17 days in Hawaii Itinerary

17 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

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1
Honolulu, Oahu
— 6 nights
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2
Lahaina, Maui
— 4 nights
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3
Kailua-Kona, Island of Hawaii
— 2 nights
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4
Lihue, Kauai
— 3 nights
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Honolulu, Oahu

— 6 nights

Big Pineapple

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Your itinerary includes some good beach time at Waikiki Beach and Lanikai Beach. Get in touch with nature at Diamond Head State Monument and Swim with Dolphins. You'll find plenty of places to visit near Honolulu: Kailua Beach Park (in Kailua), Haleiwa (Shark Diving & Sunset Beach Park) and North Shore Goodies (in Waialua). And it doesn't end there: stroll the grounds of USS Arizona Memorial, examine the collection at USS Bowfin Submarine Museum & Park, take some stellar pictures from Puu Ualakaa State Park, and pause for some photo ops at Pu’u O Mahuka Heiau State Monument.

For more things to do, ratings, photos, and other tourist information, you can read our Honolulu trip itinerary maker.

Boston to Honolulu is an approximately 11.5-hour flight. The time zone changes from Eastern Standard Time (EST) to Hawaii-Aleutian Standard Time (HST), which is usually a -5 hour difference. Traveling from Boston in May, you will find days in Honolulu are a bit warmer (84°F), and nights are much hotter (71°F). Finish your sightseeing early on the 17th (Sun) so you can travel to Lahaina.

Things to do in Honolulu

Outdoors · Parks · Beaches · Tours

Side Trips

Lahaina, Maui

— 4 nights

Crown Jewel of Maui

Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Step out of the city life by going to Ka'anapali Beach and Wailea Beach. Your itinerary includes some good beach time at Kapalua Beach and Kalepolepo Beach Park. Explore the numerous day-trip ideas around Lahaina: Ho'okipa Beach Park (in Paia) and Haleakala Crater (in Haleakala National Park). It doesn't end there: take a memorable drive along Hana Highway - Road to Hana and stroll around Lahaina Banyan Court.

Plan a trip to Lahaina easily and quickly by telling Inspirock to suggest an itinerary.

Traveling by flight from Honolulu to Lahaina takes 4 hours. May in Lahaina sees daily highs of 81°F and lows of 70°F at night. Cap off your sightseeing on the 21st (Thu) early enough to travel to Kailua-Kona.

Things to do in Lahaina

Outdoors · Parks · Beaches · Scenic Drive

Side Trips

Kailua-Kona, Island of Hawaii

— 2 nights

Heart of the Kona Coast

Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
On the 22nd (Fri), take an in-depth tour of H.N. Greenwell Store Museum, then stroll through Pu'uhonua O Honaunau National Historical Park, then get engrossed in the history at Kona Coffee Living History Farm, and finally discover the deep blue sea with a scuba or snorkeling tour. On the 23rd (Sat), you'll have a packed day of sightseeing: enjoy the sand and surf at Mauna Kea Beach and then enjoy the sand and surf at Hapuna Beach State Recreation Area.

To find maps, other places to visit, photos, and more tourist information, use the Kailua-Kona tour builder site.

Traveling by flight from Lahaina to Kailua-Kona takes 4.5 hours. In May in Kailua-Kona, expect temperatures between 83°F during the day and 73°F at night. Wrap up your sightseeing on the 23rd (Sat) early enough to travel to Lihue.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Nature

Side Trips

Lihue, Kauai

— 3 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Get in touch with nature at Na Pali Coast State Park and Scuba & Snorkeling. Relax by the water at Poipu Beach Park and Tunnels Beach. Explore the numerous day-trip ideas around Lihue: Kokee Natural History Museum (in Kekaha), Waimea Canyon State Park (in Waimea) and Hanalei Beach (in Hanalei). The adventure continues: explore the striking landscape at Spouting Horn and admire the sheer force of Opaekaa Falls.

For maps, ratings, other places to visit, and more tourist information, read our Lihue road trip planner.

Getting from Kailua-Kona to Lihue by flight takes about 2.5 hours. In May in Lihue, expect temperatures between 82°F during the day and 71°F at night. Finish up your sightseeing early on the 26th (Tue) so you can travel back home.

Things to do in Lihue

Parks · Outdoors · Wildlife · Beaches

Side Trips

Hawaii travel guide

4.4
Scuba & Snorkeling · Beaches · Zipline
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.