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
Portland Honolulu Wed, Feb 24 - Mon, Feb 29 $450
Honolulu Maui (Island of Maui) Wed, Jul 8 - Thu, Jul 9 $155
Honolulu Lihue (Island of Kauai) Wed, Sep 2 - Thu, Sep 3 $175
Honolulu Kona (Big Island of Hawaii) Wed, Aug 26 - Thu, Aug 27 $189
Honolulu Hilo (Big Island of Hawaii) Tue, Aug 25 - Wed, Aug 26 $189
Honolulu Kapalua Thu, Feb 4 - Fri, Feb 12 $147
Maui (Island of Maui) Hoolehua Fri, Sep 4 - Wed, Sep 9 $116
Honolulu Lanai City Thu, Jul 2 - Wed, Jul 29 $98
Maui (Island of Maui) Kalaupapa Mon, Jul 13 - Wed, Jul 15 $195
Maui (Island of Maui) Hana Mon, Jul 27 - Fri, Jul 31 $172
  • 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

Oahu Vacation Packages

Hotel only $198

Aston Waikiki Beach Hotel

4 stars
3.9 / 5 1340 reviews

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Save With Already Reduced Non-Refundable Rates

The Aston Waikiki Beach Hotel Honolulu combines a Hawaiian beach setting with bright, contemporary furnishings and nature inspired décor. About 85 percent of the rooms have partial-to-full ocean views. Most have a private balcony known as 'lanai', where you can... More

Hotel only $180

Ala Moana Hotel

4 stars
3.9 / 5 483 reviews

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No Resort Fees

Located minutes from Honolulu International Airport, Ala Moana Hotel sits right in the middle of downtown Honolulu. The hotel is housed in a 36-story, twin tower building with 1,100 rooms. Ala Moana Hotel Honolulu features a sundeck on the third floor complete with an... More

Hotel only $228

Pacific Beach Hotel

3 stars
3.8 / 5 505 reviews

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Book Now and Save 35%

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 $315

Moana Surfrider, A Westin Resort and Spa

4 stars
4.3 / 5 306 reviews

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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 $259

Waikiki Beach Marriott Resort & Spa

4 stars
4.1 / 5 758 reviews

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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 $249

Turtle Bay Resort

4 stars
4.3 / 5 602 reviews

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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 $104

Ambassador Hotel Waikiki

3 stars
3.5 / 5 417 reviews

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Book Now and Save 35%

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 $105

Maile Sky Court, a LITE Hotel

2 stars
3.2 / 5 477 reviews

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Book Now and Save 30%

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 $199

Hawaii Prince Hotel Waikiki

4 stars
4.2 / 5 243 reviews

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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 $390

Sheraton Waikiki

4 stars
4.0 / 5 386 reviews

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4th Night Free + Daily Breakfast for 2

The oceanfront Sheraton Waikiki in Honolulu has a curved design that blends into the island setting of lush palm trees and calming ocean waves. You’ll find the hotel right next to Waikiki Beach and close to the popular surfing area of the North Shore. Contemporary... More

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Maui

Maui Vacation Packages

Hotel only $299

The Westin Maui Resort and Spa

4 stars
4.1 / 5 802 reviews

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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 $279

Sheraton Maui Resort and Spa

4 stars
4.2 / 5 721 reviews

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Limited Time Offer Breakfast for 2 Daily Included

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 $493

The Ritz-Carlton, Kapalua

5 stars
4.5 / 5 555 reviews

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The alluring Hawaiian tropical landscape is the theme of the Ritz-Carlton hotel in Kapalua, Hawaii. Luxurious rooms feature marble bathrooms and dark wood floors as well as stunning views of the ocean or West Maui Mountains. Large windows in the guest rooms and common... More

Hotel only $214

Royal Lahaina Resort

4 stars
4.0 / 5 773 reviews

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No Resort Fees

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 $197

Aston Kaanapali Shores

4 stars
4.0 / 5 510 reviews

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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 $231

Maui Coast Hotel

3 stars
4.3 / 5 536 reviews

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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 $419

Sip a cold drink while you enjoy the ocean view from the private balcony of your suite at the Wailea Beach Marriott Resort and Spa in Maui. Entertain yourself in your room by watching a premium movie channel. Enjoy the weather by relaxing at one of the resort's three... More

Hotel only $469

The Westin Ka'anapali Ocean Resort Villas

4 stars
4.4 / 5 250 reviews

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Daily Buffet Breakfast for 2 Included

The Westin Ka’anapali Ocean Resort Villas in Lahaina is on Maui’s popular west side. Fronting the white sands of North Ka’anapali Beach, the resort offers spacious rooms and villas with designer touches and features, such as tile floors, soft tropical... More

Hotel only $374

Honua Kai Resort

4 stars
4.5 / 5 185 reviews

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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 $519

The Fairmont Kea Lani Maui

4 stars
4.6 / 5 130 reviews

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Fifth Night Free

The oceanfront Fairmont Kea Lani Maui, in the Wailea Makena area of Hawaii, is a suite and villa-only hotel set on 22 acres of tropical landscaping. Each large room has a spacious lanai and many special features like an entertainment system, oversized marble bathrooms and... More

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Big Island

Big Island Vacation Packages

Hotel only $219

Waikoloa Beach Marriott Resort and Spa

4 stars
4.1 / 5 472 reviews

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4th Night Free + Daily Buffet Breakfast for 2

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 $199

Sheraton Kona Resort & Spa at Keauhou Bay

4 stars
4.0 / 5 520 reviews

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Already Discounted Non Refundable Rates

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 $259

Hapuna Beach Prince Hotel

4 stars
4.2 / 5 259 reviews

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Every 4th Night Free

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 $129

Royal Kona Resort

3 stars
3.8 / 5 514 reviews

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Book Now and Save 25%

Perched 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 Beachcomber Restaurant and Don's Mai Tai Bar. A tri-star shaped hotel... More

Hotel only $106

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 $98

Hilo Seaside Hotel

2 stars
3.6 / 5 287 reviews

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Book Now and Save 20%

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 $143

Courtyard King Kamehameha's Kona Beach Hotel

3 stars
4.0 / 5 156 reviews

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Rate includes breakfast

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 $110

Kona Seaside Hotel

2 stars
3.6 / 5 254 reviews

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The 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 some guest rooms have ocean views. Just around the corner, Kailua's... More

Hotel only $263

The Fairmont Orchid Hawaii

5 stars
4.4 / 5 124 reviews

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Book 7 Days in Advance and Save 20%

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 coconut trees, guests need not ever leave the property to find paradise. Ten... More

Hotel only $137

An "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 privacy at the oceanfront swimming pool and around the property. Each condo... More

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Kauai

Kauai Vacation Packages

Hotel only $199

Sheraton Kauai Resort

4 stars
4.0 / 5 565 reviews

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Already Discounted Non Refundable Rates

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 Rumfire Poipu Beach Kauai and Lava's at Poipu Beach offering surf... More

Hotel only $176

Aqua Kauai Beach Resort

4 stars
4.2 / 5 371 reviews

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Hawaii Sale- Save 30%

Set 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 perfect for sauntering or sunning, is not for swimming. No... More

Hotel only $119

Aston Islander on the Beach

3 stars
4.0 / 5 585 reviews

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Save With Already Reduced Non-Refundable Rates

Vacationers 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 a strand of golden sand. Strolling the beach and... More

Hotel only $309

Kauai Marriott Resort

4 stars
4.1 / 5 265 reviews

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The Kauai Marriott Resort Lihue on the Hawaiian island of Kauai is located on beautiful Kalapaki Beach. The views from the property are stunning, and the hotel recently underwent a $50 million upgrade to the rooms, restaurants and property. Whether you are looking to... More

Hotel only $99

Kauai Shores, an Aqua Hotel

3 stars
4.0 / 5 20 reviews

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Book Now and Save 30%

Easy 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 are nicely met in 200 comfortable rooms decked out in casual... More

Hotel only $99

Aston Aloha Beach Hotel

3 stars
3.4 / 5 292 reviews

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Book Now and Save 35%

Aston 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 families and others a sweet beach and protected waters for wading,... More

Hotel only $415

Grand Hyatt Kauai Resort and Spa

5 stars
4.7 / 5 237 reviews

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Rate includes up to 25% off

Experience a real Hawaiian luau while staying at the Grand Hyatt Kauai Resort in Kauai City. This family oriented luxury resort is designed in true Hawaiian architecture with furnishings to match inside. Activities for the children, via Creatubbles, are available that... More

Hotel only $164

Castle Kiahuna Plantation & The Beach Bungalows

3 stars
3.9 / 5 132 reviews

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Castle Super HotDeal - Save 40% Off

Beachfront on the sunniest sandy swimming beach in Poipu! Castle Kiahuna Plantation is situated on 35 acres of landscaped lawns and gardens filled with tropical flowers. Great for families, golfers and tennis buffs. Castle Kaihuna exclusively features a custom-designed... More

Hotel only $369

Koa Kea Hotel and Resort

4 stars
4.7 / 5 98 reviews

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

The 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 guests can simply sit back and enjoy. Everything here says Hawaii. Spa... More

Hotel only $168

Kiahuna Plantation Resort Kauai by Outrigger

3 stars
4.2 / 5 120 reviews

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No Resort Fees

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 welcomed in the same setting where the Moirs welcomed guests,... More

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Lanai

Lanai Vacation Packages

The Four Seasons Resort Lanai - The Lodge at Koele, like a gracious country manor is set amidst manicured lawns and gardens in the lush central highlands. The hotel is just a 10 minute drive from the Lanai City airport and only 25 minutes from the Four Seasons Resort... 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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