30 days in Hawaii Itinerary

30 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary builder

Make it your trip
Fly
1
Honolulu, Oahu
— 4 nights
Fly
2
Princeville, Kauai
— 6 nights
Drive
3
Poipu, Kauai
— 5 nights
Fly
4
Kihei, Maui
— 6 nights
Fly
5
Volcano, Island of Hawaii
— 2 nights
Drive
6
Kailua-Kona, Island of Hawaii
— 5 nights
Fly

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Honolulu, Oahu

— 4 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.
You'll explore the less-touristy side of things at Stand-Up Paddleboarding and Photography Tours. Get out of town with these interesting Honolulu side-trips: Haleiwa (Sunset Beach Park & Waimea Bay), Kahuku Farms (in Kahuku) and Byodo-In Temple (in Kaneohe). There's lots more to do: indulge in some culinary diversions at a local gastronomic tour, step off the mainland to explore Magic Island, explore the different monuments and memorials at National Memorial Cemetery of the Pacific, and take a memorable tour with Tours.

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

Washington DC to Honolulu is an approximately 13-hour flight. Traveling from Washington DC to Honolulu, you'll gain 5 hours due to the time zone difference. Prepare for somewhat warmer weather when traveling from Washington DC in May: high temperatures in Honolulu hover around 84°F and lows are around 71°F. Finish up your sightseeing early on the 3rd (Thu) so you can travel to Princeville.

Things to do in Honolulu

Outdoors · Parks · Tours · Wildlife

Side Trips

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. Discover out-of-the-way places like Pali Ke Kua Beach (Hideaway s Beach) and Secret Beach. Change things up with these side-trips from Princeville: Kekaha (Awa'awapuhi Trail Parking & Koke`e State Park) and Waimea (Puuo Kila, Koke'e Mountains, &more). The adventure continues: trek along Nu'alolo Trail, explore the activities along Turtle Cove, take some stellar pictures from Hanalei Day Spa, and tour the pleasant surroundings at Hanakapi`ai Trail.

To find where to stay, maps, traveler tips, and tourist information, use the Princeville road trip app.

Getting from Honolulu to Princeville by flight takes about 3.5 hours. Other options: fly. In June, daytime highs in Princeville are 83°F, while nighttime lows are 73°F. Finish up your sightseeing early on the 9th (Wed) so you can go by car to Poipu.

Things to do in Princeville

Outdoors · Parks · Beaches · Trails

Side Trips

Poipu, Kauai

— 5 nights
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. state of Hawaii. Eschew the tourist crowds and head to Makawehi Bluff and Mahaulepu Beach. Change things up with these side-trips from Poipu: Wailua River State Park (in Wailua) and Kekaha (Na Pali Odyssey & Na Pali Makai). There's lots more to do: kick back and relax at Baby Beach, pause for some serene contemplation at St. Raphael Church, stroll through Na Pali Coast, and take in nature's colorful creations at McBryde Garden.

For other places to visit, traveler tips, maps, and other tourist information, you can read our Poipu trip planner.

You can drive from Princeville to Poipu in 1.5 hours. In June, daytime highs in Poipu are 83°F, while nighttime lows are 73°F. Finish your sightseeing early on the 14th (Mon) to allow enough time to travel to Kihei.

Things to do in Poipu

Parks · Outdoors · Beaches · Nature

Side Trips

Kihei, Maui

— 6 nights
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.
You'll discover tucked-away gems like Kamaole Beach Park II and Kapalua Coastal Trail. You'll find plenty of places to visit near Kihei: Zipline (in Haiku), Lahaina (Punakea Palms, Maria Lanakila Catholic Church, &more) and Mendes Ranch (in Wailuku). There's much more to do: sample the tasty concoctions at Maui Brewing Company, enjoy the sand and surf at Keawakapu Beach, stroll through Kamaole Beach Park III, and see majestic marine mammals with Maui Kayaks.

To see traveler tips, other places to visit, where to stay, and other tourist information, go to the Kihei trip planner.

Traveling by flight from Poipu to Kihei takes 3.5 hours. In June in Kihei, expect temperatures between 87°F during the day and 71°F at night. Wrap up your sightseeing on the 20th (Sun) to allow time to travel to Volcano.

Things to do in Kihei

Outdoors · Parks · Beaches · Tours

Side Trips

Volcano, Island of Hawaii

— 2 nights
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
Eschew the tourist crowds and head to Akatsuka Orchid Gardens and Richardson Beach Park. Change things up with these side-trips from Volcano: Hilo (Kaumana Caves Park, Liliuokalani Gardens, &more). There's lots more to do: contemplate the geological forces at Kīlauea, don't miss a visit to Cooper Center, explore and take pictures at Chain of Craters Rd, and shop like a local with Volcano Garden Arts.

To see maps, where to stay, reviews, and more tourist information, read Volcano journey planner.

Getting from Kihei to Volcano by flight takes about 4.5 hours. Expect a daytime high around 83°F in June, and nighttime lows around 69°F. Finish your sightseeing early on the 22nd (Tue) to allow enough time to drive to Kailua-Kona.

Things to do in Volcano

Parks · Outdoors · Nature · Museums

Side Trips

Kailua-Kona, Island of Hawaii

— 5 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.
You'll discover tucked-away gems like 49 Black Sand Beach and Kanaloa Octopus Farm. Explore the numerous day-trip ideas around Kailua-Kona: Honaunau Bay (in Honaunau), Captain Cook (Kona Pacific Farmers Cooperative, Paleaku Gardens Peace Sanctuary, &more) and Hawai'i Surf and Kayak (in Puako). There's much more to do: relax in the rural setting at Hula Daddy Kona Coffee, relax and rejuvenate at some of the best spas, contemplate the waterfront views at Kiholo Bay, and kick back and relax at Makalawena/Pu'u Ali'i.

To find where to stay, maps, other places to visit, and more tourist information, refer to the Kailua-Kona trip itinerary tool.

Traveling by car from Volcano to Kailua-Kona takes 2.5 hours. Alternatively, you can take a bus. In June, plan for daily highs up to 85°F, and evening lows to 74°F. Wrap up your sightseeing on the 27th (Sun) to allow time to travel back home.

Things to do in Kailua-Kona

Parks · Outdoors · Wildlife · Beaches

Side Trips

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.