11 days in Island of Hawaii, Kauai & Maui Itinerary

11 days in Island of Hawaii, Kauai & Maui Itinerary

Created using Inspirock Hawaii trip planner

Make it your trip
Fly
1
Kailua-Kona
— 3 nights
Fly
2
Lihue
— 3 nights
Fly
3
Lahaina
— 3 nights
Fly

S M T W T F S
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2

Kailua-Kona

— 3 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.
On the 17th (Fri), enjoy the sand and surf at Kahaluu Beach, identify plant and animal life at Kona Cloud Forest, and then glide peacefully along the water with some of the best stand-up paddleboarding in the area. Here are some ideas for day two: identify plant and animal life at Kanaloa Octopus Farm, admire the majestic nature at Kekaha Kai State Park, then kick back and relax at Makalawena/Pu'u Ali'i, and finally stroll through White Sand Beach.

To find other places to visit, where to stay, photos, and tourist information, go to the Kailua-Kona trip maker site.

Chicago to Kailua-Kona is an approximately 13-hour flight. The time zone difference moving from Central Standard Time to Hawaii-Aleutian Standard Time is minus 4 hours. Prepare for a bit warmer weather when traveling from Chicago in September: high temperatures in Kailua-Kona hover around 87°F and lows are around 76°F. Finish up your sightseeing early on the 19th (Sun) so you can catch the flight to Lihue.

Things to do in Kailua-Kona

Parks · Outdoors · Beaches · Wildlife

Side Trips

Lihue

— 3 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Get a sense of the local culture at Kauai Museum and Ninini Point Lighthouse Cache Site. Step out of the city life by going to Hanakapiai Falls and Zipline. Take a break from Lihue with a short trip to Pali Ke Kua Beach (Hideaway s Beach) in Princeville, about 54 minutes away. There's lots more to do: sample the fine beverages at Koloa Rum Company, enjoy the sand and surf at Baby Beach, tour the pleasant surroundings at Kalapaki Beach, and hike along Kauai Path.

To find more things to do, where to stay, and other tourist information, read our Lihue attractions planner.

Fly from Kailua-Kona to Lihue in 2.5 hours. In September, daily temperatures in Lihue can reach 86°F, while at night they dip to 76°F. Finish up your sightseeing early on the 22nd (Wed) so you can catch the flight to Lahaina.

Things to do in Lihue

Outdoors · Parks · Beaches · Tours

Side Trips

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.
Relax by the water at Kapalua Beach and Makena Beach. Get outdoors at Parasailing & Paragliding and Keawakapu Beach. Explore the numerous day-trip ideas around Lahaina: Wailea (Ulua Beach & Little Beach), Kamaole Beach Park II (in Kihei) and Story of Hawaii Museum (in Kahului). There's much more to do: enjoy the sand and surf at Kahekili Beach Park, view the masterpieces at Maui On Metal, examine the collection at Whalers Village Museum, and get engrossed in the history at Baldwin Home Museum.

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

You can fly from Lihue to Lahaina in 2.5 hours. In September, plan for daily highs up to 86°F, and evening lows to 74°F. Finish up your sightseeing early on the 25th (Sat) so you can catch the flight back home.

Things to do in Lahaina

Outdoors · Parks · Beaches · Museums

Side Trips

Island of Hawaii travel guide

4.5
Swim with Dolphins · Scuba & Snorkeling · Beaches
The Big Island
Aptly nicknamed the "Big Island," the Island of Hawaii features sunny, black-sand beaches on the western side by Kona and a tropical rain forest on the eastern by Hilo. In between, the massive mountain Maunaloa covers half the island, and Kilauea, one of the world's most active volcanoes, erupts continuously. Twice as large as all the other Hawaiian Islands combined, this big chunk of land in the Pacific manages to retain a laid-back atmosphere despite its immense popularity with tourists. Instead of spending your entire vacation at one of the island's luxurious tourist resorts, go on tours of this Pacific haven's coffee and macadamia nut plantations and working ranches, or explore its nature reserves and rugged trails.

Kauai travel guide

4.5
Scuba & Snorkeling · Zipline · Beaches
The Garden Isle
The northernmost of Hawaii's major islands, Kauai earned the nickname "Garden Island" because of its abundance of lush greenery and tropical plants, watered frequently with plentiful rainfall. Kauai's landscape continues to suffer from powerful erosion, resulting in natural attractions that include plunging canyons, tall mountain peaks, and the longest sandy coastline of all the Hawaiian islands. Offering a mild tropical climate and pristine wilderness areas largely unspoiled by mass tourism, Kauai is a great vacation destination for visitors eager to escape Hawaii's more crowded tourist resorts. For a genuine Kauai experience, join the locals for one of their famous traditional meat and vegetable feasts, prepared in underground pits lined with hot rocks.

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.