Vacation Homes for Sale in Hilton Head Island, SC

120 homes

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15 Richfield Way, Hilton Head Island, SC 29926

Coastal perfection in popular Indigo Run! Hard to find newer construction home on quiet cul-de-sac street. Spacious, open floor plan with golf and lagoon views. Guests and family will be so comfort...

15 Deallyon Ave Unit 2, Hilton Head Island, SC 29928

Nestled in the desirable South Forest Beach neighborhood, just a short walk from Hilton Head's beaches, Courtside Villa 2 offers an unbeatable blend of comfort, style, and convenience. With more squa...

40 Folly Field Rd Unit G15, Hilton Head Island, SC 29928

This bright, two-bedroom, two-bathroom villa in Hilton Head Beach & Tennis offers an ideal retreat or investment opportunity. Enjoy oceanfront pool, beach access, tennis, pickleball courts, playgroun...

113 Shipyard Dr Unit 149, Hilton Head Island, SC 29928

Charming townhouse near the Beach! Desirable end unit with open floor plan, close to the community pool. Two bedrooms and two full baths upstairs, with additional half bath on main level. Spacious...

663 William Hilton Pkwy Unit 2424, Hilton Head Island, SC 29928

Here's a beautifully decorated extended two-bedroom top floor villa with washer and dryer in villa at Hilton Head Resort! There are only eight of this unique floorplan in the entire 468-unit complex....

15 Deallyon Ave Unit 36, Hilton Head Island, SC 29928

3 bdrm, 3-1/2 bath end unit villa with 1,850 sq ft in the heart of Forest Beach with YTD gross rentals over $47K! With views of both the tennis courts and the pool, this 3-level Courtside Villa has s...

11 Firethorn Ln, Hilton Head Island, SC 29928

Discover the epitome of coastal living in this stunning ocean-oriented home nestled on a large private lot in South Forest Beach. Enjoy the ultimate in relaxation with a beautiful pool & spa. Prime l...

40 Folly Field Rd Unit A134, Hilton Head Island, SC 29928

Located in Hilton Head Beach and Tennis Resort, this remodeled condo is just steps from the beach. Featuring an updated kitchen with stainless steel appliances (2022-23), it comes fully furnished and...

2 Lighthouse Ln Unit 873, Hilton Head Island, SC 29928

Great Location in Harbour Town! This Villa has quick access to golf, dining, shopping, tennis, pool, biking, and live entertainment!2 BR, 2BA First Floor Villa with private, outdoor patio. Bright, c...

4 N Forest Beach Dr Unit 329, Hilton Head Island, SC 29928

The one you have been waiting for!! OCEANFRONT renovated villa at The Breakers. Unbelievable sunrises and views from your balcony to enjoy your morning coffee or favorite beverage. All new HVAC syste...

663 William Hilton Pkwy Unit 4422, Hilton Head Island, SC 29928

This little gem resides within the Four Seasons Hilton Head Oceanfront Resort. 2 BR, 2 Ba, 4th floor, 4th building from the beach. Condo has fantastic breezes, extended kitchen creating more room gat...

663 William Hilton Pkwy Unit 3225, Hilton Head Island, SC 29928

This Hilton Head rental machine grossed over $43K in 2023 and on track for similar numbers in 2024—a turnkey investment! Fully furnished and rental-ready, this property offers direct beach access and...

6 Braddock Bluff Dr Unit 1659, Hilton Head Island, SC 29928

A South Beach stunner! Located in Sea Pines and steps to the beach, this beautifully decorated and renovated villa has been completely updated to today's standards of luxury. Many updates include kit...

35 Lake Forest Dr Unit 3305, Hilton Head Island, SC 29928

2BD/2BTH Lake Forest townhouse has a lovely lake view, vaulted ceilings & spacious living/dining area. Large back deck ideal for relaxing & enjoying nature. This 1400sqft floor plan is on 1 level, ha...

45 Wilers Creek Way, Hilton Head Island, SC 29926

A remarkable blend of timeless elegance, superior H2 build quality, and impeccable maintenance that will impress the most discerning buyers. It’s all in the details: travertine and hardwood flooring...

10 S Forest Beach Dr Unit 320, Hilton Head Island, SC 29928

Outstanding coastal interior in popular Forest Beach Villas across street from Coligny beach and next to Lowcountry Celebration Park on Hilton Head Island! Most desirable floor plan, rarely on the m...

4 Indigo Run Dr Unit 2411, Hilton Head Island, SC 29926

Discover your perfect retreat in this charming 2nd floor villa in The Preserves at Indigo Run! Beautifully updated w luxury vinyl flooring, fresh paint, crown molding, upgraded kitchen & bath. This v...

35 Ruddy Turnstone Rd, Hilton Head Island, SC 29928

Breathtaking ocean views from this classic Sea Pines 5 bed/7 bath oceanfront home. Built by high-end builder Johnson-Delaney and designed by renowned architect Peter Brower, this superior quality hom...

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Vacation Homes for Sale in Hilton Head Island, SC

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