29 days in Hawaii, Island of Hawaii & Maui Itinerary

29 days in Hawaii, Island of Hawaii & Maui Itinerary

Created using Inspirock United States trip planner

Make it your trip
Fly
1
Lihue, Kauai
— 3 nights
Fly
2
Honolulu, Oahu
— 9 nights
Fly
3
Hilo
— 4 nights
Drive
4
Waikoloa
— 3 nights
Fly
5
Wailuku
— 1 day
Drive
6
Lahaina
— 9 nights
Fly

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Lihue, Kauai

— 3 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Step off the beaten path and head to Kauai Path and Kalapaki Beach. Venture out of the city with trips to Princeville (Queen's Bath & Pali Ke Kua Beach (Hideaway s Beach)). There's lots more to do: kick your exploration up a notch at some of the top local zipline courses and adventure parks, contemplate the long history of Kilohana, trek along Ho'opi'i Falls, and visit a coastal fixture at Ninini Point Lighthouse Cache Site.

For reviews, more things to do, other places to visit, and tourist information, you can read our Lihue road trip planner.

Los Angeles to Lihue is an approximately 7.5-hour flight. You'll gain 2 hours traveling from Los Angeles to Lihue due to the time zone difference. Plan for a bit warmer nights when traveling from Los Angeles in June since evenings lows in Lihue dip to 73°F. Finish your sightseeing early on the 5th (Sat) to allow enough time to fly to Honolulu.

Things to do in Lihue

Outdoors · Parks · Trails · Beaches

Side Trips

Honolulu, Oahu

— 9 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'll explore the less-touristy side of things at Photography Tours and Shark Diving. Venture out of the city with trips to Byodo-In Temple (in Kaneohe), Waimanalo Beach (in Waimanalo) and Kailua (Kailua Beach Park, Pillbox Hike, &more). The adventure continues: hike along Diamond Head State Monument, contemplate the waterfront views at Hanauma Bay Nature Preserve, savor the flavors at Food & Drink, and see the interesting displays at USS Bowfin Submarine Museum & Park.

To see other places to visit, more things to do, ratings, and other tourist information, go to the Honolulu road trip planner.

Getting from Lihue to Honolulu by flight takes about 2.5 hours. June in Honolulu sees daily highs of 86°F and lows of 74°F at night. Cap off your sightseeing on the 14th (Mon) early enough to catch the flight to Hilo.

Things to do in Honolulu

Parks · Outdoors · Beaches · Trails

Side Trips

Hilo

— 4 nights

America's Wettest City

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'll explore the less-touristy side of things at Kilauea Iki Trailhead and Liliuokalani Gardens. Venture out of the city with trips to Hawaii Volcanoes National Park (Devastation Trail & Holei Sea Arch), Paradise Meadows Orchard & Bee Farm Home of Hawaii's Local Buzz (in Naalehu) and Kula Kai Caverns (in Ocean View). There's still lots to do: kick back and relax at Richardson Beach Park, take in the dramatic scenery at Akaka Falls State Park, head outdoors with Outdoor Activities, and walk around Carlsmith Beach Park.

To see other places to visit, where to stay, maps, and more tourist information, read our Hilo trip website.

You can fly from Honolulu to Hilo in 2.5 hours. Traveling from Honolulu in June, Hilo is a bit cooler at night with lows of 69°F. Cap off your sightseeing on the 18th (Fri) early enough to go by car to Waikoloa.

Things to do in Hilo

Parks · Outdoors · Nature · Beaches

Side Trips

Waikoloa

— 3 nights
Waikoloa Village is a census-designated place (CDP) in Hawaii County, Hawaii, United States. Kick off your visit on the 19th (Sat): contemplate the long history of Puukohola National Historic Park, then contemplate the waterfront views at Puako Bay, and then play a few rounds at Waikoloa Village Golf Club. On the 20th (Sun), you'll have a packed day of sightseeing: head outdoors with Dolphin Quest, identify plant and animal life at Waikoloa Petroglyph Preserve, and then get a taste of life in the country at Dahana Ranch.

For photos, other places to visit, maps, and other tourist information, go to the Waikoloa online holiday maker.

You can drive from Hilo to Waikoloa in 1.5 hours. Alternatively, you can take a bus. In June, plan for daily highs up to 85°F, and evening lows to 74°F. Finish your sightseeing early on the 21st (Mon) so you can fly to Wailuku.

Things to do in Waikoloa

Outdoors · Parks · Golf · Wildlife

Side Trips

Wailuku

— 1 day
Wailuku is a census-designated place (CDP) in Maui County, Hawaii, United States. On the 21st (Mon), observe the fascinating underwater world at Maui Ocean Center, discover the deep blue sea with Maui Reef Adventures, and then get engrossed in the history at Story of Hawaii Museum.

To find ratings, more things to do, maps, and more tourist information, read Wailuku online travel planner.

You can fly from Waikoloa to Wailuku in 2.5 hours. In June, daytime highs in Wailuku are 87°F, while nighttime lows are 71°F. Cap off your sightseeing on the 21st (Mon) early enough to go by car to Lahaina.

Things to do in Wailuku

Wildlife · Tours · Outdoors · Parks

Side Trips

Highlights from your trip

Lahaina

— 9 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 explore the less-touristy side of things at Napili Beach and Honolua Bay. There's lots more to do: take a tour by water with Boat Tours & Water Sports, tour the pleasant surroundings at Ka'anapali Beach, experience rural life at Punakea Palms, and whizz through the canopy at some of the top local zipline courses and adventure parks.

To find maps, reviews, ratings, and more tourist information, go to the Lahaina online trip itinerary builder.

You can drive from Wailuku to Lahaina in an hour. Another option is to take a bus. In June, daytime highs in Lahaina are 84°F, while nighttime lows are 72°F. You'll have a few hours on the 30th (Wed) to wrap things up before traveling home.

Things to do in Lahaina

Outdoors · Parks · Beaches · Tours

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.

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.

Maui travel guide

4.5
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.