Hilton Head, SC 2+ Bedroom Vacation Rentals

Welcome to OCEAN’S EDGE — your breezy little slice of heaven at Hilton Head Resort! Perched on the 3rd floor of Building #4, this impressive two-bedroom, two-bath island getaway is thoughtfully designed for carefree coastal living. Whether...

Escape to heaven on your Hilton Head Island vacation! Located in the esteemed Hampton Place, in Palmetto Dunes Resort, this oceanfront haven offers an memorable hideaway with one-, two-, and three-bedroom villas. Imagine waking up to gorgeous...

Escape to a hideaway in this gorgeously appointed two bedroom condominium in the charming Villamare community within Palmetto Dunes Oceanfront Resort. This inviting condo offers everything you need for a comfortable and memorable stay.The cavernous...

This is luxury! This is relaxation! This is Villa de Goulet. This home in Forest Beach on Hilton Head Island, has everything to make your next vacation memorable.Majestic ocean vistas soothe the mind all day in this premier villa complex, but...

Summary:Oleander 2The Space:Stop and smell the flowers at this Hilton Head Island hideaway. Complete with a private pool and a completely fenced backyard, this coastal bungalow offers walking distance to Folly Field Beach and is well-connected to...

Summary:Spa on Port Royal Sound #3309The Space:Set sail and settle down at this waterfront villa, ideally perched in Hilton Head! Boasting a plethora of resort amenities, this sea breeze escape offers access to a hot tub, sauna, tennis court...

Summary:Twin Oaks 207The Space:Adventure awaits you in this delightful condo which sits between the 9th and 10th fairways. You will appreciate sitting on the patio or balcony with your morning coffee or evening beverage. Inside you will find...

Summary:Inverness 915The Space:Take in peaceful lagoon vistas from the furnished deck of this roomy, single-story, family-friendly condo—your ideal home base for a calming Hilton Head hideaway. Inside, you’ll find a full, well-equipped kitchen...

Summary:HH Beach & Tennis B13The Space:Welcome to your ideal hideaway in Hilton Head, SC! This beautiful apartment is ideal for couples or modest families seeking a serene beach escape. You can sip your morning coffee from the private balcony while...

Summary:Inland Harbour 2431The Space:Escape to this completely refreshed Hilton Head Island getaway located right in the heart of Sea Pines, just a short walk from an array of waterfront eateries and stores. You’ll also have access to a swimming...

Summary:Fiddlers Cove 20HThe Space:Conveniently located just 350 yards from the Atlantic Ocean, this impressive 2BR/2BA one-level condo is the ideal family beach hideaway. Appreciate 24-hour security in a handsomely landscaped gated community.Take...

Summary:Summer HouseThe Space:With a fireplace, a pool, roomy common areas, and plenty of beds to lay your head down at nighttime, this bright home is the ideal place for your next hideaway. If you’re looking for a family-friendly hideaway with...

Summary:Kingston Cove 18The Space:Welcome to your ideal hideaway in Hilton Head, SC! This impressive home is attractively located close to the Shipyard Beach Club, offering private access to the beach complete with bathrooms and shower facilities...

Summary:Scaup Court 8 - Whispering Palms at Tower BeachThe Space:Scenically located on the banks of a calming lagoon, this Hilton Head home is the ideal blend of serenity and convenience. Appreciate a short walk across the street to Tower Beach or...

Summary:Villamare 3425The Space:Appreciate 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...

Summary:Island Club 120The Space:Feel a calming vacation in this two-bedroom condominium with a comfortable back deck overlooking the lagoon. Island Club features three outdoor swimming pools surrounded by lounge chairs with canopy shades, a shared...

This charmingly refreshed 3 bedroom, first floor corner villa offers gorgeous ocean vistas from every room and was thoughtfully refreshed in 2026. Updates include new furnishings in the living and dining areas, updated floor throughout the main...

Oceanfront Luxury in Windsor Court – Hilton Head IslandFeel the ultimate beachfront hideaway in this gorgeous 2-bedroom, 2-bathroom oceanfront villa in the highly sought-after Windsor Court community on Hilton Head Island. Wake up to beautiful...