Simon's Town Holidays

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Our guide on where to stay in Simon's Town

Find the best Simon's Town areas and neighborhoods for the activities you enjoy most. Learn more about Simon's Town

Our pick of the best Simon's Town Hotel Deals

Taj Cape Town

Taj Cape Town

5 out of 5
1 Wale Street, corner St Georges Mall, Cape Town, Western Cape
Fully refundableReserve now, pay when you stay
The price is NZ$412 per night from 29 Sept to 30 Sept
NZ$412
29 Sept - 30 Sept
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"Staff was very friendly and helpful. Breakfast buffet had very good choices. Hotel is near many sights. Our room was spacious with private balcony looking at Table Mountain."

Reviewed on 19 Sept 2025

Taj Cape Town
Hotel Sky Cape Town

Hotel Sky Cape Town

3.5 out of 5
Lower Long St, Cape Town, Western Cape
The price is NZ$260 per night from 11 Oct to 12 Oct
NZ$260
11 Oct - 12 Oct
includes taxes & fees
8.4/10 Very Good! (275 reviews)
"This is our 2nd of 3 back to back congresses at the CTICC in Cape Town and all our bookings was at The Sky Hotel that worked out perfect for us"

Reviewed on 18 Sept 2025

Hotel Sky Cape Town
Radisson RED V&A Waterfront, Cape Town

Radisson RED V&A Waterfront, Cape Town

3.5 out of 5
Silo 6, South Arm Road, V&A Waterfront, Cape Town, Western Cape
Fully refundableReserve now, pay when you stay
The price is NZ$293 per night from 11 Oct to 12 Oct
NZ$293
11 Oct - 12 Oct
includes taxes & fees
9/10 Wonderful! (679 reviews)
"The restaurant staff at dinner seemed a little disorganised or uninterested. Some just stand and you have to wave to get attention whilst one or two do everything. Hotel itself is great but I’m not sure the whole team really feel committed and proud to work for Radisson. To some it’s a boring “job” ..."

Reviewed on 16 Sept 2025

Radisson RED V&A Waterfront, Cape Town
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 a Simons Town holiday package cost?
Be ready to book, because a getaway to Simons Town starts from only . When you bundle your hotels, flights and car rentals into a holiday package, you'll walk away with the biggest deals.
How do I get a cheap travel package to Simons Town?
Browse and lock in everything in the one place with our Simons Town holiday packages. You'll find deals on flights, hotels and more that'll keep your hip pocket happy and your adventurous spirit full. And, with more than 550 partner airlines and 1 000 000 properties globally to choose from, you'll have the flexibility to mix and match as you want.
Where should I stay in Simons Town?
With interesting attractions like Boulders Beach and Simons Town Museum in this neighbourhood, look for a hotel situated near either one. Fishermans Beach is another sight that pulls the crowds.
What are the top hotels in Simons Town?
Get your escape off to a good start by booking a stay at Magellan's Passage. It's one of most sought-after properties in Simons Town. Another leading option is Penguins View Guesthouse.
How far in advance should I book my Simons Town holiday?
It can be tricky to know when the best time is to book your holiday to Simons Town. But generally the earlier you book, the cheaper the prices. In some cases, you can lock in your flights and hotels up to 12 months prior to departure. If you're thinking of a last-minute getaway, no need to stress! There are fabulous bargains posted on Expedia every single day.
What does an Expedia Simons Town travel package include?
You can choose from a combination of flights, rental cars and hotels. Once you've made your booking, you can add the fun stuff like tours and activities. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to putting together your dream Simons Town escape.
What should I know before booking a Simons Town travel package?
So many places to travel to, so many things to do. With a travel package, you can check more of them off your list. Bundle your hotels, flights and rental cars and score big savings.
Can I choose my airline with a Simons Town Expedia holiday package?
You can, and with over 550 airlines to pick from across the globe, you're spoiled for choice. Look through the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Simons Town holiday package?
You can cancel your Simons Town booking if your plans have changed. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Simon's Town

Activities

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.