Holiday homes & rentals in Hilton Head Island - HomeToGo base64Hash Holiday homes & rentals in Hilton Head Island - HomeToGo

Holiday homes & rentals in Hilton Head Island

Find 13,808 available offers from 31 partners
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Top 15 Recommended holiday lettings in Hilton Head Island

Find your perfect holiday home, apartment or cottage in Hilton Head Island from just £87 per night!

House Hilton Head Island
House ∙ 12 guests ∙ 4 bedrooms

Holiday home with 4 rooms for 12 persons

Hilton Head Island, Beaufort County, South Carolina, United States
from £217
per night
Outstanding(37 ratings)
from £217
per night
View deal
House Hilton Head Island
House ∙ 8 guests ∙ 3 bedrooms

House with pool, barbecue & terrace

Hilton Head Island, Beaufort County, South Carolina, United States
from £175
per night
Outstanding(33 ratings)
from £175
per night
View deal
Villa Hilton Head Island
Villa ∙ 8 guests ∙ 3 bedrooms

Family-oriented villa with private pool

Hilton Head Island, Beaufort County, South Carolina, United States
from £163
per night
Outstanding(101 ratings)
from £163
per night
View deal
House Hilton Head Island
House ∙ 12 guests ∙ 5 bedrooms

Family-oriented charming house with terrace, BBQ & jacuzzi | Nature view | Suitable for remote work

Hilton Head Island, Beaufort County, South Carolina, United States
from £341
per night
Outstanding(89 ratings)
from £341
per night
View deal
House Hilton Head Island
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped holiday home with terrace, BBQ & private pool | Nature view | Beach nearby

Hilton Head Island, Beaufort County, South Carolina, United States
from £397
per night
Excellent(72 ratings)
from £397
per night
View deal
Villa Hilton Head Island
Villa ∙ 9 guests ∙ 4 bedrooms

Villa with garden, BBQ & heated pool

Hilton Head Island, Beaufort County, South Carolina, United States
from £385
per night
Outstanding(166 ratings)
from £385
per night
View deal
House Hilton Head Island
House ∙ 12 guests ∙ 5 bedrooms

House with BBQ, private pool & terrace

Hilton Head Island, Beaufort County, South Carolina, United States
from £139
per night
Outstanding(104 ratings)
from £139
per night
View deal
House Hilton Head Island
House ∙ 8 guests ∙ 3 bedrooms

Holiday home with pool, BBQ & terrace

Hilton Head Island, Beaufort County, South Carolina, United States
from £335
per night
Outstanding(96 ratings)
from £335
per night
View deal
Condo Hilton Head Island
Condo ∙ 8 guests ∙ 4 bedrooms

Fully equipped condo with barbecue, pool & terrace | Close to the beach

Hilton Head Island, Beaufort County, South Carolina, United States
from £282
per night
Outstanding(36 ratings)
from £282
per night
View deal
House Hilton Head Island
House ∙ 10 guests ∙ 3 bedrooms

House with barbecue

Hilton Head Island, Beaufort County, South Carolina, United States
from £154
per night
Outstanding(49 ratings)
from £154
per night
View deal
House Hilton Head Island
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly house with garden, terrace & barbeque | Dogs allowed

Hilton Head Island, Beaufort County, South Carolina, United States
from £337
per night
Outstanding(8 ratings)
from £337
per night
View deal
Villa Hilton Head Island
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with terrace, barbeque & pool | Nature view

Hilton Head Island, Beaufort County, South Carolina, United States
from £362
per night
Outstanding(8 ratings)
from £362
per night
View deal
House Hilton Head Island
House ∙ 10 guests ∙ 3 bedrooms

Holiday home with pool, terrace & barbecue

Hilton Head Island, Beaufort County, South Carolina, United States
from £143
per night
Excellent(63 ratings)
from £143
per night
View deal
House Hilton Head Island
House ∙ 14 guests ∙ 5 bedrooms

Children-friendly ample holiday home with private pool, BBQ & jacuzzi | Beach nearby | Pet-friendly

Hilton Head Island, Beaufort County, South Carolina, United States
from £147
per night
Outstanding(39 ratings)
from £147
per night
View deal
House Hilton Head Island
House ∙ 15 guests ∙ 5 bedrooms

Child-friendly pleasant holiday home with barbecue, terrace & private pool | Next to the beach | Pets allowed

Hilton Head Island, Beaufort County, South Carolina, United States
from £214
per night
Outstanding(201 ratings)
from £214
per night
View deal

Holiday lettings and apartments with air conditioning

House  Hilton Head Island
from £1,001 per night
House ∙ 22 guests ∙ 8 bedrooms

House with terrace, jacuzzi & BBQ | Suitable for remote work

5.0
Outstanding(180 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
View deal
House  Hilton Head Island
from £476 per night
House ∙ 15 guests ∙ 6 bedrooms

House with private pool, terrace & barbeque | Lake view

5.0
Outstanding(33 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
View deal
House  Hilton Head Island
from £244 per night
House ∙ 12 guests ∙ 5 bedrooms

House with garden, private pool & barbecue

4.8
Outstanding(163 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
View deal
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Best holiday homes with a patio or terrace

House  Hilton Head Island
from £456 per night
House ∙ 10 guests ∙ 5 bedrooms

Holiday home with private pool & terrace | Nature view

5.0
Outstanding(43 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
View deal
Villa  Hilton Head Island
from £87 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Child-friendly villa with barbecue & terrace

4.7
Excellent(36 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
View deal
House  Hilton Head Island
from £309 per night
House ∙ 16 guests ∙ 4 bedrooms

Child-friendly house with terrace, BBQ & heated pool | Next to the beach | Pets allowed

4.9
Outstanding(73 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
View deal
See all offers

Holiday homes and cottages with a garden

Villa  Hilton Head Island
from £261 per night
Villa ∙ 12 guests ∙ 4 bedrooms

Villa with heated pool, barbeque & terrace | Nature view

4.9
Outstanding(98 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Garden
View deal
House  Hilton Head Island
from £264 per night
House ∙ 15 guests ∙ 5 bedrooms

Children-friendly house with private pool, BBQ & terrace

5.0
Outstanding(48 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Garden
View deal
House  Hilton Head Island
from £329 per night
House ∙ 16 guests ∙ 4 bedrooms

House with private pool, terrace & barbecue | Lake view

4.9
Outstanding(115 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Garden
View deal
See all offers

Budget-friendly Holiday Homes in Hilton Head Island

Find Fantastic yet Cheap Lettings

Villa Hilton Head Island
from £242 per night
Villa ∙ 9 guests ∙ 2 bedrooms

Villa with terrace, pool & hot tub | Good for workation

4.6
Excellent(26 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
from £190 per night
House ∙ 8 guests ∙ 3 bedrooms

House with pool, terrace & barbeque

5.0
Outstanding(41 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Condo Hilton Head Island
from £96 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Children-friendly pleasant flat with pool | Nature view | Pet-friendly

5.0
Outstanding(2 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal

Top-Rated Lettings and Properties in Hilton Head Island

Book Holiday Letting Offers with the Highest User Rating

Villa Hilton Head Island
from £193 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Family-oriented villa with pool & barbecue | Perfect for remote work

5.0
Outstanding(27 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
from £243 per night
House ∙ 12 guests ∙ 4 bedrooms

Family-oriented holiday home with pool, BBQ & terrace | Perfect for remote work | Pets are welcome

4.9
Outstanding(9 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
from £292 per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped holiday home with barbecue, private pool & terrace | Lake view | Good for workation

4.7
Excellent(48 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal

Discover real guest reviews to help you choose the perfect stay in Hilton Head Island

How are reviews collected?
richard h.
Guest verified by HomeToGo

This place was Clean, great location, and the owner and property manager Brian are responsive.

Reviewed on 05/10/2025
Apartment Hilton Head Island
from £81 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.7
Excellent(30 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Maureen B.
Guest verified by HomeToGo

Beautiful and clean. Only complaint — we had 90 temps that week. A/C did not reach upstairs main bedroom. Guest bedroom was freezing!

Reviewed on 23/07/2025 | Couple
Villa Hilton Head Island
from £106 per night
Villa ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(79 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Betty W.
Guest verified by HomeToGo

The home was very clean and had everything needed and as a bonus had pool supplies!

Reviewed on 22/07/2025
Apartment Hilton Head Island
from £105 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.2
Very good(65 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
John W.
Guest verified by HomeToGo

We did enjoy our stay and loved the location of the house. Close to bike rentals & restaurants. The den & wifi were wonderful as well as the washer & dryer! Loved exploring HH Island The house could use some TLC sliding glass doors/screen hard to open; kitchen pots/pans tough shape and mattresses were not very comfortable for a stay over a week. Overall, the house was very cute, nicely decorated & in a great location.

Reviewed on 01/03/2025 | Family
House Hilton Head Island
from £192 per night
House ∙ 8 guests ∙ 3 bedrooms
4.5
Excellent(2 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Calvin C.
Guest verified by HomeToGo

We loved our stay at this beautiful vacation rental. The location is perfect for the shops and restaurants at Shelter Cove Marina. The property manager, Tricia was so easy to communicate with and answered all our questions quickly. The condo itself was updated and although we did not cook, the kitchen was fully outfitted. The beds were comfy and the master shower was great! The little porch was nice if you wanted to sit outside and get some fresh air. The beach access was an easy drive (pretty far to walk) and our pup loved chasing balls on the beautiful wide beach. Our only issue was the master bedroom tv lost interest access one evening and would not work. I had to reset the router the next morning which solved the issue. You do have to be a little tech savvy to work the tvs. We would definitely stay here again. Can’t wait to come back!

Reviewed on 16/11/2024 | Couple
Apartment Hilton Head Island
from £112 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(77 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Nell H.
Guest verified by HomeToGo

The home was nicely decorated and well equipped for cooking. The bed was most comfortable. The wifi was great. Unfortunately, the coolness of the weather did not allow us to enjoy the romantic patio setting.

Reviewed on 29/10/2024 | Couple
Condo Hilton Head Island
from £95 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.4
Very good(6 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Rosemary S.
Guest verified by HomeToGo

The home was clean, comfortable and very well equipped with everything we needed for our yearly vacation to HHI. Furnishings were new and not beaten down like some vacation rentals.

Reviewed on 26/08/2024 | Family
House Hilton Head Island
from £444 per night
House ∙ 25 guests ∙ 6 bedrooms
5.0
Outstanding(10 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Brian P.
Guest verified by HomeToGo

Had everything we needed. This was our second time in this home, will definitely be back. Plenty of room for a family of 8.

Reviewed on 17/06/2024 | Family
House Hilton Head Island
from £431 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding(24 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Jennifer C.
Guest verified by HomeToGo

A large enough space for everyone to spread out and do their own thing but still able to gather all in on area for games and meals. The decor was very nice but the light fabrics kept me tense with small children.

Reviewed on 22/05/2024 | Family
House Hilton Head Island
from £354 per night
House ∙ 13 guests ∙ 5 bedrooms
5.0
Outstanding(7 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
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Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Hilton Head Island

  • Pool (12,259)
  • WiFi (12,678)
  • Parking (1,121)
  • TV (13,027)
  • Air conditioning (13,548)
  • Balcony/patio (5,949)
  • Kitchen (13,120)
  • Washing machine (10,793)
  • Grill (7,098)
  • No pets (11,641)
  • Garden (2,106)
  • Hot tub (3,031)

You will have a lot of holiday lettings from which to choose if you are looking for a letting offering a pool in Hilton Head Island. More condo include a pool than apartment rental. Typically, condo with pools in Hilton Head Island accommodate 6 people and cost £404 a night. Nearly half of Hilton Head Island's properties including a pool are located within 2 kilometres of water, so you can choose between some pool time or waterfront moments.

Price and Availability Index for Hilton Head Island

Click on any bar to see price and availability information

Holiday Letting Price Information in Hilton Head Island

We analysed price data and summarised our findings in this graph, which shows holiday accommodation prices for the upcoming months in Hilton Head Island. The most expensive month in Hilton Head Island is July (11/07 – 18/07), when average prices are £426 a night. Conversely, the cheapest average prices are in one week of December (06/12 – 13/12).

Rental availability information in Hilton Head Island

Check out the graph above to find out how many holiday rentals are available in Hilton Head Island (in %). It is harder to find accommodation during the week of October (31/10 – 07/11), as 90% of the rentals are booked. It will be easy to find a holiday home that suits you in one week in November (22/11 – 29/11), when 71 of the rentals are still available.

Discover Hilton Head Island with your own luxury holiday accommodation

Voted the number one island on the continent, Hilton Head Island holiday accommodation offers you an unforgettable experience with beautiful beach front cottages or stylish apartments. Whether it's world class tennis or top golf courses you're after, Hilton Head has you covered. Supreme dining experiences and a rich natural heritage are yours when you book holiday accommodation on Hilton Head Island.

What are the best activities for families in Hilton Head Island?

Family holidays on Hilton Head Island

The island'sinteractive kids' museum is specially designed for little people, with a thrilling range of exhibits that will delight and stimulate them. They'll discover perfect play places, aquariums and a room that blends sound with colour. For the little engineers, there are Builders of Tomorrow, while future pilots will love the Flight Deck. Programs like Imagination Hour and Leap into Learning Wednesdays bring the community together to learn through play.

What are the must-see attractions in Hilton Head Island?

Highlights of Hilton Head

Coastal Discovery Museum

When you visit this museum, you will be immersed in the ecology of the South Carolina coast. Discover natural history and cultural heritage all in one place as you explore 68 acres filled with oaks, marshes, and gardens. Meet alligators at live demonstrations and enter the butterfly enclosure to see these insects in full flutter.

Pinckney Island National Wildlife Reserve

Over 250 species inhabit this diverse landscape. Songbirds warble in the branches of the scrub, red foxes, and bobcats dart silently through the bushes, and raptors cruise overhead. Follow the trails through this natural paradise, where learning and exploration cross paths.

Harbour Town Light

This lighthouse houses a remarkable collection of artwork, antique golf memorabilia, vintage apparel, and automobiles. You'll also find classic games here, clocks, and timekeepers, and a library of historic books that you'll want to pore over for hours.

Arts Centre of Coastal Carolina

There's always an exciting performance happening at Hilton Head's vibrant Arts Centre. Whether you're a jazz enthusiast, a musical fanatic or you have a passion for contemporary dance, there's something for everyone. What's more, enthralling contemporary art exhibits fill the gallery space in the Bank of America Room and Walter Greer Gallery.

Harbour Town Golf Links

This course requires finesse, creativity, and precision as opposed to strength, and its various par threes rank among the best in the world. Harbour Town's par four 18th hole is one of the most feared in the golfing world. Constant enhancements to the course provide you with a premium game.

Information about holiday rentals in Hilton Head Island

🏡 Holiday homes available 13,808 rentals
💳 Discounts available up to 13%
🌙 Nightly prices from £87
⭐ Popular amenities Pool, Internet and Parking
🐾 Pet friendly rentals 2,166 properties
🏊 Holiday rentals with pools 12,259 properties
521 reviews
Hilton Head Island holiday rentals have an average rating of 4.3/5 across 521 reviews left by travellers.

Frequently Asked Questions

What is a common nightly price for a holiday rental in Hilton Head Island?

Nightly rates for holiday rentals in Hilton Head Island start from around £87. Rates will depend on location, property size, and extras like a pool or pet-friendly access. Check HomeToGo to see current rates and discounts.

How many holiday cottages are available to rent in Hilton Head Island? And what are the most popular types of holiday lets?

Currently there are 13,808 holiday lettings from 31 providers on offer in Hilton Head Island. One-third of holiday rentals in Hilton Head Island are condos, making them a top pick among travellers. These properties are perfect for families, couples, or groups looking for a cosy base. Find your perfect match on HomeToGo today.

What is the most searched holiday rental amenity in Hilton Head Island?

Three most popular holiday rental amenities among our customers in Hilton Head Island are Pool, Internet and Parking.

Do you offer holiday homes with a swimming pool in Hilton Head Island?

Looking for a pool? You’ll find that nearly half of holiday cottages and homes in Hilton Head Island have one. Whether you’re travelling with kids or just want a splash, you’re sorted with 12,259 options available. Use HomeToGo to browse offers with pools and book your dream holiday rental!

What's the perfect time to travel to Hilton Head Island?

Book your Hilton Head Island holiday in October or November to avoid a washout; these are the months with the least amount of rain.

Can you get deals on holiday lettings in Hilton Head Island?

You can find brilliant bargains on holiday lets in Hilton Head Island with prices for a let starting at just £87 - and HomeToGo has introduced plenty of filters that mean it's quick and simple to uncover some awesome deals. When considering different dates for a trip, search with HomeToGo's flexible dates technology to easily look for low-price timings and see discounts of up to 13%. Additionally, HomeToGo's 'distance from' filter enables you to discover hidden gem holiday homes in lower-price, lesser-known locales that are just as close to the area of your choice, whether that's the coastline, a swimming lake, winter sports area or town centre. Start searching with time to spare to get the best of the greatest variety of options and low prices - and do so with confidence by using HomeToGo's 'free cancellation' filter when you search.

What are the advantages of booking a holiday rental in Hilton Head Island with HomeToGo?

From serenity away from the crowds to more space for relaxing with your family, friends or partner, holiday rentals in Hilton Head Island bring plenty of benefits. HomeToGo surfaces real reviews written by previous guests, and searching is secure, easy, and stress-free - so with 13,808 rentals from 31 providers in the region, you're bound to uncover the perfect type of accommodation with all of the amenities to suit you in Hilton Head Island.

Do you offer holiday accommodation for couples in Hilton Head Island?

Yes, there are many romantic holiday rentals in Hilton Head Island perfect for two. Enjoy a romantic retreat with just the right amount of space and charm. Let HomeToGo help you plan your next romantic break.

Can I book a waterfront holiday rental in Hilton Head Island?

Absolutely! You’ll find 13754 holiday rentals close to lakes, rivers or the sea in Hilton Head Island. They're great for beach lovers or anyone seeking a peaceful retreat by the water. Book with HomeToGo for a stay just steps from the water.

Why should I book my holiday rental with HomeToGo?

HomeToGo brings together over 15 million holiday rentals from trusted providers, so you can find the best deal in one place. Our smart search makes it easy to find what suits you. Book with confidence and enjoy support every step of the way.

Can I find family-friendly holiday lettings in Hilton Head Island?

Yes, there are lots of family-friendly holiday homes in Hilton Head Island. You’ll find options for every budget and family size. Use HomeToGo to explore family-friendly holiday cottages with ease.

Can I cancel my holiday rental booking for free?

Worried about changes? Plenty of holiday rentals listed on HomeToGo come with free cancellation options. Just make sure to check the property's policy before booking.

Is it possible to rent a holiday home for a weekend getaway in Hilton Head Island?

Short stays are absolutely possible in Hilton Head Island, including weekends. Many homes offer short stays without long commitments. Discover your ideal holiday home with ease on HomeToGo.

Are there any last-minute holiday rental deals in Hilton Head Island?

Need a quick break? Last-minute holiday is just a few clicks away in Hilton Head Island. With HomeToGo, you can find great value — and save up to 13%, even at short notice. Check often and book quickly to grab the best offers.

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