Browse All Hilton Head Vacation Rentals
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The Spa 1115, 2 Bedrooms, Resort Pool, Ocean View, WIFI, Sleeps 4

Hilton Head Island, SC
2 BR, 2 BA, Sleeps 4,Ocean View
Enjoy the best of Hilton Head Island in a location that’s a bit off the beaten path, but just a short stroll from the beach. The Spa 1115 sets beside a meandering stream and is close to Port Royal Sound where you’ll see a rich variety of exotic birds, ...
ONLY $300 TO BOOK!

Hilton Head Resort 4429, 2 Bedroom, Sleeps 4, Walk to Beach, 3 Pools

Hilton Head Resort, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 4,Resort View
Guest Ratings: 4.5/5 (5)
You’ll do Hilton Head in style when you book your vacation at Hilton Head Resort 4429. It’s a resort overflowing with wonderful amenities and a condo that’s one of the best in the complex.
ONLY $300 TO BOOK!

Beachwalk 130, 1 Bedroom, Sleeps 4, Near Beach, Pool, WiFi

Beach Walk, Hilton Head Island, SC
1 BR, 2 BA, Sleeps 4,Resort View, Free Wifi
Guest Ratings: 4/5 (4)
You’ll be close to everything you love in Hilton Head Beach when you vacation at Beachwalk 130, an upper level condo with a great view of the beautiful area surrounding Beachwalk. Golf and the beach are both close by, yet you and your guests are tucked away ...
ONLY $300 TO BOOK!

Hilton Head Resort 3411, 2 Bedroom, Sleeps 4, Heated Pool, Gym, Hot Tub

Hilton Head Resort, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 4,Resort View
There are many places to stay on Hilton Head Island, but none offer more of the things you want than Hilton Head Resort 3411. The amenities available in this well cared for resort are the perfect complement to the rich assortment of activities close by on the ...
ONLY $300 TO BOOK!

The Spa 3336, 2 Bedroom, Heated Pool, Tennis, WiFi, Walk to Beach, Sleeps 4

Hilton Head Island, SC
2 BR, 2 BA, Sleeps 4,Best Value/Garden
Get off the beaten path and enjoy a Hilton Head Island vacation away from the crowds and yet an easy stroll from the shore. That’s what you get at The Spa 3336, your respite by the sea in a location where you can fully experience nature’s beauty.
ONLY $300 TO BOOK!

5403 Treetops, 2 Bedroom Villa, Pool Access, WiFi, Sleeps 4

Forest Beach, Hilton Head Island, SC
2 BR, 2.5 BA, Sleeps 4
A Hilton Head vacation is all about relaxing, reveling in the glorious surroundings, and relishing time with friends and family. Pet-friendly 5403 Treetops makes it easy to do all of that.
ONLY $300 TO BOOK!

Beach & Tennis Admirals Row 107, 1 Bedroom, Sleeps 4, 2 Pools, Tennis, Ocean View

Beach & Tennis, Hilton Head Island, SC
1 BR, 1 BA, Sleeps 4,Ocean View, Free Wifi
Guest Ratings: 3.5/5 (2)
Everyone likes going to a beach destination for their vacation. Enjoying the beauty that nature has to offer is always a great experience and Hilton Head Island is no different with its gorgeous setting and surroundings.
ONLY $300 TO BOOK!

Hilton Head Beach & Tennis C-219, 1 Bedroom, Sleeps 5, WiFi, 2 Pools, Tennis

Beach & Tennis, Hilton Head Island, SC
1 BR, 1 BA, Sleeps 5,Beach Front
If you’re looking for the perfect beach getaway, look no further than Hilton Head Beach & Tennis C-219. It has everything you’re looking to find.
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
Guest Ratings: 5/5 (4)
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 $300 TO BOOK!

5301 Treetops, 2 Bedroom Villa, Sleeps 6, Pool, Tennis, Beach

Forest Beach, Hilton Head Island, SC
2 BR, 2.5 BA, Sleeps 6
Guest Ratings: 4.5/5 (6)
5301 Treetops, a two bedroom, two and a half bathroom, is an ideal condo for your next family vacation. Its open sunny layout makes it easy for everyone to spend time together but has enough space that you'll never feel crowded.
ONLY $300 TO BOOK!

Lighthouse Tennis 2395, 2 Bedroom, Sleeps 6, Lagoon View, Sea Pines, Pool

Sea Pines, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 6,Lagoon View
Guest Ratings: 4.5/5 (9)
2395 Lighthouse Tennis Villa in Sea Pines Plantation is a delightful 2 bedroom, 2 bath villa close to Harbour Town! This second-floor villa is within walking distance of the restaurants and shops of Sea Pines Center and a nice walk or bike ride to the center ...
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
Guest Ratings: 4/5 (1)
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!

Evian 166, 2 Bedrooms, Sleeps 6, Golf & Lagoon Views, Pool

Evian, Hilton Head Island, SC
2 BR, 2 BA, Sleeps 6,Golf View, Free Wifi
Guest Ratings: 4/5 (2)
You’re in for a treat when you make Evian 166 your vacation headquarters on Hilton Head Island. Evian 166 is nestled within the golf courses, woods, and lagoons of the beautiful and popular Shipyard Plantation.
ONLY $300 TO BOOK!

Golfmaster 304, 2 Bedrooms, Sleeps 6, Large Pool, Tennis

Golfmaster, Hilton Head Island, SC
2 BR, 2.5 BA, Sleeps 6,Resort View
Guest Ratings: 4/5 (4)
Easily sleeping six in a roomy two-story townhouse with several balconies and decks, this Hilton Head gem is the setting for your best vacation ever. Enjoy resort perks just minutes from the beach!
ONLY $300 TO BOOK!

Stoney Creek 283, 2 Bedrooms, WIFI, Pool Access, Sleeps 6

Sea Pines, Hilton Head Island, SC
2 BR, 2.5 BA, Sleeps 6,Lagoon View
There’s no beating the location of Stoney Creek 283 on Hilton Head Island. From your condo nestled in the beautiful Sea Pines neighborhood, you’re just a 15-minute walk from shops, restaurants, the marina, and the Harbour Town Lighthouse.
ONLY $300 TO BOOK!

Hickory Cove 47, 2 Bedroom, Sleeps 7, Ground Floor, Large Pool

Palmetto Dunes, Hilton Head Island, SC
2 BR, 2.5 BA, Sleeps 7,Resort View
Guest Ratings: 4.5/5 (5)
Can't decide between the golf course and the beach? This gorgeous townhouse nestled among the trees is just a short walk from the beach, yet has all the green shade and beauty of a beach retreat!
ONLY $300 TO BOOK!

Turnberry Village 291, 3 Bedrooms, Pool Access, Sleeps 7

Palmetto Dunes, Hilton Head Island, SC
3 BR, 3 BA, Sleeps 7,Golf View
Guest Ratings: 4/5 (1)
The Atlantic Ocean, golf courses, tennis, swimming pool, and excellent restaurants are all within easy reach when you vacation at Turnberry Village 291. Your condo backs up to a golf course so you can watch the course action from your covered deck.
ONLY $300 TO BOOK!

Isle of Pines 12, 3 Bedroom, WiFi, Fireplace, Sleeps 7, Sea Pines

Sea Pines, Hilton Head Island, SC
3 BR, 2 BA, Sleeps 7,Best Value/Garden
Newly renovated 3 bedrooms, 2 bath house on a quiet street sleeps 6-8. Bright and open floor plan features a large deck and screened -in porch that overlooks the 1st fairway of Sea Pines Country Club.
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
Guest Ratings: 4/5 (4)
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!

Ocean Breeze 33, 3 Bedrooms, Large Pool, Tennis, Sleeps 8

Forest Beach, Hilton Head Island, SC
3 BR, 3 BA, Sleeps 8,Resort View
Guest Ratings: 3/5 (1)
Experience the island life on Hilton Head Island from Ocean Breeze 33 and enjoy the beautiful private pool surrounded by lush greenery. This beautiful home features three bedrooms, three bathrooms and sleeps eight.
ONLY $300 TO BOOK!

Mooring Buoy 187, 4 Bedrooms, Deck, Lagoon, Sleeps 10

Palmetto Dunes, Hilton Head Island, SC
4 BR, 3 BA, Sleeps 10,Resort View
Does Mooring Buoy 187 look familiar? If so, you may have seen it featured on HGTV’s “Vacation Home for Free” TV show.
ONLY $300 TO BOOK!