33 days in Hawaii Itinerary

33 days in Hawaii Itinerary

Created using Inspirock Hawaii route planner
Make it your trip
Drive
1
Lahaina, Maui
— 6 nights
Fly
2
Honolulu, Oahu
— 9 nights
Fly
3
Princeville, Kauai
— 6 nights
Fly
4
Kailua-Kona, Island of Hawaii
— 6 nights
Drive
5
Volcano, Island of Hawaii
— 5 nights
Fly

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Lahaina, Maui — 6 nights

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.
Explore Lahaina's surroundings by going to Kalepolepo Beach Park (in Kihei), Wailuku (Iao Valley & Hale Ho'ike'ike at the Bailey House) and Haleakala Crater (in Haleakala National Park). Spend the 10th (Sat) exploring the striking scenery along Hana Highway - Road to Hana. There's lots more to do: stroll through Ka'anapali Beach, stroll around Lahaina Banyan Court, fly like a bird with a parasailing or paragliding tour, and appreciate the history behind Lahaina Jodo Mission.

Plan my Lahaina trip by asking Inspirock to come up with tips and suggestions.

Kahului to Lahaina is an approximately 1-hour car ride. You can also take a bus. In August, daytime highs in Lahaina are 86°F, while nighttime lows are 74°F. Wrap up your sightseeing on the 16th (Fri) early enough to fly to Honolulu.
Outdoors · Parks · Beaches · Nature
Side Trips
Find places to stay Aug 10 — 16:

Honolulu, Oahu — 9 nights

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 (Sunset Beach Park & Waimea Bay). The adventure continues: go for a walk through Diamond Head State Monument, explore the activities along Hanauma Bay Nature Preserve, contemplate the long history of Battleship Missouri Memorial, and stroll the grounds of USS Arizona Memorial.

To find where to stay, more things to do, and tourist information, read Honolulu tour itinerary planner.

You can fly from Lahaina to Honolulu in 2.5 hours. In August, daytime highs in Honolulu are 88°F, while nighttime lows are 75°F. Finish your sightseeing early on the 25th (Sun) to allow enough time to fly to Princeville.
Outdoors · Parks · Beaches · Museums
Side Trips
Find places to stay Aug 16 — 25:

Princeville, Kauai — 6 nights

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 Princeville's surroundings by going to Helicopter Tours (in Lihue), Waimea (Waimea Canyon State Park & Puu Hinahina Lookout) and Poipu (Spouting Horn & Poipu Beach Park). There's still lots to do: get outside with Outdoor Activities, kick back and relax at Tunnels Beach, take some stellar pictures from Hanalei Valley Lookout, and admire the majestic nature at Na Pali Coast State Park.

To find more things to do, other places to visit, and other tourist information, read Princeville online trip itinerary planner.

You can fly from Honolulu to Princeville in 2.5 hours. Expect a daytime high around 86°F in August, and nighttime lows around 76°F. Finish up your sightseeing early on the 31st (Sat) so you can catch the flight to Kailua-Kona.
Parks · Outdoors · Wildlife · Beaches
Side Trips
Find places to stay Aug 25 — 31:

Kailua-Kona, Island of Hawaii — 6 nights

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.
Venture out of the city with trips to Anaehoomalu (in Waikoloa), Pu'uhonua O Honaunau National Historical Park (in Honaunau) and Hawaii Cigar & Ukulele Lounge (in Hawi). There's much more to do: get close to the beloved marine mammals with a swim-with-the-dolphins experience, explore the wealth of natural beauty at Puukohola National Historic Park, kick back and relax at Mauna Kea Beach, and take some stellar pictures from Waipiʻo Valley Lookout.

To see reviews, maps, where to stay, and tourist information, use the Kailua-Kona trip maker website.

Traveling by flight from Princeville to Kailua-Kona takes 2.5 hours. August in Kailua-Kona sees daily highs of 87°F and lows of 77°F at night. Finish your sightseeing early on the 6th (Fri) to allow enough time to drive to Volcano.
Outdoors · Parks · Beaches · Nature
Side Trips
Find places to stay Aug 31 — Sep 6:

Volcano, Island of Hawaii — 5 nights

Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
Get out of town with these interesting Volcano side-trips: Kula Kai Caverns (in Ocean View), Hilo (Akaka Falls State Park, Liliuokalani Gardens, &more) and Naalehu (Papakōlea Green Sand Beach & Ka Lae Light). There's lots more to do: trek along Kilauea Iki Trailhead, look for gifts at Hilo Coffee Mill, take in the natural beauty of Steam Vents, and tour the pleasant surroundings at Pu'u Huluhulu trail.

For ratings, maps, photos, and more tourist information, read our Volcano trip app.

Traveling by car from Kailua-Kona to Volcano takes 2.5 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in September, expect slightly colder with lows of 71°F in Volcano. Finish up your sightseeing early on the 11th (Wed) so you can catch the flight back home.
Parks · Outdoors · Nature · Trails
Side Trips
Find places to stay Sep 6 — 11:

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.