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

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.
Explore Lahaina's surroundings by going to Wailuku (Iao Valley & Hale Ho'ike'ike at the Bailey House), Kalepolepo Beach Park (in Kihei) 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 travel to Honolulu.

Things to do in Lahaina

Outdoors · Parks · Beaches · Nature

Side Trips

Find places to stay Aug 10 — 16:

Honolulu, Oahu

— 9 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.
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 enjoy the sand and surf at Waikiki Beach.

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 4 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 travel to Princeville.

Things to do in Honolulu

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), Poipu (Spouting Horn & Poipu Beach Park) and Waimea (Waimea Canyon State Park & Puu Hinahina Lookout). There's still lots to do: get a new perspective on things with Boat Tours & Water Sports, capture your vacation like a pro with an inspiring photography tour, stroll through Hanalei Beach, and kick back and relax at Tunnels Beach.

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

Getting from Honolulu to Princeville by flight takes about 4.5 hours. Expect a daytime high around 86°F in August, and nighttime lows around 76°F. Cap off your sightseeing on the 31st (Sat) early enough to travel to Kailua-Kona.

Things to do in Princeville

Parks · Outdoors · Tours · Wildlife

Side Trips

Find places to stay Aug 25 — 31:

Kailua-Kona, Island of Hawaii

— 6 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.
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 Anaehoomalu (in Waikoloa). There's lots more to do: fulfill a lifelong dream with a swim-with-the-dolphins experience, admire the verdant scenery at Pololu Valley Lookout, tour the pleasant surroundings at Kahaluu Beach, and take in the awesome beauty at Mauna Kea.

To see traveler tips, maps, more things to do, and other tourist information, go to the Kailua-Kona trip maker.

Getting from Princeville to Kailua-Kona by flight takes about 3.5 hours. In August, daytime highs in Kailua-Kona are 87°F, while nighttime lows are 77°F. Cap off your sightseeing on the 6th (Fri) early enough to go by car to Volcano.

Things to do in Kailua-Kona

Outdoors · Parks · Nature · Beaches

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: Hilo (Akaka Falls State Park, Liliuokalani Gardens, &more), Naalehu (Papakōlea Green Sand Beach & Ka Lae Light) and Kula Kai Caverns (in Ocean View). There's lots more to do: trek along Kilauea Iki Trailhead, take in the dramatic natural features at Thurston Lava Tube (Nahuku), 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 travel back home.

Things to do in Volcano

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.