Hawaii Vacations

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  • Experience Your Best 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

Departure:

Portland

Arrival:

Honolulu

Travel dates

Sun, Sep 13 - Tue, Sep 29

Round-trip

Departure:

Honolulu

Arrival:

Maui (Island of Maui)

Travel dates

Tue, Feb 9 - Tue, Feb 16

Round-trip

Departure:

Honolulu

Arrival:

Lihue (Island of Kauai)

Travel dates

Wed, Sep 2 - Thu, Sep 3

Round-trip

Departure:

Honolulu

Arrival:

Kona (Big Island of Hawaii)

Travel dates

Tue, Aug 18 - Wed, Aug 19

Round-trip

Departure:

Honolulu

Arrival:

Hilo (Big Island of Hawaii)

Travel dates

Wed, Aug 26 - Thu, Aug 27

Round-trip

Departure:

Honolulu

Arrival:

Kapalua

Travel dates

Mon, Dec 14 - Mon, Dec 21

Round-trip

Departure:

Maui (Island of Maui)

Arrival:

Hoolehua

Travel dates

Wed, Mar 23 - Sun, Apr 3

Round-trip

Departure:

Honolulu

Arrival:

Lanai City

Travel dates

Tue, Mar 22 - Tue, Mar 29

Round-trip

Departure:

Honolulu

Arrival:

Kalaupapa

Travel dates

Mon, Nov 30 - Wed, Dec 2

Round-trip

Departure:

Maui (Island of Maui)

Arrival:

Hana

Travel dates

Wed, Aug 5 - Thu, Aug 6

Round-trip

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.

  • 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.

  • 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.

  • 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.

  • 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.

Oahu

Oahu Vacation Packages

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Map
3.9 / 5 1080 reviews
  • Save With Already Reduced Non-Refundable Rates
  • Save With Already Reduced Non-Refundable Rates
Hotel only
$215

Everything about Aston Waikiki Beach Hotel is fun and full of life - from the modern-Hawaiian beach theme in the lobby (surfboards and all) to the naturally inspired decor of our guest rooms. Simply put, this is one of Waikiki's most popular hotels. We're directly across... More

Hotel only
$215
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Map
3.9 / 5 398 reviews
  • No Resort Fees
  • No Resort Fees
Hotel only
$350

If you have rented a car, parking is available at the hotel for an additional charge.An on-site, coin-operated laundry ensures that families can clean up after a sandy day at the beach. GeneralAla Moana Hotel, Oahu LocationThe two towers of the Ala Moana Hotel provide... More

Hotel only
$350
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Map
3.8 / 5 398 reviews
  • Book Now and Save 35%
  • Book Now and Save 35%

When you book your stay, ask for an oceanfront room above the fifth floor for the most impressive window panoramas.Consider stocking up on snacks or small breakfast treats at the ABC Store in the lobby - they might come in handy during early morning tour excursions. ... More

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Map
4.3 / 5 262 reviews
  • 4th Night Free + Daily Buffet Breakfast for 2
  • 4th Night Free + Daily Buffet Breakfast for 2
Hotel only
$322

The Banyan Courtyard is a popular place to relax under the trees while sipping umbrella drinks and enjoying live music, along with occasional hula dancing.Book a room in the Tower Wing for balcony views. GeneralMoana Surfrider, A Westin Resort and Spa, Oahu, HI ... More

Hotel only
$322
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Map
4.1 / 5 604 reviews
  • Rate Includes Breakfast
  • Rate Includes Breakfast
Hotel only
$226

If you travel frequently, you should join Marriott's Rewards Program to receive benefits like free breakfast, room upgrades and free Wi-Fi at the resort. When booking your room, consider requesting an upgrade that includes a view of the ocean. General<strong... More

Hotel only
$226
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Map
4.3 / 5 512 reviews
  • 4th Night Free
  • 4th Night Free
Hotel only
$252

Del Webb, the real estate mogul and one-time New York Yankees owner, opened Turtle Bay Resort in 1972 and ever since then, it's been entertaining guests with an involving line-up of activities, from surfing lessons and making your own flower-leis to learning how to play... More

Hotel only
$252
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Map
3.4 / 5 341 reviews
  • Book Now and Save 35%
  • Book Now and Save 35%
Hotel only
$101

Welcome to Ambassador Hotel - A Waikiki Hotel, where our ideal Waikiki location meets exceptional value for Oahu Hotels. You'll enjoy contemporary comfort at our Waikiki Hotel, the perfect choice for your Hawaii Vacations, Romantic Hawaii Getaways or last-minute tropical... More

Hotel only
$101
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Map
3.2 / 5 348 reviews
  • Book Now and Save 30%
  • Book Now and Save 30%
Hotel only
$100

Step into one of Waikiki's most peaceful lobbies at the Maile Sky Court, a LITE Hotel.  High-ceilings and signature carp pond provide a memorable open-air retreat where guests can enjoy Hawaii's perfect climate. Take a short stroll to the beach or Waikiki's best... More

Hotel only
$100
Hotel only
$226

Adorned with Asian artwork, the Hawaii Prince in Waikiki is a large high-rise hotel that looks out over the tranquil ocean. Guests are welcomed, island-style, inside the spacious lobby, and accommodations in the Diamond Head tower offer the best scenic outlook across... More

Hotel only
$226
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Map
4.0 / 5 311 reviews
  • Already Discounted Non Refundable Rates
  • Already Discounted Non Refundable Rates
Hotel only
$441

The towering, gleaming Sheraton Waikiki Suites lets you savor so much of what makes Oahu special. It's a centrally-located resort where guests snorkel, encounter dolphins, and admire sunsets with Mai Tais in hand. Pamper yourself with spa treatments and poolside... More

Hotel only
$441

Maui

Maui Vacation Packages

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Map
4.1 / 5 701 reviews
  • Ocean Promotion - Daily Breakfast for 2 Included
  • Ocean Promotion - Daily Breakfast for 2 Included
Hotel only
$271

Start your day by sipping coffee while you enjoy views of the Pacific Ocean or the mountains from the lanai of your suite at The Westin Maui Resort and Spa in Lahaina, Hawaii. Spend the morning in the hotel's shops to buy pearl jewelry at Nalu Pearl, pineapples at... More

Hotel only
$271
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Map
4.2 / 5 638 reviews
  • Limited Time Offer Breakfast for 2 Daily Included
  • Limited Time Offer Breakfast for 2 Daily Included
Hotel only
$328

Set at the foot of the legendary Black Rock, Sheraton Maui Resort & Spa overlooks the pristine Ka'anapali Beach and features breath-taking views of the islands of Molokai and Lanai. Surrounded by 23 acres of lush gardens and lava rock waterways, it welcomes travelers,... More

Hotel only
$328
Hotel only
$450

The atmosphere at the Ritz-Carlton Kapalua is one of relaxation, but you'll need to make reservations for spa treatments, massage services and the golf courses.Multilingual staff can help out with luggage storage and complimentary shuttle services, and the concierge... More

Hotel only
$450
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Map
4.0 / 5 639 reviews
  • No Resort Fees
  • No Resort Fees
Hotel only
$201

The Royal Lahaina Resort is a family-owned complex of traditional tower hotel rooms and plantation-style beach huts beneath swaying coconut palms. Thanks to the lush 27-acre property size, there's nothing to interfere with views of those mesmerizing ocean waves and... More

Hotel only
$201
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Map
4.0 / 5 418 reviews
  • Save With Already Reduced Non-Refundable Rates
  • Save With Already Reduced Non-Refundable Rates
Hotel only
$179

You will be welcomed, Polynesian-style, in the open-air lobby of the Aston Kaanapali Shore Resort, situated on the tropical Kaanapali Beach. Suites are beautifully furnished in relaxing neutral tones. Soak in the sun on the stone deck, take a dip in the oceanfront pool,... More

Hotel only
$179

When heading to the beach, ask the front desk for a towel and umbrella, which are free for guests to borrow.If snorkeling's on the agenda, you'll want to head 10 minutes away for the sea turtles and (seasonal) whale watching opportunities at Makena Beach instead. ... More

Buildings one and two are closest to the pools, the lobby and key shopping areas, so less walking is required; an especially helpful tip for guests with special needs. GeneralWailea Beach Marriott Resort and Spa, Maui LocationAn open-air lobby overlooks the Pacific... More

Hotel only
$317
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Map
4.4 / 5 221 reviews
  • Daily Buffet Breakfast for 2 Included
  • Daily Buffet Breakfast for 2 Included
Hotel only
$339

While it's tempting to stick to the attractions that cater to tourists visiting Maui at The Westin Ka'anapali Ocean Resort Villas, remember that there are also many free parks and trails ripe for exploration.The hotel is right off of Honoapiilani Highway, so rent a car to... More

Hotel only
$339
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Map
4.5 / 5 163 reviews
Hotel only
$322

Natural stone colors and a tranquil ambience give the Honua Kai Resort in Maui an air of luxury and intimacy. Spacious suites include gourmet kitchens filled with Bosch appliances, plus indulgent bath and body products for long hours in the tub. Head outside to enjoy the... More

Hotel only
$322
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Map
4.6 / 5 131 reviews
  • Fifth Night Free
  • Fifth Night Free
Hotel only
$486

You may prefer to book a first-floor room near the lobby's north side for easy access to the upper pool and swim bar - sunset views are also stunning from these rooms.If you are heading out on day trips in the local area, order a picnic basket from Caffe Ciao Bakery &... More

Hotel only
$486

Big Island

Big Island Vacation Packages

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Map
4.1 / 5 413 reviews
  • 4th Night Free + Daily Buffet Breakfast for 2
  • 4th Night Free + Daily Buffet Breakfast for 2
Hotel only
$178

On an island with relatively few beaches, the Waikoloa Beach Marriott Resort & Spa in Waikoloa charms with a location on lovely Anaehoomalu Bay, with a sand beach, safe swimming and ancient Hawaiian fishponds. Guests enjoy spacious and contemporary accommodations that... More

Hotel only
$178

Sheraton Kona Resort & Spa at Keauhou Bay on Hawaii, the Big Island, is a blend of adventure, culture, heritage and authentic Hawaiian aloha hospitality. Situated on the iconic lava rocks of the Kona coast, overlooking historically significant Keauhou Bay, guests... More

Hotel only
$191
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Map
4.3 / 5 236 reviews
  • Every 4th Night Free
  • Every 4th Night Free
Hotel only
$254

With an ancient name Hapuna, or "Spring of Life," the award-winning Hapuna Beach Prince Hotel sits oceanfront upon South Kohala's remarkable Hapuna Beach. All 350 luxurious guest rooms offer ocean views from private balconies. The resort shares its oceanfront landscape... More

Hotel only
$254
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Map
3.8 / 5 431 reviews
  • Book Now and Save 30%
  • Book Now and Save 30%
Hotel only
$145

The Royal Kona Resort in Kona, located on the Big Island of Hawaii, sits on the tip of Kailua Bay, and its spacious rooms are located in three towers: the center Alii Tower, the south Lagoon Tower and the north Bay Tower. Guests enjoy magnificent views of the Pacific... More

Hotel only
$145
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3.1 / 5 163 reviews
  • Includes Daily Continental Breakfast
  • Includes Daily Continental Breakfast
Hotel only
$120

The centrally located Kona Bay Resort (Uncle Billy's Hawaiian Family Resorts) offers local-style living with a budget-friendly value. Built around a large swimming pool and sundeck, rooms offer simple charm combined with a private patio and free Wi-Fi Internet access.... More

Hotel only
$120
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Map
3.6 / 5 247 reviews
  • Book Now and Save 20%
  • Book Now and Save 20%
Hotel only
$118

The locally owned Hilo Seaside Hotel offers guests Island-style budget accommodations and a convenient location near downtown Hilo and the airport. The hotel is built around a swimming pool and landscaped with gardens and ponds. An on-site restaurant and free parking... More

Hotel only
$118
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Map
4.0 / 5 137 reviews
  • Rate includes breakfast
  • Rate includes breakfast
Hotel only
$153

Enjoy Big Island aloha spirit in the heart of Kailua town at the landmark King Kamehameha's Kona Beach Hotel. Rising just off the waterfront on famed Alii Drive, totally remodeled guest rooms offer bay views and updated amenities including free Wi-Fi Internet access. A... More

Hotel only
$153
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3.6 / 5 216 reviews
Hotel only
$118