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 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.

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), Haleiwa (Sunset Beach Park & Waimea Bay) and Kailua (Kailua Beach Park & Lanikai Beach). 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 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.

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 Waimea (Waimea Canyon State Park & Puu Hinahina Lookout), Poipu (Spouting Horn & Poipu Beach Park) and Helicopter Tours (in Lihue). 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.

Things to do in Princeville

Parks · Outdoors · Wildlife · Tours

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: Pu'uhonua O Honaunau National Historical Park (in Honaunau), Hawaii Cigar & Ukulele Lounge (in Hawi) and Anaehoomalu (in Waikoloa). Next up on the itinerary: fulfill a lifelong dream with a swim-with-the-dolphins experience, kick back and relax at Hapuna Beach State Recreation Area, tour the pleasant surroundings at Kahaluu Beach, and explore the wealth of natural beauty at Puukohola National Historic Park.

For other places to visit, more things to do, traveler tips, and tourist information, read Kailua-Kona trip planner.

Fly from Princeville to Kailua-Kona in 2.5 hours. In August, daytime highs in Kailua-Kona are 87°F, while nighttime lows are 77°F. Finish your sightseeing early on the 6th (Fri) so you can drive 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: 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.

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.