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

Should you visit Hilton Head Island or Flagstaff?

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 Flagstaff can help you decide which place is right for you.

Hilton Head Island

Hilton Head Island is a resort-filled, family-friendly, and relaxing coastal town. Hilton Head Island offers plenty of beauty for visitors. Other popular activities here include shopping, food, and beaches. See Hilton Head Island travel costs.

Flagstaff

Flagstaff is a adventurous , picturesque, and active city. Flagstaff offers plenty of beauty for visitors. It's also popular because of the shopping, museums, and nightlife. See Flagstaff travel costs.

Hilton Head Island and Flagstaff: Pros and Cons

Pros
  • Nice resorts
  • Popular beach
  • Family-friendly
  • Good for couples and romance
Things to Consider
  • Less popular for nightlife
  • Less popular with backpackers
Pros
  • Popular museums and historical sights
  • Active nightlife
  • Good for hiking
  • Family-friendly
  • Good for couples and romance
  • Good for backpackers and budget travelers


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

Travelers will usually find more to do in Flagstaff. Although Hilton Head Island and Flagstaff are popular destinations, Flagstaff has more sights and attractions for tourists. Flagstaff is very popular for its museums and attractions, nightlife, and hiking, while Hilton Head Island attracts visitors for its resorts and beaches. Hilton Head Island is famous for its long sandy beaches, many golf courses, popular tennis camps, and accessible bike trails. Flagstaff is famous for its nearby craters and volcanic caves as well as its location along the historic Route 66. It is also well known for Walnut Canyon National Monument.

How is Hilton Head Island different from Flagstaff?

Which is Better for a Holiday?

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

Are the Museums and Historical Sights Better in Hilton Head Island or Flagstaff?

Hilton Head Island
Flagstaff

Flagstaff is very good for its museums and history. However, Hilton Head Island does not have museums and landmarks.

If you're looking for an educational opportunity, there are a decent number of museums and historical sights around Flagstaff. Lowell Observatory is a highlight for many visitors, especially those who are fascinated by space. There's also the Museum of Northern Arizona, the Pioneer Museum, and Fort Tuthill Military History Museum.

Hilton Head Island does not have museums and landmarks.


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

Hilton Head Island
Flagstaff

Local dishes at restaurants are fun to try in both Hilton Head Island and Flagstaff.

Hilton Head Island has a number of nationally recognized food spots and 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.

With its innovative style combined with traditional elements, Flagstaff makes for a great culinary experience. The food scene is diverse and growing. There's a focus on local recipes and ingredients. You'll also find many casual and family-friendly restaurants. American cuisine is common, but you'll also find burritos, Indian curries, and frittatas.

Is Hilton Head Island or Flagstaff Better for Nightlife?

Hilton Head Island
Flagstaff

Flagstaff is very good for its evening party scene. However, Hilton Head Island is lacking in good options for nightlife.

With a handful of venues, visitors can find a fairly lively vibe in Flagstaff. You'll find a range of bars and cocktail lounges around town that come to life in the evening hours.

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 Flagstaff Better for Resorts?

Hilton Head Island
Flagstaff

Hilton Head Island is well known for its resorts. However, Flagstaff is not a resort destination.

In Hilton Head Island, you'll find some of the region's top resorts. 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.

Flagstaff is not a resort destination.


Is Hilton Head Island or Flagstaff Better for Beaches?

Hilton Head Island
Flagstaff

Hilton Head Island is well known for the beach. However, Flagstaff is not a beach destination.

The beaches at Hilton Head Island attract visitors from all over. 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.

Flagstaff is not a beach destination.

Is Hilton Head Island or Flagstaff Better for Hiking?

Hilton Head Island
Flagstaff

Flagstaff is terrific for its hiking trails. However, Hilton Head Island is not a hiking destination.

Many people visit Flagstaff specifically for its hiking. Nearby you'll find world class hikes through surreal landscapes and diverse environments. The area is filled with desert landscapes and varied rock formations that are best explored on foot. Trails range in length and skill level, but whatever your ability, the hiking in the area is among the best.

Hilton Head Island is not a hiking destination.

Is the Shopping Better in Hilton Head Island or Flagstaff?

Hilton Head Island
Flagstaff

Shoppers can find a variety of nice stores in both Hilton Head Island and Flagstaff.

Hilton Head Island has a variety of shopping areas worth visiting. The area has upscale shopping with designer names and local venues. Popular shopping areas include Shelter Cove Town Center and Harbor Town.

Flagstaff is a great destination for shopping. Located along historic Route 66, you'll find many shops that capture the city's history, particularly in the Southside Historic District. The town also has farmer's markets as well as shopping centers and large malls.


Is Hilton Head Island or Flagstaff More Beautiful?

Hilton Head Island
Flagstaff

You'll find a similar quality of nice scenery and beauty in both Hilton Head Island and Flagstaff.

Hilton Head Island offers plenty of beauty for visitors. The island has many beautiful waterways that are best explored by boat or kayak. The beaches are also beautiful and striking.

Flagstaff is a gorgeous place to visit. While the city itself isn't exactly beautiful, the surrounding landscapes are surreal and truly unique.

Is Hilton Head Island or Flagstaff Better for Families?

Hilton Head Island
Flagstaff

Hilton Head Island is a must-visit destination for its family-friendly activities. Also, Flagstaff is still popular, but not quite as popular for its kid-friendly activities.

Hilton Head Island is an extremely popular coastal town to visit for families. 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.

Flagstaff is a very family-friendly destination. The city is filled with outdoor activities for kids like ropes courses and adventure parks. Kids will also enjoy climbing around the Lava River Cave, visiting Sunset Crater Volcano National Monument, or hiking through the many diverse landscapes in the area. There are also museums that educate visitors on the city's history as well as Lowell Observatory, which will intrigue all the space enthusiasts among us.

Is Hilton Head Island or Flagstaff Better for Couples?

Hilton Head Island
Flagstaff

Both Hilton Head Island and Flagstaff are nice destinations to visit as a couple.

Hilton Head Island is a good coastal town for couples to visit. 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.

Flagstaff is a nice destination for couples. Hiking and outdoor adventure sports make this city a good destination for couples who enjoy active living. There are many parks that you can visit as well as hiking trails and unique natural settings.


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

Hilton Head Island
Flagstaff

Flagstaff is a very popular place for backpackers and budget travelers. However, Hilton Head Island is lacking in good options for backpackers.

Plenty of budget travelers and backpackers visit Flagstaff. There are campgrounds nearby as well as tons of nature parks and countless hiking trails in the area.

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 Flagstaff Better for Public Transit? Which Is Easier to Get Around Without a Car?

Hilton Head Island
Flagstaff

Flagstaff is a decent place to visit for times when you don't have a car. However, Hilton Head Island is lacking in good options for its public transit.

Public transit is mostly limited in Flagstaff. The Mountain Line offers eight routes through town.

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 Flagstaff a more walkable city?

Hilton Head Island
Flagstaff

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

Flagstaff is a somewhat walkable city. The downtown is compact and walkable, but you'll really want to have a car to explore the nearby hiking trails and natural areas.

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 Flagstaff Worth Visiting?.

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

How long in Hilton Head Island or Flagstaff?

It's fun to spend time in either Hilton Head Island or Flagstaff. Generally, people tend to spend more time in Hilton Head Island due to the larger number of activities and things to do. Usually, 5-7 days is a good amount of time for Hilton Head Island, and 2-4 days is enough time in Flagstaff.

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

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

Backpackers and budget travelers should spend more time in Flagstaff 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 Flagstaff.


  • How many days in Hilton Head Island or Flagstaff? Ideal Length of Stay
    Hilton Head Island 5-7 
    Flagstaff 2-4

One day in Hilton Head Island or Flagstaff?

You'll find food and shopping around the coastal town of Hilton Head Island. People often spend their time relaxing at one of the resorts. Since there is so much to do in the area, one day is probably not enough for all of it. It has many unique tourist attractions and fascinating things to do.

Visitors enjoy the museums and nightlife when visiting the active destination of Flagstaff. This city offers something for everyone. Most people visit for the hiking. 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 Flagstaff?

You'll find shopping and food around the resort-filled destination of Hilton Head Island. People usually spend lots of time at the beach. A weekend is usually not enough time for a trip here as there is plenty to do. This coastal town offers a variety of activities to choose from.

Flagstaff is a popular place to visit. Visitors enjoy the nightlife and food when visiting the adventurous city of Flagstaff. Most people visit for the hiking. Make sure you spend some time hiking while you're in the area. A weekend is a great amount of time to relax and see the many things that Flagstaff has to offer.

Five days in Hilton Head Island or Flagstaff?

You'll find food and shopping around the beautiful coastal town of Hilton Head Island. The length of your ideal trip is an individual decision. If you have five days, this coastal town makes for a great vacation. It's also a relaxing resort destination. Five days should give you a good understanding of everything this coastal town has to offer.

Many people enjoy the food and shopping when visiting Flagstaff. Many travelers plan to spend time hiking while in the area. Anyone can find something fun to do here. Most people visit for the hiking. Five days is usually plenty of time to spend here with extra days to spare. With this much time, visitors often visit nearby destinations or take day trips.


A week in Hilton Head Island or Flagstaff?

Hilton Head Island is a popular choice for travelers. One week here is typical. People enjoy relaxing at one of the resorts. While some people choose to spend more or less time in Hilton Head Island, one week is sufficent for most. It will give you the chance to have new experiences.

Flagstaff is a popular place that is full of things to see and experience. Hiking can easily take up a good amount of your time here, too. It offers something for everyone. One week is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days.


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, Flagstaff 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
    Flagstaff Prices
    USA Prices
  • Average Daily Cost Per person, per day
    Hilton Head Island $287
    Flagstaff $207

The average daily cost (per person) in Hilton Head Island is $287, while the average daily cost in Flagstaff is $207. 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 Flagstaff in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Hilton Head Island $129
    Flagstaff $86
  • Accommodation Typical double-occupancy room
    Hilton Head Island $258
    Flagstaff $172
Compare Hotels in Hilton Head Island and Flagstaff

Looking for a hotel in Hilton Head Island or Flagstaff? 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 Flagstaff


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 Flagstaff Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Hilton Head Island $34
    Flagstaff $37

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

Prices for flights to both Flagstaff 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
    Flagstaff $95

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
    Flagstaff $28

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:

  • Historic Beaufort Smartphone Guided Walking Tour : $9.75
  • Kazoo Factory Tour & Museum : $15
  • Beaufort Ghost Walking Tours : $22
  • Tybee Island Ghost Tour: $30
  • 90-Minute Dolphin & Nature Tour: $35
  • Walking Tour in Beaufort: $35
  • Historic Tour of Tybee Island: $35
  • Beaufort City Minibus Tour: $37
  • History and Movie Tour of Beaufort by Golf Cart: $38
  • Complete History and Movie Walking Tour of Beaufort: $38
  • #1 Historical Horse Drawn Carriage Tour: $38
  • Hilton Head Island Ocean Dolphin Cruise: $38

Tours and Activities in Flagstaff

Here are a few actual costs in Flagstaff for available activities, ticket prices, and tours:

  • Arizona: Grand Canyon National Park Tour with Lunch & Pickup: $245
  • Bike Then Beer Tour with Guided EBike: $125
  • Comprehensive Grand Canyon Tour from Flagstaff: $209
  • Downtown Flagstaff Haunted History Tour: $28
  • Downtown Flagstaff Haunted History Walking Tour: $28
  • Family-Friendly Ghost Walking Tour in Flagstaff: $30
  • Flagstaff Extreme Adventure Course-Adult Course: $65
  • Flagstaff Scavenger Hunt Walking Tour and Game: $25
  • Flagstaff Segway Tour: $129
  • Flagstaff Underground: Historical Walking Tour: $30
  • Flagstaff's Famous Ghosts Smartphone Guided Walking Tour : $7.75
  • Adults-Only Haunted Walking Tour: $35

Alcohol
  • Alcohol Drinks for one day
    Hilton Head Island $26
    Flagstaff $29

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 Flagstaff

Here are a few nightlife and alcohol tours and activities from local tour providers in Flagstaff:

  • Spirits With The Spirits, Haunted Pub Crawl: $50
  • Spirits With The Spirits, Haunted Pub Crawl Of Downtown Flagstaff: $60


When we compare the travel costs of actual travelers between Hilton Head Island and Flagstaff, we can see that Hilton Head Island is more expensive. And not only is Flagstaff much less expensive, but it is actually a significantly cheaper destination. So, traveling to Flagstaff would let you spend less money overall. Or, you could decide to spend more money in Flagstaff 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 Hilton Head Island would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Hilton Head Island than you might in Flagstaff.

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 Flagstaff Expensive?.


Which is Bigger, Hilton Head Island or Flagstaff?

Flagstaff has a larger population, and is about 67% larger than the population of Hilton Head Island. When comparing the sizes of Hilton Head Island and Flagstaff, 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.