27 days in Hawaii Itinerary

27 days in Hawaii Itinerary

Created using Inspirock Hawaii tour itinerary builder
Make it your trip
Fly
1
Lahaina, Maui
— 6 nights
Fly
2
Hilo, Island of Hawaii
— 3 nights
Drive
3
Kailua-Kona, Island of Hawaii
— 5 nights
Fly
4
Princeville, Kauai
— 4 nights
Drive
5
Waimea, Kauai
— 3 nights
Fly
6
Honolulu, Oahu
— 4 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.
Haleakala Crater has been added to your itinerary. We've included these beaches for you: Wailea Beach and Maluaka Beach. Escape the urban bustle at Hana Highway - Road to Hana and The Spa at Black Rock. Next up on the itinerary: enjoy the sand and surf at D.T. Fleming Park and trek along Kapalua Coastal Trail.

To find maps, ratings, photos, and tourist information, use the Lahaina trip builder website.

Atlanta to Lahaina is an approximately 14-hour flight. Due to the time zone difference, you'll gain 5 hours traveling from Atlanta to Lahaina. While traveling from Atlanta, expect somewhat warmer days and warmer nights in Lahaina, ranging from highs of 78°F to lows of 67°F. On the 28th (Mon), you'll travel to Hilo.
Outdoors · Parks · Beaches · Scenic Drive
Side Trips

Hilo, Island of Hawaii — 3 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've now added Mauna Kea State Recreation Area to your itinerary. Get in touch with nature at Akaka Falls State Park and Kīlauea. Venture out of the city with trips to Thurston Lava Tube (Nahuku) (in Hawaii Volcanoes National Park), Mauna Kea (in Kailua-Kona) and Akatsuka Orchid Gardens (in Volcano). The adventure continues: admire the natural beauty at Liliuokalani Gardens and admire the sheer force of Rainbow Falls.

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

Getting from Lahaina to Hilo by flight takes about 2.5 hours. In March, plan for daily highs up to 80°F, and evening lows to 66°F. Cap off your sightseeing on the 31st (Thu) early enough to go by car to Kailua-Kona.
Parks · Nature
Side Trips

Kailua-Kona, Island of Hawaii — 5 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.
Take a break from the city and head to Puukohola National Historic Park and Mauna Kea Beach. There's more to do: tour the pleasant surroundings at Kona Cloud Forest and admire all the interesting features of Saddle Road.

To see other places to visit, more things to do, reviews, and other tourist information, go to the Kailua-Kona online tour builder.

Drive from Hilo to Kailua-Kona in 2 hours. Alternatively, you can take a bus. In March, plan for daily highs up to 81°F, and evening lows to 70°F. On the 5th (Tue), you'll travel to Princeville.
Parks · Outdoors · Beaches · Wildlife
Side Trips

Princeville, Kauai — 4 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. Jack Harter Helicopters - Tours has been added to your itinerary. Visit Anini Beach and Pali Ke Kua Beach (Hideaway s Beach) for some beach relaxation. Escape the urban bustle at Na Pali Coast State Park and Kipu Ranch Adventures. The adventure continues: experience rural life at Sugarloaf Pineapple Farm.

To find reviews, photos, ratings, and other tourist information, go to the Princeville trip itinerary planner.

Fly from Kailua-Kona to Princeville in 2.5 hours. Expect a daytime high around 80°F in April, and nighttime lows around 70°F. You will leave for Waimea on the 9th (Sat).
Parks · Wildlife · Nature · Outdoors
Side Trips

Waimea, Kauai — 3 nights

You've now added Holo Holo Charters to your itinerary.

For photos, ratings, more things to do, and other tourist information, read Waimea trip builder app.

Drive from Princeville to Waimea in 1.5 hours. Alternatively, you can take a bus. In April, daytime highs in Waimea are 82°F, while nighttime lows are 67°F. Wrap up your sightseeing by early afternoon on the 12th (Tue) to allow enough time to fly to Honolulu.
Nature · Parks · Outdoors · Wildlife
Side Trips

Honolulu, Oahu — 4 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've now added North Shore Beach Bus to your itinerary. Next up on the itinerary: explore the different monuments and memorials at USS Arizona Memorial.

To find ratings, more things to do, maps, and other tourist information, you can read our Honolulu trip planner.

You can fly from Waimea to Honolulu in 2.5 hours. April in Honolulu sees daily highs of 83°F and lows of 71°F at night. On the 16th (Sat), you're off to home.
Outdoors · Adventure · Tours · Historic Sites

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.

Oahu travel guide

4.3
Beaches · Cemeteries · Scuba & Snorkeling
The Gathering Place
A top cultural and vacation destination within the Hawaiian Islands, Oahu is home to over 85 percent of the state's population. Aptly nicknamed the "Gathering Place," the island is truly at the heart of Hawaii, featuring the busy city of Honolulu and its surrounding districts. Visitors to Oahu can enjoy all the modern conveniences of a large city, while remaining within walking distance of secluded beaches, picturesque parks, high mountain peaks, and quaint little towns. To experience the laid-back side of Hawaii, take a trip away from the tourist hotspot of Waikiki, the island's most crowded neighborhood.