Overstrand Holidays

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Top Flight + Hotel Deals in Overstrand

Price found within the past 48 hours. Click for updated prices.
Urban Elephant The Rose

Urban Elephant The Rose

4.5 out of 5
Cape Town City Centre
Price was €830, price is now €786 per person
€786
per person
13 Dec - 15 Dec
found 1 day ago
Return flight included
Harare (HRE) to Cape Town (CPT)
10/10 Exceptional! (1 review)
O' Two Hotel

O' Two Hotel

4 out of 5
Mouille Point
Price was €1,107, price is now €1,004 per person
€1,004
per person
13 Dec - 15 Dec
found 1 day ago
Return flight included
Harare (HRE) to Cape Town (CPT)
9.6/10 Exceptional! (50 reviews)
Cute boutique. Lobby smelled great. Jug of ice cold water flavored with lemon or cucumbers or strawberries, nice touch. Great decor. Staff friendly and receptive and helpful. The room although small had great windows, view of golf course. Terrace view of ocean. Shower very hot which was outstanding. . Thin walls could hear shower next door. Terrace close together could smell smoke from room next door. Would prefer no smoking Period.

Reviewed on 13 Jul 2025

The Winchester Hotel by NEWMARK

The Winchester Hotel by NEWMARK

4 out of 5
Sea Point
Price was €1,034, price is now €959 per person
€959
per person
13 Dec - 15 Dec
found 1 day ago
Return flight included
Harare (HRE) to Cape Town (CPT)
9.2/10 Wonderful! (304 reviews)
Upgraded our room but is was ground floor right next to the housekeeping closet. Very noisy.

Reviewed on 15 Oct 2025

The Tree House Boutique Hotel

The Tree House Boutique Hotel

5 out of 5
Cape Town City Centre
Price was €1,011, price is now €941 per person
€941
per person
13 Dec - 15 Dec
found 1 day ago
Return flight included
Harare (HRE) to Cape Town (CPT)
9.6/10 Exceptional! (225 reviews)
Amazing hotel close to the waterfront. The bed was simply amazing and we enjoyed the different daily wines that were fabulous. It was nice to arrive and sit on our patio. Very nice soaker tub and shower.

Reviewed on 15 Oct 2025

Queen Victoria Hotel & Manor House by NEWMARK

Queen Victoria Hotel & Manor House by NEWMARK

5 out of 5
Victoria and Alfred Waterfront
Price was €1,107, price is now €1,049 per person
€1,049
per person
13 Dec - 15 Dec
found 1 day ago
Return flight included
Harare (HRE) to Cape Town (CPT)
9.4/10 Exceptional! (420 reviews)
Just a lovely place to stay. My only complaint was that the food menu was very limited, especially since I didn’t want a 6 course meal. Options were limited and cobbled together 2 appetizers as a meal. Otherwise, it was a very nice experience.

Reviewed on 15 Mar 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
Fully refundableReserve now, pay when you stay
The price is €119 per night from 3 Nov to 4 Nov
€119
3 Nov - 4 Nov
includes taxes & fees
9/10 Wonderful! (236 reviews)
Excellent location just a few minutes walk from the ocean . Spacious living area and well equipped kitchen . Note that bathroom(s) / toilets are upstairs in the units . Plentiful and quality breakfast . This was our second stay — we will be back .

Reviewed on 13 Oct 2025

Whale Coast All Suite Hotel
Harbour House Hotel

Harbour House Hotel

5 out of 5
22 Harbour Road (Harbour Square), Hermanus, Western Cape
8.4/10 Very Good! (288 reviews)
Parking very safe under ground. Lift available to our 3rd floor. Room very clean and neat. Staff very friendly. Unfortunately we are only allowed to check in @ 15hoo which were bit inconvenient as we attend a 60brithday breakfast which were finished at 11hoo already. No room service menu.

Reviewed on 27 Oct 2025

Get rates
Harbour House Hotel
Esplanade Hermanus

Esplanade Hermanus

63 Marine Dr, Hermanus, Western Cape
The price is €160 per night from 29 Nov to 30 Nov
€160
29 Nov - 30 Nov
includes taxes & fees
9.6/10 Exceptional! (80 reviews)
Great size rooms. We had a sea view which was great with a big balcony. Useful to have kitchen facilities and bedroom and en suite were modern. Not a major problem as we only stayed 2 nights but the wardroom shelves couldn’t be used as the bed was in the way of the wardrobe doors opening. Reception ...

Reviewed on 7 Oct 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 €786, 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.