handsome Hilton Head Island vacation rental is within a ten min. walk to the beach. It features an open layout with two master suites and a private pool. As you walk into the front door, you are greeted by an open floor plan which consists of a...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Coastal-Chic Poolside Home w/ Large Balc...
4.8
(14)

Fiddlers Cove 27EOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Totally updated in December 2021, this top-floor two-bedroom/two-bath condo offers the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beachfront/Oceanfront Hilton Head Island...
4.9
(47)

This Breakers beach/oceanfront condo is a great location for families; steps away from the complex pool with the beach and ocean just beyond. The unit is located adjacent to the elevator. Conveniently located across from Coligny Plaza with...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 5