18 days in San Francisco, Maui & Oahu Itinerary

18 days in San Francisco, Maui & Oahu Itinerary

Created using Inspirock United States Trip Planner

This plan was created by another user.  Make it your plan

Route & dates

18 days in San Francisco, Maui & Oahu Itinerary

Start: Rome
Fly:  17​h 30​min
1
San Francisco
— 4 nights
Fly + Drive:  11​h 45​min
2
Napili-Honokowai
— 2 nights
Drive:  1​h 15​min
3
Kihei
— 3 nights
Fly:  2​h 30​min
4
Honolulu
— 4 nights
Fly:  27​h
End: Rome


Learn more about your trip

4
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Relax by the water at China Beach and Limantour Beach. You'll explore and learn at California State Railroad Museum and Exploratorium. Step out of San Francisco to go to Sacramento and see Old Sacramento, which is approximately 2 hours away. There's still lots to do: head off the coast to Alcatraz Island, see the interesting displays at de Young Museum, steep yourself in history at SS Jeremiah O'Brien, and get curious at California Academy of Sciences.

For reviews, maps, where to stay, and other tourist information, read our San Francisco trip itinerary builder.

Rome, Italy to San Francisco is an approximately 17.5-hour flight. You'll gain 9 hours traveling from Rome to San Francisco due to the time zone difference. October in San Francisco sees daily highs of 26°C and lows of 15°C at night. Wrap up your sightseeing on the 6th (Fri) early enough to travel to Honolulu.

Things to do in San Francisco

Museums Parks Childrens Museums

Side Trips

Sacramento, Limantour Beach
Highlights from your plan
California State Railroad Museum ©
Alcatraz Island ©
Alcatraz Island
Cable Car Museum ©
Cable Car Museum

2
nights
Napili-Honokowai

Napili-Honokowai ©
Take a break from the city and head to Napili Beach and Kapalua Plantation Course. Whalers Village Museum and Baldwin Home Museum are good opportunities to explore the local culture.

To find photos, traveler tips, reviews, and more tourist information, you can read our Napili-Honokowai trip builder.

Use the Route module to find suitable travel options from San Francisco to Napili-Honokowai. The time zone changes from Pacific Standard Time to Hawaii Standard Time, which is usually a -2 hour difference. Traveling from San Francisco in October, things will get somewhat warmer in Napili-Honokowai: highs are around 34°C and lows about 26°C. Finish your sightseeing early on the 9th (Mon) so you can travel to Kihei.

Things to do in Napili-Honokowai

Outdoors Beaches Parks

Side Trips

Lahaina, Kapalua Plantation Course
Highlights from your plan
Napili Beach ©
Napili Beach
Ka'anapali Beach ©
Ka'anapali Beach
Kahekili Beach Park ©
Kahekili Beach Park

3
nights
Kihei

Kihei ©
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Discover out-of-the-way places like Kamaole Beach Park II and Kamaole Beach Park III. Visiting Ho'okipa Beach Park and Ulua Beach will get you outdoors. When in Kihei, make a side trip to see Hui No‘eau Visual Arts Center in Makawao, approximately 36 minutes away. And it doesn't end there: enjoy the sand and surf at Keawakapu Beach, see the world from above with a helicopter tour, get some jogging in at Wailea Beach Path, and stroll through Polo Beach.

For photos, reviews, traveler tips, and other tourist information, refer to the Kihei vacation trip planner.

You can drive from Napili-Honokowai to Kihei in an hour. In October, plan for daily highs up to 36°C, and evening lows to 24°C. Finish your sightseeing early on the 12th (Thu) to allow enough time to travel to Honolulu.

Things to do in Kihei

Outdoors Beaches Parks

Side Trips

Wailea, Ho'okipa Beach Park, Helicopter Tours, Hui No‘eau Visual Arts Center
Highlights from your plan
Kamaole Beach Park II ©
Kamaole Beach Park II
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Kamaole Beach Park III ©
Kamaole Beach Park III

4
nights
Honolulu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Get in touch with nature at Kailua Beach Park and Makapuu Lighthouse Trail. Step off the beaten path and head to Lanikai Beach and The Byodo-In Temple. Step out of Honolulu to go to Haleiwa and see Waimea Bay, which is approximately 54 minutes away. And it doesn't end there: enjoy the sand and surf at Waikiki Beach, trek along Koko Crater Trail, appreciate the views at Nuuanu Pali Lookout, and admire the majestic nature at Hanauma Bay Nature Preserve.

For more things to do, other places to visit, ratings, and more tourist information, read Honolulu vacation trip planner.

Traveling by combination of taxi and flight from Kihei to Honolulu takes 2.5 hours. In October, daily temperatures in Honolulu can reach 36°C, while at night they dip to 27°C. Wrap up your sightseeing by early afternoon on the 17th (Tue) to allow enough time to travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Oahu, Kailua, Byodo-In Temple, Waimea Bay
Highlights from your plan
Koko Crater Railway Trail ©
Koko Crater Railway Trail
Kailua Beach Park ©
Kailua Beach Park
Lanikai Beach ©
Lanikai Beach

Similar Plans

21 days in United States BY A USER FROM UNITED STATES August, teens, beaches, historic sites, shopping, popular sights PREFERENCES: August, teens, beaches, historic sites, shopping ATTRACTION STYLE: Popular sights PACE: Medium 20 days in San Francisco BY A USER FROM IRELAND January, slow & easy, popular sights PREFERENCES: January ATTRACTION STYLE: Popular sights PACE: Slow & easy 20 days in United States BY A USER FROM ITALY August, teens, popular sights PREFERENCES: August, teens ATTRACTION STYLE: Popular sights PACE: Medium 22 days in Oahu BY A USER FROM MALAYSIA June, fast-paced, popular sights PREFERENCES: June ATTRACTION STYLE: Popular sights PACE: Fast-paced 20 days in United States BY A USER FROM AUSTRALIA November, teens, kids, culture, outdoors, beaches, shopping, popular sights PREFERENCES: November, teens, kids, culture, outdoors, beaches, shopping ATTRACTION STYLE: Popular sights PACE: Medium 22 days in United States BY A USER FROM AUSTRALIA September, teens, relaxing, historic sites, shopping, popular sights PREFERENCES: September, teens, relaxing, historic sites, shopping ATTRACTION STYLE: Popular sights PACE: Medium 19 days in United States BY A USER FROM UNITED STATES August, kids, popular sights PREFERENCES: August, kids ATTRACTION STYLE: Popular sights PACE: Medium 19 days in United States BY A USER FROM UNITED STATES June, popular sights PREFERENCES: June ATTRACTION STYLE: Popular sights PACE: Medium 20 days in Palo Alto, Berkeley & San Francisco BY A USER FROM ARGENTINA August, hidden gems PREFERENCES: August ATTRACTION STYLE: Hidden gems PACE: Medium 21 days in San Diego & San Francisco BY A USER FROM UNITED KINGDOM July, popular sights PREFERENCES: July ATTRACTION STYLE: Popular sights PACE: Medium 20 days in United States BY A USER FROM UNITED KINGDOM September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 20 days in United States BY A USER FROM UNITED KINGDOM August, popular sights PREFERENCES: August ATTRACTION STYLE: Popular sights PACE: Medium
View more plans