Theewaterskloof Vacations & Trips from ￥233,294

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The Latest Theewaterskloof Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Sir David Boutique Guest House

The Sir David Boutique Guest House

4 out of 5
Bloubergstrand
Price was ￥262,787, price is now ￥233,294 per person
￥233,294
per person
Jul 11 - Jul 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Cape Town (CPT)
9.8/10 Exceptional! (23 reviews)
Fantastic Boutique Guest House

Reviewed on Apr 3, 2025

The Cellars-Hohenort

The Cellars-Hohenort

5 out of 5
Constantia
Price was ￥304,200, price is now ￥272,945 per person
￥272,945
per person
Jul 11 - Jul 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Cape Town (CPT)
9.6/10 Exceptional! (167 reviews)
The property and grounds are so beautiful. The staff were very helpful. The spa is stand out some of the best therapists and treatments we have ever had.

Reviewed on Mar 31, 2026

Charles Hope Cape Town

Charles Hope Cape Town

4.5 out of 5
Cape Town City Centre
Price was ￥260,342, price is now ￥235,581 per person
￥235,581
per person
Jul 11 - Jul 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Cape Town (CPT)
9/10 Wonderful! (14 reviews)
I really enjoyed the stay and hospitality of staff as everyone was attentive and helpful. The breakfast was great as well. I look forward to another stay in the future.

Reviewed on Mar 25, 2026

Lawhill Luxury Apartments

Lawhill Luxury Apartments

5 out of 5
Victoria and Alfred Waterfront
Price was ￥283,835, price is now ￥263,924 per person
￥263,924
per person
Jul 11 - Jul 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Cape Town (CPT)
9.2/10 Wonderful! (177 reviews)
Loved the apartment. Very well situated. Well appointed. Check in was very good. Parking good. Really enjoyed the stay. There was a problem with both showers. The water did not flow well. Controls somewhat hit and miss. Could not get any hot water from the tap in the kitchen. Some of the furniture is a tad tired.

Reviewed on May 16, 2026

The Halyard Apartments

The Halyard Apartments

4.5 out of 5
Cape Town City Centre
Price was ￥270,812, price is now ￥252,464 per person
￥252,464
per person
Jul 11 - Jul 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Cape Town (CPT)
9/10 Wonderful! (2 reviews)
My stay at Halyard was amazing. Staff were great and showed high level of dedication and professionalism. Apartment was super clean and this was a daily routine. I highly recommended Halyard and I would definitely come back again. Keep it up.!!

Reviewed on Dec 31, 2025

Theewaterskloof Hotel Deals

The Caledon Hotel & Spa

The Caledon Hotel & Spa

3 out of 5
1 Nerina Avenue Caledon Western Cape
Fully refundableReserve now, pay when you stay
The price is ￥16,476 per night from May 19 to May 20
￥16,476
￥19,471 total
May 19 - May 20
includes taxes & fees
7.8/10 Good! (7 reviews)
Friendly staff,got our room type wrong but corrected quickly. Beds are seriously in need of replacement. Hotel gardens and pools are realy good. Breakfast very good just needs more pork options

Reviewed on Apr 30, 2026

The Caledon Hotel & Spa
Asara Wine Estate & Hotel

Asara Wine Estate & Hotel

5 out of 5
Polkadraai Road, Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
The price is ￥17,221 per night from May 23 to May 24
￥17,221
￥20,418 total
May 23 - May 24
includes taxes & fees
Asara Wine Estate & Hotel
Krystal Beach Hotel

Krystal Beach Hotel

3.5 out of 5
Breakwater Lane, Harbour Island Cape Town Western Cape
The price is ￥14,208 per night from Jun 16 to Jun 17
￥14,208
￥16,503 total
Jun 16 - Jun 17
includes taxes & fees
Krystal Beach Hotel
See all 1,539 properties in Theewaterskloof
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 Theewaterskloof vacation package cost?
Perhaps less than you imagined — from just ￥233,294, in fact! By combining hotels, flights and car rentals into a customized vacation package, your getaway to Theewaterskloof is just a few clicks away.
How do I get a cheap travel package to Theewaterskloof?
Combine your bookings with Expedia to save on your next trip. With over 550 airlines and 1,000,000 properties across the world, your Theewaterskloof vacation package can be customized exactly to suit your budget. With all those extra dollars, why not add one or more exciting tours and experiences? It's an easy way to unlock even more bargains. That vacation you've always dreamed of in Theewaterskloof is much closer than you thought!
What are the top hotels in Theewaterskloof?
The Post House and Fiore Guest Accommodation know how to make their guests feel welcome in Greyton. If you also plan to visit Caledon, have a look at Endless Vineyards At Wildekrans Wine Estate and Fiore Guest Accommodation. Both are top picks with travelers.
How far in advance should I book my Theewaterskloof vacation?
It's tricky picking the perfect time for airfares, but we generally say the earlier, the better. Many international journeys on Expedia become available to compare up to a year in advance. If you're booking last minute, don't worry. Discounted prices occasionally appear just weeks before departure dates.
What does an Expedia Theewaterskloof travel package include?
Hotels, car rentals and flights — we bring you the very best bargains. All you have to do is pick your preferred combination. Once you've made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it simple to craft an amazing Theewaterskloof getaway.
What should I know before booking a Theewaterskloof travel package?
Find deals to suit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your escape. You'll save big dollars just for bundling your bookings. Whether you're heading away on a winter adventure or kicking back on a warm beach, your dream getaway is just a few clicks away.
Can I choose my airline with a Theewaterskloof Expedia vacation package?
Yes, and with more than 550 airlines to pick from worldwide, you have plenty of choice. Browse the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Theewaterskloof vacation package?
Yes, you can. We get that even the best-laid plans can go awry, so we're happy to help if you need to make changes to your Theewaterskloof vacation package. You may be able to cancel or amend your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.