22 days in Hawaii Itinerary

22 days in Hawaii Itinerary

Created using Inspirock Hawaii journey builder

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1
Honolulu, Oahu
— 4 nights
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2
Molokai
— 2 nights
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3
Kahului, Maui
— 5 nights
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4
Kailua-Kona, Island of Hawaii
— 4 nights
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5
Lihue, Kauai
— 4 nights
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Honolulu, Oahu

— 4 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. Go for a jaunt from Honolulu to Kailua to see Kailua Beach Park about 32 minutes away. Next up on the itinerary: stroll the grounds of USS Arizona Memorial, see the interesting displays at USS Bowfin Submarine Museum & Park, explore the striking landscape at Halona Blowhole, and appreciate the history behind King Kamehameha Statue.

To see reviews, more things to do, and more tourist information, read our Honolulu online trip planner.

Singapore, Singapore to Honolulu is an approximately 18.5-hour flight. Due to the time zone difference, you'll gain 18 hours traveling from Singapore to Honolulu. Traveling from Singapore in December, things will get a bit cooler in Honolulu: highs are around 32°C and lows about 24°C. Finish your sightseeing early on the 22nd (Wed) to allow enough time to travel to Molokai.

Things to do in Honolulu

Parks · Outdoors · Beaches · Museums

Side Trips

Find places to stay Dec 18 — 22:

Molokai

— 2 nights

The Friendly Isle

Start off your visit on the 22nd (Wed): make a trip to United States Postal Service, then enjoy the sand and surf at Papohaku Beach Park, then stop by Purdy's All-Natural Macadamia Nut Farm, and finally discover the deep blue sea with Molokai Fish & Dive Center. On the 23rd (Thu), you'll have a packed day of sightseeing: take an in-depth tour of Molokai Museum and Cultural Center, then get great views at Palaau State Park, then don't miss a visit to Kalaupapa Overlook, and finally explore the striking landscape at Phallic Rock (Ka Ule o Nanahoa).

To see where to stay, reviews, traveler tips, and more tourist information, use the Molokai trip planning app.

Getting from Honolulu to Molokai by flight takes about 2.5 hours. Other options: do a combination of flight and taxi. Expect a daytime high around 30°C in December, and nighttime lows around 22°C. Finish your sightseeing early on the 24th (Fri) to allow enough time to travel to Kahului.

Things to do in Molokai

Parks · Nature · Outdoors · Tours
Find places to stay Dec 22 — 24:

Kahului, Maui

— 5 nights
Kahului is a census-designated place (CDP) in Maui County, on the island of Maui, in the U.S. state of Hawaii. Kids will enjoy Scuba & Snorkeling and Helicopter Tours. When in Kahului, make a side trip to see Karen Lei's Gallery in Kahakuloa, approximately Kahakuloa away. The adventure continues: immerse yourself in nature at Iao Valley, kick back and relax at HA Baldwin Beach Park, learn about all things military at Nisei Veterans Memorial Center, and take a stroll around Maui Arts & Cultural Center.

To find reviews, more things to do, maps, and other tourist information, you can read our Kahului attractions planner.

You can fly from Molokai to Kahului in 2 hours. Alternatively, you can do a combination of taxi and flight. Expect a daytime high around 32°C in December, and nighttime lows around 22°C. Finish your sightseeing early on the 29th (Wed) so you can fly to Kailua-Kona.

Things to do in Kahului

Outdoors · Parks · Tours · Trails

Side Trips

Find places to stay Dec 24 — 29:

Kailua-Kona, Island of Hawaii

— 4 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.
Kids will appreciate attractions like Swim with Dolphins and Kona Cloud Forest. You'll find plenty of places to visit near Kailua-Kona: Hilo (Rainbow Falls, Akaka Falls State Park, &more), Puukohola National Historic Park (in Kawaihae) and Hapuna Beach State Recreation Area (in Puako). The adventure continues: enjoy the sand and surf at Mauna Kea Beach, take in nature's colorful creations at Hawaii Tropical Bioreserve and Garden, take in the spiritual surroundings of Mokuaikaua Church, and take a leisurely stroll along Kailua Pier.

To find maps, more things to do, traveler tips, and other tourist information, read our Kailua-Kona trip planner.

You can fly from Kahului to Kailua-Kona in 2.5 hours. In December in Kailua-Kona, expect temperatures between 32°C during the day and 24°C at night. Finish up your sightseeing early on the 2nd (Sun) so you can catch the flight to Lihue.

Things to do in Kailua-Kona

Parks · Outdoors · Tours · Wildlife

Side Trips

Find places to stay Dec 29 — Jan 2:

Lihue, Kauai

— 4 nights
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Kids will appreciate attractions like Waimea Canyon State Park and Poipu Beach Park. You'll find plenty of places to visit near Lihue: Swinging Bridge (in Hanapepe) and Hanalei Beach (in Hanalei). The adventure continues: kick your exploration up a notch at some of the top local zipline courses and adventure parks, take in the dramatic scenery at Wailua Falls, enjoy the sand and surf at Kalapaki Beach, and steep yourself in history at Kilohana.

To find traveler tips, more things to do, other places to visit, and other tourist information, read Lihue journey maker site.

Traveling by flight from Kailua-Kona to Lihue takes 2.5 hours. January in Lihue sees daily highs of 30°C and lows of 21°C at night. You will have some time to spend on the 6th (Thu) before leaving for home.

Things to do in Lihue

Parks · Outdoors · Beaches · Nature

Side Trips

Find places to stay Jan 2 — 6:

Hawaii travel guide

4.4
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.