Hawaii PTO planner 2027

All holidays 2027 in Hawaii, one by one

Here is each day off in date order, what it marks, and the quickest way to turn it into a longer stretch.

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• Friday, January 1: New Year's Day. New Year's Day opens the year with parades, college football bowl games and a quiet day at home. When it falls near a weekend, it extends the holiday season into a longer break. That makes 3 days off in a row without using any leave, January 1 to 3.
• Monday, January 18: Dr. Martin Luther King, Jr. Day. Honors the civil rights leader Dr. Martin Luther King Jr. on the third Monday of January. Many people volunteer in a day of service, and the Monday creates the first long weekend of the year, popular for ski trips. That makes 3 days off in a row without using any leave, January 16 to 18.
• Monday, February 15: Presidents' Day. Officially Washington's Birthday at the federal level and widely called Presidents' Day. Some states place the day elsewhere, even next to Christmas; wherever it sits, it is a classic hook for a long weekend and big retail sales. That makes 3 days off in a row without using any leave, February 13 to 15.
• Friday, March 26: Prince Jonah Kuhio Kalanianaole Day. Prince Kuhio Day honors Prince Jonah Kuhio Kalanianaole, who represented Hawaii in Congress and championed Native Hawaiian homelands. Expect festivals, canoe races and cultural events across the islands. That makes 3 days off in a row without using any leave, March 26 to 28.
• Friday, March 26: Good Friday. Good Friday, the Friday before Easter, is a state holiday in a handful of states. Offices close, and the Easter weekend becomes a good time for a spring break trip. That makes 3 days off in a row without using any leave, March 26 to 28.
• Monday, May 31: Memorial Day. Memorial Day honors the men and women who died serving in the armed forces. It falls on the last Monday of May and unofficially opens summer: beaches, lake houses and road trips fill up. That makes 3 days off in a row without using any leave, May 29 to 31.
• Friday, June 11: King Kamehameha I Day. King Kamehameha I Day honors the king who united the Hawaiian Islands. Hawaii celebrates with lei draping ceremonies at his statues, floral parades and hula, and many families head to the beach. That makes 3 days off in a row without using any leave, June 11 to 13.
• Monday, July 5: Independence Day. The Fourth of July celebrates the Declaration of Independence: parades, barbecues and fireworks. When it lands near a weekend, it creates one of the busiest summer travel stretches of the year. The date itself, Sunday, July 4, falls on a weekend, so the day off is Monday, July 5. That makes 3 days off in a row without using any leave, July 3 to 5.
• Friday, August 20: Statehood Day. Statehood Day, also called Admission Day, marks the date the state joined the Union. State offices close, and the long weekend it often creates is a favorite for a late summer trip. That makes 3 days off in a row without using any leave, August 20 to 22.
• Monday, September 6: Labor Day. Labor Day honors American workers on the first Monday of September and marks the unofficial end of summer. It is the last big long weekend for beaches, lakes and road trips before school is back in full swing. That makes 3 days off in a row without using any leave, September 4 to 6.
• Thursday, November 11: Veterans' Day. Veterans Day honors everyone who served in the U.S. armed forces, on November 11, the anniversary of the First World War armistice. Federal offices and many schools close; many businesses stay open. Take Friday, November 12 off and you have 4 days in a row, November 11 to 14.
• Thursday, November 25: Thanksgiving. Thanksgiving falls on the fourth Thursday of November: turkey, family and football. It is the busiest travel weekend of the year in the United States, so book flights and drives early. Take Friday, November 26 off and you have 4 days in a row, November 25 to 28.
• Friday, December 24: Christmas. Christmas Day is a federal holiday: most shops close and families gather. The weeks around it are a peak time for flights and drives, so book early if you plan to travel. The date itself, Saturday, December 25, falls on a weekend, so the day off is Friday, December 24. That makes 3 days off in a row without using any leave, December 24 to 26.
• Friday, December 31: New Year's Day. New Year's Day opens the year with parades, college football bowl games and a quiet day at home. When it falls near a weekend, it extends the holiday season into a longer break. The date itself, Saturday, January 1, falls on a weekend, so the day off is Friday, December 31. It sits in the middle of the week, so it works best as a single day off.

The math: PTO days in, days off out

With 1 PTO day the longest run you can build is 4 days, November 11 to 14. Three days stretch to 6 days off (November 6 to 11). Five days, a typical week, become 10 days off around Christmas and New Year's Day, December 24, 2027 to January 2, 2028.

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Ten days, the most this planner books in one go, give 18 days in a row, January 1 to 18. For nine days or more away you need 4 PTO days.

Many US employers offer around 10 to 15 PTO days a year. Spend four of them well and you can have two four-day weekends and one long week, without touching the rest.

When the holidays fall in 2027

Winter: New Year's Day on January 1, Dr. Martin Luther King, Jr. Day on January 18, Presidents' Day on February 15, Christmas on December 24 and New Year's Day on December 31. The pick of the season is December 25, 2026 to January 3, 2027 with 4 PTO days for 10 days off.

Spring: Prince Jonah Kuhio Kalanianaole Day on March 26, Good Friday on March 26 and Memorial Day on May 31. The pick of the season is March 20 to 28 with 4 PTO days for 9 days off.

Summer: King Kamehameha I Day on June 11, Independence Day on July 5 and Statehood Day on August 20. The pick of the season is June 5 to 13 with 4 PTO days for 9 days off.

Fall: Labor Day on September 6, Veterans' Day on November 11 and Thanksgiving on November 25. The pick of the season is November 11 to 14 with 1 PTO day for 4 days off.

Where to go on a long weekend from Hawaii

Island hopping is the classic Hawaiian long weekend: Maui for Haleakala and the Road to Hana, the Big Island for volcanoes and stargazing, Kauai for the Na Pali Coast. Winter brings big waves to Oahu's North Shore and whale watching season.

Your strongest stretches this year fall in December, January and February, so pick the trip that suits that season, and book early: everyone else in Hawaii has the same days off.

Where these dates come from

Every date on this page comes from the official source for Hawaii: Hawaii DHRD: Holidays to be observed in 2027 and 2028 and OPM federal holidays, read directly and compared day by day with an independent second source. A year appears once its official list is published, and we never fill a gap with another state's dates.

The planner treats weekends and full holidays as free days and works out where your PTO days turn into the longest time off. Days kept in part of Hawaii or as observances are shown but never counted. Last checked on October 1, 2026.