20 days in Hawaii Itinerary

20 days in Hawaii Itinerary

Created using Inspirock Hawaii tour itinerary maker

Plan created by another user.Make it yours

Route & dates

Start: San Francisco
Fly:  5 h
1
Honolulu, Oahu
— 9 nights
Fly:  4 h 30 min
2
Naalehu, Island of Hawaii
— 2 nights
+2
Drive + Fly + Drive:  5 h 30 min
3
Haleakala National Park, Maui
— 2 nights
Drive:  1 h
4
Wailea, Maui
— 5 nights
Fly:  2 h 30 min
End: San Francisco

9
nights
Honolulu, Oahu

Honolulu ©
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 get in some beach time at Waikiki Beach and Kapiolani Regional Park. Popular historic sites such as Makapuu Lighthouse Trail and Byodo-In Temple are in your itinerary. Change things up with these side-trips from Honolulu: Ko Olina Lagoons (in Kapolei), Kokololio Beach Park (in Hauula) and Haleiwa (Waimea Bay, Sunset Beach Park, &more). There's lots more to do: kick back and relax at Sharks Cove, take in the pleasant sights at Diamond Head State Monument, work some fitness into your day at Ala Moana Beach Park, and tour the pleasant surroundings at Koko Crater Railway Trail.

To see where to stay, reviews, other places to visit, and other tourist information, you can read our Honolulu journey maker website.

San Francisco to Honolulu is an approximately 8-hour flight. The time zone changes from Pacific Standard Time (PST) to Hawaii Standard Time (HST), which is usually a -2 hour difference. Expect a bit warmer temperatures when traveling from San Francisco in March; daily highs in Honolulu reach 81°F and lows reach 68°F. On the 13th (Sat), you'll travel to Naalehu.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Oahu, Haleiwa, Kailua, Waimanalo Beach, Ko Olina Lagoons
Find places to stay Mar 4 — 13:
Highlights from your plan
Makapuu Lighthouse Trail ©
Makapuu Lighthouse Trail
Kailua Beach Park ©
Kailua Beach Park
Waikiki Beach ©
Waikiki Beach

2
nights
Naalehu, Island of Hawaii

Naalehu ©
Naalehu is a census-designated place in Hawaii County, Hawaii. Kick off your visit on the 13th (Sat): contemplate in the serene atmosphere at Wood Valley Temple. Get ready for a full day of sightseeing on the 14th (Sun): explore the fascinating underground world of Kula Kai Caverns, thenexperience rural life at Paradise Meadows Orchard & Bee Farm Home of Hawaii's Local Buzz, and then kick back and relax at Papakōlea Green Sand Beach.

For where to stay, photos, other places to visit, and other tourist information, use the Naalehu driving holiday planner.

You can fly from Honolulu to Naalehu in 5.5 hours. When traveling from Honolulu in March, plan for a bit cooler days and colder nights in Naalehu: temperatures range from 66°F by day to 44°F at night. Finish your sightseeing early on the 15th (Mon) to allow enough time to travel to Haleakala National Park.

Things to do in Naalehu

Parks Beaches Outdoors

Side Trips

Wood Valley Temple, Kula Kai Caverns
Find places to stay Mar 13 — 15:
Highlights from your plan
Papakōlea Green Sand Beach ©
Papakōlea Green Sand Beach
Kula Kai Caverns ©
Kula Kai Caverns

2
nights
Haleakala National Park, Maui

Haleakala National Park ©
Haleakala National Park offers visitors the rare opportunity to walk down into the intact crater of a volcano.
On the 15th (Mon), experience rural life at ONO Organic Farms, thenmake a trip to Charles Lindbergh's Grave, thenidentify plant and animal life at Pools at Ohe'o, and finally ride a horse along Pipiwai Trail. On the 16th (Tue), you'll have a packed day of sightseeing: take in the exciting artwork at Laura Mango Art Gallery, take in the spiritual surroundings of Kahanu Garden, thenenjoy the sand and surf at Wai'anapanapa State Park, and finally take in the exciting artwork at Hana Coast Gallery.

To see other places to visit, more things to do, reviews, and more tourist information, read our Haleakala National Park day trip tool.

The Route module can help you plan travel from Naalehu to Haleakala National Park. When traveling from Naalehu in March, plan for somewhat warmer days in Haleakala National Park, with highs around 82°F, while nights are warmer with lows around 65°F. On the 17th (Wed), you'll have the morning to explore before heading off to Wailea.

Things to do in Haleakala National Park

Parks Outdoors Beaches

Side Trips

Hana, Hui No‘eau Visual Arts Center, Charles Lindbergh's Grave
Find places to stay Mar 15 — 17:
Highlights from your plan
Pools at Ohe'o ©
Pools at Ohe'o
Hana Coast Gallery ©
Hana Coast Gallery
Kahanu Garden
Kahanu Garden

5
nights
Wailea, Maui

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. You'll explore and learn at Ocean Science Discovery Center and Alexander & Baldwin Sugar Museum. Discover out-of-the-way places like Ho'okipa Beach Park and Kapalua Beach. Go for a jaunt from Wailea to Kapalua to see D.T. Fleming Park about 1h 15 min away. Next up on the itinerary: kick back and relax at Maluaka Beach, tour the pleasant surroundings at Makena Beach, get some jogging in at Wailea Beach Path, and paddle through the water with a kayaking and canoeing tour.

To find maps, ratings, more things to do, and other tourist information, read our Wailea tour planner.

The Route module can help you plan travel from Haleakala National Park to Wailea. In March in Wailea, expect temperatures between 82°F during the day and 65°F at night. Cap off your sightseeing on the 22nd (Mon) early enough to travel back home.

Things to do in Wailea

Outdoors Parks Beaches

Side Trips

Kihei, Wailuku, Kapalua, Ho'okipa Beach Park, Helicopter Tours
Find places to stay Mar 17 — 22:
Highlights from your plan
Wailea Beach Path ©
Wailea Beach Path
Keawakapu Beach ©
Keawakapu Beach
Wailea Beach ©
Wailea Beach

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