48 days in Hawaii Itinerary

48 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary maker

Make it your trip
Train to New York JFK, Fly to Honolulu
1
Honolulu, Oahu
— 13 nights
Fly
2
Lihue, Kauai
— 11 nights
Fly
3
Kailua-Kona, Island of Hawaii
— 9 nights
Fly
4
Lahaina, Maui
— 14 nights
Fly

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Honolulu, Oahu

— 13 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.
Attractions like Waikiki Beach and Diamond Head State Monument make great kid-friendly stops. Venture out of the city with trips to Pu’u O Mahuka Heiau State Monument (in Pupukea), Kailua (Kailua Beach Park & Lanikai Beach) and Haleiwa (North Shore Macadamia Nut Company, Waimea Bay, &more). There's lots more to do: explore the different monuments and memorials at USS Arizona Memorial, discover the deep blue sea with a scuba or snorkeling tour, examine the collection at USS Bowfin Submarine Museum & Park, and browse the exhibits of Iolani Palace.

For where to stay, photos, maps, and tourist information, go to the Honolulu trip planner.

Philadelphia to Honolulu is an approximately 13-hour combination of train and flight. Due to the time zone difference, you'll gain 5 hours traveling from Philadelphia to Honolulu. July in Honolulu sees daily highs of 88°F and lows of 75°F at night. Finish your sightseeing early on the 17th (Sat) to allow enough time to travel to Lihue.

Things to do in Honolulu

Parks · Outdoors · Beaches · Museums

Side Trips

Lihue, Kauai

— 11 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Bring the kids along to Poipu Beach Park and Helicopter Tours. Get out of town with these interesting Lihue side-trips: Waimea (Waimea Canyon State Park, Puuo Kila, &more), Na Pali Coast State Park (in Wainiha) and Hanalei Beach (in Hanalei). There's much more to do: take a memorable tour with Tours, steep yourself in history at Kilohana, kick back and relax at Kalapaki Beach, and hit the best photo ops around with an inspiring photography tour.

To see where to stay, traveler tips, ratings, and other tourist information, refer to the Lihue day trip site.

Traveling by flight from Honolulu to Lihue takes 2.5 hours. In July, plan for daily highs up to 84°F, and evening lows to 74°F. Wrap up your sightseeing on the 28th (Wed) early enough to travel to Kailua-Kona.

Things to do in Lihue

Parks · Outdoors · Beaches · Nature

Side Trips

Kailua-Kona, Island of Hawaii

— 9 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.
Family-friendly places like Swim with Dolphins and Hapuna Beach State Recreation Area will thrill your kids. Venture out of the city with trips to Papakōlea Green Sand Beach (in Naalehu), Hilo (Mokupapapa Discovery Center, Akaka Falls State Park, &more) and Kula Kai Caverns (in Ocean View). There's still lots to do: explore the striking landscape of Pu'uhonua O Honaunau National Historical Park, identify plant and animal life at Hawaii Tropical Botanical Garden, experience rural life at Heavenly Hawaiian Kona Coffee Farm, and play a few rounds at Mauna Lani Resort .

To find photos, maps, other places to visit, and tourist information, go to the Kailua-Kona day trip website.

Traveling by flight from Lihue to Kailua-Kona takes 2.5 hours. Expect a daytime high around 86°F in July, and nighttime lows around 76°F. Finish your sightseeing early on the 6th (Fri) so you can travel to Lahaina.

Things to do in Kailua-Kona

Parks · Outdoors · Beaches · Nature

Side Trips

Lahaina, Maui

— 14 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.
Kids will appreciate attractions like Scuba & Snorkeling and Ka'anapali Beach. Get out of town with these interesting Lahaina side-trips: Wailuku (Ocean Science Discovery Center, Maui Tropical Plantation, &more), Kihei (Makena Golf Courses, Saint Theresa Roman Catholic Church, &more) and Wailea (Makena Beach, Ulua Beach, &more). Spend the 9th (Mon) exploring the striking scenery along Hana Highway - Road to Hana. And it doesn't end there: observe the fascinating underwater world at Maui Ocean Center, take in the architecture and atmosphere at Maria Lanakila Catholic Church, kick back and relax at Kapalua Beach, and take a memorable tour with Tours.

For other places to visit, ratings, more things to do, and more tourist information, read our Lahaina online journey planner.

You can fly from Kailua-Kona to Lahaina in 4.5 hours. In August, daily temperatures in Lahaina can reach 86°F, while at night they dip to 74°F. Finish your sightseeing early on the 20th (Fri) to allow enough time to travel back home.

Things to do in Lahaina

Outdoors · Parks · Beaches · Historic Sites

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.

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.