Let's Plan Your Trip
REFINE YOUR RESULTS
SHOWING: 44 Listings
(in $USD per week)
Hilton Head Specials
Hilton Head Vacation Rentals Available Next Week!
Sort by:
Beachside 4, 4 Bedrooms, Sleeps 10, Pool Access, Sea Pines
Sea Pines, Hilton Head Island, SC
4 BR, 4 BA, Sleeps 10,Best Value/Garden
This stunning unit features a large deck, a backyard patio, two private balconies, and a TV in every room. Your family will love the lush garden views, the pool, and being so close to the beach!
ONLY $300 TO BOOK!
91 Kingston Dunes, 3 Bedrooms, Private Pool, Pet Friendly, WIFI, Sleeps 6
Shipyard Plantation, Hilton Head Island, SC
3 BR, 3 BA, Sleeps 6,Garden View
If you’re looking for a freestanding home with a private pool and close proximity to golf courses and the beach, look no further than 91 Kingston Dunes. This beautiful cottage is nestled between holes on the Shipyard Golf Club, near to Arthur Hills Golf ...
NOT AVAILABLE ON SELECTED DATES
Slack Tide 6, Sleeps 11, Pet Friendly, Lagoon View, 4 Bedrooms
Palmetto Dunes, Hilton Head Island, SC
4 BR, 3.5 BA, Sleeps 11,Lagoon View
From the big back deck of this glorious house, you can stroll down to your private dock at the lagoon, where herons, egrets, and turtles nest. It's a coastal paradise, just five minutes from the beach!
ONLY $300 TO BOOK!
Captains Walk 484, 2 Bedrooms, Sleeps 6, Large Pool, Oceanfront
Palmetto Dunes, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 6,Beach Front
Let the murmur of the surf lull you as you lounge on the balcony of this charming 4th-floor beachfront condo! You have a perfect view of the horizon, the rolling waves, and the sandy shore.
NOT AVAILABLE ON SELECTED DATES
Island Club 4402, 2 Bedrooms, Sleeps 8, Ocean View, Large Pool
Folly Field, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 8,Ocean View
4402 Island Club in Folly Field Beach. Newly renovated and with views of the ocean have made this lovely 2 bedroom, 2 bath villa a real jewel.
ONLY $300 TO BOOK!
Hampton 6107, 2 Bedroom, Sleeps 6, Large Pool, Oceanfront View
Hampton Place, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 6,Beach Front
From the breezy balcony of this beachfront condo, you can see the resort swimming pool, palmetto trees, and a ribbon of blue ocean. Each morning the dawn sky signals another perfect Hilton Head day!
ONLY $300 TO BOOK!
Carolina Place 3417, 3 Bedrooms, Sea Pines, Pool, Tennis, Sleeps 8
Sea Pines, Hilton Head Island, SC
3 BR, 3 BA, Sleeps 8,Best Value/Garden
If you are looking for a bright, airy floor plan and an end unit with a tranquil setting overlooking a Lagoon, look no further! Located in Prestigious Sea Pines, this three bedroom, three bath Carolina Place Villa has it all.
ONLY $300 TO BOOK!
Beachwalk 172, 2 Bedrooms, Sleeps 5, Pool, Near Beach
Beach Walk, Hilton Head Island, SC
2 BR, 2.5 BA, Sleeps 5,Golf View, Free Wifi
You’ve found it – Beachwalk 172 the perfect family getaway! With beautiful views of the Shipyard Golf Club fairway and a stairway down to the lagoon right by your deck, you’ll share many hours lounging on the deck, watching the course action, and exploring ...
ONLY $300 TO BOOK!
Beach & Tennis Admirals Row 412, 2 Bedroom, Sleeps 6, Free Tennis, Ocean View
Beach & Tennis, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 6,Ocean View
With a beautiful beach view from your long balcony and the sounds of the Atlantic surf crashing on shore, Beach & Tennis Admirals Row 412 is the ideal getaway for a family or group of good friends. Admirals Row has something for everyone.
Only 1 week left in the next 60 days!
NOT AVAILABLE ON SELECTED DATES
Tennismaster 1102, 3 Bedroom, Sleeps 8, Large Pool, Walk to Beach
Tennismaster, Hilton Head Island, SC
3 BR, 3.5 BA, Sleeps 8,Resort View
Multiple balconies and patios create an indoor-outdoor feel for this newly renovated townhouse. Less than a ten-minute walk from the beach, it offers three bedroom suites, the latest electronics, and more!
Only 2 weeks left in the next 60 days!
ONLY $300 TO BOOK!
Moorings 17-18, Sleeps 8, Walk to Beach, Pool
Palmetto Dunes, Hilton Head Island, SC
2 BR, 3 BA, Sleeps 8,Resort View
With 2 en-suite bedrooms, Moorings 17-18 can accommodate 2 couples as comfortably as it can a family. And regardless of whom you’re vacationing with, you’ll love being just a block from Hilton Head’s glorious beach and the Atlantic Ocean.
ONLY $300 TO BOOK!
Yacht Club 7536, Luxury 3 Bedrooms, Sleeps 8, Large Pool, Spa
Yacht Club - HH, Hilton Head Island, SC
3 BR, 3 BA, Sleeps 8,Water View
Yacht Club 7536 provides the perfect location for family vacation fun. Your beautiful condo balcony overlooks the Shelter Cove Harbor as well as your community swimming pool and spa.
ONLY $300 TO BOOK!
Xanadu 12-B, 3 Bedroom, Sleeps 8, Pool, Tennis, Walk to Beach
Xanadu, Hilton Head Island, SC
3 BR, 3 BA, Sleeps 8,Resort View
Tired of itty-bitty hotel rooms and other cramped quarters? Xanadu 12-B is an impressively spacious 3-bedroom, 3-bathroom condo that sleeps 8 people with comfort to spare.
ONLY $300 TO BOOK!
Anchorage 7472, 3 Bedrooms, Sleeps 8, Heated Community Pool, Penthouse
Anchorage, Hilton Head Island, SC
3 BR, 3 BA, Sleeps 8,Pool View
A 3-bedroom, 3-bathroom condo that sleeps 8 people (and a pet or 2), Anchorage 7472 offers you all the comfort, elegance, and ease that Hilton Head is known for. It’s one of only 88 units in Anchorage Villas, across the street from Palmetto Dunes Plantation ...
Only 2 weeks left in the next 60 days!
ONLY $300 TO BOOK!
Greens 125, 3 Bedroom, Sleeps 6, Large Pool, Golf View, Shipyard Plantation
Shipyard Plantation, Hilton Head Island, SC
3 BR, 3 BA, Sleeps 6,Golf View, Free Wifi
Beautiful with tropical charm, Greens 125 is the perfect spot to enjoy your beach getaway. Featuring three bedrooms and three bathrooms, Greens 125 sleeps six.
Only 2 weeks left in the next 60 days!
NOT AVAILABLE ON SELECTED DATES
Moorings 71-72, 2 Bedrooms, Sleeps 8, Walk to Beach, Pool
Palmetto Dunes, Hilton Head Island, SC
2 BR, 2.5 BA, Sleeps 8,Resort View
Prepare to fall in love with the wooded landscape, multiple balconies, and elegant decor of Moorings 71-72. Just a two-minute stroll from the beach, it offers low country beauty at its finest.
ONLY $300 TO BOOK!
Ocean Dunes Villa 404, 2 Bedroom, Ocean Front, Pool, Sleeps 6
Ocean Dunes, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 6,Beach Front, Free Wifi
If you truly want to enjoy the vacation you've planned and saved for all year long, Ocean Dunes Villa 404 is the place to stay! This two bedroom oceanfront home sleeps up to six comfortably and provides you with the most scenic views from all living and ...
ONLY $300 TO BOOK!
Beach & Tennis Admirals Row 226, 2 Bedrooms, Sleeps 6, Ocean View
Folly Field, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 6,Ocean View, Free Wifi
You can walk to the beach when you vacation at Beach and Tennis Admirals Row 226 on beautiful Hilton Head Island. Plus, you have a large swimming pool, children’s wading pool, and free tennis courts ready and waiting for your arrival.
ONLY $300 TO BOOK!
Ocean Breeze 61, 3 Bedroom, Tennis, Sleeps 6, Large Pool
Forest Beach, Hilton Head Island, SC
3 BR, 3 BA, Sleeps 6,Resort View
Situated in the aptly named Forest Beach neighborhood, Ocean Breeze 61 puts you close to the beach, in the forest, and near to golf. What could be better for your Hilton Head getaway?
Only 3 weeks left in the next 60 days!
ONLY $300 TO BOOK!
Village House 303, 2 Bedrooms, Sleeps 6, Elevator
Village House, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 6,Wooded
This renovated condo is near the beach, has room for six people, and features a gourmet kitchen, high-end finishes, a patio, and a wooden deck with incredible forest views. You’ll never want to leave!
Only 1 week left in the next 60 days!
NOT AVAILABLE ON SELECTED DATES
Inland Harbour 2429, Golf View, 2 Bedrooms, Sleeps 8, Pool
Sea Pines, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 8,Golf View
2429 Inland Harbour in Sea Pines Plantation is a beautifully renovated two bedroom, two bathroom villa situated on a picturesque lagoon overlooking the Heron Point golf course in the world-renowned Sea Pines Plantation.
Capitalizing on the fabulous setting ...
ONLY $300 TO BOOK!