14 days in Hawaii Itinerary

14 days in Hawaii Itinerary

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Route & dates

14 days in Hawaii Itinerary

Start: Sydney
Fly:  13​h
1
Honolulu, Oahu
— 5 nights
Fly:  3​h 45​min
2
Kailua-Kona, Island of Hawaii
— 2 nights
Drive:  1​h 45​min
3
Hilo, Island of Hawaii
— 2 nights
Fly:  1​h 15​min
4
Kihei, Maui
— 3 nights
Fly:  12​h 45​min
End: Sydney

5
nights
Honolulu, Oahu

Honolulu ©
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 Kailua Beach Park. You'll visit kid-friendly attractions like Diamond Head State Monument and Polynesian Cultural Center. Explore the numerous day-trip ideas around Honolulu: Haleiwa (Waimea Bay, Sunset Beach Park, & more) and Pu’u O Mahuka Heiau State Monument (in Pupukea). The adventure continues: explore the different monuments and memorials at USS Arizona Memorial, admire the sheer force of Manoa Falls, contemplate the long history of Iolani Palace, and make a trip to Battleship Missouri Memorial.

To see reviews, ratings, where to stay, and more tourist information, use the Honolulu online tour planner .

Sydney, Australia to Honolulu is an approximately 13-hour flight. The time zone changes from Australian Eastern Standard Time (New South Wales) (AEST) to Hawaii Standard Time (HST), which is usually a -20 hour difference. Prepare for warmer weather when traveling from Sydney in July: high temperatures in Honolulu hover around 36°C and lows are around 28°C. Finish up your sightseeing early on the 11th (Sat) so you can travel to Kailua-Kona.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Kailua Beach Park, Pu’u O Mahuka Heiau State Monument, Polynesian Cultural Center
Highlights from your plan
Diamond Head State Monument ©
Diamond Head State Monument
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach

2
nights
Kailua-Kona, Island of Hawaii

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 12th (Sun), explore the striking landscape of Pu'uhonua O Honaunau National Historical Park, look for gifts at Captain Cook Trading Co., and then fulfill a lifelong dream with a swim-with-the-dolphins experience. On the 13th (Mon), you'll have a packed day of sightseeing: stroll through Mauna Kea Beach and then admire the majestic nature at Hapuna Beach State Recreation Area.

You can plan Kailua-Kona trip in no time by asking Inspirock to help create your itinerary.

Traveling by flight from Honolulu to Kailua-Kona takes 4 hours. In July, daily temperatures in Kailua-Kona can reach 35°C, while at night they dip to 28°C. Wrap up your sightseeing on the 13th (Mon) early enough to drive to Hilo.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Pu'uhonua O Honaunau National Historical Park, Hapuna Beach State Recreation Area, Captain Cook Trading Co., Mauna Kea Beach
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©

2
nights
Hilo, Island of Hawaii

Hilo ©
One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
On the 14th (Tue), trek along Kilauea Iki Trailhead, view the masterpieces at Volcano Art Center Gallery, then cruise along Devastation Trail, then take in nature's colorful creations at Liliuokalani Gardens, and finally admire the sheer force of Akaka Falls State Park. Get ready for a full day of sightseeing on the 15th (Wed): pick up some local products at Hilo Farmers Market and then get impressive views of Kulanaokuaiki Campground.

To find reviews, traveler tips, where to stay, and more tourist information, refer to the Hilo itinerary planner .

You can drive from Kailua-Kona to Hilo in 2 hours. Alternatively, you can take a bus. Expect slightly colder evenings in Hilo when traveling from Kailua-Kona in July, with lows around 25°C. Finish your sightseeing early on the 15th (Wed) to allow enough time to travel to Kihei.

Things to do in Hilo

Parks Outdoors Trails

Side Trip

Hawaii Volcanoes National Park
Highlights from your plan
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Kulanaokuaiki Campground ©
Kulanaokuaiki Campground
Akaka Falls State Park ©
Akaka Falls State Park

3
nights
Kihei, Maui

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.
Your itinerary includes some good beach time at Wailea Beach and Kalepolepo Beach Park. Take a break from the city and head to Haleakala Crater and Hana Highway - Road to Hana. There's still lots to do: get up close and personal with brilliant marine life at Maui Ocean Center and look for gifts at Art On Market.

Make your Kihei itinerary with Inspirock to find out what to see and where to go.

Do a combination of flight and taxi from Hilo to Kihei in 1.5 hours. Alternatively, you can do a combination of bus and flight. Expect a daytime high around 37°C in July, and nighttime lows around 26°C. Wrap up your sightseeing by early afternoon on the 18th (Sat) to allow enough time to travel back home.

Things to do in Kihei

Parks Outdoors Scenic Drive

Side Trips

Wailuku, Hana Highway - Road to Hana, Haleakala Crater, Wailea Beach
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Wailea Beach ©
Wailea Beach
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana

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