South San Diego Romantic Vacations

Book a Romantic Hotel + Flight or Car together to unlock savings

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    Save up to ₩234,741 when you book a flight and hotel together*
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Top Romantic South San Diego Hotels

Pier South Resort, Autograph Collection by Marriott

Pier South Resort, Autograph Collection by Marriott

4 out of 5
800 Seacoast Dr Imperial Beach CA
  • 9 min drive from Las Americas Premium Outlets
A spa, in-room massages, and ocean-view dining await visiting couples at this Art Deco hotel. The property also offers a garden, happy hours, and a waterfront ...
8.4/10 Very Good! (1,003 reviews)

Couples like: full-service spa, beachfront dining, on the beach

Travelers say...
Hotel is dated but being updated (hvac units). Older and has it's foibles. But the staff is AMAZING rooms are clean. You will want an extra blanket to hang over door to keep the hallway light out. We would defiantly stay again.

Reviewed on Jan 31, 2026

Pier South Resort, Autograph Collection by Marriott
The Rambler

The Rambler

3 out of 5
225 Bay Blvd Chula Vista CA
  • 16 min drive from Las Americas Premium Outlets
Romance packages, premium mattresses, and onsite dining await visiting couples at this romantic motel. The property also offers an outdoor pool and a bar.
9/10 Wonderful! (2,044 reviews)

Couples like: bar, romance packages available

Travelers say...
Great, friendly staff, clean room and property! Only issues are cel phones don't get signal.in rooms and wifi wouldn't work. We loved everything else.

Reviewed on Feb 2, 2026

The Rambler
SureStay Hotel by Best Western Chula Vista San Diego Bay

SureStay Hotel by Best Western Chula Vista San Diego Bay

3 out of 5
699 E St Chula Vista CA
  • 17 min drive from Las Americas Premium Outlets
If you're looking for a special getaway, consider a stay at this romantic hotel where there's an outdoor pool and much more for you and your partner to ...
7.8/10 Good! (1,586 reviews)
Good price

Reviewed on Jan 30, 2026

SureStay Hotel by Best Western Chula Vista San Diego Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.