Best Hawaiian Island to Visit First? Which Is Cheapest in 2026?

Jean Goh
Jean Goh
Travel Destinations Editor, ShopBack

For most US first-timers, Oahu is the best Hawaiian island to visit first and also the cheapest per day: Hawaii's 2025 visitor data shows $238 per person per day on Oahu against $305 on Maui. Go through ShopBack US before you book on Expedia, Hotels.com or Alamo.

Related guides

Book Hawaii Flights and Hotels: Best Order and When Rates Are Lowest

For most US travellers, book the flight to Hawaii first, then a hotel with free cancellation, and price a flight and hotel package side by side before you pay. State data shows Hawaii flights ran about 95% full in June and July 2025, while 2026 statewide hotel rates averaged $345 to $398 a night by month. Go through ShopBack US before you check out on Booking.com, Expedia or Trip.com.

Save on Expedia

Where the real Expedia US savings come from: One Key member pricing and OneKeyCash, Bundle deals, Member Only Deals, and why to go through ShopBack before you pay so part of the cost comes back when booking flights, hotels, cars, and packages.

Hotels.com Deals and Cashback

Where the real Hotels.com US savings come from: One Key member pricing and OneKeyCash, Member Only Deals, seasonal Travel Sales, and why to go through ShopBack before you pay so part of what you spend comes back as Cashback when booking city, resort, or long-stay accommodations.

Can I Get Cashback on Car Rentals in the US in 2026?

Yes. In the US you can get Cashback on car rentals by going through ShopBack before you book on Expedia, Priceline, Booking.com or a rental company's own site. The cash is confirmed after your trip and paid as cash you can withdraw.

Where Should I Book Vacation Packages Online to Save Money in 2026?

In the US, the best place to book a vacation package online is usually the booking site with the lowest all-in total for your exact flights and hotel, which for many US travelers means Expedia, Booking.com or Trip.com. Compare the bundle with booking each part separately, use the site's free rewards, then go through ShopBack before you pay.

Best Hawaiian Island to Visit First? Which Is Cheapest in 2026? | ShopBack Guides