Hilton Head vacation rentals

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Top-rated vacation rentals in Hilton Head

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Hilton Head Island

4.94 out of 5 average rating, 109 reviews

Cozy Condo•2/2•Bonus Loft•short walk to beach•Pool

Beautiful Cozy 3rd floor 2bed/2bath condo in Treetops. We have everything you need to enjoy your Island vacation including beach gear! Bonus Loft/game room that our kids love with a Bunk bed. Perfect for a family vacay, or remote work w/High speed WIFI 2/3 pools are just steps away from our front entryway or one of our private screened in porches. We are nestled in a quiet wooded community located in the popular Forest Beach/Coligny area. Complimentary cable, Netflix, and coffee are provided.

Guest favorite

Condo in Hilton Head Island

4.89 out of 5 average rating, 177 reviews

Hilton Head Hidden Gem

Comfy 3rd floor walk up retreat. Peaceful decor. Screened balcony. Furnished kitchen. Free use of WIFI, beach chairs/umbrella, gym, basketball & tennis courts, charcoal grills/picnic tables; pools. Steps from your door: explore our sandy beach, watch fish jump & dolphins swim; observe nature on a private pier. See the sunrise on the water. Grocery/restaurants w/in 1-5 miles. Make a meal or a reservation! Short drive to all island locales. Great island bike paths. (No pets or smoking.)

Guest favorite

Condo in Hilton Head Island

4.9 out of 5 average rating, 106 reviews

Beachfront Balcony | Walk Everywhere | Pool

🌴 Enjoy your morning coffee taking in the ocean breeze under two beautiful palm trees. ❤️🏖️ Stay in the heart of Hilton Head Island with direct beach access. Your feet will be in the sand in less than a minute! Just steps away from all of the shops and great restaurants in Coligny Plaza. ⚡ High-speed internet and work-from-home ready with great lighting and zoom backgrounds. 🧹 Our condo is expertly cleaned after each guest, and equipped with everything you need to enjoy a wonderful stay.

Guest favorite

Condo in Hilton Head Island

4.98 out of 5 average rating, 133 reviews

My Blue Heaven, Romantic, Fall and Winter Specials

Welcome to our ocean front rental, a haven for couples seeking a romantic and stylish getaway. With its breathtaking ocean view, five-star reviews, and recent remodel in 2023, this rental promises an unforgettable experience. Our guests have praised the attention to detail, the stunning view, and the overall ambiance of the space. Rest assured that your stay will be nothing short of extraordinary. Step out onto the balcony and take in the fresh sea breeze as you relax in the swinging chair.

Guest favorite

Rental unit in Hilton Head Island

5 out of 5 average rating, 298 reviews

Hilton Head Seaside Vacation Rental

Stay in a unique, quiet beachfront neighborhood for your vacation on HHI. Enjoy a 5 minute/2 block WALK TO THE BEACH, 2 FREE bikes, Roku with NETFLIX, and a mid-island location for easy access to local attractions. Step inside to a bright, super clean, well stocked place with all of the comforts of home. Outside, you are surrounded by Live Oaks and natural landscaping. The apt. features LR/kitchen combo, 1 bedroom w/ a queen bed, full bath, W/D in walk-in closet, and a deck w/ seating.

Guest favorite

Guest suite in Hilton Head Island

4.93 out of 5 average rating, 306 reviews

LOCATION! Harbour, Dining, Shops, Beach-1.4 mile

Location .. Location .. Location !!! Private guest suite (256 sq ft) with independent entrance from outside, total privacy, and complete amenities, queen bed and full bath (no kitchen). Just step outside - great water-front restaurants with live music, bars, shops and weekly fireworks during summer. Supermarkets and more restaurants in 10 minutes walking. Free shuttle to attractions in 2 miles radius from April till September, beach 1.4 miles away, biking, fishing and water sports.

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 180 reviews

Ocean Front Beach & Tennis Resort 2 BR 2 BA Villa

Welcome to our renovated 2BR 2BA Villa at Hilton Head Beach & Tennis Resort. It is a short walk to the Resort's beautiful Private Access Beach and largest outdoor pool on the Island Updated appliances, furniture & bathrooms. Villa has a fully equipped Kitchen, Coffee Bar with Keurig, Memory Foam Mattresses on all Beds 3 Wall Mounted Smart TV's Hi Speed Wifi. Sleeps 5 adults Comfortably contact us for info on add'l guests. Porta Crib supplied but guest must bring own linens for crib

Guest favorite

Condo in Hilton Head Island

4.93 out of 5 average rating, 120 reviews

Spacious Two Bedroom Villa in Hilton Head Resort!

Spacious two bedroom/two bathroom villa includes its own washer and dryer! This recently updated villa will not disappoint as it's located in Hilton Head Resort with so many amenities: private access to Singleton Beach, two outdoor pools, seasonal onsite deli/bar/store, heated indoor pool, hot tub, kiddie pool, sauna, exercise room, and track. There are also tennis, pickleball, and badminton courts! Bike paths are plenty with many nearby stores, restaurants, and golf courses!

Guest favorite

Condo in Hilton Head Island

4.99 out of 5 average rating, 340 reviews

Ocean Front Resort Condo

Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

Guest favorite

Condo in Hilton Head Island

4.96 out of 5 average rating, 132 reviews

Beach&Tennis, Stylish, Modern, Folly Field Beach!

Hilton Head Beach & Tennis, 1-bedroom, fully remodeled! New queen mattress, stainless appliances, Queen Sleeper Sofa. 5 units from the ocean, partial ocean view. Enjoy a glass of wine, and listen to the ocean on the private patio. Free Wi-Fi! Don't stay in a tiny hotel room with no kitchen. Hotels are cold and sterile, our home is warm and welcoming! 100 feet to our beautiful beach and oceanfront pool! 12 Pickleball courts!

Guest favorite

Condo in Hilton Head Island

4.99 out of 5 average rating, 170 reviews

Resort 1st flr walk to beach, 2 pools pball tennis

Welcome to our lovely renovated 1st floor unit in Fiddler's Cove. Perfect for a tennis, golf, biking or beach holiday! A 6 min walk to Folly Field beach via private beach access. Use our beach gear. Great secure wifi. Surrounded by world class golf courses. Enjoy 5 star amenities including 2 pools, hot tub, racquetball, pickle ball courts and gym. Pools are open from march 1st-October 31st and hot tub remains open year round.

Superhost

Condo in Hilton Head Island

4.91 out of 5 average rating, 129 reviews

Hip Nautic Couples Beach Condo, Pickleball/Hot Tub

Embrace the relaxed coastal lifestyle at Hip Nautic, a short stroll from the beach. Our cozy one-bedroom condo provides the essential comforts for travelers seeking a convenient retreat. Located just three blocks away from shopping, dining, and year-round live music, our prime spot offers the perfect gateway to explore Hilton Head Island, renowned as the 2017 “Top Island in the U.S." by Conde Nast Traveler.