55 days in Hawaii Itinerary

55 days in Hawaii Itinerary

Created using Inspirock Hawaii route planner

Plan created by another user. Make it yours
Fly
1
Hilo, Island of Hawaii
— 8 nights
Drive
2
Kailua-Kona, Island of Hawaii
— 10 nights
Fly
3
Lahaina, Maui
— 11 nights
Fly
4
Princeville, Kauai
— 11 nights
Fly
5
Honolulu, Oahu
— 13 nights
Fly

S M T W T F S
16
17
18
19
20
21
22
23
24
25
26
27
28
29
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18

8
nights
Hilo, Island of Hawaii

America's Wettest City

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.
You'll find plenty of places to visit near Hilo: Honokaa (Mauna Kea Tea & Waipiʻo Valley Lookout), Laupahoehoe Beach Park (in Laupahoehoe) and Hawaii Volcanoes National Park (Thurston Lava Tube (Nahuku), Kilauea Iki Trailhead, &more). There's much more to do: admire the sheer force of Akaka Falls State Park, look and learn at Imiloa Astronomy Center, admire the natural beauty at Liliuokalani Gardens, and browse the fresh offerings at Hilo Farmers Market.

For maps, ratings, more things to do, and more tourist information, refer to the Hilo visit planning tool.

Sydney, Australia to Hilo is an approximately 15.5-hour flight. Due to the time zone difference, you'll gain 20 hours traveling from Sydney to Hilo. February in Hilo sees daily highs of 32°C and lows of 21°C at night. Finish your sightseeing early on the 28th (Fri) to allow enough time to drive to Kailua-Kona.

Things to do in Hilo

Parks · Outdoors · Museums · Trails

Side Trips

10
nights
Kailua-Kona, Island of Hawaii

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.
Change things up with these side-trips from Kailua-Kona: Hawi Center: Hawaii Cigar & Ukulele (in Hawi), Pu'uhonua O Honaunau National Historical Park (in Honaunau) and Kealakekua Bay (in Captain Cook). And it doesn't end there: get close to the beloved marine mammals with a swim-with-the-dolphins experience, admire all the interesting features of Mauna Loa Scenic Drive, admire the verdant scenery at Pololu Valley Lookout, and tour the pleasant surroundings at Mauna Kea Beach.

For other places to visit, photos, reviews, and tourist information, use the Kailua-Kona tour itinerary planning site.

You can drive from Hilo to Kailua-Kona in 2 hours. Another option is to take a bus. In February, daily temperatures in Kailua-Kona can reach 32°C, while at night they dip to 24°C. Finish up your sightseeing early on the 9th (Mon) so you can travel to Lahaina.

Things to do in Kailua-Kona

Outdoors · Parks · Nature · Beaches

Side Trips

11
nights
Lahaina, Maui

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.
You'll find plenty of places to visit near Lahaina: Ho'okipa Beach Park (in Paia), Haleakala Crater (in Haleakala National Park) and Wailea (Wailea Beach, Makena Beach, &more). There's lots more to do: see some colorful creatures with a scuba or snorkeling tour, relax in the rural setting at Punakea Palms, kick back and relax at Napili Beach, and tour the pleasant surroundings at Ka'anapali Beach.

For other places to visit, traveler tips, and tourist information, refer to the Lahaina day trip planning website.

You can fly from Kailua-Kona to Lahaina in 4.5 hours. Expect a daytime high around 30°C in March, and nighttime lows around 22°C. Finish your sightseeing early on the 20th (Fri) so you can travel to Princeville.

Things to do in Lahaina

Parks · Outdoors · Beaches · Nature

Side Trips

11
nights
Princeville, Kauai

Princeville is a 9,000acre, upscale, unincorporated, master-planned community of vacation homes and condos on the north shore of the island of Kauai in Kauai County, Hawaii. Explore the numerous day-trip ideas around Princeville: Poipu (Spouting Horn, Poipu Beach Park, &more), Kapaa (Photography Tours, Sleeping Giant Trail, &more) and Wailua (Lydgate State Park & Wailua River State Park). There's lots more to do: admire the natural beauty at Na Aina Kai Botanical Gardens, identify plant and animal life at Wildlife Areas, stroll through Kalalau Trail, and see the world from above with a helicopter tour.

For traveler tips, reviews, ratings, and tourist information, read Princeville day trip planning website.

Traveling by flight from Lahaina to Princeville takes 4 hours. In March, plan for daily highs up to 30°C, and evening lows to 22°C. Finish up your sightseeing early on the 31st (Tue) so you can travel to Honolulu.

Things to do in Princeville

Parks · Outdoors · Beaches · Tours

Side Trips

13
nights
Honolulu, Oahu

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.
Explore Honolulu's surroundings by going to Pu’u O Mahuka Heiau State Monument (in Pupukea), Kailua (Kailua Beach Park & Lanikai Beach) and Haleiwa (Waimea Bay & Sunset Beach Park). There's still lots to do: stroll the grounds of USS Arizona Memorial, discover the deep blue sea with a scuba or snorkeling tour, examine the collection at Bishop Museum, and go for a walk through Diamond Head State Monument.

To find more things to do, maps, photos, and tourist information, refer to the Honolulu trip planning tool.

Getting from Princeville to Honolulu by flight takes about 3.5 hours. In March in Honolulu, expect temperatures between 32°C during the day and 23°C at night. Wrap up your sightseeing by early afternoon on the 13th (Mon) to allow enough time to travel back home.

Things to do in Honolulu

Outdoors · Parks · Beaches · Museums

Side Trips

Hawaii travel guide

4.3
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.