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Guest favorite
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Private beach
Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Heated swimming pool
Staying at the 1-bedroom Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View Hilton Head Island, guests can easily reach Sea Pines Forest Preserve, located approximately a 25-minute walk away.
Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Heated swimming pool
Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View
Staying at the 1-bedroom Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View Hilton Head Island, guests can easily reach Sea Pines Forest Preserve, located approximately a 25-minute walk away.
Tranquility In Paradise- 2 Bedroom Villa W/Parking
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Located 2.5 km from Burkes Beach, the 2-bedroom Tranquility In Paradise- 2 Bedroom Villa W/Parking Hilton Head Island provides access to an outdoor swimming pool. Hosting up to 6 guests, this property offers a prime location right near Beaufort County Libraries.
Tranquility In Paradise- 2 Bedroom Villa W/Parking
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Tranquility In Paradise- 2 Bedroom Villa W/Parking
Located 2.5 km from Burkes Beach, the 2-bedroom Tranquility In Paradise- 2 Bedroom Villa W/Parking Hilton Head Island provides access to an outdoor swimming pool. Hosting up to 6 guests, this property offers a prime location right near Beaufort County Libraries.
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Beach access
Spacious, Cozy Villa W/Parking In Coligny Villas
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Spacious, Cozy Villa W/Parking In Coligny Villas Hilton Head Island is situated a 6-minute walk from Coligny Theater, featuring such comforts as Wi-Fi and a car park.
Spacious, Cozy Villa W/Parking In Coligny Villas
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Spacious, Cozy Villa W/Parking In Coligny Villas
Spacious, Cozy Villa W/Parking In Coligny Villas Hilton Head Island is situated a 6-minute walk from Coligny Theater, featuring such comforts as Wi-Fi and a car park.
Contemporary Bliss-Newly Renovated Cozy Villa!
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
With a maximum capacity of 6 guests, the 2-bedroom Contemporary Bliss-Newly Renovated Cozy Villa! Hilton Head Island provides them with an outdoor swimming pool and access to such wellness attractions as The Art of Massage and Yoga Therapy Day Spa, located 3.8 km away.
Contemporary Bliss-Newly Renovated Cozy Villa!
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Contemporary Bliss-Newly Renovated Cozy Villa!
With a maximum capacity of 6 guests, the 2-bedroom Contemporary Bliss-Newly Renovated Cozy Villa! Hilton Head Island provides them with an outdoor swimming pool and access to such wellness attractions as The Art of Massage and Yoga Therapy Day Spa, located 3.8 km away.
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Top location
Hhi Homes- Newly Renovated Cozy Modern Pet-Friendly Villa-Ideal Location
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Situated about a 5-minute walk from Beaufort County Libraries, the 2-bedroom Hhi Homes- Newly Renovated Cozy Modern Pet-Friendly Villa-Ideal Location Hilton Head Island offers quick access to numerous city landmarks nearby.
Hhi Homes- Newly Renovated Cozy Modern Pet-Friendly Villa-Ideal Location
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Hhi Homes- Newly Renovated Cozy Modern Pet-Friendly Villa-Ideal Location
Situated about a 5-minute walk from Beaufort County Libraries, the 2-bedroom Hhi Homes- Newly Renovated Cozy Modern Pet-Friendly Villa-Ideal Location Hilton Head Island offers quick access to numerous city landmarks nearby.
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Great deal
Hilton Head Resort 2221
- BBQ facilities
- Air conditioning
- Flat-screen TV
- Laundry
- Sauna
- Outdoor swimming pool
The 2-bedroom Hilton Head Resort 2221 Hilton Head Island villa is situated merely 14 minutes' walk from Chaplin Community Public Park and provides a Jacuzzi and a sauna, ensuring a relaxing stay. Offering a swimming pool, the property invites guests to visit Sea Pines Forest Preserve, located 2.8 km away.
Hilton Head Resort 2221
- BBQ facilities
- Air conditioning
- Flat-screen TV
- Laundry
- Sauna
- Outdoor swimming pool
Hilton Head Resort 2221
The 2-bedroom Hilton Head Resort 2221 Hilton Head Island villa is situated merely 14 minutes' walk from Chaplin Community Public Park and provides a Jacuzzi and a sauna, ensuring a relaxing stay. Offering a swimming pool, the property invites guests to visit Sea Pines Forest Preserve, located 2.8 km away.
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Beach access
Beachfront Bliss
- BBQ facilities
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Jacuzzi
- Outdoor swimming pool
Featuring a hot tub, the 2-bedroom Beachfront Bliss Hilton Head Island villa is located about 10 minutes' drive from Coligny Circle and can accommodate 6 guests.
Beachfront Bliss
- BBQ facilities
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Jacuzzi
- Outdoor swimming pool
Beachfront Bliss
Featuring a hot tub, the 2-bedroom Beachfront Bliss Hilton Head Island villa is located about 10 minutes' drive from Coligny Circle and can accommodate 6 guests.
Serenity In Paradise
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Staying at the 2-bedroom Serenity In Paradise Hilton Head Island villa, guests can visit Hilton Head Distillery, which is just 1.4 km away.
An outdoor swimming pool is available daily, as well as access to a terrace and a picnic area at the Hilton Head Island accommodation.
Serenity In Paradise
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Serenity In Paradise
Staying at the 2-bedroom Serenity In Paradise Hilton Head Island villa, guests can visit Hilton Head Distillery, which is just 1.4 km away.
An outdoor swimming pool is available daily, as well as access to a terrace and a picnic area at the Hilton Head Island accommodation.
Golf Course Views & Beach Access: Shipyard Villa
- Cookware/ Kitchen utensils
- Free parking
- Heating
- Golf centre
- Golf course
- Outdoor swimming pool
Featuring an outdoor swimming pool for guests' relaxation, the 2-bedroom Golf Course Views & Beach Access: Shipyard Villa Hilton Head Island is located nearly a 25-minute stroll from Shipyard Beach Access. Featuring a terrace, the Hilton Head Island villa is situated 2.4 km from Wexford Plantation.
Golf Course Views & Beach Access: Shipyard Villa
- Cookware/ Kitchen utensils
- Free parking
- Heating
- Golf centre
- Golf course
- Outdoor swimming pool
Golf Course Views & Beach Access: Shipyard Villa
Featuring an outdoor swimming pool for guests' relaxation, the 2-bedroom Golf Course Views & Beach Access: Shipyard Villa Hilton Head Island is located nearly a 25-minute stroll from Shipyard Beach Access. Featuring a terrace, the Hilton Head Island villa is situated 2.4 km from Wexford Plantation.
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Beach access
Oceanfront Sunrises On Mitchelville Beach
- Cookware/ Kitchen utensils
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Car park
Charges may apply
- Air conditioning
- Ironing facilities
- Sauna
- Heated swimming pool
Located just near the natural Fish Haul Beach Park, Oceanfront Sunrises On Mitchelville Beach Hilton Head Island villa entices guests with a sauna.
Oceanfront Sunrises On Mitchelville Beach
- Cookware/ Kitchen utensils
-
Car park
Charges may apply
- Air conditioning
- Ironing facilities
- Sauna
- Heated swimming pool
Oceanfront Sunrises On Mitchelville Beach
Located just near the natural Fish Haul Beach Park, Oceanfront Sunrises On Mitchelville Beach Hilton Head Island villa entices guests with a sauna.
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Beach access
526 Queens Grant
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Golf centre
Offering access to entertainment venues such as Shelter Cove Harbour & Marina, situated 2.6 km away, 526 Queens Grant Hilton Head Island villa can host up to 4 guests. Providing guests with Wi-Fi and private parking, this property is about 10 minutes by car from Shelter Cove Community Park.
There is canyoning, which guests can enjoy.
526 Queens Grant
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Golf centre
526 Queens Grant
Offering access to entertainment venues such as Shelter Cove Harbour & Marina, situated 2.6 km away, 526 Queens Grant Hilton Head Island villa can host up to 4 guests. Providing guests with Wi-Fi and private parking, this property is about 10 minutes by car from Shelter Cove Community Park.
There is canyoning, which guests can enjoy.
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Beach access
Waterford C3
- BBQ facilities
- Air conditioning
- Laundry
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Waterford C3 Villa Hilton Head Island offers quick access to such tourist spots as Shipyard Golf Club, situated approximately a 5-minute stroll away.
Waterford C3
- BBQ facilities
- Air conditioning
- Laundry
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Waterford C3
Waterford C3 Villa Hilton Head Island offers quick access to such tourist spots as Shipyard Golf Club, situated approximately a 5-minute stroll away.
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Beach access
Hilton Head Beach Villas 20
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Featuring an outdoor swimming pool, the 3-bedroom Hilton Head Beach Villas 20 Hilton Head Island is suitable for up to 8 people and is located approximately 20 minutes' walk from Holy Family Catholic Church. Providing guests with Wi-Fi and parking, this property is 3.6 km from Hilton Head Range Rear Lighthouse.
Snow skiing, horseback riding, and fisheries are possible in the surroundings.
Hilton Head Beach Villas 20
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Hilton Head Beach Villas 20
Featuring an outdoor swimming pool, the 3-bedroom Hilton Head Beach Villas 20 Hilton Head Island is suitable for up to 8 people and is located approximately 20 minutes' walk from Holy Family Catholic Church. Providing guests with Wi-Fi and parking, this property is 3.6 km from Hilton Head Range Rear Lighthouse.
Snow skiing, horseback riding, and fisheries are possible in the surroundings.
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Beach access
Shorewood 308
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Flat-screen TV
- Golf centre
- Outdoor swimming pool
Located just a 6-minute walk from Coligny Beach Oceanside Park, the 2-bedroom Shorewood 308 Hilton Head Island villa is suitable for 6 guests and provides an outdoor swimming pool to relax in. The villa features opportunities for snow skiing, horseback riding, and fisheries in the area, within reach of Holy Family Catholic Church.
Shorewood 308
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Flat-screen TV
- Golf centre
- Outdoor swimming pool
Shorewood 308
Located just a 6-minute walk from Coligny Beach Oceanside Park, the 2-bedroom Shorewood 308 Hilton Head Island villa is suitable for 6 guests and provides an outdoor swimming pool to relax in. The villa features opportunities for snow skiing, horseback riding, and fisheries in the area, within reach of Holy Family Catholic Church.
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Private beach
Oceanfront Villa Retreat: Beachside Luxury at Coligny
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Outdoor swimming pool
Situated merely a 6-minute stroll from Coligny Beach Oceanside Park, the 2-bedroom Oceanfront Villa Retreat: Beachside Luxury at Coligny Hilton Head Island ensures a great leisure experience by offering fisheries. Offering Wi-Fi, the Hilton Head Island villa is located not far from swallowtail.
Additionally, the Hilton Head Island property offers an outdoor swimming pool, as well as access to an aqua park and a golf course.
Oceanfront Villa Retreat: Beachside Luxury at Coligny
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Outdoor swimming pool
Oceanfront Villa Retreat: Beachside Luxury at Coligny
Situated merely a 6-minute stroll from Coligny Beach Oceanside Park, the 2-bedroom Oceanfront Villa Retreat: Beachside Luxury at Coligny Hilton Head Island ensures a great leisure experience by offering fisheries. Offering Wi-Fi, the Hilton Head Island villa is located not far from swallowtail.
Additionally, the Hilton Head Island property offers an outdoor swimming pool, as well as access to an aqua park and a golf course.
Updated Sea Pines Suite - Walk To Harbour Town & Pool
- Cookware/ Kitchen utensils
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
Situated 2.5 km from Sea Pines Forest Preserve, the 1-bedroom Updated Sea Pines Suite - Walk To Harbour Town & Pool Hilton Head Island villa is suitable for 6 guests and provides an outdoor swimming pool for additional relaxation. Providing guests with Wi-Fi and a car park, the property is approximately 15 minutes' drive from Coligny Plaza Shopping Center.
Updated Sea Pines Suite - Walk To Harbour Town & Pool
- Cookware/ Kitchen utensils
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
Updated Sea Pines Suite - Walk To Harbour Town & Pool
Situated 2.5 km from Sea Pines Forest Preserve, the 1-bedroom Updated Sea Pines Suite - Walk To Harbour Town & Pool Hilton Head Island villa is suitable for 6 guests and provides an outdoor swimming pool for additional relaxation. Providing guests with Wi-Fi and a car park, the property is approximately 15 minutes' drive from Coligny Plaza Shopping Center.
Are you in a hurry?
Here is a quick list of hotels in Hilton Head Island, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View |
9.1 / 10 (47 Reviews) |
From 429$ | |
| Tranquility In Paradise- 2 Bedroom Villa W/Parking |
9.6 / 10 (25 Reviews) |
From 503$ | |
| Spacious, Cozy Villa W/Parking In Coligny Villas |
8.7 / 10 (32 Reviews) |
From 639$ | |
| Contemporary Bliss-Newly Renovated Cozy Villa! |
8.2 / 10 (26 Reviews) |
From 478$ | |
| Hhi Homes- Newly Renovated Cozy Modern Pet-Friendly Villa-Ideal Location |
7.2 / 10 (23 Reviews) |
From 508$ |
More accommodations in Hilton Head Island
Frequently Asked Questions
Which Hilton Head Island vacation rentals with pools are great for families?
Oceanfront Villa Retreat: Beachside Luxury at Coligny and Serenity In Paradise provide inviting pools and family-friendly spaces. They are perfect for children to splash and play safely.
Book your stay in the off-peak season from mid-September to early March for better rates and fewer crowds.
What are the best vacation rentals near the beach with pools?
Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View and Beachfront Bliss both offer stunning views and immediate beach access. Enjoy the convenience of being steps away from the sand and sea.
Arrive before 9am to catch the best sun spots on the beach, as it can get crowded later.
Which vacation rentals with pools are near popular attractions?
Tranquility In Paradise - 2 Bedroom Villa W/Parking and Shorewood 308 are both close to Harbour Town, a vibrant area with shops and restaurants. Enjoy a pool day followed by an evening walk to local attractions.
Plan your visits to Harbour Town after 5pm when many shops offer discount hours and live music events.
What are some budget and pet-friendly vacation rentals with pools?
Hhi Homes- Newly Renovated Cozy Modern Pet-Friendly Villa and Hilton Head Resort 2221 offer both budget rates and pet-friendliness. You can bring your furry friend along while enjoying the pool.
Check with the property about pet fees in advance, as some rentals charge a one-time fee for pets.
Which rentals with pools are ideal for a romantic getaway?
Contemporary Bliss - Newly Renovated Cozy Villa! and 526 Queens Grant set the stage for romance with serene pools and intimate settings. Enjoy sunset swims and quiet dinners at nearby restaurants.
Dine at local seafood restaurants like The Sea Shack in the early evening when it's less crowded for a cozy experience.
What are the best vacation rentals with pool access for large groups?
Spacious, Cozy Villa W/Parking In Coligny Villas is great for larger gatherings with ample space and a welcoming pool. Gather your friends for barbecue nights by the pool.
Reserve your spot during the quieter months of late spring to lock in lower prices and greater availability.
Which vacation spots with pools are best for outdoor activities?
Waterford C3 and Oceanfront Sunrises On Mitchelville Beach are both near popular biking and hiking trails. After a long day, relax in the pool to cool off.
Bring your bike or rent one in town to explore the scenic paths along the coast for the best outdoor experience.
What local events can I expect during my stay on Hilton Head Island?
The Hilton Head Island Wine and Food Festival takes place every March, showcasing local chefs and wines. It's a fantastic way to experience local culture and cuisine.
Book tickets in advance to ensure you don't miss the most popular events and tasting opportunities.
How can I plan the perfect beach day on Hilton Head Island?
Pack essentials like sunscreen, a hat, and towels for a day at the beach. Arrive early to secure a good spot on popular beaches like Coligny Beach.
Visit Coligny Beach Park for convenient restrooms and showers, making it easy to clean up after a fun day in the sun.
What are the best restaurants near my rental vacation home?
Explore restaurants like The Old Oyster Factory, known for its seafood, and Robin's Nest for a casual bite. Both are within a short drive or bike ride from many rentals.
Visit during lunch hours for special menu deals, which are often cheaper than dinner prices.