Hilton Head, SC 2+ Bedroom Vacation Rentals
- Atlantic Beach
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- Bald Head Island
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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:Sea Cloisters 305The Space:Sea Cloisters 305 is a gorgeous, two-bedroom, two-bathroom, oceanfront condo in the complex of Sea Cloisters in the Folly Field area of Hilton Head Island. Appreciate this newly modernized oceanfront villa with...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 7
Summary:Gone CoastalThe Space:Located in the heart of Palmetto Dunes in Hilton Head, SC, this beautiful home offers the ideal blend of comfort and convenience for your vacation hideaway. Just steps away from tennis courts, pickleball, shopping, and...
- Hilton Head
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 12
Summary:Hilton Head Resort 2120The Space:Step inside this single-level condo and find yourself in a bright, inviting hideaway peppered with enchanting oceanside decor. Meals will be a snap in the well-equipped, full kitchen with stainless steel...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
You'll be glad you and your family chose this huge five bedroom home with four full baths and two half-baths! The entire home has many upgrades and has been attractively decorated with comfort and the beach in mind. The kitchen is elegant and...
- Hilton Head
- 5 Bedrooms
- 5 Bathrooms
- Sleeps 12
Hilton Head Resort is a gated community with 24 hour security. Our condo is located in building 1 on the first floor. You are only steps away from the heated pool, deli /gift shop and outdoor bar. You can walk to the beach on our private boardwalk...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 5
Summary:Island Club 3203The Space:Appreciate a walk to the beach, a dip in the pool, or a morning workout at the on-site tennis courts and exercise center when you stay at this villa at Island Club.Beautiful vistas of the island's landscape and blue...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 4
Summary:North Shore Place 207The Space:207 North Shore Place is a second-floor villa in the highly desired North Forest Beach area, just one block from the Atlantic Ocean! Appreciate access to a shaded balcony and a community swimming pool and hot...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 8
Located among live oak trees draped with Spanish moss, this private getaway is the ideal place for your next beach vacation, golf outing or family hideaway. Located on the esteemed Palmetto Dunes eleven mile lagoon system, this four bedroom home...
- Hilton Head
- 4 Bedrooms
- 3 Bathrooms
- Sleeps 8
Summary:Colonnade Club 151The Space:Find heaven between the fairways and the sea at this charming golf course-view hideaway! The beach is a short walk away, and on-site amenities include an outdoor pool, hot tub, and tennis courts. When it’s time...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 7
This private second floor villa has breathtaking wooded and lagoon vistas. This villa opens into a entirely equipped kitchen with bar seating for 2. The kitchen overlooks the dining room, which has a table with 4 chairs and a bench seat...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 7
Come appreciate 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 striking separation of its two bedrooms...
- Hilton Head
- 2 Bedrooms
- 3 Bathrooms
- Sleeps 6
This gorgeously decorated, freshly remodeled 3-bedroom villa offers a modern and extravagant touch, ideally located within the esteemed Palmetto Dunes Oceanfront Resort. With vistas of the acclaimed Robert Trent Jones Golf Course, this villa is a...
- Hilton Head
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 10
Welcome to Carolina Beach Club 429.This elegantly refreshed 4th-floor oceanside villa features new floor, furnishings, appliances, and kitchen countertops throughout.The villa includes two bedrooms and two bathrooms, with a combined living and...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 4
Summary:Tupelo CottageThe Space:Tupelo Cottage is a gorgeously modernized, pet-friendly home in the heart of Sea Pines Plantation. A roomy floor plan, a sizable outdoor space, and a private hot tub create a great place for rest and...
- Hilton Head
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 8
This roomy Hilton Head villa has been elegantly refreshed with amazing vistas of the George Fazio golf course. There is updated furnishings and coastal vibes throughout. You are just a short bicycle ride to the beach! The community amenities at...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
Summary:Flagg Grove 4The Space:*Please read our important pool heat information to help you have the best vacation possible!* This property has a pool that can be heated from March 1st to May 30th, and then from September 1st to November 31st. for...
- Hilton Head
- 3 Bedrooms
- 2 Bathrooms
- Sleeps 10
Summary:Crown Reef 204The Space:The natural beauty, sugar-white beaches, and pristine golf courses of Hilton Head Island await you when you book a stay at this outstanding home-away-from-home. Located in the Port Royal Village of the exclusive Port...
- Hilton Head
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 8