Southwest® flights from Boston to Honolulu (Oahu) from $288

Getting From HNL to Waikiki, downtown Honolulu, and Nearby Areas

After your Boston to Honolulu flight has landed at Daniel K. Inouye International Airport (HNL), you've got plenty of ways to reach Waikiki and beyond:

• Rental cars: Reserve your rental car in advance, then follow airport signs to the on-site rental car center and head out to explore Oahu on your own schedule.
• Rideshares and taxis: Look for the designated pickup zones just outside the terminal. Rides to Waikiki typically take about 20 to 30 minutes, depending on traffic.
• Hotel shuttles: Before you fly, check whether your hotel or resort offers an airport shuttle and confirm the pickup location and schedule.
• Public transit: Oahu’s bus system, TheBus, offers a budget-friendly way to reach downtown Honolulu and several major resort areas.

How to Find Cheap Flights from Boston (BOS) to Honolulu (HNL)

Knowing seasonal patterns and fare-spotting tricks can help you find cheap flights from Boston to Honolulu:

• Use the Low Fare Calendar: Start with the Southwest Low Fare Calendar to compare dates and spot the lowest fares from Boston to Honolulu at a glance.
• Book early: Lock in your airfare from Boston to Honolulu well ahead of your travel dates for more options and better prices.
• Time your trip: Try to avoid major holidays and school vacation weeks, and look at spring or fall if you want a balance of value and lighter crowds.
• Set alerts: Sign up for our email alerts so you’ll hear about fare sales and special offers as soon as they’re announced.

What’s the Best Time to Travel from Boston to Honolulu?

• Winter escape: If you’re seeking a warm-climate refuge from the Boston winter, plan to book a bit earlier, since this is when many travelers chase sunshine in Hawaii.
• Peak weeks: Try to avoid major holidays and common school break periods if you want lighter crowds and more affordable fares on Boston to Honolulu flights.
• Value focus: Spring and fall often offer a nicer mix of pricing and availability, with plenty of beach‑ready days and a little more breathing room when you’re booking flights and hotels.
• Trip priorities: Think about what matters most—like beach time, sightseeing, surfing, or seasonal experiences such as whale watching—and use those priorities to choose your general travel window.

What to Do in Honolulu After You Land

• Pearl Harbor: You don’t need to be a history buff to appreciate and pay respects at this must-see American historical site.
• Waikiki Beach: Claim a spot on the sand, sign up for a surf lesson, or wander Kalākaua Avenue for shops and restaurants just steps from the water.
• Diamond Head: Set out early for this famous hike, where you can enjoy panoramic views of Honolulu once you reach the summit.
• Hanauma Bay: Snorkel in a protected bay teeming with colorful marine life.