View our Accessibility Statement Skip to main content

HAWAII VACATIONS.

Experience a place like no other when you book a Southwest Vacations® package to Hawaii. 
With lush landscapes, stunning ocean views, and colorful culture, the Rainbow State offers excitement to suit every traveler's unique taste. Choose from four different islands to visit below—Lihue (Kauai), Honolulu (Oahu), Kahului (Maui), or Island of Hawaii (Hilo and Kona)—or, see multiple islands with interisland service options. Then, find a resort that feels like home. Whether you're looking for a tropical beach party or a romantic, serene getaway, you'll find it at one of Hawaii's remarkable resorts.

Featured deals to Hawaii

Filter your search
Filter your search
There are no deals available right now. Please check back later.

Hawaii Destinations

  • Hilo (Island of Hawaii)

    Hilo (Island of Hawaii) is where adventure and comfort meet.
    Learn more
  • Honolulu (Oahu)

    Honolulu (Oahu) has aquatic activities, fantastic food and beauty.
    Learn more
  • Kahului (Maui)

    Kahului (Maui) is designed to delight. Don't put off paradise.
    Learn more
  • Kona (Island of Hawaii)

    Kona (Island of Hawaii) is a favorite of experienced travelers.
    Learn more
  • Lihue (Kauai)

    Lihue (Kauai) is full of tranquil waterfalls, authentic luaus and outdoor adventures.
    Learn more

Lihue (Kauai) vacations

Visit one of the world's most outstanding islands with a vacation at Lihue (Kauai). First things first—you have to try the shaved ice. Simple and delicious. Also, make sure to bring your golf clubs. The island offers nine stunning courses—including some designed by Jack Nicklaus—to give you 18 holes of happiness per day. Also don't forget to explore Waimea Canyon, Kokee State Park, the Na Pali Coast, snorkeling at Tunnels Beach, and the rainforests at Wailua River State Park for views unlike any other.

  • women looking at mountain view

    A little perspective

    Don't worry. It's ok to stare. Considering the beauty of the Na Pali Coast and scale of the Waimea Canyon, it would be hard not to. The 17 rugged, mountainous miles of the Na Pali Coast are best appreciated by air, but seeing from the seat of a sea kayak will leave you awestruck. Same goes for the Waimea Canyon, affectionately known as the Grand Canyon of the Pacific.
  • golf course next to the ocean

    Golf

    A day spent golfing with the ocean by your side is one thing. A day spent golfing with lava rocks lining greens, towering lush mountains in the background, and the wild blue Pacific by your side is another. The island's nine golf courses mean even the most avid golfers will have plenty of options.
  • Waterfall

    Lihue (Kauai)

    Home to the island's airport, Lihue (Kauai) makes a great home base for all your Lihue (Kauai) adventures. Soak up the sun on both surf-friendly and swim-friendly Kalapaki Beach or check out the island's history at the Kauai Museum. Don't forget about the easy-to-get-to Wailua Falls.
  • whale swimming in the ocean

    Whale watching

    Humpback whales make their way to the warm waters off Kauai's Coasts to breed every year. Your best chance of seeing them is from December to May. You can sometimes spot them right from the beach, though professionally guided whale watching expeditions are highly recommended.

Honolulu (Oahu) vacations

The heart of Hawaii has it all. Luxurious resorts, surfing lessons, some of the best dinners of your life, world-class snorkeling, history, postcard-worthy beauty—it's everything you dream of in an idyllic vacation. And Southwest Airlines has the package you need to make it all come true.

  • View of city on the ocean

    Honolulu (Oahu)

    Here's where sunny beaches and big-city vibes meet to make an unforgettable Hawaii experience. When you hear Waikiki, it's impossible to not picture a sunny surf-filled day in the calm waters, Diamond Head crater towering in the background. Take some time to explore the historic sites of Pearl Harbor, and be sure to meander through some of Honolulu's (Oahu) famous farmers' markets.
  • fire throwers entertainment

    Hula

    Hula is more than just a dance. This song-accompanied tradition keeps ancient Hawaii thriving in the world today. Take in the spirit of authentic Hula at a live show or at a seaside luau. Many are free to the public.
  • girls on surf boards

    Surf's up

    When it comes to the North Shore's surf, it's just as exciting to watch as it is to catch a wave yourself. Beginners will have their best luck on summer's smaller waves, while winter can whip up myth-making waves that attract surf pros from all over the world.
  • women climbing a mountain

    Adventure

    From hiking to horseback riding and all sorts of adventure in between, Honolulu (Oahu) is an explorer's paradise. Hike Diamond Head's volcanic crater, catch a wave in Waikiki, or saddle up for a day of horseback riding through the lush landscapes.

Kahului (Maui) vacations

Vacation days were meant for an island like Kahului (Maui). Whether you are looking for luxurious hotels, aquatic adventures, some of the finest restaurants in the state, gorgeous golf, or just a picture-perfect beach, Kahului (Maui) is designed to delight. Don't put off paradise any longer—book your Southwest Airlines flight today.

  • waves on a beach

    Beaches

    Black sand. Red sand. White sand. On Maui's 120 miles of coastline, you can take your pick. And whether you feel like surfing or sunbathing, snorkeling or scuba diving, you'll have plenty of beautiful beaches to choose from. Waianapanapa and Kaanapali are just a couple of our favorites.
  • couple looking at the mountain and ocean view

    Take it to the top

    You might not usually associate Hawaii with mountain hiking and higher elevations, but that's bound to change when you hike in Kahului (Maui). The sunrise reward from Haleakala—Kahului's (Maui) highest peak—is worth the exercise. Be sure to say hello to the paniolo (Hawaiian cowboys).
  • highway drive next to the ocean

    Hana Highway

    Nope. This is not your typical highway. Unless your typical 52-mile highway has 617 winding curves and more waterfalls than you could imagine. Our advice? Roll slow and enjoy the show.
  • waterfall view

    Wailuku

    Take a breath of fresh air and take a step back in time. Spend a day or two exploring the quaint mom-and-pop shops, boutiques, cafes, and bakeries. Ready for a little adventure? Wailuku, at the base of the West Maui Mountains, is a great starting point to explore the Iao Valley.

Island of Hawaii (Hilo and Kona) vacations

Calling all adventurers. If you're the type to pack hiking boots for vacation, then the Island of Hawaii (Hilo and Kona) is for you. You can take a trip to Volcanoes National Park, try a helicopter tour, swim with the dolphins, snorkel, surf, and so much more. Then, finish each day in a top-class resort. Go big, and book your Southwest Airlines flight today.

  • Couple looking at waterfall

    Hilo (Island of Hawaii)

    All the stunning natural beauty you could ask for and plenty of small-town charm to make it even sweeter. Check out Hilo's (Island of Hawaii) laid-back coffee shops, galleries, and restaurants, and then head out to explore its verdant landscape.
  • swimming turtle

    Kona (Island of Hawaii)

    Explore a shaded coffee farm. Check out the historic Hulihee Palace, where Hawaiian monarchs used to live and Kailua Village. Looking for some wildlife? The coast is home to manta rays, sea turtles, and even dolphins.
  • Couple looking at volcano

    Hawaii Volcanoes National Park

    Heat things up with a trip to Hawaii Volcanoes National Park. Two volcanoes rise out of the park, including Kilauea, and you can explore them on 150 miles of hiking trails. Plus, you can encounter the other-worldly phenomenon of lava flowing into the sea.
  • black sand beach

    Punaluu

    When's the last time you spent the day at a black sand beach? Framed by lush green palm trees, Punaluu black sand beach is an unreal encounter. The sea turtles that warm up on shore make it even more unforgettable.