Herolds Bay Vacations

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Find the Best Herolds Bay Vacation Packages

Herolds Bay Hotel Deals

Oubaai Hotel Golf & Spa

Oubaai Hotel Golf & Spa

4 out of 5
406 Herolds Bay Road Herolds Bay Western Cape
Fully refundableReserve now, pay when you stay
The price is SARĀ 249 per night from Nov 21 to Nov 22
SARĀ 249
SARĀ 286 total
21 Nov - 22 Nov
includes taxes & fees
Oubaai Hotel Golf & Spa
Dutton's Cove Guesthouse

Dutton's Cove Guesthouse

3 out of 5
21 Rooidraai Avenue Herolds Bay Western Cape
The price is SARĀ 226 per night from Dec 5 to Dec 6
SARĀ 226
SARĀ 260 total
5 Dec - 6 Dec
includes taxes & fees
9.6/10 Exceptional! (20 reviews)
"Welcomed on arrival was great, the room was good with a stunning sea view, the onsite restaurant was amazing, quite a varied menu and wine selection, the breakfast delivered to your room was exceptional overall a home away from home, will recommend to family and friends"

Reviewed on 17 October 2026

Dutton's Cove Guesthouse
Oppiesee Selfcatering Apartments

Oppiesee Selfcatering Apartments

4 out of 5
28 Beachroad Herolds Bay Western Cape
The price is SARĀ 534 per night from Nov 19 to Nov 20
SARĀ 534
SARĀ 649 total
19 Nov - 20 Nov
includes taxes & fees
10/10 Exceptional! (1 review)
"Lovely place overlooking the ocean and beach. Great spot if you are flying to and from George Airport."

Reviewed on 16 May 2026

Oppiesee Selfcatering Apartments
See all 322 properties in Herolds 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.

Stay near popular Herolds Bay attractions

Oubaai Golf Estate

8.4/10 (16 reviews)
Enjoy a round of golf in Herolds Bay at Oubaai Golf Estate. You can enjoy the restaurants while in the area.
See properties

Frequently asked questions

How much does a Herolds Bay vacation package cost?
You'll find cheap prices on Expedia for your Herolds Bay escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Herolds Bay costs.
What are the cheapest months to go to Herolds Bay?
Plan your getaway for the off-season and you're likely to score cheap Herolds Bay vacation packages. Keep in mind that public holidays and major local events can impact prices, so do some research before booking.
How to find the best Herolds Bay package deals?
Use Expedia's filter tool to find some of the best Herolds Bay package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Herolds Bay package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Herolds Bay vacation as a package?
You can enjoy significant savings on your Herolds Bay break by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Herolds Bay?
Score incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Herolds Bay break.
How to plan a trip to Herolds Bay?

  1. Choose when to travel: Check your calendar and get packing. Your favorite time of year and the type of activities on offer will also help you decide when to vacation in Herolds Bay.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to flights and activities. Your accommodations will likely be the biggest expense during your trip to Herolds Bay.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Herolds Bay. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Herolds Bay vacation package.