From 1992 to 2016, the team had played approximately only 25 official matches. Between 2000 and 2016, only one match had been played, an unofficial 2-2 draw at home to Sint Eustatius on 20 August 2004. In 2012, SMSA President Owen Nickie stated that the national team's inactivity was due to a lack of needed improvements on their home stadium. He indicated that not having enough players to choose from had also prevented the team from competing in the past but that they had more than enough players at that time. At that time, the association discussed hosting the Leeward Islands Tournament and participating in 2012 Caribbean Cup qualification as two of its objectives for the year. Nickie described not entering a team in the Caribbean Cup in the past as "unfortunate". In August 2014, Sint Maarten was set to co-host the Leeward Islands Tournament which had been dormant at that time for over ten years. However, the tournament was postponed after Sint Maarten withdrew as host because of difficulties with the newly-installed lights at the Raoul Illidge Sports Complex and Anguilla, the other host, withdrew for unspecified reasons. One report also indicated that the hosts withdrew because of an "inability to facilitate teams." In May 2015, a match was organized by the SMSA as a showcase for selecting a national team player pool. It was open to all players with a Dutch passport. Sint Maarten returned to international football in 2016, entering 2017 Caribbean Cup qualification and being drawn into Group 2 along with Grenada and the US Virgin Islands. Sint Maarten had been absent from senior CFU competition for nineteen years as they entered the tournament. However, a youth selection participated in the inaugural CONCACAF Under-15 Championship in August 2013 and Sint Maarten co-hosted the 2015 CFU Boy's Under-15 Championship after the 2015 CONCACAF Under-15 Championship was canceled by CONCACAF for unspecified reasons.
Sint Maarten plays its home matches at the Raoul Illidge Sports Complex in Philipsburg. The stadium has a capacity of 3,000 spectators. It is named after Raoul Illidge, a local philanthropist who laid the groundwork and covered many expenses in the planning of the stadium as part of his support for sport and culture on the island. Unsolicited, he contributed nearly ƒ800,000 for the project. After falling into disrepair, the complex was temporarily closed for renovation in July 2013. The two-part renovation included installation of a new running track, drainage system, and artificial turf, repainting of lighting poles and installation of new, brighter lights, in addition to a renovation of the complex's buildings. The renovation costs were financed by the Dutch funding agency Usona and the Sint Maarten government. The international sports park was official reopened with a ribbon cutting ceremony by Prime Minister Sarah Wescot-Williams and Minister of Education, Culture, Youth and Sports Affairs Patricia Lourens-Phillip on 7 March 2014.