Hilton Head, SC 2+ Bedroom Oceanfront Vacation Rentals
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**WINTER/ SPRING 2026 UPDATES INCLUDE: adding 2 new bathrooms so that each bedroom will have its own ensuite! New photos & floor plans coming April 2026!**9 Singleton Beach, Hilton Head Island. This oceanfront gem is a 10/10 with awe-inspiring...
- Hilton Head
- 7 Bedrooms
- 7 Bathrooms
- Sleeps 20
Summary:Island Club 5503The Space:Feel spectacular unobstructed ocean vistas, morning sunrises, and striking beach vistas from the moment you enter the front door, all the way through the living room to the top floor balcony. Appreciate luxury vinyl...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 7
Summary:Sea Cloisters 311The Space:Immerse yourself in the soft blues of the ocean both inside and out at this oceanfront condo in the Sea Cloisters. Wake up each morning to a expansive view of the Atlantic, sit down for breakfast on your breezy...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
Summary:Shorewood 438The Space:Feel the ultimate beach hideaway at this striking oceanfront condo in Hilton Head, SC. Just steps away from the sandy shores, this tropical resort property offers the ideal blend of relaxation and convenience. Located...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
Summary:Shorewood 530The Space:THE ELEVATOR FOR SHOREWOOD 530 WILL BE OUT OF SERVICE FOR UPGRADES FROM JAN 12th - FEB 28th 2026. Dates are subject to change slightly and will update this message should anything change. Thank you.This amazing...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
HILTON HEAD. This extravagant oceanfront complex offers the ultimate in resort vacation accommodations. You have a wide selection of 2 or 3 bedroom villas with vistas ranging from landscape to oceanfront, roomy floor plans, designer decorated...
- Hilton Head
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 8
133 Dune Lane, Hilton Head Island is a 4-bedroom, 4-bath oceanfront home epitomizes casual beach living at its best. Wake up to enchanting vistas of the ocean from every room, including the kitchen, living room, dining room, and all four bedrooms...
- Hilton Head
- 4 Bedrooms
- 4 Bathrooms
- Sleeps 14
Close to fishing, horse riding, and more, this smoke-complimentary condo brings it all within reach. There's convenient onsite parking, so you can leave your car behind and head out to Folly Field Beach and Mitchelville Freedom Park, just a short...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 4
2 Collier Beach, Hilton Head Island. Feel luxury living at its best in this elegant oceanfront 5-bedroom, 5.5-bathroom home boasting an oceanfront pool and one of the only pet friendly homes on Singleton Beach. Each bedroom comes with its own...
- Hilton Head
- 5 Bedrooms
- 5 Bathrooms
- Sleeps 14
14 Collier Beach, Hilton Head Island is a gorgeous oceanfront estate that offers a state-of-the-art chef's kitchen, an open-concept living and dining area leading to an oceanfront pool, deck, and grille. The home features a opulent master suite with...
- Hilton Head
- 6 Bedrooms
- 6 Bathrooms
- Sleeps 16
Summary:Villamare 3430The Space:Villamare 3430 is a elegantly refreshed condo, scenically located on the fourth floor of Villamare in Palmetto Dunes. Here in Building 3 of this oceanfront complex, you'll have vistas out over the treetops and a...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 8
Fall in adore with this broad oceanfront home located on the Atlantic Ocean in handsome Palmetto Dunes Oceanfront Resort! As you enter you are welcomed by a sizable staircase and wood floors leading to the kitchen, dining and living areas. The...
- Hilton Head
- 5 Bedrooms
- 5 Bathrooms
- Sleeps 10
Summary:Spa On Port Royal Sound 1314The Space:Welcome to your ideal beach hideaway in Hilton Head, SC! This gorgeous condo offers a plethora of amenities to ensure a comfortable and enchanting stay. With a heated indoor pool, two outdoor pools...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 4
Summary:Island Club 1102The Space:Welcome to your ideal hideaway at The Island Club of Hilton Head! This gorgeous first-floor condo offers the ideal blend of comfort and convenience, with a delightful green space right outside your patio, ideal for...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
Feel coastal luxury in this refreshed 2 bedroom, 2 bathroom villa, where every detail has been thoughtfully curated for your comfort. Wake up to pretty oceanfront vistas, ideal for appreciating your morning coffee or evening drinks. Inside, you'll...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 4
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This striking 5-bedroom, 5.5-bathroom oceanfront home is located in the heart of North Forest Beach, offering an memorable coastal experience with sweeping...
- Hilton Head
- 5 Bedrooms
- 5 Bathrooms
- Sleeps 16
Summary:Villamare 3425The Space:Savor your breakfast and coffee from your shaded balcony while taking in the vibrant sunrise at this Villamare condo. The view from the fourth floor also overlooks the outdoor pool, beach, and picnic area, which are...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
HILTON HEAD. This gorgeous oceanfront villa offers impressive vistas and a serene ambiance for a really calming stay. Located on the second floor of Captains Walk in Palmetto Dunes Plantation, the villa features a entirely equipped kitchen with...
- Hilton Head
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 8