29 days in Hawaii Itinerary

29 days in Hawaii Itinerary

Created using Inspirock Hawaii itinerary planner

Make it your trip
Fly
1
Honolulu, Oahu
— 8 nights
Fly
2
Lihue, Kauai
— 4 nights
Fly
3
Lahaina, Maui
— 7 nights
Drive
4
Kipahulu, Maui
— 2 nights
+2
Drive to Kahului Airport, Fly to Hilo International Airport, Drive to Volcano
5
Volcano, Island of Hawaii
— 4 nights
Drive
6
Kailua-Kona, Island of Hawaii
— 3 nights
Fly

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Honolulu, Oahu

— 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.
Venture out of the city with trips to Haleiwa (Sunset Beach Park & Waimea Bay), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Turtle Bay Golf (in Kahuku). Next up on the itinerary: explore the different monuments and memorials at USS Arizona Memorial, tour the pleasant surroundings at Waikiki Beach, take in the pleasant sights at Diamond Head State Monument, and kick back and relax at Kailua Beach Park.

To find reviews, more things to do, where to stay, and more tourist information, refer to the Honolulu trip itinerary builder tool.

Charlotte to Honolulu is an approximately 11.5-hour flight. You'll gain 5 hours traveling from Charlotte to Honolulu due to the time zone difference. Expect a bit warmer weather when traveling from Charlotte in April: highs in Honolulu hover around 83°F, while lows dip to 71°F. Cap off your sightseeing on the 13th (Tue) early enough to travel to Lihue.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Lihue, Kauai

— 4 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Explore Lihue's surroundings by going to Hanalei Beach (in Hanalei), Waimea (Puu Hinahina Lookout & Waimea Canyon State Park) and Na Pali Coast State Park (in Wainiha). The adventure continues: kick your exploration up a notch at some of the top local zipline courses and adventure parks, take in the dramatic natural features at Spouting Horn, tee off at Poipu Bay Resort Golf Course, and enjoy the sand and surf at Poipu Beach Park.

To find ratings, reviews, photos, and tourist information, read Lihue road trip planner.

Fly from Honolulu to Lihue in 2.5 hours. In April, daily temperatures in Lihue can reach 80°F, while at night they dip to 70°F. Finish up your sightseeing early on the 17th (Sat) so you can travel to Lahaina.

Things to do in Lihue

Parks · Outdoors · Tours · Nature

Side Trips

Lahaina, Maui

— 7 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'll find plenty of places to visit near Lahaina: Kula Country Farms (in Kula), Makawao (Ho'omana Spa Maui & Hui No‘eau Visual Arts Center) and Wailuku (Hale Ho'ike'ike at the Bailey House & Iao Valley). There's lots more to do: see some colorful creatures with a scuba or snorkeling tour, kick back and relax at Napili Beach, stroll through Wailea Beach, and kick your exploration up a notch at some of the top local zipline courses and adventure parks.

To see ratings, reviews, traveler tips, and other tourist information, use the Lahaina driving holiday planner.

Getting from Lihue to Lahaina by flight takes about 4 hours. In April, daytime highs in Lahaina are 80°F, while nighttime lows are 69°F. Finish your sightseeing early on the 24th (Sat) so you can drive to Kipahulu.

Things to do in Lahaina

Parks · Outdoors · Beaches · Tours

Side Trips

Kipahulu, Maui

— 2 nights
Start off your visit on the 25th (Sun): cruise along Hana Highway - Road to Hana. Here are some ideas for day two: enjoy the sand and surf at Hamoa Beach, contemplate the geological forces at Haleakala Crater, and then don't miss a visit to Charles Lindbergh's Grave.

To see reviews, traveler tips, maps, and other tourist information, read our Kipahulu travel route builder.

Drive from Lahaina to Kipahulu in 2.5 hours. In April, daytime highs in Kipahulu are 85°F, while nighttime lows are 68°F. Finish up your sightseeing early on the 26th (Mon) so you can travel to Volcano.

Things to do in Kipahulu

Outdoors · Scenic Drive · Parks · Nature

Side Trips

Volcano, Island of Hawaii

— 4 nights
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
You'll find plenty of places to visit near Volcano: Laupahoehoe Beach Park (in Laupahoehoe), Hilo (Akaka Falls State Park, Basically Books, &more) and Hawaii Volcanoes National Park (Kalapana, Holei Sea Arch, &more). The adventure continues: trek along Kilauea Iki Trailhead, get a dose of the wild on a nature and wildlife tour, tour the pleasant surroundings at Kipuka Puaulu (Bird Park) Trail, and examine the collection at Jagger Museum.

To see more things to do, where to stay, reviews, and tourist information, use the Volcano online trip planner.

The Route module can help you plan travel from Kipahulu to Volcano. In April, plan for daily highs up to 81°F, and evening lows to 67°F. Wrap up your sightseeing on the 30th (Fri) to allow time to drive to Kailua-Kona.

Things to do in Volcano

Parks · Outdoors · Nature · Trails

Side Trips

Kailua-Kona, Island of Hawaii

— 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.
Start off your visit on the 1st (Sat): explore the wealth of natural beauty at Pu'uhonua O Honaunau National Historical Park, then experience rural life at Heavenly Hawaiian Kona Coffee Farm, and then see some colorful creatures with a scuba or snorkeling tour. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Hapuna Beach State Recreation Area and then tour the pleasant surroundings at Anaehoomalu.

To see where to stay, photos, maps, and tourist information, you can read our Kailua-Kona trip builder tool.

Traveling by car from Volcano to Kailua-Kona takes 2.5 hours. Alternatively, you can take a bus. In April in Kailua-Kona, expect temperatures between 83°F during the day and 72°F at night. Finish your sightseeing early on the 3rd (Mon) to allow enough time to travel back home.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Nature

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.

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.