30 days in Hawaii Itinerary

30 days in Hawaii Itinerary

Created using Inspirock Hawaii holiday planner
Make it your trip
Fly
1
Koloa, Kauai
— 4 nights
Fly
2
Honolulu, Oahu
— 9 nights
Fly
3
Kihei, Maui
— 8 nights
Fly
4
Hilo, Island of Hawaii
— 4 nights
Drive
5
Kailua-Kona, Island of Hawaii
— 4 nights
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Koloa, Kauai — 4 nights

Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. Visit Poipu Beach Park and Lumahai Beach for some beach relaxation. Venture out of the city with trips to Waimea Canyon State Park (in Waimea), Boat Tours & Water Sports (in Kekaha) and Hanalei (Hanalei Beach & Hanalei Valley Lookout). The adventure continues: kick back and relax at Shipwreck Beach, take in the dramatic scenery at Opaekaa Falls, contemplate the waterfront views at Menehune Fishpond, and tour the pleasant surroundings at Salt Pond Beach Park.

To find where to stay, reviews, ratings, and tourist information, use the Koloa day trip planning app.

San Francisco to Koloa is an approximately 7.5-hour flight. Due to the time zone difference, you'll gain 2 hours traveling from San Francisco to Koloa. Expect somewhat warmer temperatures when traveling from San Francisco in June; daily highs in Koloa reach 83°F and lows reach 73°F. Finish your sightseeing early on the 5th (Sun) to allow enough time to fly to Honolulu.
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Outdoors · Parks · Beaches · Tours
Side Trips

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.
You'll enjoy a bit of beach vacationing at Waikiki Beach and Sunset Beach Park. You'll find plenty of places to visit near Honolulu: Haleiwa (Waimea Bay, Pupukea Beach Park, &more), Pupukea (Pu’u O Mahuka Heiau State Monument & Ehukai Beach Park) and Kailua (Kailua Beach Park & Lanikai Beach). There's much more to do: go for a walk through Diamond Head State Monument, work some fitness into your day at Ala Moana Beach Park, take an in-depth tour of Iolani Palace, and take in the dramatic scenery at Manoa Falls.

To see more things to do, other places to visit, and tourist information, you can read our Honolulu trip itinerary maker tool.

Fly from Koloa to Honolulu in 2.5 hours. In June, plan for daily highs up to 86°F, and evening lows to 74°F. Finish your sightseeing early on the 14th (Tue) to allow enough time to fly to Kihei.
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Parks · Outdoors · Beaches · Historic Sites
Side Trips

Kihei, Maui — 8 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.
Your itinerary includes some good beach time at Ka'anapali Beach and Kapalua Beach. You'll find plenty of places to visit near Kihei: D.T. Fleming Park (in Kapalua), Haleakala Crater (in Haleakala National Park) and Lahaina (Scuba & Snorkeling, Lahaina Banyan Court, &more). Spend the 17th (Fri) exploring the striking scenery along Hana Highway - Road to Hana. And it doesn't end there: stroll through Wailea Beach, relax in the rural setting at Maui Tropical Plantation, see the interesting displays at Hale Ho'ike'ike at the Bailey House, and enjoy the sand and surf at Keawakapu Beach.

To see more things to do, reviews, photos, and tourist information, read our Kihei trip itinerary builder.

You can fly from Honolulu to Kihei in 2.5 hours. In June, daily temperatures in Kihei can reach 87°F, while at night they dip to 71°F. Finish up your sightseeing early on the 22nd (Wed) so you can catch the flight to Hilo.
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Outdoors · Parks · Beaches · Scenic Drive
Side Trips

Hilo, Island of Hawaii — 4 nights

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 enjoy a bit of beach vacationing at Laupahoehoe Beach Park and Richardson Beach Park. Get out of town with these interesting Hilo side-trips: Jagger Museum (in Volcano) and Hawaii Volcanoes National Park (Keanakakoi Crater Overlook, Kilauea Iki Trailhead, &more). There's much more to do: take in nature's colorful creations at Liliuokalani Gardens, take an unforgettable tour with a helicopter tour, admire the sheer force of Rainbow Falls, and get a taste of the local shopping with Hilo Farmers Market.

To see traveler tips, photos, other places to visit, and tourist information, refer to the Hilo trip itinerary app.

Traveling by flight from Kihei to Hilo takes 2.5 hours. Expect a daytime high around 83°F in June, and nighttime lows around 69°F. Cap off your sightseeing on the 26th (Sun) early enough to go by car to Kailua-Kona.
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Outdoors · Parks · Tours · Wildlife
Side Trips

Kailua-Kona, Island of Hawaii — 4 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.
Your itinerary includes some good beach time at Hapuna Beach State Recreation Area and Papakōlea Green Sand Beach. Change things up with a short trip to Puukohola National Historic Park in Kawaihae (about 48 minutes away). The adventure continues: fulfill a lifelong dream with a swim-with-the-dolphins experience, get outside with Aloha Rail Company, tour the pleasant surroundings at Kona Cloud Forest, and enjoy the sand and surf at Mauna Kea Beach.

To see traveler tips, reviews, more things to do, and other tourist information, refer to the Kailua-Kona trip planning tool.

You can drive from Hilo to Kailua-Kona in 2 hours. Another option is to take a bus. In June, plan for daily highs up to 85°F, and evening lows to 74°F. Wrap up your sightseeing by early afternoon on the 30th (Thu) to allow time for the flight back home.
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Outdoors · Parks · Beaches · Wildlife
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.
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