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Second Chance Islands Books in Order

Part ofJenna Brandt Books in Order

Find the Second Chance Islands books by Jenna Brandt in order, with summaries, series background, and clear advice on where to begin reading.

Last updated: July 14, 2026

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Second Chance Islands books in publication order

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4 books

1

The Billionaire's Hideaway

by Jenna Brandt

2019

Billionaire playboy Ethan Winthrop is sent to a Maine island after a public scandal. Nicole Hutton needs money to save her family's lighthouse, and their fake marriage becomes harder to keep pretend.

2

The Billionaire's Reunion

by Jenna Brandt

2019

Former high-school quarterback Spencer Wilmington reconnects with Molly Price, once his assigned tutor and secret love. Their island reunion tests whether two people who missed their first chance can try again.

3

The Billionaire's Christmas

by Jenna Brandt

2020

Olympic gold medalist Blake Witlock is famous, wealthy, and used to attention he cannot trust. A wellness coach and an island-resort job give him a Christmas season that may change his priorities.

4

The Billionaire's Duty

by Jenna Brandt

2020

Liliana wants freedom from a restrictive royal life, while Crown Prince Maxwell wants to escape his duties. Childhood sweethearts face an arranged marriage and must decide whether their old bond can become real love.

Second Chance Islands books in chronological order

  1. Book cover for "The Billionaire's Hideaway"

    The Billionaire's Hideaway

    by Jenna Brandt

    2019Second Chance Islands, Book 1
  2. Book cover for "The Billionaire's Reunion"

    The Billionaire's Reunion

    by Jenna Brandt

    2019Second Chance Islands, Book 2
  3. Book cover for "The Billionaire's Duty"

    The Billionaire's Duty

    by Jenna Brandt

    2020Second Chance Islands, Book 3
  4. Book cover for "The Billionaire's Christmas"

    The Billionaire's Christmas

    by Jenna Brandt

    2020Second Chance Islands, Book 4

Series background & context

Second Chance Islands takes billionaire romance away from boardrooms and places it on an island, where people with money and influence cannot always outrun their past. Jenna Brandt uses the setting for stories about redemption, old love, responsibility, and the choices people make when a quieter life becomes possible.

The men in these books may have wealth, titles, public attention, or family expectations. That does not mean they have solved the important parts of their lives. A former sweetheart, an arranged future, a local woman protecting her home, or a holiday reunion forces them to look beyond the role they have been playing.

The island changes the rules.

A close community and limited space make it harder to hide. Characters have to face old hurts, family conflicts, and the question of whether they can put another person's needs ahead of their own comfort. Romance grows alongside efforts to protect a business, a landmark, or a community.

The books are connected standalones, united by the island setting and by heroes who need a reset more than they realize. The tone is clean and comforting, with faith, second chances, and a bit of escapist wealth.

Start with The Billionaire's Duty or The Billionaire's Hideaway for the island world, then continue in publication order for returning places and themes.

Edited by

Richard Reis

Software engineer whose passion for tracking book recommendations from podcasts inspired the creation of MRB.

Anurag Ramdasan

Lead investor at 3one4 Capital whose startup expertise and love for books helped shaped MRB and its growth.

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