Hilton Head Retreats

Hilton Head Retreats Discover the perfect beach retreat with Hilton Head Retreats!

Game on. 🎾Whether you’re a tennis loyalist, a pickleball convert, or the person who says “I’ll try it” and then gets com...
09/11/2026

Game on. 🎾

Whether you’re a tennis loyalist, a pickleball convert, or the person who says “I’ll try it” and then gets competitive… Hilton Head Island has a court for you.

And because there’s more to know than “where can I play?” we put together the full guide.

We rounded up where to play, which facilities offer tennis vs. pickleball, where to find lessons and junior programs, plus tips for making the most of your court time.

Consider this your excuse to add a little friendly competition to your next island getaway.

Read the guide, then book your favorite vacation rental → hiltonheadvacation.com/blogs/things-to-do/hilton-head-island-tennis--pickleball-guide

The Spa 1219 | Hilton Head IslandWho says beach season has to end with summer? Fall is one of the best times to enjoy Hi...
09/09/2026

The Spa 1219 | Hilton Head Island

Who says beach season has to end with summer? Fall is one of the best times to enjoy Hilton Head Island, and The Spa 1219 gives you the perfect place to do it. This upgraded two-bedroom condo offers partial ocean views, resort amenities, and a location just steps from the beach, so you can spend your days on the sand, then come home to relax and unwind.

🏖️ Steps to the Beach
🌊 Partial Ocean Views
🏊 Indoor & Outdoor Pools
🎾 Tennis Courts
🏋️ Fitness Room
🍔 Guest-Use Charcoal Grills
🔐 Gated Community
🛏️ 2 Bedrooms
🛁 2 Full Baths
💤 Sleeps 6
📍 Hilton Head Island, SC

Make this fall your season for a Hilton Head escape at The Spa 1219 👉 hiltonheadvacation.com/property/12b4c663-c579-4662-870c-e420d8563091

Wishing you a Labor Day filled with good fun, good company, and a little well-deserved time to relax and recharge.Here’s...
09/07/2026

Wishing you a Labor Day filled with good fun, good company, and a little well-deserved time to relax and recharge.

Here’s to making the most of the holiday and enjoying the moments that matter most.

Happy Labor Day! 🇺🇸

Fall on Hilton Head Island means beach walks without the summer crowds, beautiful coastal sunsets, laid-back days, and t...
09/03/2026

Fall on Hilton Head Island means beach walks without the summer crowds, beautiful coastal sunsets, laid-back days, and that unmistakable feeling of being somewhere you’d rather be. 🌴🐚

And right now, planning ahead comes with a little extra incentive: 10% off 4+ night fall stays with code HHI2026VACAY

Pick your dates, find your favorite stay at hiltonheadvacation.com and start looking forward to fall on Hilton Head Island.

🌴 September is bringing plenty of excitement to Hilton Head Island!From the Hilton Head Island Jam September 17–20 to th...
09/01/2026

🌴 September is bringing plenty of excitement to Hilton Head Island!

From the Hilton Head Island Jam September 17–20 to the Hilton Head Island Shrimp Festival on September 19, there are plenty of reasons to make an island escape this month. 🦐🎶 And that’s just the beginning—there’s even more happening throughout September!

Take a look at our events calendar, find your favorites, and start planning your Hilton Head getaway. ☀️
The fun starts at hiltonheadvacation.com

🌴 5403 Treetops | Hilton Head IslandFrom the spacious patio and balcony to the lush foliage views and beautifully renova...
08/31/2026

🌴 5403 Treetops | Hilton Head Island

From the spacious patio and balcony to the lush foliage views and beautifully renovated interiors, 5403 Treetops is designed for easy island living. Enjoy your morning coffee outside, take a dip in the community pool, challenge someone to a tennis match, or walk to the beach whenever the mood strikes. Plus, it's pet-friendly, so your four-legged family members can enjoy the Hilton Head getaway, too.

🛏️ 2 Bedrooms
🛁 2.5 Bathrooms
💤 Sleeps 4
🌿 Lush Foliage Views
🌴 Large Patio & Balcony
🍔 Electric Grill
🏊 Community Pool
🎾 Tennis Courts
🐾 Pet-Friendly
🏖️ Walk to the Beach
📍 Hilton Head Island, SC

Fall is right around the corner, bringing a quieter pace to Hilton Head Island. It’s the perfect time to enjoy our slice of paradise without the summer crowds. Pack your bags, bring the pup, and make 5403 Treetops your own peaceful island retreat. 👉 hiltonheadvacation.com/property/607c5126-00b4-4a02-93f4-2444c2081988

🌴 Xanadu A1 | Hilton Head IslandXanadu A1 pairs luxe coastal comfort with a fantastic Hilton Head location. Step straigh...
08/28/2026

🌴 Xanadu A1 | Hilton Head Island

Xanadu A1 pairs luxe coastal comfort with a fantastic Hilton Head location. Step straight out to the walk-out patio and enjoy peaceful lagoon & lush, foliage-filled views, take a quick stroll to the beach, or spend the afternoon by the community pool. With tennis courts, guest grilling areas, and easy access to Coligny Plaza and nearby paths, there’s plenty to enjoy both inside and out.

🛏️ 3 Bedrooms
🛁 2.5 Bathrooms
💤 Sleeps 8
🌴 Lagoon Views
🏊 Community Pool
🎾 Tennis Courts
🍔 Guest Charcoal Grills
🌊 Short Walk to the Beach
📍 Hilton Head Island, SC

Your next Hilton Head escape is waiting at Xanadu A1 👉 hiltonheadvacation.com/property/d5513aa1-6a15-48b2-822f-1b35fcf491a4

Trade the four walls of your usual workspace for swaying palms, salty breezes, and the laid-back pace of Hilton Head Isl...
08/26/2026

Trade the four walls of your usual workspace for swaying palms, salty breezes, and the laid-back pace of Hilton Head Island. 🌴

Whether you’re squeezing in a few emails between beach walks, taking your morning meeting with an ocean view, or extending a work trip into a well-deserved getaway, Hilton Head Island makes it easy to mix productivity with a little paradise.

Bring the laptop, stay for the island. Book your getaway today at hiltonheadvacation.com and make work feel a whole lot more like vacation.

🍂 Queens Grant 615 | Hilton Head IslandSpacious, pet-friendly, and perfectly positioned for an island escape.Queens Gran...
08/24/2026

🍂 Queens Grant 615 | Hilton Head Island

Spacious, pet-friendly, and perfectly positioned for an island escape.

Queens Grant 615 puts you in a fantastic Hilton Head location with a large deck, gas grill, pool access, and easy access to both the beach and golf. Spend your days exploring the island, relaxing by the pool, hitting the trails, or enjoying time outside with your four-legged family members.

With room for up to seven guests and great resort amenities nearby, this three-bedroom villa makes an easy home base for a Hilton Head getaway. And with fall bringing comfortable temperatures and a more relaxed island pace, now is a great time to start planning your stay.

🛏️ 3 Bedrooms | 🛁 2.5 Bathrooms | 💤 Sleeps 7
🐾 Pet-Friendly | 🌴 Large Deck | 🍔 Gas Grill | 🏊 Pool Access
🏖️ Walk to the Beach | ⛳ Walk to Golf

Make Queens Grant 615 your home base for a Hilton Head fall escape 👉 hiltonheadvacation.com/property/e12b55e0-6a7b-49e0-b9de-4dc8e5e9a60d

⭐ Five-Star Friday | Fiddler's Cove 10GWhen guests come back, you know you've found a good one.Fiddler's Cove 10G has be...
08/21/2026

⭐ Five-Star Friday | Fiddler's Cove 10G

When guests come back, you know you've found a good one.

Fiddler's Cove 10G has become a favorite for families looking for a comfortable, well-equipped Hilton Head getaway. Guests love the spacious layout, family-friendly amenities, and especially the convenient location close to both the beach and resort pool.

With a furnished balcony, pool and hot tub, playground, tennis court, community grilling area, and in-season tram service, it's easy to see why guests enjoy their stay—and why they choose to come back.

⭐ 2 Bedrooms | 2 Full Bathrooms | Sleeps 7

Stay somewhere you'll want to return to 👉 hiltonheadvacation.com/property/c758257b-2539-4612-b06f-f22ac5662d97

Address

578 William Hilton Pkwy
Hilton Head Island, SC
29928

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 5pm

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