Honolulu in January: 27°C / 81°F afternoons, 19°C / 66°F nights, the coolest evenings of the year and the most days with real rain.
Pack for dinner. NOAA's normals for Honolulu airport give January 80.5°F by day and 19.3°C at night, the coolest normal low of the year, with 47mm of rain over about 8 days and 3.3 days of a tenth of an inch or more, the highest count of any month. The afternoons stay summer. The evenings do not, and Waikīkī's dining rooms set the rest. The Halekulani's La Mer asks women for "Elegant evening attire" and prohibits "T-shirts, shorts, ripped denim, baseball caps"; Michel's at the Colony Surf encourages aloha wear and "Dark, tailored jeans" and discourages flip-flops. By day there is Diamond Head, where Hawaiʻi's state parks division asks you to "Wear good walking shoes, bring water, and wear a hat and sunscreen." One slip dress, one blazer, dark denim and a packable shell cover the month.
January is the one month Honolulu's evenings ask for a layer. The dining rooms were already asking for more than shorts; now the weather agrees.

La Mer, open Tuesday to Saturday from 5:30pm, asks women for "Elegant evening attire". A bias-cut satin slip meets that in one piece, and at 81°F in the late afternoon it is the one evening dress you can wear on the walk to dinner without overheating. Oyster champagne reads formal without black, and it catches the last light over the water at about six.

January's normal low is 19.3°C, the coolest night of the year, and a lanai table at the Halekulani is open to the sea breeze. A cropped blazer goes over the slip without hiding the line of the dress, and over the floral top and jeans at Michel's. One button and a short body mean it rides in a carry-on without a crease across the back.

Michel's does not allow tank tops, so the second evening needs sleeves. A short-sleeved cropped top in black with pink and mint blossoms sits at the waist of high-rise jeans, keeps the stand collar neat under the blazer, and carries the only print in a capsule of cream, beige and dark denim.

Michel's at the Colony Surf lists "Dark, tailored jeans" among its encouraged attire, next to aloha wear and chinos. Near-black indigo reads as the tailored kind, a straight leg sits cleanly over a pointed pump, and at 19.3°C after dark a full-length leg is welcome by the time dessert arrives.

Both of this month's dining rooms rule out beach footwear: Michel's discourages "Slippers / Flip Flops / Thongs sandals", and La Mer asks men for closed-toe shoes. A cream patent pump works with the champagne slip and with the dark jeans, and a pointed toe lengthens the line of a straight leg.

Diamond Head's summit trail climbs 560 feet in 0.8 miles, and DLNR warns that "the last 1/10 of a mile is all stairs and especially steep". A walking shoe with a grippy sole handles the stairs, toggle laces cinch without a double knot, and quick-dry mesh copes with a windward shower on the way back.

January averages 3.3 days with a tenth of an inch of rain or more, the most of any month on NOAA's airport normals. A packable shell with a hood rides in the crossbody from the morning hike to the evening walk, and slate blue sits under the champagne and the black without clashing.

Both hands on the handrails on Diamond Head's last stairs, and at a golf course you want both free for a scorecard and a drink. A structured crossbody holds a phone, a card and your reservation, and dark green leather goes to dinner at La Mer later without looking like a hiking bag.
Black blossom-print top · near-black jeans · cream walking shoes · slate shell in the dark green crossbody. Diamond Head at seven with a reserved slot, whales passing below the summit if you are lucky, breakfast in Kapahulu after.
Champagne slip dress · beige cropped blazer · cream pointed pumps. La Mer at the Halekulani from 5:30pm, sunset at about 6:10pm mid-month, and the blazer stays on once the lanai reaches 19.3°C.
A suggested look — champagne satin slip dress, beige cropped blazer, cream pointed-toe pumps.
Summer afternoons and the coolest nights of the year. NOAA's 1991–2020 normals for Honolulu International Airport give an average January high of 80.5°F (26.9°C) and a low of 19.3°C, the lowest monthly normal, with 1.84 inches (47mm) of rain across about 8 days of measurable rain. January averages 3.3 days with a tenth of an inch or more, the highest count of any month. The National Weather Service in Honolulu says the sea bottoms out at 73 or 74°F between late February and March, so January water is on its way down. Sunset moves from about 6:01pm on 1 January to 6:21pm on the 31st.
An oyster champagne slip dress, a beige cropped blazer, a black blossom-print cropped top, near-black straight jeans, cream pointed pumps, cream walking shoes, a slate packable shell and a dark green crossbody. That covers dinner at La Mer, a smart-casual evening at Michel's and a morning on Diamond Head. Add a swimsuit for the afternoons, when the airport still averages 80.5°F. Leave the coat at home, and pack no beach slippers for dinner.
Not on the PGA TOUR. From 2027 the event becomes the Sony Championship Hawaii on PGA TOUR Champions, held the week of 11 to 16 January at Waiʻalae Country Club, with pro-ams on the 12th and 13th and rounds from Thursday the 14th to Saturday the 16th. Waiʻalae has hosted the Sony Open every year since 1965, and its president, Meredith Ching, says the club is "proud to continue its 61-year tradition of hosting championship golf, while beginning a new chapter with the PGA TOUR Champions". Dress for a day on your feet in the sun: walking shoes, a hat and a layer for the late afternoon.
Mid to late January is quieter. New Year's Day is a Friday, when the Pearl Harbor visitor center and Diamond Head both close, and Hawaiʻi's public schools stay on winter break until 1 January, with students back on Tuesday 5 January. The Sony Championship Hawaii fills the week of 11 to 16 January at Waiʻalae, and Dr. Martin Luther King, Jr. Day falls on Monday the 18th. NOAA's humpback whale sanctuary says whales can be seen from November through April, so the whole month sits inside the season.
They are the same afternoon. NOAA's airport normals give both months an average high of 80.5°F, and February's nights are a shade warmer, 19.5°C against January's 19.3°C. February is slightly wetter by total, 1.94 inches against 1.84, but January has more days of real rain, 3.3 against 3.0. The sea keeps cooling toward its yearly low, which NWS Honolulu puts at 73 or 74°F between late February and March. The same capsule works for both: a layer for the evening, closed shoes for dinner.
The same aloha shirt as the rest of the year, with long trousers after dark. La Mer's dress code accepts a "collared dress shirt or aloha shirt" for men, with dress slacks or long pants and closed-toe shoes. Reyn Spooner, whose name dates to 1961, says it combined the inside-out print with "the classic tailoring of an oxford cloth shirt". Women wear a midi or a slip dress with a light layer for a lanai, and flat sandals by day.