19 days in Kauai, Maui & Island of Hawaii Itinerary

19 days in Kauai, Maui & Island of Hawaii Itinerary

Created using Inspirock Hawaii planner

Make it your trip
Fly
1
Poipu
— 3 nights
Drive
2
Wainiha
— 2 nights
+2
Drive to Lihue Airport, Fly to Kahului Airport, Drive to Lahaina
3
Lahaina
— 4 nights
Drive
4
Haleakala National Park
— 2 nights
Fly
5
Hawaii Volcanoes National Park
— 1 night
Drive
6
Kailua-Kona
— 6 nights
Fly

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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'll explore the less-touristy side of things at Maha'ulepu Heritage Trail and Makawehi Bluff. Escape the urban bustle at Canyon Trail and Poipu Beach Park. Go for a jaunt from Poipu to Waimea to see Waimea Canyon State Park about 56 minutes away. There's much more to do: head outdoors with Kauai Sea Rider Snorkel & Whale Watching Tours, contemplate the waterfront views at Menehune Fishpond, kick back and relax at Shipwreck Beach, and explore the striking landscape at Spouting Horn.

To see photos, maps, traveler tips, and tourist information, go to the Poipu planner.

Montreal, Canada to Poipu is an approximately 15.5-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Hawaii-Aleutian Standard Time (HST) is minus 5 hours. Traveling from Montreal in November, things will get warmer in Poipu: highs are around 32°C and lows about 25°C. Finish your sightseeing early on the 30th (Tue) to allow enough time to drive to Wainiha.

Things to do in Poipu

Outdoors · Parks · Beaches · Nature

Side Trips

Wainiha

— 2 nights
Kick off your visit on the 1st (Wed): admire the majestic nature at Hāʻena State Park, then kick back and relax at Ke'e Beach, and then stroll through Lumahai Beach. On the next day, trek along Kalalau Trail and then kick back and relax at Tunnels Beach.

To find other places to visit, photos, maps, and tourist information, use the Wainiha vacation maker site.

Traveling by car from Poipu to Wainiha takes 1.5 hours. November in Wainiha sees daily highs of 32°C and lows of 25°C at night. Finish your sightseeing early on the 2nd (Thu) to allow enough time to travel to Lahaina.

Things to do in Wainiha

Parks · Outdoors · Beaches · Trails

Side Trips

Lahaina

— 4 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.
Get outdoors at Wailea Beach Path and Kamaole Beach Park II. You'll discover tucked-away gems like Kahekili Beach Park and Ulua Beach. Take a break from Lahaina with a short trip to Maui Tropical Plantation in Wailuku, about 34 minutes away. The adventure continues: get a new perspective on things with Boat Tours & Water Sports, steep yourself in history at Lahaina Jodo Mission, walk around Lahaina Banyan Court, and head outdoors with The Ocean Project On Maui.

For maps, photos, and tourist information, use the Lahaina trip builder website.

The Route module can help you plan travel from Wainiha to Lahaina. In December, daily temperatures in Lahaina can reach 30°C, while at night they dip to 23°C. Finish up your sightseeing early on the 6th (Mon) so you can travel to Haleakala National Park.

Things to do in Lahaina

Outdoors · Parks · Beaches · Tours

Side Trips

Haleakala National Park

— 2 nights

A Rare and Sacred Landscape

Haleakala National Park offers visitors the rare opportunity to walk down into the intact crater of a volcano.
Start off your visit on the 7th (Tue): don't miss a visit to Charles Lindbergh's Grave, then ride a horse along Pipiwai Trail, and then stroll through Pools at Ohe'o. On the 8th (Wed), you'll have a packed day of sightseeing: contemplate the geological forces at Haleakala Crater and then cruise along Haleakala Highway (Crater Road).

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

Use the Route module to find suitable travel options from Lahaina to Haleakala National Park. In December, daily temperatures in Haleakala National Park can reach 32°C, while at night they dip to 22°C. Finish your sightseeing early on the 8th (Wed) to allow enough time to fly to Hawaii Volcanoes National Park.

Things to do in Haleakala National Park

Parks · Outdoors · Scenic Drive · Trails

Side Trips

Hawaii Volcanoes National Park

— 1 night
Volcanoes have played an important role in shaping the Earth, and Hawaii Volcanoes National Park shows visitors the process in action.
On the 9th (Thu), tour the pleasant surroundings at Kipuka Puaulu (Bird Park) Trail, then hike along Sulphur Banks, and then trek along Kilauea Iki Trailhead.

To find where to stay, traveler tips, photos, and other tourist information, read Hawaii Volcanoes National Park driving holiday tool.

Fly from Haleakala National Park to Hawaii Volcanoes National Park in 2.5 hours. Alternatively, you can do a combination of bus and taxi. In December, daily temperatures in Hawaii Volcanoes National Park can reach 31°C, while at night they dip to 21°C. Wrap up your sightseeing on the 9th (Thu) to allow time to drive to Kailua-Kona.

Things to do in Hawaii Volcanoes National Park

Parks · Trails · Outdoors

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.
Visiting Swim with Dolphins and Nature & Wildlife Tours will get you outdoors. You'll discover tucked-away gems like Makalawena/Pu'u Ali'i and Samuel M. Spencer Beach Park. Venture out of the city with trips to Kohala Mountain Road (in Hawi), Waikoloa Petroglyph Preserve (in Waikoloa) and Puukohola National Historic Park (in Kawaihae). Next up on the itinerary: get a tailor-made plan with Kona Cloud Forest, stop by Kailua Pier, enjoy the sand and surf at White Sand Beach, and contemplate in the serene atmosphere at Mokuaikaua Church.

For ratings, traveler tips, maps, and other tourist information, go to the Kailua-Kona trip itinerary planner.

You can drive from Hawaii Volcanoes National Park to Kailua-Kona in 2.5 hours. Another option is to do a combination of taxi and bus. In December, daytime highs in Kailua-Kona are 32°C, while nighttime lows are 24°C. Finish your sightseeing early on the 15th (Wed) so you can fly back home.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Wildlife

Side Trips

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

4.4
Scuba & Snorkeling · Beaches · Zipline
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.

Island of Hawaii travel guide

4.4
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.