Oyster Bay Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Oyster Bay

Oyster Bay Lodge

Oyster Bay Lodge

4 out of 5
2km West Of village of Oyster Bay Oyster Bay Eastern Cape
The price is S$292 per night from 5 Jul to 6 Jul
S$292
5 Jul - 6 Jul
includes taxes & fees
Oyster Bay Lodge
BonBini Guest House

BonBini Guest House

4 out of 5
4 Napier Road Saint Francis Bay Eastern Cape
The price is S$174 per night from 24 Jul to 25 Jul
S$174
24 Jul - 25 Jul
includes taxes & fees
9/10 Wonderful! (68 reviews)
"What made our stay was Mercia - she was charming, calm & warm. Although the new owner is upgrading we had issues with our coffee making facilities in our room which we understand is in hand. Glorious breakfast,and couple of hours by the pool. We will for sure go back! 💯"

Reviewed on 15 Dec, 2025

BonBini Guest House
Dolphin View Guesthouse

Dolphin View Guesthouse

3 out of 5
30 Dogwood, Wavecrest Jeffreys Bay Eastern Cape
Fully refundableReserve now, pay when you stay
The price is S$67 per night from 8 Jul to 9 Jul
S$67
8 Jul - 9 Jul
includes taxes & fees
9.8/10 Exceptional! (40 reviews)
"Great bed and breakfast. Great view from the suite. Lovely staff. Very safe place to stay."

Reviewed on 30 Jan, 2026

Dolphin View Guesthouse
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.

Frequently asked questions

How much does an Oyster Bay holiday package cost?
You'll find cheap prices on Expedia for your Oyster Bay getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your holiday to Oyster Bay costs.
What are the cheapest months to go to Oyster Bay?
Plan your trip for the off-peak season and you're likely to get cheap Oyster Bay holiday packages. Keep in mind that public holidays and major events and festivals can impact prices, so do a little research before booking.
How many days is enough for Oyster Bay?
The ideal length of your Oyster Bay holiday depends on what you'd like to do and see. Generally, a few days to a week will give you time to tick off all the main sights and explore some hidden spots along the way.
How to find the best Oyster Bay package deals?
Begin your search for an Oyster Bay package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Oyster Bay package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oyster Bay escape off to a flying start.
Is it cheaper to book an Oyster Bay holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still get the freedom to create a tailored Oyster Bay holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Oyster Bay?
If you're considering a spontaneous Oyster Bay getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Oyster Bay?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Oyster Bay.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to airfares and activities. Your hotel will probably be the largest expense during your trip to Oyster Bay.
  3. Decide your trip length: Consider how much time you want to spend discovering Oyster Bay. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose an Oyster Bay holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.