Overstrand Holidays

Photo by Giusi Buttitta

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 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 destinations in Overstrand

Hermanus showing a bay or harbour, boating and landscape views
FlightsFlightsHotelsHotels

Hermanus

Hermanus

Top Flight + Hotel Deals in Overstrand

Price found within the past 48 hours. Click for updated prices.
702 Canal Quays

702 Canal Quays

4 out of 5
Victoria and Alfred Waterfront
Price was €672, price is now €483 per person
€483
per person
26 Jan - 31 Jan
found 10 hours ago
Return flight included
Windhoek (WDH) to Cape Town (CPT)
7.6/10 Good! (14 reviews)
Canopy By Hilton Cape Town Longkloof

Canopy By Hilton Cape Town Longkloof

4 out of 5
Cape Town City Centre
Save 100% on your flight
Price was €1,121, price is now €869 per person
€869
per person
26 Jan - 31 Jan
found 10 hours ago
Return flight included
Windhoek (WDH) to Cape Town (CPT)
9.8/10 Exceptional! (20 reviews)
Staff showed excellent training in customer service. Food was excellent including presentation. The bed was very comfortable as we slept way past our normal sleeping hours! The hotel is surrounded with shopping and has a variety of restaurants. Cost of everything is half of the prices in USA. We highly recommend staying at the Canopy Hilton in Longkloof!

Reviewed on 28 Sept 2025

Hyatt Regency Cape Town

Hyatt Regency Cape Town

5 out of 5
Cape Town City Centre
Price was €868, price is now €704 per person
€704
per person
26 Jan - 31 Jan
found 10 hours ago
Return flight included
Windhoek (WDH) to Cape Town (CPT)
8.8/10 Excellent! (597 reviews)
The staff was phenomenal, friendly and welcoming with a high level of hospitality and helpfulness truly made us feel good . One thing to make that 4 stars rating jump to 5 stars … is the upkeep of the room , i felt it had some old furniture and some items really didn’t belong to the place (like having a coffee table as a bed side table)

Reviewed on 6 Nov 2025

The Cape Milner

The Cape Milner

4 out of 5
Cape Town City Centre
Price was €700, price is now €568 per person
€568
per person
26 Jan - 31 Jan
found 10 hours ago
Return flight included
Windhoek (WDH) to Cape Town (CPT)
8.8/10 Excellent! (146 reviews)
Best hotel breakfast I have had in a very long time!

Reviewed on 9 Nov 2025

Urban Elephant 16 on Bree

Urban Elephant 16 on Bree

4 out of 5
Cape Town City Centre
Price was €900, price is now €736 per person
€736
per person
1 Feb - 4 Feb
found 1 day ago
Return flight included
Gaborone (GBE) to Cape Town (CPT)
9.4/10 Exceptional! (46 reviews)
Great for a short stay, really enjoyed having our own little apartment in a super convenient area, staff were great and came with way more amenities than expected!

Reviewed on 27 Sept 2025

Top hotels in Overstrand

Whale Coast All Suite Hotel

Whale Coast All Suite Hotel

4 out of 5
c/o Lord Roberts & Royal Roads Hermanus Western Cape
The price is €95 per night from 12 Jan to 13 Jan
€95
12 Jan - 13 Jan 2026
includes taxes & fees
9/10 Wonderful! (241 reviews)
Room clean, staff very friendly and helpful. Location very convenient- could safely walk everywhere in town. We did have a problem with our air conditioner, causing us to move to another room the next day, which was a bit inconvenient, but overall, a good experience. Can recommend this to families ...

Reviewed on 4 Dec 2025

Whale Coast All Suite Hotel
Misty Waves Boutique Hotel

Misty Waves Boutique Hotel

4 out of 5
21 Marine Drive Hermanus Western Cape
The price is €115 per night from 11 Jan to 12 Jan
€115
11 Jan - 12 Jan 2026
includes taxes & fees
8.8/10 Excellent! (248 reviews)
Lovely room. Pool was lovely and great position for a leisurely stroll into the centre. Very close to the sea.

Reviewed on 3 Dec 2025

Misty Waves Boutique Hotel
Esplanade Hermanus

Esplanade Hermanus

63 Marine Dr Hermanus Western Cape
The price is €178 per night from 9 Jan to 10 Jan
€178
9 Jan - 10 Jan 2026
includes taxes & fees
9.6/10 Exceptional! (86 reviews)
Great location, super friendly staff and spotless rooms. Will definitely return at the first opportunity.

Reviewed on 11 Dec 2025

Esplanade Hermanus
See all 422 properties in Overstrand
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 Overstrand holiday package cost?
Our Overstrand packages, which start from just €483, are an ideal way to save big bucks. Choose your favourite flights, hotels and rental cars to create your perfect trip.
How do I get a cheap travel package to Overstrand?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all. Pick and choose a combination that best fits you and see your savings pile up. We know a package deal is never one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 properties globally, which lets you customize your Overstrand adventure.
How far in advance should I book my Overstrand holiday?
It can be difficult to know exactly when the best time is to book your Overstrand trip. But generally the earlier you book, the cheaper the prices. In some cases, you can book your flights and hotels nearly 12 months before departure. If you're thinking of a last-minute getaway, no need to stress! There are incredible deals posted on Expedia every single day.
What does an Expedia Overstrand travel package include?
From airfares and hotels to rental cars, Expedia can help you put together an Overstrand package that's perfect for you. Heading off for a few weeks? Give some thought to a hotel, flight and rental car bundle. If your break is short, a hotel and airfare deal could be more your style. Tours and activities can be added once you've made your booking. Our holiday packages make it easy to save and plan.
What should I know before booking an Overstrand travel package?
A travel package can be customized for your circumstances and is a simple way to make your hard-earned dollars stretch further. How much you include is up to you. Rental cars, hotels and flights — choose any combination that suits your plans.
Can I choose my airline with an Overstrand Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you certainly can. Just select your favourite carrier and put together the perfect Overstrand trip.
If I'm not able to travel, can I cancel my Overstrand holiday package?
Don't stress if you're rethinking your Overstrand holiday package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We realise life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.