A Travel Price Comparison for United States of America Hilton Head Island vs. Vail for Families, Couples, Food, and Resorts

Should you visit Hilton Head Island or Vail?

Which is cheaper to visit? Which is more expensive for vacation?

Which city is more affordable and which is best for your travel style? If you're trying to figure out where to go next, comparing the travel costs between Hilton Head Island and Vail can help you decide which place is right for you.

Hilton Head Island

Hilton Head Island is a relaxing, peaceful, and beautiful coastal town. Hilton Head Island is a beautiful place to visit, too. Visitors also love the beaches, shopping, and food. See Hilton Head Island travel costs.

Vail

Vail is a resort-filled, charming, and picturesque ski town. With amazing attractions and sights, it's also a fun small town not to be missed. With stunning beauty, Vail attracts visitors from all around. As it offers a special and quaint atmosphere, visitors come from all over to experience this destination. It's also popular because of the shopping, skiing, and nightlife. See Vail travel costs.

Hilton Head Island and Vail: Pros and Cons

Pros
  • Popular beach
  • Family-friendly
Things to Consider
  • Less popular for nightlife
  • Less popular with couples
  • Less popular with backpackers
  • Public transit not as usable
  • Less walkable
Pros
  • Popular for skiing
  • Active nightlife
  • Good music scene
  • Good for hiking
  • Popular at Christmas
  • Known for Christmas markets
  • Family-friendly
  • Good for couples and romance
  • Good for backpackers and budget travelers
  • Good public transit
  • Very walkable
  • Small town charm
  • Impressive beauty
  • Quaint atmosphere
  • Home to the Vail Ski Resort


Is there more to do in Hilton Head Island or Vail?

Tourists will generally find more to do in Vail. Although Hilton Head Island and Vail are both popular with visitors, Vail has more sights, activities, and attractions for travelers. Vail is more popular for its skiing, nightlife, music, hiking, shopping, christmas markets, small town charm, impressive beauty, and quaint atmosphere, while Hilton Head Island is known for its food and beaches. Vail is more touristy than Hilton Head Island and is known for its world-class skiing, charming mountain town atmosphere, and adventurous outdoor activities. It is also home to The Vail Ski Resort. Hilton Head Island is popular for its long sandy beaches, many golf courses, popular tennis camps, and accessible bike trails.

How is Hilton Head Island different from Vail?

Which is Better for a Holiday?

Let's take a look at the differences and similarities between Vail and Hilton Head Island. Then, you can decide for yourself which place is better for your next trip.

Is Hilton Head Island or Vail Better for Skiing?

Hilton Head Island
Vail

Vail is terrific for skiing and snowboarding. However, Hilton Head Island is not a skiing destination.

Vail is among the world's best ski destinations. This ski town has produced its share of Olympians. Vail is the third largest ski resort in the US and it has 31 lifts and 195 runs. There are five different bowls that offer beautiful views.

Hilton Head Island is not a skiing destination.


Is the Food Better in Hilton Head Island or Vail? Which Destination has the Best Restaurants?

Hilton Head Island
Vail

Hilton Head Island is a great coastal town for its local flavors and cuisine. Also, Vail is not as popular, but is still a nice ski town for its local cuisine and restaurants.

Hilton Head Island has a huge number of terrific restaurants. The island has many famous restaurants but reservations during the summer are a must. Restaurants can get very crowded during peak times. For some of the best restaurants head to Shelter Cove or Harbour Town. Popular local dishes include fried seafood and oysters.

There are many up and coming restaurants in the Vail area. The town has a diverse sampling of restaurants that include different ethnic options as well as taverns with comfort food. It's easy to find mountain-friendly restaurants where you can refuel during your ski vacation.

Is Hilton Head Island or Vail Better for Nightlife?

Hilton Head Island
Vail

Vail is a very popular place for its evening party scene. However, Hilton Head Island is lacking in good options for nightlife.

Vail has a large number of nightlife venues. Happy Hours start early, and then the partying can go late into the night. There are bars, lounges, breweries and live music that keep the atmosphere light and offer entertainment after your long day on the slopes. Do keep in mind that many places close or dramatically reduce their hours during the off-peak fall and spring months.

Things get quiet in the evenings in Hilton Head Island. There are a few sports bars and comedy clubs, but nightlife isn't really a thing in Hilton Head. This is very much a family destination that shuts down with the sunset.

Is Hilton Head Island or Vail Better for Music?

Hilton Head Island
Vail

Vail is very good for its music scene. However, Hilton Head Island is not a live music destination.

Music lovers will find a few good venues in Vail. You can often find live music at Shakedown Bar, Bridge Street Bar, and the Red Lion.

Hilton Head Island is not a live music destination.


Is Hilton Head Island or Vail Better for Resorts?

Hilton Head Island
Vail

Luxury resorts are fairly comparable in Hilton Head Island and Vail.

Vacationers can choose from a number of terrific resorts in Hilton Head Island. Most of the accommodation in the area is in the form of weekly condo rentals, which usually include a pool and outdoor space. Tennis and golf are also popular on the island so many resorts have facilities for each.

Vail is a popular resort destination that attracts visitors from everywhere. Designed as a resort town, Vail offers great accommodation. Nice resorts include Four Seasons Resort and Residences, the Ritz Carlton Club, and the Grand Hyatt.

Is Hilton Head Island or Vail Better for Beaches?

Hilton Head Island
Vail

Hilton Head Island is a great coastal town for the beach. However, Vail is not a beach destination.

Hilton Head Island is considered a top beach destination. The island has nice beaches that are popular with families. They are great for swimming during the spring, summer, and fall seasons. While some beaches may get a bit crowded during peak holidays, they're usually pretty relaxed and less crowded than many nearby beaches.

Vail is not a beach destination.

Is Hilton Head Island or Vail Better for Hiking?

Hilton Head Island
Vail

Vail is a very popular place for its hiking trails. However, Hilton Head Island is not a hiking destination.

Many visitors explore the nearby hiking trails while visiting Vail. During the warmer months, this resort town is surrounded by world-class hiking trails. You can enjoy the wildflowers, search for wildlife, or take in the sweeping mountain views. Popular hikes near Vail include Booth Falls, Davos Trail, and Shrine Ridge.

Hilton Head Island is not a hiking destination.


Is the Shopping Better in Hilton Head Island or Vail?

Hilton Head Island
Vail

Vail is a very popular place for its shopping areas. Also, Hilton Head Island is not quite as popular, but is fairly good for shopping.

Many visitors explore the shopping areas in Vail. The cobblestone streets are lined with boutiques and ski shops that sell everything from evening dresses to outdoor gear. It's easy to pop into the many shops around downtown Vail and find anything you might need.

Hilton Head Island is a great destination for shopping. The area has upscale shopping with designer names and local venues. Popular shopping areas include Shelter Cove Town Center and Harbor Town.

Is Hilton Head Island or Vail More Beautiful?

Hilton Head Island
Vail

Vail is a very popular place for its scenery and beauty. Also, Hilton Head Island is not quite as popular, but is fairly good for its scenery and beauty.

With stunning beauty, Vail attracts visitors from all around. It is a beautiful town that has stunning views of the surrounding mountains.

Hilton Head Island is a gorgeous place to visit. The island has many beautiful waterways that are best explored by boat or kayak. The beaches are also beautiful and striking.

Is Hilton Head Island or Vail Better for Families?

Hilton Head Island
Vail

You'll find world-class kid-friendly activities in either Hilton Head Island or Vail.

Hilton Head Island is one of the most popular family destinations. This area is a popular family-friendly beach destination with a number of summer events for the whole family, peaceful beaches, and family-friendly restaurants throughout. Older kids will enjoy cycling around the island's many bike trails or attending a popular tennis camp.

Vail is an amazing family-friendly coastal town to visit. With its world class skiing, rock climbing, ice skating, and ice cream, kids love this ski resort. The resort town has two terrain parks - Golden Peak and Avanti. Avanti is perfect for kids. It has small jumps, wide rails, and kid-friendly amenities. Golden Peak is designed for more advanced athletes. Vail also has nice beginner slopes that are great for kids.


Is Hilton Head Island or Vail Better for Couples?

Hilton Head Island
Vail

Vail is terrific for couples. Also, Hilton Head Island is not quite as popular, but is fairly good for romance.

For those traveling as a couple, Vail has plenty to offer. Couples who enjoy skiing and outdoor adventure will appreciate everything that this ski town has to offer. There are nice restaurants, beautiful gardens, and plenty of romantic activities to choose from.

Hilton Head Island is a nice destination for couples. While the area is most popular with families, it is a fun place to explore as a couple because of the many high end restaurants and the beautiful setting. Couples can rent bikes to explore or play a friendly game of tennis.

Is Hilton Head Island or Vail Better for Backpackers and Budget Travelers?

Hilton Head Island
Vail

Vail is very good for backpackers and budget travelers. However, Hilton Head Island is lacking in good options for backpackers.

Vail is popular with backpackers and budget travelers. This ski town isn't completely closed off to budget travelers as there are a couple of hostels around town.

Hilton Head Island is not the best destination for backpackers and budget travelers due to its high prices. This is a family-focused beach destination with almost no backpackers around.

Is Hilton Head Island or Vail Better for Public Transit? Which Is Easier to Get Around Without a Car?

Hilton Head Island
Vail

Vail is very good for times when you don't have a car. However, Hilton Head Island is lacking in good options for its public transit.

Vail has some public transit options. There is a free bus service through the area.

Public transit is limited or non-existant in Hilton Head Island. You must have a car to get most places on the island, unless you bike. Rush hour during summer months can have intense traffic.


Is Hilton Head Island or Vail a more walkable city?

Hilton Head Island
Vail

Vail is terrific for its ease of walking around. However, Hilton Head Island is lacking in good options for its walkability.

It's very easy to get around on foot in Vail. The main downtown is pedestrian-only and perfect for popping in shops and restaurants.

Hilton Head Island is generally not very walkable. You really need a car to get around, but for those who are motivated, there is a great network of bike trails. It's mostly used for recreational purposes though.

For even more information, also check out Is Hilton Head Island Worth Visiting? and Is Vail Worth Visiting?.

Should I spend more time in Vail or Hilton Head Island?

How long in Hilton Head Island or Vail?

Both Hilton Head Island and Vail have a number of activities to choose from. In our opinion, Vail has more to see and do, so we recommend spending more time in Vail than Hilton Head Island. In general, 5-7 days is a good amount of time for Hilton Head Island, and 3-7 days is enough time in Vail.

Families should spend more time in Vail than Hilton Head Island. Because of the many family-friendly attractions and fun things to do for kids in Vail, it's a great place to visit with the whole family.

Couples should spend more time in Vail than Hilton Head Island. You'll find plenty of romantic sights and fun activities in Vail that are perfect for a weekend getaway or a longer couple's trip.

Backpackers and budget travelers should spend more time in Vail than Hilton Head Island if your budget allows for it. With a larger number of budget-friendly sights, good nightlife, and active things to do, anyone traveling on a budget would have a good time in Vail.


  • How many days in Hilton Head Island or Vail? Ideal Length of Stay
    Hilton Head Island 5-7 
    Vail 3-7

One day in Hilton Head Island or Vail?

Visitors enjoy the shopping and food when visiting the destination of Hilton Head Island. People usually spend lots of time at the beach. Take your pick from the many activities offered here. With so much to do, one day is probably not enough time to see everything.

Vail might be a small town, but there's plenty to do in the area. This ski town offers something for everyone. Most people visit for the skiing. Many visitors also spend a good bit of time hiking. But since there are so many activities, you'll likely want to spend more than one day exploring.

A weekend in Hilton Head Island or Vail?

Hilton Head Island is a fun place to experience. You can also relax and pamper yourself at one of the resorts. But since there are so many activities, you'll likely want to spend more than a weekend exploring. The entire region has so many activities, and you'll want time to do everything.

Vail is a popular place to visit. Even though Vail is a small town, it has plenty of activities to choose from. Most people visit for the skiing. People enjoy relaxing at one of the resorts. With so much to do, a weekend is probably not enough time to see everything.


Five days in Hilton Head Island or Vail?

Visitors enjoy the shopping and food when visiting the peaceful destination of Hilton Head Island. This coastal town offers something for everyone. It's a great spot for a beach vacation. Plenty of people spend five days in the area when traveling. Five days is often enough time to do most activities.

Vail is a small town where visitors enjoy the nightlife and live music. This is a popular place to visit for five days. Many travelers plan to spend time hiking while in the area. Anyone can find something fun to do here. Most people visit for the skiing. Five days is a great amount of time to relax and see the many things that Vail has to offer.

A week in Hilton Head Island or Vail?

Visitors enjoy the food and shopping when visiting the family-friendly coastal town of Hilton Head Island. You'll find plenty of activities on the beach. Many people spend one week here. The length of your trip often depends on your style of travel. Because of this, one week is usually enough time for a trip here.

Vail is a popular place that is full of things to see and experience. If you have one week, this ski town makes for a great vacation. Hiking can easily take up a good amount of your time here, too. It offers something for everyone. With all of its activities, you can easily fill one week here.


For some great organized tour ideas, see The Best Romantic Tours for Couples in United States of America, The Best Polar Tours & Cruises in United States of America, The Best Walking Tours in United States of America, and The Best Northern Lights Tours in Alaska.


Which place is cheaper, Vail or Hilton Head Island?

These are the overall average travel costs for the two destinations. These travel costs come from the actual spending of real travelers.

  • Hilton Head Island Prices
    USA Prices
    Vail Prices
    USA Prices
  • Average Daily Cost Per person, per day
    Hilton Head Island $287
    Vail $345

The average daily cost (per person) in Hilton Head Island is $287, while the average daily cost in Vail is $345. These costs include accommodation (assuming double occupancy, so the traveler is sharing the room), food, transportation, and entertainment. While every person is different, these costs are an average of past travelers in each destination. What follows is a categorical breakdown of travel costs for Hilton Head Island and Vail in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Hilton Head Island $129
    Vail $174
  • Accommodation Typical double-occupancy room
    Hilton Head Island $258
    Vail $348
Compare Hotels in Hilton Head Island and Vail

Looking for a hotel in Hilton Head Island or Vail? Prices vary by location, date, season, and the level of luxury. See below for options and compare which is best for your budget and travel style.

Hotels in Hilton Head Island


Hotels in Vail


Kayak helps you find the best prices for hotels, flights, and rental cars for destinations around the world. Compare prices for multiple destinations when planning your next trip.


Our Analysis
We've analyzed the average and typical hotel prices based on guest reviews, star ratings, and hotel amenities here: Hilton Head Island Hotel Prices and Vail Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Hilton Head Island $34
    Vail $19

Hired Cars and Shuttles in Vail

Also for Vail, here are a few examples of actual transportation services:

  • Vail/Beaver Creek/Avon to Eagle County Airport-Departure Transfer: $217
  • Private Eagle County Regional / Vail Airport Transfer to Beaver Creek: $299
  • Private Departure Transfer to Vail Airport EGE: $128

Is it cheaper to fly into Hilton Head Island or Vail?

Prices for flights to both Vail and Hilton Head Island change regularly based on dates and travel demand. We suggest you find the best prices for your next trip on Kayak, because you can compare the cost of flights across multiple airlines for your prefered dates.





Food
  • Food Meals for one day
    Hilton Head Island $105
    Vail $129

Food Tours and Cooking Classes in Hilton Head Island

For Hilton Head Island, here are some samples of tours and activities related to meals and dining experiences:

  • Hilton Head Sunset Dinner Cruise: $106
  • Sunset Dinner Cruise: $106
  • Hibachi Dinner Cruise: $117
  • Lowcountry Boil Dinner Cruise: $118
  • Sunset Hibachi Dinner Cruise : $128
  • Lowcountry Boil Dinner Cruise: $128
  • Lowcountry Boil Dinner Cruise on Hilton Head: $148

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Hilton Head Island $23
    Vail $133

Tours and Activities in Hilton Head Island

For Hilton Head Island, here are a few prices for actual activities, tours, and tickets provided by various companies:

  • #1 Historical Horse Drawn Carriage Tour: $38
  • 1 Hour Private Dolphin and Nature Tour: $300
  • 2 Hour Kayak Hilton Head Dolphin and Nature Tour: $49
  • 2-Hour Hilton Head Guided Kayak Nature Tour: $47
  • 2-Hour Private Hilton Head Dolphin Watching Cruise: $269
  • 90 Minute Hilton Head Dolphin Tour: $48
  • 90 Minute Hilton Head Dolphin and Nature Cruise: $47
  • 90 minute Hilton Head Sunset Dolphin Cruise: $55
  • 90-Minute Dolphin and Nature Tour of Hilton Head: $47
  • 90-Minute Private Dolphin Tour in Hilton Head Island : $269
  • Beaufort City Minibus Tour: $37
  • Beaufort Ghost Walking Tours : $22

Tours and Activities in Vail

Also, here are some specific examples of entertainment, tickets, and activities for Vail.

  • Bike Tour or Mountain Bike down Vail Mountain: $120
  • Inflatable Kayak Adventure Colorado River: Half Day Guided Tour : $109
  • Private You-Drive Jeep Adventure in Scenic Backcountry: $1,200
  • Save the Mountain Escape Room Adventure: $40
  • Smartphone Driving Tour between Denver & Vail / Breckenridge: $12
  • Stand Up Paddle Board Colorado River Adventure: Guided Half Day : $109

Alcohol
  • Alcohol Drinks for one day
    Hilton Head Island $26
    Vail $9.79

Sample the Local Flavors in Hilton Head Island

Here are a few nightlife and alcohol tours and activities from local tour providers in Hilton Head Island:

  • Hilton Head's ONLY Distillery Experience: $55

Sample the Local Flavors in Vail

Also in Vail, these are the prices for nightlife and alcohol related activities from various tour providers:

  • Vail Bar Crawl: $15


When we compare the travel costs of actual travelers between Hilton Head Island and Vail, we can see that Vail is more expensive. And not only is Hilton Head Island much less expensive, but it is actually a significantly cheaper destination. So, traveling to Hilton Head Island would let you spend less money overall. Or, you could decide to spend more money in Hilton Head Island and be able to afford a more luxurious travel style by staying in nicer hotels, eating at more expensive restaurants, taking tours, and experiencing more activities. The same level of travel in Vail would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Vail than you might in Hilton Head Island.

If you're trying to decide if either of these two destinations are within your price range, also see Is Hilton Head Island Expensive? and Is Vail Expensive?.


Which is Bigger, Hilton Head Island or Vail?

Hilton Head Island has a larger population, and is about 8 times larger than the population of Vail. When comparing the sizes of Hilton Head Island and Vail, keep in mind that a larger population does not always imply the destination has more attractions or better activities. So, always research the type of place that you want to visit along with the activities and attractions that interest you.