30 days in Hawaii Itinerary

30 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

Make it your trip
1
Poipu
— 3 nights
Drive
2
Hanalei
— 3 nights
Fly
3
Honolulu
— 8 nights
Fly
4
Molokai
— 2 nights
Unknown
5
Lanai City
— 1 night
Unknown
6
Lahaina
— 3 nights
Drive
7
Hana
— 3 nights
Fly
8
Kailua-Kona
— 6 nights

S M T W T F S
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Poipu

— 3 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. You've added Glass Beach, Spouting Horn, Allerton Garden, and other attractions to your itinerary.

To see ratings, traveler tips, photos, and tourist information, refer to the Poipu journey planner.

In September, daily temperatures in Poipu can reach 35°C, while at night they dip to 28°C. Cap off your sightseeing on the 21st (Wed) early enough to go by car to Hanalei.

Things to do in Poipu

Outdoors · Parks · Tours · Beaches

Side Trips

Hanalei

— 3 nights
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Your day by day itinerary now includes Sleeping Giant Trail, Opaekaa Falls, Tunnels Beach, and other attractions you added. On the 22nd (Thu), kick back and relax at Secret Beach, get outside with Kilauea Lighthouse, and then kick back and relax at Hanalei Bay. On the next day, enjoy the sand and surf at Ke'e Beach, trek along Kalalau Trail, and then enjoy the sand and surf at Tunnels Beach.

To plan Hanalei vacation without wasting time, ask Inspirock to design an itinerary.

Drive from Poipu to Hanalei in 1.5 hours. September in Hanalei sees daily highs of 35°C and lows of 28°C at night. Wrap up your sightseeing by early afternoon on the 24th (Sat) to allow enough time to fly to Honolulu.

Things to do in Hanalei

Parks · Outdoors · Beaches · Trails

Side Trips

Honolulu

— 8 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've added Magic Island, Waikiki Beach, Dole Plantation, and other attractions to your itinerary. Eschew the tourist crowds and head to Koko Crater Railway Trail and Lanikai Beach. Change things up with these side-trips from Honolulu: Sharks Cove (in Pupukea), Kailua Beach Park (in Kailua) and Byodo-In Temple (in Kaneohe). There's more to do: explore the different monuments and memorials at USS Arizona Memorial and take in the dramatic natural features at Halona Blowhole.

Ask Inspirock to suggest an itinerary and make planning a trip to Honolulu fast, fun, and easy.

Fly from Hanalei to Honolulu in 2.5 hours. In September, plan for daily highs up to 36°C, and evening lows to 28°C. Cap off your sightseeing on the 2nd (Sun) early enough to catch the flight to Molokai.

Things to do in Honolulu

Parks · Outdoors · Beaches · Nature

Side Trips

Molokai

— 2 nights

The Friendly Isle

Your day by day itinerary now includes Papohaku Beach Park. Kick off your visit on the 3rd (Mon): appreciate the views at Halawa Valley, don't miss a visit to United States Postal Service, and then enjoy the sand and surf at Papohaku Beach Park. Keep things going the next day: experience rural life at Molokai Plumeria.

To see reviews, traveler tips, ratings, and other tourist information, read our Molokai trip builder site.

Getting from Honolulu to Molokai by flight takes about 2.5 hours. In October, plan for daily highs up to 33°C, and evening lows to 25°C. Finish your sightseeing early on the 4th (Tue) to allow enough time to travel to Lanai City.

Things to do in Molokai

Nature · Parks · Outdoors · Scenic Drive

Lanai City

— 1 night
Lanai City is a census-designated place (CDP) on the island of Lanai, in Maui County, Hawaii, United States. Your day by day itinerary now includes Shipwreck Beach, Garden of the Gods and Hulopoe Beach. Start off your visit on the 4th (Tue): enjoy the sand and surf at Hulopoe Beach.

To find where to stay, more things to do, and more tourist information, read Lanai City trip itinerary maker tool.

Use the Route module to find suitable travel options from Molokai to Lanai City. In October in Lanai City, expect temperatures between 32°C during the day and 23°C at night. Cap off your sightseeing on the 5th (Wed) early enough to travel to Lahaina.

Things to do in Lanai City

Parks · Beaches · Outdoors · Historic Sites

Side Trip

Lahaina

— 3 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.
You've added Nakalele Blowhole, Olivine Pools, Wailea Beach, and other attractions to your itinerary. Eschew the tourist crowds and head to Kapalua Coastal Trail and Punakea Palms.

To see photos, maps, more things to do, and tourist information, you can read our Lahaina trip itinerary tool.

The Route module can help you plan travel from Lanai City to Lahaina. In October, daytime highs in Lahaina are 34°C, while nighttime lows are 26°C. Finish your sightseeing early on the 8th (Sat) so you can fly to Hana.

Things to do in Lahaina

Parks · Outdoors · Nature · Beaches

Side Trips

Hana

— 3 nights
Hana is one of the most isolated communities in Hawaii, with a permanent population of just over 1,000 people.
Your list of things to see and do now includes Maui Wine, Ulupalakua Vineyards, Pools at Ohe'o, Wailua Falls, and other attractions. Eschew the tourist crowds and head to Ho'okipa Beach Park and Ching's Pond. Step out of Hana with an excursion to Haleakala Crater in Haleakala National Park--about 52 minutes away. There's lots more to do: ride a horse along Pipiwai Trail, take in the dramatic scenery at Hanawi Falls, take in nature's colorful creations at Garden of Eden Arboretum, and explore the fascinating underground world of Hana Lava Tubes.

Before you visit Hana, use our trip planner to discover what you can do and see there.

You can fly from Lahaina to Hana in 2 hours. Other options are to drive; or do a combination of bus and car. In October, daytime highs in Hana are 36°C, while nighttime lows are 24°C. Cap off your sightseeing on the 11th (Tue) early enough to catch the flight to Kailua-Kona.

Things to do in Hana

Parks · Outdoors · Nature · Beaches

Side Trips

Kailua-Kona

— 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.
Your list of things to see and do now includes Punalu‘U Beach, Papakōlea Green Sand Beach, Manini'owali Beach (Kua Bay), and other attractions. There's still lots to do: enjoy the sand and surf at Makalawena/Pu'u Ali'i.

For reviews, more things to do, and more tourist information, read Kailua-Kona holiday planning tool.

Traveling by flight from Hana to Kailua-Kona takes 2.5 hours. Expect a daytime high around 35°C in October, and nighttime lows around 28°C.

Things to do in Kailua-Kona

Parks · Outdoors · Nature · 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.

Lanai travel guide

4.3
Wildlife Areas · Art Galleries · Beaches
The Pineapple Isle

Maui travel guide

4.5
Scuba & Snorkeling · Beaches · Luaus
The Valley Isle
The second largest of the eight major Hawaiian Islands, Maui features a rugged landscape ranging from high mountain peaks to deep valleys. Half of Maui lies within 8 km (5 mi) of the coastline, and most tourists come for the sandy beaches, many of them backed by fashionable resorts offering every modern convenience. Diversity of tourist attractions is Maui's major allure, with each of the island's shores offering a different set of vacation ideas. You can swim with dolphins, snorkel with sea turtles, or hike over the otherworldly landscapes of the world's biggest dormant volcano. A foodie paradise, the island also features dozens of small farms and gourmet restaurants.