Hilton Head Island Vacation Rentals from CA $479: Short-Term Rentals for 2026

Q: What are some of the best vacation rentals that Hilton Head Island has to offer?

Beach. View. Suite. 1 br. 1 ba. Sleeps 5 : Visitors give good reviews to this Hilton Head Island vacation home rental, which is located on the beach and has an outdoor pool, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a garden. Other favorite homes for rent in Hilton Head Island are Stunning oceanfront home with pool, private boardwalk, decks, & elevator and Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown .

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In two weeks

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Our top choices for Hilton Head Island vacation rentals

Disney's Hilton Head Island Resort

Mid Island

Chad

Marriott's Harbour Club

Sea Pines

Mark

CA $443 total

includes taxes & fees

Mar 11 - Mar 12

Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Mid Island

cheryl j.

CA $397 total

includes taxes & fees

Mar 8 - Mar 9

Old Town + Modern 4 BR + Fire Pit + EV Charger

Old Town Bluffton

Sean F.

CA $711 total

includes taxes & fees

Mar 9 - Mar 10

Indoor pool, 2 outdoor pools, cabanas (surcharge), sun loungers

Marriott's SurfWatch

Mid Island

Brian

CA $479 total

includes taxes & fees

Mar 11 - Mar 12

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Old Town Bluffton

Miranda

CA $403 total

includes taxes & fees

Mar 26 - Mar 27

Family-friendly 2BR Home w/ Sofa Bed Hilton Head

Mid Island

CA $573 total

includes taxes & fees

Mar 29 - Mar 30

SeaClusion-Oceanview, Mini split AC, Beach Chairs

South End

kathie g.

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Top Hilton Head Island Hotel Reviews

Courtyard by Marriott Hilton Head Island

10/10 Excellent

"We often find Courtyards are really consistent, in that they’re clean, well located, and reliable. "

Hilton Beachfront Resort & Spa Hilton Head Island

10/10 Excellent

"The ocean view was excellent from our room. We could see the sunrise without getting up from the bed. We spent quite some time sitting and standing in the balcony of the room. Didn't use the pool, however, it was clean. The staff was very nice and accommodating."

Beach House Resort Hilton Head

2/10 Terrible

"1/5 at best. The hotel itself was clean and the front desk lady was very kind and helpful, having a coffee shop and bar on property was great. HOWEVER! On our first night there myself and another guest were enjoying the peaceful night by one of the fire pits around 9:50 at the time, we knew the pool area closed at 10 and were actively grabbing our things to head in, When we here LOUD banging for about a full minute coming from the upper floor of the office building/restaurant building and were confused but the lights were out so we didn’t know what it was and were leaving anyways. As we are standing up and grabbing our stuff a middle aged african American man comes around the side of the building yelling at us saying “Guys! I know what you all are doing you all need to leave! There are cameras everywhere and I’m very close to telling the other staff, You know what you did!” We were not doing anything but talking by the fire, not drinking, not smoking, not being loud, not after hours. He never identified himself, we did have a light blue dress shirt and khakis so we assumed he was either restaurant staff or something like that maybe, but either way this completely ruined our night. We didn’t say anything or argue because whatever he thought we did it seemed serious and we paid a lot of money) and we didn’t want to get kicked out on the first night. We will not be returning. Deal with this man if he is staff or staff adjacent."

Find out more about Hilton Head Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hilton Head Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there vacation rentals in Hilton Head Island?

Yes, you can find vacation rentals in Hilton Head Island close to Coastal Discovery Museum, or you can select a secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside and waterfront in Hilton Head Island. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best vacation rentals that Hilton Head Island has to offer?

Beach. View. Suite. 1 br. 1 ba. Sleeps 5: Visitors give good reviews to this Hilton Head Island vacation home rental, which is located on the beach and has an outdoor pool, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a garden. Other favorite homes for rent in Hilton Head Island are Stunning oceanfront home with pool, private boardwalk, decks, & elevator and Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown.

How many vacation rentals are there in Hilton Head Island?

With 1042 Expedia vacation rentals, you're sure to find just the right place for your Hilton Head Island stay.

What’s there to see and do in Hilton Head Island?

Cultural attractions include Coastal Discovery Museum and Arts Center of Coastal Carolina, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Heron Point by Pete Dye at Sea Pines Resort and The Village at Wexford.

What’s a vacation rental in Hilton Head Island like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hilton Head Island. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.

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Our top choices for Hilton Head Island vacation rentals

Disney's Hilton Head Island Resort

Marriott's Harbour Club

Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Old Town + Modern 4 BR + Fire Pit + EV Charger

Marriott's SurfWatch

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Family-friendly 2BR Home w/ Sofa Bed Hilton Head

SeaClusion-Oceanview, Mini split AC, Beach Chairs

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Close to beach, heated pool, free golf cart included - 51

Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!

Marriott's Barony Beach Club

Close to Beach, heated pool, free golf cart included - 79

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️

Bluffton Retreat, Pet Friendly

Salty Sand-Close to the pool, steps to the beach!

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Find vacation rentals that suit your style

Top Hilton Head Island Hotel Reviews

Courtyard by Marriott Hilton Head Island

Find out more about Hilton Head Island

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