Solo Travel in Hawaii: How to Have an Amazing Trip


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Solo Travel in Hawaii: How to Have an Amazing Trip

Solo travel in Hawaii can be a great adventure. If you travel alone, you’ll get to know yourself better and follow the schedule you designed. If you’ve been holding back from taking your adventure in paradise, these tips will make it easier for you to head out alone. You’ll learn how to deal with three of the most common concerns and discover the best tips for the vacation of a lifetime!

Coping with Loneliness and Boredom on Solo Trips

You may wonder whether you’ll get lonely if you travel solo in Hawaii. The truth is that learning to enjoy your own company makes solitude rewarding. On the other hand, you can surely find companions on the islands if you feel like mingling. You’ll find other travelers and locals are typically very friendly!

Engage Fully While Traveling Solo

Be mindful of your surroundings on the island. Hawaii truly is paradise, and I wholeheartedly recommend taking time to “be” and soaking in the beauty. Getting caught up in new experiences as you travel will leave little time for boredom. There hasn’t been a trip to Hawaii where I’ve felt bored or lacked adventure.

Take a Tour

A day tour in Hawaii is ideal for meeting new acquaintances. It’s easy to strike up a conversation when you share the same interests with others, and you’re away from your usual routine. Most travelers are in similar situations and may be new to the Hawaiian Islands. You both may be experiencing something for the first time, which can easily create conversation.

Dine Out with Locals

Look for places with communal tables or ask your hotel or resort to recommend them. If you are staying at a resort with a concierge, take advantage of it! Eat at the restaurant bar if you feel conspicuous at a table. The local bartenders are typically very friendly and will often strike up a conversation with you.

Stay at a Bed & Breakfast or Rent a Room from an Airbnb Listing

The owners of a bed and breakfast or an Airbnb may be happy to talk about local attractions. We rented an entire condo from Airbnb last time we visited Maui, and the owners lived onsite in another unit. They came to visit us once or twice to strike up a conversation and give us travel advice. Hostels are another excellent choice. There will likely be other guests and maybe even other solo travelers at these types of places. I haven’t stayed in one in Hawaii, but I have overseas, and it was a great experience.

Frequent Local Businesses in Hawaii

Visiting the same fruit stall every day will quickly turn you into a regular. Exchange greetings and let them know you appreciate any advice on what to see. As I said, the locals tend to be very friendly, especially the business owners. We stopped at the road stand one day to buy a pineapple, and even that woman was incredibly helpful!

Talk to New People

Approach your fellow travelers or locals who seem friendly and helpful. Beaches and coffee shops are two good places to start. Hawaii has some of the best coffee I’ve ever had, so that’s definitely worth your time!

Do Volunteer Work

Sign up with a non-profit organization and perform group volunteer work. In Hawaii, there are marine life non-profits that are looking to partner with volunteers. I’m sure it’s exciting to travel to a new and beautiful place while serving the community. Look into volunteer work exchanges, as well.

Pursue Solitary Activities in Hawaii

Visit a local attraction, lie on the beach with a good book, or head out to surf the ocean. I also like to check out the reviews to see what other travelers recommend. Enjoy the peace and relaxation you get from being alone in paradise!

Protecting Your Safety While Traveling Solo in Hawaii

Security is an essential concern if you decide to travel solo in Hawaii. Here are some necessary precautions that will reduce your risks during your trip.

Blend in While Traveling

Looking like a tourist may leave you vulnerable. Walk with confidence and step inside a hotel to check your map. My husband is notorious for wearing fanny packs everywhere we go (hah!), so we never really blend in. However, we are typically traveling with groups of people, and I wouldn’t recommend that for a solo vacation in Hawaii.

Be Alert as a Solo Traveler

Observe what’s going on around you. Ask your hotel to advise you about where it’s safe to walk and travel across the island. If you’re near an unsafe area, avoid unnecessary risks by taking an Uber to your destination. I will say, most places we’ve visited in Hawaii have felt safe to us, but that’s also because we went to well-known spots and did thorough research beforehand.

Watch Your Money

You may want to wear a shoulder bag strapped across your body or under a light jacket. Consider using a money belt or clip. Solo travelers are often the perfect target for pickpockets, which can happen just about anywhere in the world.


Assess Your Fluency

Language skills also matter. Ask yourself if you can communicate clearly in the case of a medical emergency. Now, if you’re reading this, I’m assuming you are fluent in English and will have no problem in Hawaii. However, something to do would be to learn about native words used across the islands.

Gather Your Documents

Put a copy of your identification and health insurance in your pocket. Leave a second copy with loved ones at home. I always quadruple check that I have what I need before I fly or travel anywhere. There is nothing worse than getting halfway to your destination and realizing you forgot a document on your nightstand.

Check-in at Home

Speaking of home, give your full itinerary to at least one person. Call or text them every few days to let them know you’re okay. There have been way too many instances of travelers disappearing on a trip, and nobody realizes it for quite some time. It doesn’t matter where you are traveling. I would always give this advice to solo travelers.

Pack Light

Leave your valuables at home. Traveling with minimal baggage increases your comfort and your ability to move quickly. We typically only check one bag when we travel. However, on our last trip to Hawaii I realized I just wore shorts or a dress over my swimsuit most days. I didn’t even touch 75% of the clothes I brought with me, so next vacation I will be packing even lighter!

Sticking to Your Budget for Your Solo Vacation

There are plenty of ways to vacation affordably when you travel solo in Hawaii.

Save Up in Advance

Put money aside gradually. We check our spending and review our budget before any trip we take. You’d be surprised about how many things you may be spending on that you have forgotten. I recommend doing this regularly. Be intentional about removing wasteful expenditures and put those savings toward your trip. Small amounts add up over time, and there is no greater feeling than knowing you are on track to save for your vacation.

Be Flexible About Timing

You’ll tend to find the best deals at the last minute or several months before your departure. Be open to traveling during the off-season for further monetary savings. Every time we have gone to Hawaii, it has been in the off-season. It’s still beautiful in October-November. And although it’s not whale season yet on the island, the later you travel in those months the better your chances of spotting one! We encountered a whale off the shores of Kauai in November, and we heard of a whale spotting in October in Maui during a snorkeling tour.

Look for Special Bargains

Check discount travel sites and look for deals. I am an avid price checker. I’ve found that the best prices for activities are straight from the vendor. This tip may not be accurate in every situation, but it has been for me! I once found less expensive luau tickets in Maui on Costco’s website, so I’d recommend checking there.

I also previously received an incredible discount on an Airbnb stay because they had just listed the property and were giving discounts to the first three bookings with them. Don’t be afraid to compare prices across a couple different businesses, travel agencies, and websites to make sure you are staying within budget and scoring the best bargains.

Accept Roommates

Contact travel companies who specialize in solo travel. Ask to be paired up with another single traveler who is headed to the same destination. Or see if any of your friends know someone heading to the Hawaiian Islands soon. You’d be surprised how often these types of situations have worked out for me in my life, and there’s no harm in asking!

Now it’s time to plan your dream solo vacation and experience the best that Hawaii has to offer. Avoid being intimidated by the thought of traveling alone. It’s not every day that you get to do whatever you want on vacation. Solo travel in Hawaii creates memories you’ll treasure for life, and there’s no better place to go than the Hawaiian Islands!

Have you traveled solo to Hawaii or another destination? We’d love to hear about it!

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