60 days in Hawaii Itinerary

60 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary maker

Make it your trip
Bus to Albany, Fly to Kailua-Kona
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Kailua-Kona, Island of Hawaii
— 12 nights
Fly
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Poipu, Kauai
— 11 nights
Unknown
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Lanai City, Lanai
— 3 nights
Unknown
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Honolulu, Oahu
— 17 nights
Fly
5
Kihei, Maui
— 16 nights
Fly to Albany, Bus to Manchester

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Kailua-Kona, Island of Hawaii

— 12 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.
Do your shopping at Waikoloa Beach Resort and Banyan Gallery. Family-friendly places like Hapuna Beach State Recreation Area and Swim with Dolphins will thrill your kids. Explore the numerous day-trip ideas around Kailua-Kona: Hala Tree (in Captain Cook), Puukohola National Historic Park (in Kawaihae) and Honaunau (Pu'uhonua O Honaunau National Historical Park, Honaunau Bay, &more). And it doesn't end there: stroll through Papakōlea Green Sand Beach, kick back and relax at Kahaluu Beach, view the masterpieces at Trudy's Island Arts, and browse the fresh offerings at Hilo Farmers Market.

For more things to do, maps, reviews, and other tourist information, read our Kailua-Kona online trip planner.

Manchester to Kailua-Kona is an approximately 18-hour combination of bus and flight. The time zone difference when traveling from Manchester to Kailua-Kona is minus 5 hours. Plan for much warmer temperatures traveling from Manchester in February, with highs in Kailua-Kona at 81°F and lows at 69°F. Wrap up your sightseeing on the 13th (Sat) to allow time to fly to Poipu.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Museums

Side Trips

Poipu, Kauai

— 11 nights
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. state of Hawaii. You'll get in some beach time at Poipu Beach Park and Hanalei Beach. Attractions like Shipwreck Beach and Poipu Shopping Village make great kid-friendly stops. Explore Poipu's surroundings by going to Hanalei (Wai`oli Hui`ia Church & 7 Artists Gallery), Princeville Center (in Princeville) and Coconut Marketplace (in Kapaa). There's lots more to do: take some stellar pictures from Waimea Canyon State Park, get a new perspective on things with Liko Kauai Cruises, hunt for treasures at Kauai Community Market, and take in the exciting artwork at Tabora Gallery.

For more things to do, maps, traveler tips, and more tourist information, read our Poipu trip itinerary planning site.

You can fly from Kailua-Kona to Poipu in 2.5 hours. In February, plan for daily highs up to 78°F, and evening lows to 66°F. Finish your sightseeing early on the 24th (Wed) to allow enough time to travel to Lanai City.

Things to do in Poipu

Outdoors · Parks · Beaches · Shopping

Side Trips

Lanai City, Lanai

— 3 nights
Lanai City is a census-designated place (CDP) on the island of Lanai, in Maui County, Hawaii, United States. Attractions like Mike Carroll Gallery and The Local Gentry make great kid-friendly stops. We've included these beaches for you: Polihua Beach and Hulopoe Beach. There's much more to do: view the masterpieces at Lanai Art Center, stroll through Lanai Cat Sanctuary, play a few rounds at Koele Golf Course, and indulge in some personalized pampering at some of the best spas.

For reviews, traveler tips, and other tourist information, use the Lanai City trip planner.

The Route module can help you plan travel from Poipu to Lanai City. In February, daily temperatures in Lanai City can reach 76°F, while at night they dip to 62°F. Wrap up your sightseeing on the 27th (Sat) to allow time to travel to Honolulu.

Things to do in Lanai City

Outdoors · Shopping · Parks · Beaches

Side Trip

Honolulu, Oahu

— 17 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.
We've included these beaches for you: Waikiki Beach and Kapiolani Regional Park. You'll visit kid-friendly attractions like USS Arizona Memorial and Diamond Head State Monument. Change things up with these side-trips from Honolulu: Kailua (Lanikai Beach, Muumuu Heaven, &more), Haleiwa (Haleiwa Store Lots, Sunset Beach Park, &more) and Pupukea (Pu’u O Mahuka Heiau State Monument, Ehukai Beach Park, &more). The adventure continues: buy something for everyone on your list at Ala Moana Center, get a new perspective on things with Boat Tours & Water Sports, celebrate the Hawaiian way at Polynesian Cultural Center, and stroll through Turtle Bay Beach.

To see traveler tips, photos, ratings, and more tourist information, refer to the Honolulu planner.

Use the Route module to find suitable travel options from Lanai City to Honolulu. Traveling from Lanai City in February, plan for a bit warmer nights in Honolulu, with lows around 69°F. Wrap up your sightseeing on the 16th (Tue) to allow time to fly to Kihei.

Things to do in Honolulu

Shopping · Parks · Outdoors · Beaches

Side Trips

Kihei, Maui

— 16 nights
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Give yourself a bit of retail therapy at Hana Coast Gallery and Water Works Sports. You'll enjoy a bit of beach vacationing at Ka'anapali Beach and Maluaka Beach. Change things up with these side-trips from Kihei: Lahaina (Baldwin Home Museum, Maui On Metal, &more), Hana (Laura Mango Art Gallery, Kalaloa Point, &more) and Makai Glass Maui (in Makawao). Spend the 26th (Fri) exploring the striking scenery along Hana Highway - Road to Hana. There's much more to do: admire nature's wide array of creatures at Maui Ocean Center, admire the majestic nature at Iao Valley, get into the urban bustle at Maui Arts & Cultural Center, and enjoy the sand and surf at Kapalua Beach.

Use Inspirock's suggestions to plan your Kihei trip and find the best activities and attractions for your vacation.

You can fly from Honolulu to Kihei in 2.5 hours. March in Kihei sees daily highs of 82°F and lows of 65°F at night. Wrap up your sightseeing on the 1st (Thu) early enough to travel back home.

Things to do in Kihei

Outdoors · Parks · Beaches · Shopping

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.