Overstrand Vacation Packages 2025/2026 from $1,684

Overstrand flight + hotel vacation packages

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

Charles Hope Cape Town

Cape Town City Centre

$1,684

per person

Nov 25 - Nov 30

found 22 hours ago

Roundtrip non-stop flight included

Portland (PDX) to Cape Town (CPT)

This aparthotel features a seasonal outdoor pool and in-room fitness. WiFi in public areas is free. Dry cleaning, luggage storage, and laundry facilities are also on offer.

The Cellars-Hohenort

Constantia

$6,418

per person

Nov 21 - Nov 22

found 13 hours ago

Roundtrip flight included

Tampa (TPA) to Cape Town (CPT)

A full-service spa, 2 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy a meal from the a restaurant and perks like free self parking.

O' Two Hotel

Sea Point Promenade

$6,229

per person

Nov 21 - Nov 22

found 13 hours ago

Roundtrip flight included

Tampa (TPA) to Cape Town (CPT)

A full-service spa and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and airport shuttle. Enjoy the 24-hour gym and perks like free self parking.

Lagoon Beach Hotel & Spa

Milnerton

$6,146

per person

Nov 21 - Nov 22

found 13 hours ago

Roundtrip flight included

Tampa (TPA) to Cape Town (CPT)

A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Bring the family and enjoy the playground, arcade/game room, and kid-friendly dining. Enjoy the gym and perks like free WiFi and a free area shuttle.

City Lodge Hotel GrandWest

Goodwood

$6,124

per person

Nov 21 - Nov 22

found 13 hours ago

Roundtrip flight included

Tampa (TPA) to Cape Town (CPT)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and perks like free self parking.

Top Overstrand hotels deals

The Marine Hermanus

Marine Drive, Walker Bay, Hermanus, Western Cape

$455 nightly

$524 total

Oct 10 - Oct 11

Total with taxes and fees

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Enjoy the gym and perks like free self parking and free WiFi. You'll appreciate the steam room, bar/lounge, and laundry facilities.

Pool

Spa

Harbour House Hotel

22 Harbour Road (Harbour Square), Hermanus, Western Cape

Get rates

A restaurant and an outdoor pool are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a snack bar/deli are also on offer.

Pool

Parking included

Whale Coast All Suite Hotel

c/o Lord Roberts & Royal Roads, Hermanus, Western Cape

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$123 total

Oct 12 - Oct 13

Total with taxes and fees

This aparthotel features a restaurant, an area shuttle, and free self parking. WiFi in public areas is free. A coffee shop, a terrace, and a grocery/convenience store are also on offer.

Kitchen

Parking included

Esplanade Hermanus

63 Marine Dr, Hermanus, Western Cape

$185 nightly

$185 total

Oct 21 - Oct 22

Total with taxes and fees

An outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace and dry cleaning are also provided.

Pool

Parking included

Misty Waves Boutique Hotel

21 Marine Drive, Hermanus, Western Cape

$111 nightly

$129 total

Oct 17 - Oct 18

Total with taxes and fees

A restaurant and an outdoor pool are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.

Pool

Parking included

Schulphoek House

181 Piet Retief St, Sandbaai, Hermanus, Western Cape

Free Cancellation

Reserve now, pay when you stay

$173 nightly

$198 total

Oct 13 - Oct 14

Total with taxes and fees

This guesthouse features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and free perks like local cuisine breakfast and free self parking. Free WiFi in public areas, a terrace, and a garden are also on offer.

Pool

Breakfast included

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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.

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Frequently asked questions

How much are vacation packages to Overstrand?

Enjoy a fulfilling travel experience in Overstrand with a vacation package starting at $1,684. Reserving your tours, hotels and flights with Travelocity is so simple. On top of that, our packages will leave you with extra cash for fun.

Where can I get the best vacation package deals for Overstrand?

It's difficult to beat Travelocity when it comes to crafting your Overstrand package deal. There are at least 400 airlines and 1,000,000 properties around the world to choose from. Reserve your trip now and get ready to tick another place off your to-do list.

Why should I book my Overstrand vacation bundle with Travelocity?

Because we believe in creating one-of-a-kind travel experiences. From hotels and flights to car rentals and activities, we put everything at your fingertips. Our customer support is available 24/7 to make sure your needs are taken care of. We also offer a Price Match Guarantee, so you can secure your getaway knowing you've landed the best deal around. If you find a lower price, we'll match it!

Will I save money on my Overstrand car rental if I bundle it with hotels and flights?

Bundling your bookings into an Overstrand vacation package will leave you with some serious savings. Bundle a flight and car; a hotel, car and flight; or a hotel and car. There's no better way to discover the greater Overstrand region than with your own ride. You can also add experiences and tours to your Travelocity package.