20 days in Honolulu, Maui & Kailua-Kona Itinerary

20 days in Honolulu, Maui & Kailua-Kona Itinerary

Created using Inspirock Hawaii travel route builder

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

Route & dates

20 days in Honolulu, Maui & Kailua-Kona Itinerary

Start: San Francisco
Fly:  7​h 30​min
1
Honolulu
— 6 nights
Fly + Taxi:  2​h 30​min
2
Kihei
— 6 nights
Bus + Fly:  2​h 15​min
3
Kailua-Kona
— 6 nights
Fly:  8​h 15​min
End: San Francisco

6
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.
You'll get in some beach time at Ko Olina Lagoons and Waikiki Beach. Escape the urban bustle at Scuba & Snorkeling and Makapuu Lighthouse Trail. Change things up with these side-trips from Honolulu: Lanikai Beach (in Kailua), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Waimea Valley (in Haleiwa). There's lots more to do: stroll the grounds of USS Arizona Memorial, pause for some photo ops at Queen Liliuokalani Statue, explore the gorgeous colors at Pele's Chair, and kick back and relax at Kapiolani Regional Park.

For photos, reviews, traveler tips, and more tourist information, go to the Honolulu trip planner .

San Francisco to Honolulu is an approximately 7.5-hour flight. You can also do a combination of subway and flight; or do a combination of train and flight. The time zone difference when traveling from San Francisco to Honolulu is minus 2 hours. Traveling from San Francisco in April, expect Honolulu to be somewhat warmer, temps between 83°F and 71°F. Finish up your sightseeing early on the 18th (Thu) so you can travel to Kihei.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Oahu, Haleiwa, Ko Olina Lagoons, Lanikai Beach, Pu’u O Mahuka Heiau State Monument
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Lanikai Beach ©
Lanikai Beach
Makapuu Lighthouse Trail ©
Makapuu Lighthouse Trail

6
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.
Step off the beaten path and head to Ulua Beach and Makena Beach. Get outdoors at Kamaole Beach Park II and Kamaole Beach Park III. When in Kihei, make a side trip to see Maria Lanakila Catholic Church in Lahaina, approximately 52 minutes away. There's much more to do: stroll through Ho'okipa Beach Park, enjoy the sand and surf at Po'olenalena Beach, discover the deep blue sea with a scuba or snorkeling tour, and brush up on your knowledge of spirits at Ocean Vodka Organic Farm and Distillery.

To see ratings, traveler tips, reviews, and more tourist information, refer to the Kihei trip planner .

Traveling by combination of flight and taxi from Honolulu to Kihei takes 2.5 hours. Alternatively, you can do a combination of flight and car. In April, plan for daily highs up to 85°F, and evening lows to 68°F. Wrap up your sightseeing by early afternoon on the 24th (Wed) to allow enough time to travel to Kailua-Kona.

Things to do in Kihei

Outdoors Beaches Parks

Side Trips

Wailea, Big Beach, Maria Lanakila Catholic Church, Ocean Vodka Organic Farm and Distillery, Ho'okipa Beach Park
Highlights from your plan
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Keawakapu Beach ©
Keawakapu Beach
Wailea Beach Path ©
Wailea Beach Path

6
nights
Kailua-Kona

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.
Relax by the water at Manini'owali Beach (Kua Bay) and Hapuna Beach State Recreation Area. Visiting Greenwell Farms and Thurston Lava Tube (Nahuku) will get you outdoors. You'll find plenty of places to visit near Kailua-Kona: Punalu‘U Beach (in Pahala), The Painted Church (in Captain Cook) and Jagger Museum (in Volcano). Next up on the itinerary: fulfill a lifelong dream with a swim-with-the-dolphins experience, experience rural life at Kona Coffee Living History Farm, cast your line with a fishing tour, and stop by Kona Joe Coffee.

To see reviews, more things to do, maps, and tourist information, use the Kailua-Kona trip itinerary builder website .

San Francisco to Kailua-Kona is an approximately 8.5-hour flight. You can also do a combination of subway and flight; or do a combination of train and flight. Traveling from San Francisco to Kailua-Kona, you'll gain 2 hours due to the time zone difference. Expect somewhat warmer weather when traveling from San Francisco in April: highs in Kailua-Kona hover around 83°F, while lows dip to 72°F. Cap off your sightseeing on the 18th (Thu) early enough to travel to Kihei.

Things to do in Kailua-Kona

Outdoors Parks Nature

Side Trips

Captain Cook, Kealakekua, Hawaii Volcanoes National Park, Jagger Museum, Hula Daddy Kona Coffee
Highlights from your plan
Swim with Dolphins
Punalu‘U Beach ©
Punalu‘U Beach
Hapuna Beach State Recreation Area ©
Hapuna Beach State Recreation Area