Booking.com Bets on Astrology, Greece Tightens Rules, and Hawaii Signals Risk to 10,000 Vacation Rentals

Rental Scale-Up
Published: January 29, 2026
Regulations & Compliance

Summary

Booking.com partners with an astrologer to recommend travel destinations based on zodiac signs, reflecting the trend of personalization. Greece tightens STR regulations, targeting housing supply by limiting STRs in designated zones. Hawaii considers converting 10,000 STRs to long-term housing, though implementation remains uncertain.

Key Insights

  • Hawaii is considering converting 10,000 STRs to long-term housing, though there are no concrete plans and implementation is uncertain.
  • Booking.com is partnering with an astrologer to recommend destinations, reflecting the trend of personalization in travel.
  • Greece is implementing measures to increase long-term rental supply, including incentives for developers and restrictions on STRs.

Action Items

  • Separate headlines from execution risk and consider how potential inventory loss may affect your business strategy in Hawaii.
    Effort: low
    Impact: medium
  • Property managers should note that portfolios concentrated in central urban STRs carry rising policy risk, while assets that support mid-term stays, renovated long-term rentals, or non-urban demand are far more defensible.
    Effort: medium
    Impact: high

Common Mistakes

  • Property managers in central urban areas like Athens and Thessaloniki face rising policy risks from stricter regulations.

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