One of the songs on this album, "Hawaiian Wedding Song", was originally recorded and released as a single in 1958 and stayed on the pop chart for 20 weeks, peaking at number 11.[4] It was included on his last album, Two Time Winners, as were two other songs from this album, "Blue Hawaii" and "Sweet Leilani". Both of those songs, however, were rerecorded for this album while the hit single was not.
To You Sweetheart, Aloha was released on compact disc for the first time as one of two albums on one CD by Collectables Records on September 12, 2000, the other album being a 1962 Cadence compilation entitled Million Seller Songs.[6] Collectables included this CD in a box set entitled Classic Album Collection, Vol. 1, which contains 17 of his studio albums and three compilations and was released on June 26, 2001.[7] This album was also released on compact disc with four bonus tracks after being digitally remastered by Varèse Sarabande in 2001.[8] Three of those four ("Blue Hawaii", "Sweet Leilani", and "Love Letters in the Sand") were recorded for the Two Time Winners album, and the fourth ("House of Bamboo") was the B-side of "Hawaiian Wedding Song".[9]
Allmusic's William Ruhlmann pointed out that Cadence Records head and orchestra conductor Archie Bleyer "eschewed the usual practice of employing traditional Hawaiian instruments and importing the islands' musicians, settling instead for Hawaiian-styled arrangements played by a standard orchestra."[2] Ruhlmann emphasized, however, that "what mattered was Williams's typically warm vocal interpretations, which made the album a romantic touchstone."[2]
Billboard gave the album a favorable review. "Here's a tasteful, restful package of familiar Hawaiian themes, sung with relaxed showmanship and rich vocal quality by Williams."[3]
"Ka-Lu-A" originated in the 1921 musical Good Morning, Dearie[11] and reached number three on the charts the following year as a duet between Elsie Baker (who was credited as Edna Brown) and Elliott Shaw.[12] "Aloha ‘Oe (Farewell to Thee)" charted for one week at number 10 as an instrumental recording by Ferera's Hawaiian Instrumental Quintet in 1924.[13]
"Song of the Islands" first charted as an instrumental recording by Wayne King & His Orchestra that peaked at number 12 in 1930,[14] and then as a vocal performance by Bing Crosby in 1936 that got as high as number 14.[15] Crosby's recording of "The Moon of Manakoora" debuted on the charts in February 1938 and eventually made it to number 10,[16] and a rendition of the song by Ray Noble & His Orchestra with Tony Martin on vocal came onto the charts that March and reached number 15.[17]