Save time and money by booking your rental car, hotel room, and airfare together and make planning your vacation easier.

How to Find the Cheapest Vacation Packages

Understanding Hawaii’s travel seasons will make it easy for you to book an affordable trip to the Rainbow State. With summer and winter being peak travel times for the islands, you can find vacation deals by booking during the “shoulder” seasons—spring and fall. Fortunately, Hawaii is just as beautiful and magnificent during fall and spring as it is in summer and winter, so aside from the cost of travel, nothing will change about your trip to Hawaii.

Should You Book an All-Inclusive Package?

Planning a trip is, what we call in Hawaii slang “humbug.” It’s a bother, a nuisance—even stressful. But it doesn’t have to be. By booking an all-inclusive vacation package, the hard work is done for you. Cars are rented, hotel rooms are booked and it can be cheaper to book a package versus booking everything ala carte.

Best Areas to Stay on Each Island

While there are no bad choices for places to stay in the islands—you are in Hawaii after all—there are some areas that are very well suited for travelers. Waikiki on Oahu has a variety of accommodations, malls and restaurants all dotting the golden shores of Waikiki Beach. On Kauai, Hanalei and Poipu are perfect for visitors who want to be close to the beach during their island stay—and in a similar vein, Kaanapali on Maui is a perfect blend of resort luxury and island living that will truly make visitors feel like they’re in paradise. On Hawaii Island, also referred to as the Big Island, both Kona and Hilo will provide travelers with convenient accommodations, activities and dining options.

The Top 3 Hotels and Resorts on Each Island


  • Hilton Hawaiian Village
  • Turtle Bay Resort
  • Halekulani


  • Grand Wailea
  • Kaanapali Beach Hotel
  • Fairmont Kea Lani


  • 1 Hotel Hanalei Bay
  • The ISO
  • Grand Hyatt Kauai Resort & Spa

Big Island

  • Mauna Kea Beach Hotel
  • Fairmont Orchid
  • Hilton Waikoloa Village

On Oahu, the Hilton Hawaiian Village Waikiki Beach Resort, Turtle Bay Resort and the Halekulani reign supreme. Maui’s Grand Wailea, a Waldorf Astoria Resort, Kaanapali Beach Hotel and Fairmont Kea Lani are popular choices amongst travelers. For Kauai, the 1 Hotel Hanalei Bay, The ISO and the Grand Hyatt Kauai Resort & Spa are stunning accommodations that will make it hard to even leave your room—while on the Big Island you can’t go wrong staying at the Mauna Kea Beach Hotel, Autograph Collection, Fairmont Orchid and Hilton Waikoloa Village.

Which Hawaii Island is Best for You?

Kauai’s picturesque Na Pali Coast.


For nature lovers and those who seek adventure, Kauai is a primordial playground full of epic hikes, stunning beaches and botanical gardens—it is the Garden Isle after all.

Sunrise over Na Mokulua islands from Lanikai Beach on Oahu.


Oahu has a great mix of everything a visitor could want and is perfect for families with young children as there are more keiki (kid) friendly activities on the island.

Waianapanapa State Park, Maui.

Maui & the Big Island

Both Maui and the Big Island are great places for travelers looking to escape from their worldly distractions. Instead of waking up to traffic and city noise, on these islands, the soft sounds of birdsong and crashing waves will serve as your natural alarm clock.

Hawaii Travel Tips

You’ll want to hit the ground running—presumably to the beach!—once you’ve landed. Also be sure to pack a few jackets or hoodies along with your beachwear, as the islands typically has “passing showers” from time to time due to its tropical climate. Another major travel tip to remember is that, unless you’re staying on Oahu, you will absolutely need to rent a car to fully enjoy the best of each island, as public transportation options are limited on the out islands.