60 days in Hawaii Itinerary

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 Extreme Exposure Fine Art Gallery. Kids will appreciate attractions like Pu'uhonua O Honaunau National Historical Park and Papakōlea Green Sand Beach. You'll find plenty of places to visit near Kailua-Kona: Puukohola National Historic Park (in Kawaihae), Hapuna Beach State Recreation Area (in Puako) and Hala Tree Coffee (in Captain Cook). Next up on the itinerary: fulfill a lifelong dream with a swim-with-the-dolphins experience, relax in the rural setting at Heavenly Hawaiian Kona Coffee Farm & Konalani Coffee Bar, tour the pleasant surroundings at Mauna Kea Beach, and enjoy the sand and surf at Anaehoomalu.

To see more things to do, traveler tips, other places to visit, and other tourist information, read Kailua-Kona trip tool.

Manchester to Kailua-Kona is an approximately 18-hour combination of bus and flight. The time zone difference moving from Eastern Standard Time (EST) to Hawaii-Aleutian Standard Time (HST) is minus 5 hours. Expect warmer temperatures when traveling from Manchester in February; daily highs in Kailua-Kona reach 81°F and lows reach 69°F. Finish up your sightseeing early on the 13th (Sat) so you can travel to Poipu.

You'll get in some beach time at Poipu Beach Park and Hanalei Beach. Attractions like Shipwreck Beach and Art House Hawaii make great kid-friendly stops. Explore Poipu's surroundings by going to Seductions of Kauai Gallery (in Lihue), Princeville Center (in Princeville) and Hanalei (Wai`oli Hui`ia Church & 7 Artists Gallery).

For maps, where to stay, ratings, and tourist information, use the Poipu road trip planning app.

Traveling by combination of flight, bus, and shuttle from Kailua-Kona to Poipu takes 4.5 hours. February in Poipu sees daily highs of 78°F and lows of 66°F at night. Wrap up your sightseeing on the 24th (Wed) early enough to travel to Lanai City.

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, look for all kinds of wild species at 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.

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 Lanikai Beach. You'll visit kid-friendly attractions like USS Arizona Memorial and Diamond Head State Monument. Change things up with these side-trips from Honolulu: Haleiwa (Haleiwa Store Lots, Sunset Beach Park, &more), Pupukea (Pu’u O Mahuka Heiau State Monument, Ehukai Beach Park, &more) and Muumuu Heaven (in Kailua). The adventure continues: buy something for everyone on your list at Ala Moana Center, stroll through Turtle Bay Beach, kick back and relax at Kapiolani Regional Park, and walk around Ala Moana Beach Park.

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.

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 Maui Arts & Cultural Center. You'll enjoy a bit of beach vacationing at Ka'anapali Beach and Wailea Beach. Change things up with these side-trips from Kihei: Hana (Laura Mango, Kalaloa Point, &more), Lahaina (Baldwin Home Museum, Maui On Metal, &more) and Makai Glass Maui (in Makawao). Spend the 26th (Fri) exploring the striking scenery along Hana Highway - Road to Hana. And it doesn't end there: meet the residents at Maui Ocean Center, immerse yourself in nature at Iao Valley, tour the pleasant surroundings at Keawakapu Beach, and kick back and relax at Kamaole Beach Park III.

To see maps, ratings, where to stay, and other tourist information, read our Kihei trip planner.

You can fly from Honolulu to Kihei in 2.5 hours. In March, daily temperatures in Kihei can reach 82°F, while at night they dip to 65°F. Finish your sightseeing early on the 1st (Thu) so you can travel back home.