Hawaii Vacations

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  • Experience the best of Hawaii

    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
Portland Honolulu Wed, Sep 9 - Thu, Sep 10 $377
Honolulu Maui (Island of Maui) Thu, Jun 11 - Thu, Jun 18 $135
Honolulu Lihue (Island of Kauai) Mon, Sep 21 - Wed, Sep 23 $156
Honolulu Kona (Big Island of Hawaii) Mon, May 18 - Thu, May 21 $190
Honolulu Hilo (Big Island of Hawaii) Mon, Mar 9 - Thu, Mar 12 $190
Honolulu Kapalua Sun, Apr 19 - Sat, Apr 25 $147
Honolulu Hoolehua Sun, May 17 - Mon, May 18 $104
Honolulu Lanai City Mon, Mar 16 - Wed, Mar 18 $137
Honolulu Kalaupapa Sat, Jul 11 - Sat, Jul 25 $226
Maui (Island of Maui) Hana Wed, Mar 4 - Fri, Mar 6 $152
  • 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.

  • 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 Vacation Packages

Hotel only $179

Aston Waikiki Beach Hotel

4 stars
3.9 / 5 1207 reviews


Save With Already Reduced Non-Refundable Rates

The Aston Waikiki Beach Hotel in Oahu greets guests with surfboards and citrus shades in its lobby, and bright island decor and natural elements of bamboo and rattan in its guestrooms. Start the day off with live music accompanied by freshly brewed Kona coffee, tropical... More

Hotel only $158

Ala Moana Hotel

4 stars
3.9 / 5 433 reviews


No Resort Fees

The two towers of the Ala Moana Hotel provide scenic views over the tall city buildings stretching into the distance across the Honolulu skyline, the ocean, or the nearby mountain range. Part of the Outrigger Resorts chain, the Ala Moana was awarded "Best Value Hotel" by... More

Hotel only $138

Pacific Beach Hotel

3 stars
3.7 / 5 435 reviews


Stay 4 nights and Save 40%

The Pacific Beach Hotel in Hawaii's Oahu is a haven for both children and those who once were children. The three-story, 280,000-gallon aquarium is a big hit, along with the arcade, pool and whirlpool. For the sports enthusiast, there are on-site tennis courts and jogging... More

Hotel only $292

Moana Surfrider, A Westin Resort and Spa

4 stars
4.3 / 5 275 reviews


4th Night Free + Daily Buffet Breakfast for 2

'The First Lady of Waikiki' was constructed at the turn of the 20th century, and the Moana Surfrider lives up to her elegant name as a Waikiki beachfront property. Upon arrival, you'll be treated to a signature Westin elixir, a fragrant flower lei, and a refreshingly... More

Hotel only $179

Waikiki Beach Marriott Resort & Spa

4 stars
4.1 / 5 667 reviews


Rate Includes Breakfast

The Waikiki Beach Marriott Resort & Spa, located a short distance from Hawaii's renowned Waikiki Beach, provides comfortable, spacious and modern rooms – many with ocean views – amid a striking landscape that includes native flowers and plants. The resort's two... More

Hotel only $289

Turtle Bay Resort

4 stars
4.3 / 5 548 reviews


Stay 5 Nights or More and Save 20%

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 $97

Ambassador Hotel Waikiki

3 stars
3.4 / 5 367 reviews


Book 30 Days in Advance - Save 38%

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 $89

Maile Sky Court, a LITE Hotel

2 stars
3.2 / 5 415 reviews


Book Now and Save 30%

An island home away from home on the edge of WaikikiStep 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... More

Hotel only $115

OHANA Waikiki West

3 stars
3.5 / 5 226 reviews


Limited Time Offer - Book Now and Save

The OHANA Waikiki West is owned by Outrigger Resorts, providing a taste of Oahu at an affordable price. Make a splash with the kids inside the massive pool and take a break from the sandy beaches. After a morning swim, families on a budget can pick up groceries from the... More

Hotel only $199

Hawaii Prince Hotel Waikiki

4 stars
4.2 / 5 221 reviews


3rd Night Free!

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

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Maui Vacation Packages

Hotel only $479

The Westin Maui Resort and Spa

4 stars
4.1 / 5 742 reviews


Ocean Promotion - Daily Breakfast for 2 Included

The Westin Maui Resort is one of the island's largest accommodations, welcoming travelers to vast landscaped grounds with an epic driveway. Five swimming pools allow adults and children to swim through a grotto, skim down a 120-foot-high waterslide, or chill out inside... More

Hotel only $439

Sheraton Maui Resort and Spa

4 stars
4.2 / 5 674 reviews


Limited Time Offer Breakfast for 2 Daily Included

Climbing high over a verdant lava outcrop, The Sheraton Maui Resort is a huge tropical retreat on Maui's west coast. Bamboo features, rattan chairs and Hawaiian traditional prints mark out the decor inside, while private lanai-style balconies give you your own private... More

Hotel only $399

The Ritz-Carlton, Kapalua

5 stars
4.5 / 5 520 reviews


Soft Hawaiian music drifts on the breeze, welcoming you to the tropical seclusion and lush beauty that make the Ritz-Carlton Kapalua a paradise. Relax by one of three languid, tri-level pools, indulge in a beachside massage, and savor fine island cuisine. Surrounded by... More

Hotel only $215

Royal Lahaina Resort

4 stars
4.0 / 5 684 reviews


Book Now and Save 25%

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 $242

Aston Kaanapali Shores

4 stars
4.0 / 5 467 reviews


Save With Already Reduced Non-Refundable Rates

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 $290

Maui Coast Hotel

3 stars
4.3 / 5 493 reviews


Choose the Maui Coast Hotel, and enjoy a laid-back, slow-paced vacation. One of 40 hotels in the Coast Hotels and Resorts chain, the hotel's guestrooms contain paintings from local artists, as well as verandas to admire the beauty of Hawaii. Live music is featured nightly... More

Hotel only $519

An open-air lobby overlooks the Pacific Ocean at the Wailea Beach Marriott Resort and Spa, welcoming guests in dreamy Hawaiian style. From the lushly floral grounds to the private balconies, the entire hotel feels spacious, while the Mandara Spa offers treatments to ease... More

Hotel only $609

The Westin Ka'anapali Ocean Resort Villas

4 stars
4.4 / 5 235 reviews


Daily Buffet Breakfast for 2 Included

Westin Hotels & Resorts has operated upscale hotels since the 1930s. The Westin Ka'anapali Ocean Resort Villas in Maui is one of the most remote of almost 200 Westin destinations around the globe. Book a room or an entire villa; from island-view studios with whirlpool... More

Hotel only $374

Honua Kai Resort

4 stars
4.5 / 5 170 reviews


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 $559

The Fairmont Kea Lani Maui

4 stars
4.6 / 5 128 reviews


Fifth Night Free

Fairmont Hotels and Resorts on the islands of Hawaii and Bermuda have become part of the local communities here, providing world-class hospitality and cultural quirks. White domes and life-sized Hawaiian murals set the tone for your stay at The Kea Lani Maui Hotel, while... More

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Big Island

Big Island Vacation Packages

Hotel only $185

Waikoloa Beach Marriott Resort and Spa

4 stars
4.1 / 5 425 reviews


4th Night Free + Daily Buffet Breakfast for 2

Beachfront Waikoloa resort next door to two upscale shopping centersOn 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... More

Hotel only $179

Sheraton Kona Resort & Spa at Keauhou Bay

4 stars
3.9 / 5 475 reviews


Already Discounted Non Refundable Rates

Hawaiian getaway for canoeing, dolphin swims, and Holoholo toursSheraton 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... More

Hotel only $275

Hapuna Beach Prince Hotel

4 stars
4.2 / 5 249 reviews


$300 Resort Credit + Breakfast Buffet Daily for 2

Grand Hapuna Beach hotel with ocean views from every roomWith 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... More

Hotel only $149

Royal Kona Resort

3 stars
3.8 / 5 454 reviews


Book Now and Save 25%

Oceanfront Kailua resort features Don the Beachcomber mai tai heavenPerched on a lava-rock promontory on the edge of downtown Kailua-Kona, the Royal Kona Resort is a landmark hotel with renovated rooms and stellar ocean views. On site, guests find the legendary Don the... More

Hotel only $106

Kona Bay Hotel (Uncle Billy's Hawaiian Family Resorts)

2 stars
3.1 / 5 174 reviews


Includes Daily Continental Breakfast

Bungalow hotel in the heart of Kailua town offers plenty of alohaThe 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... More

Hotel only $110

Hilo Seaside Hotel

2 stars
3.6 / 5 266 reviews


Complimentary Wi-Fi Internet access

Value priced, Island-style Hilo hotel with bay and garden viewsThe 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... More

Hotel only $163

Courtyard King Kamehameha's Kona Beach Hotel

3 stars
4.0 / 5 145 reviews


Rate includes breakfast

Landmark heart-of-Kailua hotel fully remodeled and still a good dealEnjoy 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... More

Hotel only $131

Kona Seaside Hotel

2 stars
3.6 / 5 232 reviews


Kailua value hotel offers Island-style rooms near waterfront and shopsThe budget-friendly and family owned Kona Seaside Hotel offers great perks just off the waterfront in downtown Kailua-Kona. The property features two swimming pools and two all-day restaurants, plus... More

Hotel only $263

The Fairmont Orchid Hawaii

5 stars
4.4 / 5 119 reviews


Book Early and Save 30%

Deluxe Waikoloa hotel with championship golf and beachfront dreamscape Melt into tropical bliss at the 32-acre beachfront Fairmont Orchid Hawaii, in the upscale South Kohala community of Waikoloa. Situated on an aquamarine lagoon traced in sugar-white sand and... More

Hotel only $146

Condos with full kitchen and private balcony on the Kailua oceanfrontAn "under the radar" condo along Kailua-Kona's sunny beachfront, Castle Kona Reef makes Island living affordable for families and couples. With only 57 rooms on four floors, guests enjoy peace and... More

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Kauai Vacation Packages

Hotel only $211

Sheraton Kauai Resort

4 stars
4.0 / 5 532 reviews


Already Discounted Non Refundable Rates

Low-rise resort for beach lovers on Kauai's sunny south coast Sheraton Kauai Resort is the ultimate gathering place boasting magnificent oceanfront views of Poipu Beach, a convenient distance from the famous First Break Surf Spot and trendy on-site restaurants like... More

Hotel only $159

Aqua Kauai Beach Resort

4 stars
4.2 / 5 334 reviews


Hawaii Sale- Save 30%

Plantation-style goes upscale on Kauai's Royal Coconut CoastSet on 25 acres along a three-mile beach -- Kauai's longest -- Aqua Kauai Beach Resort evokes the graciousness of the plantation era but with a host of contemporary amenities. The beach, which is... More

Hotel only $127

Aston Islander on the Beach

3 stars
4.0 / 5 540 reviews


Save With Already Reduced Non-Refundable Rates

Utterly relaxing condo haven on the east shore of KauaiVacationers looking for nice, affordable beachfront digs in one of the top locations on Kauai will find much to love at Aston Islander on the Beach. Low-key and peaceful, the resort sits on six landscaped acres along... More

Hotel only $279

Kauai Marriott Resort

4 stars
4.2 / 5 241 reviews


Luxury resort entices with gentle waves and challenging fairways Spread across 800 acres edging Kalapaki Beach, swanky Kauai Marriott Resort has what it takes for a fabulous tropical vacation, not the least of which is a 26,000-square-foot mega pool and Jack Nicklaus... More

Hotel only $112

Kauai Shores, an Aqua Hotel

3 stars
3.8 / 5 10 reviews


Book Now and Save 30%

Budget-friendly hotel overlooks Wailua Beach on the Royal Coconut CoastEasy on the budget, Kauai Shores, an Aqua Hotel is a newly renovated garden-style lodging overlooking the ocean on the east shore of Kauai. There are not a lot of frills here, but basic vacation needs... More

Hotel only $82

Aston Aloha Beach Hotel

3 stars
3.5 / 5 263 reviews


Book Now and Save 35%

Resort beckons families and couples to Kauai's sweet side on Wailua BayAston Aloha Beach Hotel is a super choice for families in part because of its setting -- above one of the most child-friendly beaches on Kauai. The boulder-encircled lagoon of Lydgate Beach Park offers... More

Hotel only $440

Grand Hyatt Kauai Resort and Spa

5 stars
4.7 / 5 223 reviews


Rate includes up to 25% off

Opulent Poipu resort is both playground and blissful retreatAcres of saltwater lagoons and freshwater pools, grottos, waterfalls, and an extravagance of tropical blooms create a setting so lush it could be a movie backdrop for the ultimate island love story. Tranquil but... More

Hotel only $216

Castle Kiahuna Plantation & The Beach Bungalows

3 stars
3.9 / 5 122 reviews


Castle Promo - Save 10% Off

Poipu condominiums cater to golfers and beach loversThe 35-acre Castle Kiahuna Plantation & The Beach Bungalows embraces its sugar plantation heritage while adding contemporary touches. Gardens and koi ponds surround a historic home, now the resort's restaurant.... More

Hotel only $369

Koa Kea Hotel and Resort

4 stars
4.7 / 5 89 reviews


5th Night Free - w/ Breakfast Buffet daily for 2

Intimate resort on Poipu Beach evokes the pleasures of island romanceThe antithesis of cookie cutter, Koa Kea Hotel & Resort is an intimate, 121-room boutique hotel on 3 serene acres. It conjures up romance at every turn, offering services and amenities galore so... More

Hotel only $198

Kiahuna Plantation Resort Kauai by Outrigger

3 stars
4.2 / 5 111 reviews


No Resort Fees

Low-rise condos with tranquil gardens and ponds in Poipu.The former home of Hector Moir, manager of Koloa Sugar Plantation, and his wife, Alexandra, sits at the heart of Kiahuna Plantation Resort Kauai by Outrigger, a 33-acre condominium resort. Guests today are... More

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Lanai Vacation Packages

Hotel only $900

Four Seasons Resorts Lanai at Manele Bay

5 stars
4.4 / 5 9 reviews


Rates includes hotel credit

Down by the sea, crowning red lava cliffs, the majestic Four Seasons Resorts Lanai at Manele Bay embraces both the languor of the tropics and the refinement of Asia and the Mediterranean. Mere steps away from the long arch of Hulopoe Beach, named America's Most Beautiful... More

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  • 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.

  • 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.

  • 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.

  • 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.)

  • 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.

  • 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.

  • 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.

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