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Hilton Head Island vacation rentals

Vacation rentals in Hilton Head Island — enter your dates to book direct

Hilton Head Island offers pristine beaches like Coligny Beach Park, championship courses at Harbour Town Golf Links, the iconic lighthouse of Harbour Town, and wildlife spotting at Pinckney Island National Wildlife Refuge. Visitors flock to the island for the RBC Heritage golf tournament, cycling through over 60 miles of trails, and kayaking in the calm waters. On Houfy, book directly with local hosts to enjoy stays. Discover a selection of oceanfront villas, family homes, and golf course condos close to Bluffton and Sea Pines. The island remains popular year-round, but April through October promises warm weather and numerous outdoor activities.

Explore near Hilton Head Island

Cities and towns within driving distance of Hilton Head Island, each bookable direct with the host.

Top-Rated Vacation Homes in Hilton Head Island

Browse the highest rated vacation properties in Hilton Head Island.

$686.57 USD total for 3 nights

Sep 13 – 16, 2026

I'd choose Kristen's HHI Tide 21 villa again over all the other choices for sure!
We stayed at Kristen's villa over spring break/Easter weekend. We've come to HHI many times over the years and it's a special place for our family, but we've never stayed at the Beach and Tennis club until this time. There were a lot of options for rental villas but I specifically chose Kristen's because it was nicely updated, decorated so cute in a beach theme, had all the extra equipment for beach days so we didn't have to lug it from home AND Kristen is an amazingly organized hostess with a super online guest guide and prompt communication. It's all the little details that made our stay extra special. We also loved that it was on the 3rd floor because the extra stairs helped us work off all the food we ate all week - haha! We did have a few terribly cold days but we didn't let it ruin our time with our family and friends. The resort itself also has everything you'd need - a super quick walk to the beach, huge pool, pool bar and restaurant, two other restaurants, on site bike rentals, laundry, tennis and pickleball. We had tons to do! If only the resort would heat the pool and add a hot tub I'd probably buy a villa of our own! Until then, I'd choose Kristen's HHI Tide 21 villa again over all the other choices for sure! Thank you for your hospitality!
L. J. · Stay April 2023

$927.50 USD total for 4 nights

Oct 22 – 26, 2026

Free cancellation
Can't wait to come back!
LOVED this condo! It's not huge, but that comes with the territory. They did an amazing job with their updates and optimizing the space so it was functional and didn't feel crowded. Also, the decor is just perfect - it truly feels like a beach getaway! It was also super helpful that they provided beach towels, toys, and chairs - not all rentals do. This condo building is also much nicer overall than some of the others nearby. I appreciated the gated entry and it's so quiet and peaceful with a perfect view of the beach. The bikes are also a HUGE bonus, won't ever make a trip to Hilton Head in the future without them! Kendall was super helpful and responsive. We actually wound up staying HH longer than planned and booked the day before, and she made it happen! Extremely smooth process, great hosts, clean, beautiful condo. Looking forward to our next trip!
A. T. · Stay April 2021
Excellent communication and accommodations
As we looked for properties, we contacted the owners on a general question, and they promptly responded, and the minimum nights / calendar options were reasonable for our schedules. The refreshing, timely communication (and future messages from the owners, not too many, just enough) set the tone for our enjoyable stay. The 1 bedroom, 1 bath, 1 living room accommodations were comfortable and the perfect size for our party of 3 (including 1 child). The king bed has plenty of room/width and the pull out couch is quite comfortable. (I typically dislike pull outs, but this one beat the odds as I could not feel any bars, etc. It really was surprisingly very comfortable, for adults or kids.) The kitchen was stocked with supplies, and there were beach chairs etc. if you wanted to use them. Even a filtered water pitcher was in fridge. The pool was excellent. Go when it first opens if you like to swim laps. The beach was a brief trip on the boardwalk.. The grounds also had several activities (of which we did not partake; we were too "busy" relaxing). There were nearby restaurants, stores and attractions. Great accommodations on Hilton Head.
E. S. · Stay June 2019

$809.20 USD total for 3 nights

Sep 14 – 17, 2026

Great Location & Warm Welcome!
We really enjoyed our first visit to Hilton Head and our stay at this South Forest Beach property. After a longer than anticipated and stressful day of travel, our entry to the complex and unit was well-communicated, easy, and welcoming. Much appreciated! Everything was super clean and comfortable. The location was perfect for our needs - lots of walkability and easy distances to golf courses, etc. with our rental car. We didn't really have any problems with our stay but if we would have, we knew that the host was quickly accessible via messaging. A couple of things to note for experienced VRBO, etc. users: While all dinnerware, utensils, cookware, etc. were provided, there are next to no sundry items, i.e., salt & pepper, cooking oil, coffee beyond 2 servings (no creamer), shower products beyond small hotel sizes, toilet paper beyond 1.5 rolls, etc. Thus, if you want to prepare meals "at home" you will need to purchase the basics as well as your foodstuffs and some additional necessities. While all of this might be the norm for some guests, it was unusual for us - we were glad we had a car. Also, this unit is small - please do look at the square footage when booking (we did not). The space felt more like a modified studio vs. a 1-bedroom apartment. Even for just 2 people who are quite fond of one another (-:, it wasn't a lot of room for a full week's stay. Again, this might be okay for others and it ended up being good learning for us as we look to purchase a snowbird getaway home in the future. Overall, a 5-star rating for cleanliness, location, communication, accuracy in photos, etc. The drawbacks mentioned are largely due to our own realizations but are included to hopefully help others.
C. P. · Stay February 2022

$945.10 USD total for 4 nights

Sep 20 – 24, 2026

Fantastic location! Walk to the beach.
The property is essentially on the beach as you just walk out of the back parking area to a boardwalk that leads to the beach. Takes about a minute. Beautiful beach that goes on for miles. Plenty of area to spread out. About a 2 mile walk on the beach to reach the Sea Pines. Coligny Square is about a mile walk on the beach. Bring a credit card and you can buy a drink at the beach bar at Coligny Square. The unit is as advertised. Be aware that the door from the hallway opens into the bedroom. The queen mattress is very comfortable. The unit is well equipped with the essentials. When we arrived, the manager, Kendall, had left us a bottle of wine and cookies! Nice touch. We had 2 sets of bath towels, 2 dish tabs and 2 rolls of toilet paper. With staying a week I believe 4 dish tabs and 3 rolls of toilet paper would be more realistic. There were a couple of maintenance issues that were resolved quickly. Good communication with Kendall. 2 beach chairs and beach umbrella were on the deck for our use. There is an outside shower by the bicycle area to wash yourself and feet before entering the building. I highly recommend staying in this area as you are central to many fun activities.
M. L. · Stay April 2023

$989.10 USD total for 4 nights

Sep 26 – 30, 2026

Comfortable and close to the beach
We were looking for a place close to the beach for us (30s) and our 2 young kids (4 & 5 years old.) This villa was a nice stay! Very close to the beach which made it easy for us to pack up the provided water toys/cooler/beach buggie, etc. Owner was very prompt and provided very clear instructions for us. King size bed was nice and the living/kitchen area contained the couch which was a pull out bed for the kids. The pool was very nice and clean, not too busy. Elevator near by made for easy access with full hands and kiddos. We were missing Bluetooth speaker, kitchen utensils but as soon as we let them know they were on it! Which was after our stay because we were just too busy having fun! There was a slight mildew smell which I think may have come from the older AC unit on the balcony. It seems to leak all over the carpeted balcony, leaving it moist and uncomfortable to walk on each time we wanted to go out onto it. Overall was a very nice stay and I hope the AC unit/balcony can be repaired soon!
K. M. · Stay July 2022

Sunset Dunes Direct Beach Access

1 bd·1 ba
5· 167

$710.20 USD total for 3 nights

Sep 19 – 22, 2026

Paradise for Two
We recently stayed at this property and loved every minute of our stay. The owners are super nice and extremely easy to work with. Quick to communicate and very friendly. The property was a perfect getaway for our 23rd wedding anniversary. The decor definitely gives the island vibe. So fresh and new and soft. The view from the lanai is beautiful of palm trees and the ocean. We ate breakfast out there every day. The complex is right on the beach, so the walk to the beach is just down the stairs and across the dunes. The chairs they provide at the unit for our beach time were so nice and comfy and perfect! The kitchen is fully stocked and nicely so. (Their pans and knives are nicer than mine at home!) We cooked in the unit several times while we were there. This unit's locale is perfect with it being so close to Coligny Plaza - we rented bikes and were able to either walk or bike everywhere we needed to go, so we didn't need to mess with parking and traffic. Rent (or take) bikes and use the bike path around the island. It was so much fun! The laundry is just outside the condo's door and down the hall a few steps. It requires quarters, so plan accordingly. We did laundry a couple times, and it was nice to have it right there. We HIGHLY recommend this condo for a romantic getaway or a weekend away with a couple friends. The couch in the living room turns into a bed and would make it perfect for a girl's weekend away.
V. t. · Stay June 2019

Beach Skybox HHI - panoramic view

1 bd·1 ba
5· 201

$924.00 USD total for 3 nights

Sep 22 – 25, 2026

Best location on HHI!
This condo is just darling, and has every amenity you could possibly need. The community has the biggest pool on the island, plus two bars and a restaurant, and is located within a ton of restaurants and shops. We stayed at HHI Beach & Tennis Resort two years ago but not this unit, and this one has a far better view. Waking up every morning to the sun coming up and flooding the living area, and seeing the moonrise over the water with its reflection shining on the balcony. The lighthouse display is really cute too. Lots of places to plug in your USB chargers, or you can just use theirs. Didn't use the kitchen except for the fridge but the layout was basic and clean. The TV in the living room is huge, and the bed was very comfortable. We used the bottom bunk to put our suitcases, and the top bunk for all the pillows they offer. The bathroom is small but other units have a door where their shelf unit is. But the rain showerhead and handheld unit was a special touch we appreciated. There's been other things they have done to this place that make it more spacious and offers storage. The little shelves in the bedroom and the phone chargers with slots to put your phone, the side table with hidden USB ports, the cacophony of USB cables on the bottom of the lighthouse display for a start. It was very quiet in October, and when I was enjoying the pool I noticed a steady stream of people heading to the beach with their wagons similar to what the hosts have on their balcony. We
K. P. · Stay October 2024

Recommended Homes in Hilton Head Island

Handpicked properties we think you'll love in Hilton Head Island.

Direct Oceanfront Community - Guest Favorite

2 bd· ba
4.99· 76

$993.66 USD total for 3 nights

Sep 8 – 11, 2026

$929.64 USD total for 3 nights

Sep 8 – 11, 2026

$927.50 USD total for 3 nights

Sep 10 – 13, 2026

Coastal Charm Pets n Family Palmetto Dunes QG

2 bd·2 ba
4.91· 270

$1,033.60 USD total for 3 nights

Oct 3 – 6, 2026

$1,477.03 USD $1,416.72 USD total for 7 nights

Dec 1 – 8, 2026

Free cancellation

Fiddler's Escape-Chilled Pool, Walk to Beach

2 bd·2 ba
4.98· 97

$852.50 USD total for 3 nights

Sep 8 – 11, 2026

BEach Happy HHI, Steps to the Beach

1 bd·1 ba
4.91· 95

$621.60 USD total for 3 nights

Sep 8 – 11, 2026

Cozy Coastal Chic

2 bd·2 ba
4.94· 113

$1,033.60 USD total for 3 nights

Sep 12 – 15, 2026

Vacation houses with pools in Hilton Head Island

Cool off in style with these amazing pool homes in Hilton Head Island.

Tranquility By The Beach: 12th Row From the Water

5 bd· ba
4.93· 59

$6,666.00 USD total for 7 nights

Sep 8 – 15, 2026

$4,454.25 USD total for 5 nights

Sep 26 – Oct 1, 2026

Oceanfront Listing! 3125 Villamare

2 bd·2 ba
5· 58

$2,226.30 USD $1,820.04 USD total for 3 nights

Sep 21 – 24, 2026

“Dune” It Right

5 bd· ba
5· 100

$824.19 USD total for 3 nights

Sep 8 – 11, 2026

Fully Screened Heated Pool/Elevator/Fenced-51

6 bd·4 ba
4.92· 167

$3,295.59 USD total for 3 nights

Sep 14 – 17, 2026

SEA PINES 4 Bed + Loft

4 bd·4 ba
4.9· 188

"After Dune Delight"

5 bd·4 ba
4.91· 87

Pet friendly vacation rentals in Hilton Head Island

Bring your furry friend along! Browse pet-welcoming homes in Hilton Head Island.

$880.80 USD total for 3 nights

Oct 17 – 20, 2026

Free cancellation

Blue Sky Villa:Queens Grant, 3bd, 2.5ba, Pets Ok

3 bd· ba
4.87· 147

$1,101.80 USD total for 3 nights

Sep 10 – 13, 2026

$1,747.00 USD total for 7 nights

Oct 19 – 26, 2026

Ocean Breeze 45

3 bd·3 ba

$1,200.00 USD total for 3 nights

Sep 8 – 11, 2026

$1,358.40 USD total for 4 nights

Sep 22 – 26, 2026

Fully Screened Heated Pool/Elevator/Fenced-79

6 bd·4 ba
4.94· 126

$2,663.92 USD total for 3 nights

Sep 8 – 11, 2026

Lazy Dog Villa - Shipyard Hilton Head SC

3 bd· ba
4.89· 122

$963.76 USD total for 3 nights

Sep 27 – 30, 2026

Free cancellation

MyBeachIsYourBeach in Evian: Beach & Lots More

2 bd· ba
5· 19

Why visit Hilton Head Island

Discover what makes Hilton Head Island a perfect vacation rental destination.

Pristine Sandy Beaches

12 miles of stunning coastline to explore

Hilton Head boasts some of the most beautiful beaches in the U.S., such as Coligny Beach, only 7 miles from city center. Perfect for sunbathing and paddleboarding.

World-Class Golf Courses

Play golf at Harbour Town Golf Links

Golf enthusiasts can play at the renowned Harbour Town Golf Links, just 10 miles from downtown Hilton Head, home to the annual RBC Heritage tournament.

Rich Wildlife and Parks

82-acre Audubon Newhall Preserve nearby

Explore the natural beauty at Sea Pines Forest Preserve or kayak through the Pinckney Island National Wildlife Refuge, a mere 12 miles from Town Center.

Family-Friendly Activities

Adventure Cove offers mini-golf fun

Enjoy a day with the family at Adventure Cove, only 5 miles away, featuring arcade games and two mini-golf courses to entertain all ages.

Where to stay in Hilton Head Island

The best areas and neighborhoods for your vacation rental in Hilton Head Island.

Sea Pines

A gated community offering lush scenery and easy access to Harbour Town Lighthouse. Ideal for golf lovers and beachgoers.

Best for: families,golf enthusiasts,beach lovers

Palmetto Dunes

Known for its beautiful three-mile beach, this area also offers tennis, golf, and dining options. Close to Hilton Head's cultural spots.

Best for: active travelers,couples

Forest Beach

A lively area with shopping, dining, and a bustling beach scene. Coligny Plaza provides shops and eateries.

Best for: shoppers,nightlife enthusiasts

Hilton Head Plantation

A residential neighborhood with golf courses and waterfront views, away from the tourist crowds yet close to the beach.

Best for: seniors,long-term visitors

Find Hilton Head Island vacation rentals that suit your style

Vacation homes, condos, villas and more — pick the kind of Hilton Head Island vacation rental you want, then book it direct with the host.

Hilton Head Island vacation rentals with free WiFi, hot tub or air conditioning

Free WiFi, hot tub, air conditioning and more — every Hilton Head Island vacation rental here is listed by a verified host and bookable direct, with the price the host set.

Top attractions in Hilton Head Island

All within driving distance of Hilton Head Island vacation rentals.

Harbour Town Lighthouse

Climb the iconic red-and-white striped lighthouse for panoramic views. · 10 miles

Pinckney Island National Wildlife Refuge

A major birding site and a haven for nature lovers. · 12 miles

Sea Pines Forest Preserve

Offers hiking trails through scenic landscapes. · 9 miles

Coligny Beach Park

Features beach mats for easy wheelchair access. · 7 miles

Adventure Cove

A fun-filled spot with mini-golf and arcade games. · 5 miles

Art League of Hilton Head Gallery

Showcases works by local artists. · 8 miles

Best Time to Visit Hilton Head Island

Best months to visit are April to June. Expect sunny conditions with high temperatures ranging 75-85°F, ideal for outdoor activities and beach enjoyment.

MonthAvg HighRainfallDemand
Jan59°FModerateLow
Feb62°FModerateLow
Mar68°FModerateMid
Apr75°FModerateMid
May82°FModeratePeak
Jun86°FHighPeak
Jul90°FHighPeak
Aug89°FHighPeak
Sep85°FHighMid
Oct77°FModerateMid
Nov70°FModerateLow
Dec62°FModerateLow

Getting to and around Hilton Head Island

Hilton Head is accessible by car, bike-friendly trails, and nearby airports.

Nearby Airports
SAVANNAH/HILTON HEAD INTERNATIONAL AIRPORT
Located 45 miles away and offers major airline services.
HILTON HEAD AIRPORT
Small airport just 5 miles from the city center for domestic flights.
Driving
INTERSTATE 95
Primary route for driving to Hilton Head, connecting north and south.
Biking
BIKE TRAILS
Over 60 miles of trails make biking an easy and scenic way to explore.

Similar vacation rentals near Hilton Head Island

Homes within 60 miles of Hilton Head Island, from verified hosts.

Frippin Unreel

3 bd·2 ba
5· 79

Secluded, Spacious Edisto Beach Walk Home "Chaika"

4 bd·2 ba
4.92· 146

$668.64 USD total for 3 nights

Sep 18 – 21, 2026

Bungalow by the Bay in Beautiful Beaufort SC

3 bd·2 ba
5· 46

$812.50 USD total for 3 nights

Nov 18 – 21, 2026

Free cancellation

Edisto Treehouse: 3 Min to Beach, Pet Friendly

3 bd·2 ba
5· 112

$1,625.00 USD total for 3 nights

Sep 8 – 11, 2026

Sweet CORALina

2 bd·2 ba
4.97· 196

$1,198.14 USD total for 3 nights

Sep 23 – 26, 2026

$891.30 USD total for 3 nights

Sep 13 – 16, 2026

Cute House on quiet street

3 bd·2 ba
4.88· 140

$355.07 USD total for 3 nights

Oct 4 – 7, 2026

Free cancellation

Walk to DT Beaufort|15 min ride to PI & Port Royal

4 bd·2 ba
5· 142

$801.85 USD total for 3 nights

Oct 3 – 6, 2026

Free cancellation

$824.60 USD total for 3 nights

Sep 13 – 16, 2026

The Petite Pineapple

3 bd· ba
5· 167

$797.10 USD total for 4 nights

Sep 18 – 22, 2026

Historic Savannah Mansion

6 bd·4 ba
4.95· 148

$3,653.60 USD total for 3 nights

Oct 4 – 7, 2026

Free cancellation

Sailor's Delight

3 bd· ba
5· 29

$922.60 USD total for 3 nights

Sep 20 – 23, 2026

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