Hawaii Vacations

Your Hawaii vacation

Say aloha to paradise: White and jet black beaches, lush valleys, luaus and the sound of ukuleles in the distance. Take helicopter rides over active volcanoes, drink mai tais at sunset and enjoy starry nights atop Mauna Kea. Kayak the Kealakekua Bay and swim with manta rays, or watch the sun rise over Mount Haleakala.

From Hapuna Beach to Halemaumau, let Orbitz guide you through the 50th state. Our insiders share the best time to go on a Hawaii vacation, including the top 10 highlights and insider gems.

Flights to Hawaii

Departure Arrival Travel dates Round-trip
Phoenix Honolulu Mon, Sep 2 - Wed, Sep 11 $424
Honolulu Maui (Island of Maui) Fri, Nov 15 - Sat, Nov 23 $127
Honolulu Lihue (Island of Kauai) Sat, Nov 2 - Sat, Nov 9 $127
Honolulu Kona (Big Island of Hawaii) Wed, Oct 9 - Tue, Oct 15 $169
Honolulu Hilo (Big Island of Hawaii) Thu, Oct 24 - Wed, Oct 30 $161
Honolulu Kapalua Sat, Nov 23 - Sat, Nov 30 $148
Honolulu Hoolehua Mon, Feb 3 - Tue, Feb 4 $109
Honolulu Lanai City Mon, Jul 8 - Mon, Jul 22 $138
Maui (Island of Maui) Hana Thu, Jun 27 - Fri, Jun 28 $127

Best time to take a vacation to Hawaii

  • With Hawaii weather, you'd be hard-pressed to find a bad time to go. Leeward (southwestern) coasts are sunny and arid, and the windward (northeastern) sides are mountainous with jungles and pounding surf. The uplands are cooler and the landscape is rural. From December to March, Hawaii sees an influx of crowds and hotel rates are competitive. Fall and spring are little slower and discount hotel rates are easier to find. Winter brings rain, but the temperatures rarely dip below 60 degrees.

    Events populate Hawaii year-round, but if you want to join the largest crowds, hit Aloha Festivals on Oahu in September, the Ironman World Championship on the Big Island in October, and the Honolulu Marathon on Oahu in December.

Insider tips for Hawaii travel

  • Side Street Inn (Honolulu, Oahu)

    Experience Hawaii like a local at this Honolulu haven. Located on Kapahulu Avenue, drinks are reasonably priced and the pork chops are a house specialty.

  • Pearl Harbor/USS Arizona Memorial (Hawaii)

    Honor the thousands who lost their lives here, most famously at the USS Arizona Memorial, which is accessible only by boat. Beneath the memorial is the sunken hull of the battleship where more than 1,100 sailors lost their lives. Admission is free, with tickets available on a first-come, first-served basis.

  • Hilo Farmers Market (Hilo, Hawaii)

    Named one of the West's best farmers markets by Sunset Magazine; shop here for fresh produce, tropical flowers and handmade crafts.

  • The Maui Theatre (Lahaina, Maui)

    Experience Hawaiian mythology and history at "Ulalena: A Story of Hawaii's People" where the stage lights up with acrobats, hula, traditional dance and music.

  • Tunnels Beach (Haena, Kauai)

    This is one of Kauai's top sites for snorkelers, scuba divers and swimmers. The massive hook-shaped reef features inner crevices teeming with sea life and tunnels and caverns along the outer reef. Check the reports before heading out, especially during winter, when the sea is consistently rough.

  • Rancho Vitorino (Kapaau, Hawaii)

    Hit the trails with smooth-riding Hawaii Paso Finos -- gaited horses ideal for all ages and skill-levels. The Vitorinos specialize in historic horseback rides on Hawaii's North Kohala Coast, including rides through plantations and rainforests.

Hawaii highlights

  • Kilauea Volcano (Hawaii)

    This scorching beauty on the southeastern side of the Big Island is one of the most active volcanoes in the world. Loop the Crater Rim Drive where you'll zip through a rainforest, see steam vents, treeless plain cliffs and Halema'uma'u Crater, plus the Jaggar Museum abuzz with seismographs and stunning views.

  • Diamond Head Crater (Oahu)

    This Oahu beauty mark was left after a volcano exploded some 300,000 years ago. Experienced hikers hit the dramatic Diamond Head Summit Trail, a 1.6-mile loop to the summit and back with views of the southeastern Oahu shoreline.

  • Waikiki and Honolulu (Oahu)

    These Oahu hotspots are Hawaii's most popular, studded with hotels, beaches, Asian-fuelled eateries and shopping. Head to Waikiki Beach for swimming and surfing, and bring the kids to the Hawaii Children's Discover Center.

  • Haleiwa (Oahu)

    Time moves a little slower in this historic surf town. Hang ten at Sunset Beach, Waimea Bay and Ehukai (Banzai Pipeline) -- the area's most famous. Surfers dig the big waves in winter, while summer brings much calmer shores. Put a hibiscus in your hair, then hit the town's boutiques or pineapple plantations in nearby Wahiawa.

  • Polynesian Cultural Center (Oahu)

    Explore the traditions of Polynesian culture and the people of Hawaii, Easter Island, Fiji, Samoa, Tahiti and more. Swivel your hips in an authentic luau, watch a canoe pageant and join hands-on activities such as tree climbing and tiki carving.

  • Haleakala National Park (Maui)

    Located less than two hours from Kahului, a trip here is not the jetlagged or tired: The best time to hike Mount Haleakala is 3 a.m. to reach the summit in time for sunrise.

  • The Road to Hana (Maui)

    The town of Hana is on the east side of Maui, but it's the road getting there that people rave about. This 68-mile drive from Kahului is more like a three-hour obstacle course with hairpin turns, one-lane bridges and narrow roadways. But the white-knuckle grips offer ongoing rewards with spectacular views, and a coastal rainforest with lush vegetation.

  • Na Pali Coast (Kauai)

    Plan your arrival to this rugged 15-mile stretch, inaccessible to automobiles. Arrive via boat or helicopter tour and spend the day sailing, rafting and hiking.

  • Hanauma Bay (Oahu)

    This curvaceous bay 10 miles east of Waikiki draws snorkelers to its calm waters. Come face to face with colorful fish, manta rays and turtles. (The beach is closed on Tuesdays.)

More on Hawaii from the Orbitz Blog

Sweet escape: Beach vacations in 5 eye-popping shades

All beaches share one common trait: They border a body of water. But that’s where the commonalities can end. Beaches comes in many forms – and plenty of strange colors. We’ve rounded up some of odd arcs of sand to consider when planning beach vacations.

Aloha upgrades: Hawaii hotels show off renovations

Hawaii hotels are in better shape than ever, thanks to recent renovations and upgrades. Here's the latest from the Aloha state's hotel scene.

Scene stealers: Best places to soak in a Hawaiian sunset

The best spots and strategies for enjoying a must-do for any Hawaiian vacation: enjoying the sunset.

Your trip

Hotel options

Hotel stay must be within date range of Leave and Return.

Room 1
Age categories
Ages of children at time of trip (for pricing, discounts)