24 days in Honolulu, Princeville & Waikoloa Itinerary

24 days in Honolulu, Princeville & Waikoloa Itinerary

Created using Inspirock Hawaii trip planner
Make it your trip
Fly
1
Honolulu
— 4 nights
Fly
2
Princeville
— 7 nights
Fly
3
Waikoloa
— 7 nights
Fly
4
Honolulu
— 5 nights
Fly

S M T W T F S
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15

Honolulu — 4 nights

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Your day by day itinerary now includes North Shore. Step out of Honolulu with an excursion to Kailua Beach Park in Kailua--about 32 minutes away. There's still lots to do: kick back and relax at Waikiki Beach, cruise along Makapu'u Point, contemplate the waterfront views at Hanauma Bay Nature Preserve, and admire the sheer force of Manoa Falls.

To find more things to do, ratings, where to stay, and more tourist information, use the Honolulu road trip planner.

Chicago to Honolulu is an approximately 11-hour flight. Due to the time zone difference, you'll gain 4 hours traveling from Chicago to Honolulu. Prepare for warmer weather when traveling from Chicago in January: high temperatures in Honolulu hover around 81°F and lows are around 67°F. On the 21st (Tue), you'll travel to Princeville.
Parks · Outdoors · Beaches · Wildlife
Side Trips
Find places to stay Jan 17 — 21:
Find places to stay with best proximity to your trip

Princeville — 7 nights

Princeville is a 9,000acre, upscale, unincorporated, master-planned community of vacation homes and condos on the north shore of the island of Kauai in Kauai County, Hawaii. You've added Hanakoa Falls, 7 Artists Gallery, Anini Paddle Boarding, and other attractions to your itinerary. Explore the numerous day-trip ideas around Princeville: Waimea (Polihale State Park & Waimea Canyon State Park) and Na Pali Coast State Park (in Wainiha). Next up on the itinerary: enjoy the sand and surf at Hanalei Beach, buy something for everyone on your list at Princeville Center, identify plant and animal life at Kalalau Trail, and tour the pleasant surroundings at Hanalei Bay.

To find more things to do, traveler tips, other places to visit, and more tourist information, you can read our Princeville travel route planner.

Getting from Honolulu to Princeville by flight takes about 2.5 hours. Expect a daytime high around 79°F in January, and nighttime lows around 65°F. Finish up your sightseeing early on the 28th (Tue) so you can catch the flight to Waikoloa.
Parks · Outdoors · Beaches · Nature
Side Trips
Find places to stay Jan 21 — 28:
Find places to stay with best proximity to your trip

Waikoloa — 7 nights

Waikoloa Village is a census-designated place (CDP) in Hawaii County, Hawaii, United States. Venture out of the city with trips to Laupahoehoe Beach Park (in Laupahoehoe), Hawaiian Vanilla Company (in Paauilo) and Kahua Ranch (in Waimea). And it doesn't end there: immerse yourself in nature at Hapuna Beach State Recreation Area, play a few rounds at Waikoloa Kings' Course, take in the spiritual surroundings of Kohala Historical Sites State Monument, and enjoy the sand and surf at Mauna Kea Beach.

For traveler tips, other places to visit, where to stay, and other tourist information, read Waikoloa trip builder site.

Traveling by flight from Princeville to Waikoloa takes 2.5 hours. Alternatively, you can fly. In January in Waikoloa, expect temperatures between 80°F during the day and 67°F at night. Cap off your sightseeing on the 4th (Tue) early enough to catch the flight to Honolulu.
Parks · Outdoors · Beaches · Nature
Side Trips
Find places to stay Jan 28 — Feb 4:
Find places to stay with best proximity to your trip

Honolulu — 5 nights

Explore Honolulu's surroundings by going to Swim with Dolphins (in Waianae), Lanikai Beach (in Kailua) and Dole Plantation (in Wahiawa). Explore Honolulu further: stroll the grounds of USS Arizona Memorial, contemplate the waterfront views at Waimea Bay, enjoy the sand and surf at Sunset Beach Park, and examine the collection at USS Bowfin Submarine Museum & Park.

To see where to stay, maps, and other tourist information, refer to the Honolulu trip maker tool.

Traveling by flight from Waikoloa to Honolulu takes 2.5 hours. Finish your sightseeing early on the 9th (Sun) to allow enough time to fly back home.
Outdoors · Parks · Beaches · Wildlife
Side Trips
Find places to stay Feb 4 — 9:
Find places to stay with best proximity to your trip