Amazon said on Wednesday it struck a deal to buy Zappos, for 927.9 million - mostly in stock - growing its footprint in shoes and apparel.
The world's largest online retailer should benefit from the fiercely loyal customer base at Zappos, which had about $1 billion of gross merchandise sales last year.
Zappos is known for its attentive customer service, free shipping and a free returns policy which inspires shoppers to gamble on shoes. The company said Amazon will allow it to continue running its business as it always has.
Analysts applauded the deal. Bernstein Research analyst Jeffrey Lindsay called it an "outstanding acquisition".
But the move also signaled Amazon had fallen short with its online shoe site Endless.com, launched in 2007.
"This is, in some ways, Amazon throwing in the towel on footwear because they've tried to compete with Zappos," said Forrester Research analyst Sucharita Mulpuru.
"If you can't beat them, buy them."
Amazon, which began as an online bookseller, has greatly expanded its range of offerings while also allowing third-party sellers to showcase their own items on its site.
That has allowed the company to post robust online sales in recent years, outpacing brick-and-mortar retailers, even as former online stalwarts such as eBay Inc, have stumbled.
"A big part of the reason why Amazon is interested in us is because they recognize the value of our culture, our people, and our brand," Zappos Chief Executive Tony Hsieh said in a letter on its blog.
"Their desire is for us to continue to grow and develop our culture (and perhaps even a little bit of our culture may rub off on them)."
The Zappos website says the company, founded in 1999, has more than 1,300 employees and stocks more than 3 million shoes, handbags, clothing items and accessories from more than 1,136 brands.
Irreverent shoe seller
In 2008, Zappos earned more than $40 million before interest, tax, and amortization on net revenue of $625 million, a Zappos shareholder who had seen the company's financials told Thomson Reuters private-equity news site PEHub.
The source, who spoke on condition of anonymity, said the company had considered going public through an IPO, but that main investor Sequoia Capital had pushed for a sale instead. Sequoia did not return calls for comment.
An irreverent company, Zappos' website calls its executives monkeys and Hsieh joked in his letter that the deal's headline should read "Zappos and Amazon sitting in a tree ...," a reference to a nursery rhyme.
Zappos has put customers at ease buying shoes online because it guarantees free shipping on deliveries as well as returns.