Simon's Town Vacations

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Your Simons Town Vacation

Book a tailored Simons Town vacation package that has everything you need and no unnecessary extras. Good for watersports, nature and skiing, think about basing yourself in the neighborhood of Scarborough. Make your trip to Simons Town even more fulfilling by including some sightseeing. Boulders Beach, Fish Hoek Beach and Kalk Bay Beach are among the most popular attractions you'll want to explore. Don't put off visiting this destination any longer. Your dream Simons Town vacation is only a few clicks away with Expedia.

Price found within the past 48 hours. Click for updated prices.
  • Jul 1 - Jul 5

    The Cellars-Hohenort + Flight

    Constantia
    3 nights
    5.0 star property
    9.6/10 - Exceptional (168 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 March 31, 2026
    Roundtrip Atlanta (ATL) - Cape Town (CPT)
    ATL - CPT1 stop CPT - ATL1 stop
    $2,300
    $2,032
    per traveler
    found 20 hours ago
    The Cellars-Hohenort
  • Aug 9 - Aug 18

    Cape Cadogan Boutique Hotel + Flight

    Cape Town City Centre
    7 nights
    5.0 star property
    9.6/10 - Exceptional (54 reviews)
    "We stayed here from March 14 th to March 22. We booked 2 rooms and the stay was awesome. It was right at the city center. The staff was so attentive and very courteous and friendly. The rooms were spacious, neat and comfortable. Breakfast was included and was awesome. "
    Reviewed March 24, 2026
    Roundtrip Miami (MIA) - Cape Town (CPT)
    MIA - CPT1 stop CPT - MIA1 stop
    $11,931
    $9,600
    per traveler
    found 20 hours ago
    Cape Cadogan Boutique Hotel
  • Jul 2 - Jul 5

    Babylonstoren + Flight

    Paarl
    2 nights
    5.0 star property
    9.6/10 - Exceptional (78 reviews)
    "Everything perfect"
    Reviewed April 17, 2026
    Roundtrip Atlanta (ATL) - Cape Town (CPT)
    ATL - CPTNonstop CPT - ATLNonstop
    $2,968
    $2,548
    per traveler
    found 4 hours ago
    Babylonstoren
  • Jul 1 - Jul 7

    InterContinental Table Bay Cape Town by IHG + Flight

    Victoria and Alfred Waterfront
    5 nights
    5.0 star property
    9.2/10 - Wonderful (810 reviews)
    Roundtrip Atlanta (ATL) - Cape Town (CPT)
    ATL - CPT1 stop CPT - ATL1 stop
    $3,173
    $2,864
    per traveler
    found 20 hours ago
    InterContinental Table Bay Cape Town by IHG
  • Aug 9 - Aug 18

    One&Only Cape Town + Flight

    Victoria and Alfred Waterfront
    7 nights
    5.0 star property
    9.6/10 - Exceptional (387 reviews)
    "Great Stay! Even better staff!"
    Reviewed May 22, 2026
    Roundtrip Miami (MIA) - Cape Town (CPT)
    MIA - CPT1 stop CPT - MIA1 stop
    $11,011
    $9,994
    per traveler
    found 20 hours ago
    One&Only Cape Town

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

Simon's Town Hotel Deals

Penguins View Guesthouse

Penguins View Guesthouse

4 out of 5
1 Bellevue Road Cape Town Western Cape
10/10 Exceptional! (52 reviews)
"Wonderful base for a few days exploring the Cape Peninsula. So delightful to see the adorable African Penguins from our room and to get to go down early to see them at Boulder’s Beach before the crowds. 🐧 Room was so lovely and had everything we needed - highly recommend!"

Reviewed on May 21, 2026

Penguins View Guesthouse
Taj Cape Town

Taj Cape Town

5 out of 5
1 Wale Street Cape Town Western Cape
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $198 total per night from Jun 5 to Jun 6
$198 total
Jun 5 - Jun 6
Total with taxes and fees
9.6/10 Exceptional! (1,001 reviews)
"This hotel was in a very easy and central location to anything you wanted to get to. The staff were all super friendly, the hotel room was immaculately cleaned and restocked with towels and toiletries throughout the day. The beds were turned down and had little chocolates and slippers near the bed ..."

Reviewed on May 27, 2026

Taj Cape Town
Hotel Verde Cape Town Airport

Hotel Verde Cape Town Airport

4 out of 5
15 Michigan Street, Airport Industria Cape Town Western Cape
$129 nightly
The price is $152 total per night from May 28 to May 29
$152 total
May 28 - May 29
Total with taxes and fees
9.6/10 Exceptional! (1,005 reviews)
"Excellent facilities for a lovely stay right by the airport. Bliss after a long flight. The restaurant has great food, spa looks very nice (though sadly I didnt have time for a massage) and the gardens are gorgeous for a lovely walk. The rooms are spacious and beds vry comfortable."

Reviewed on May 26, 2026

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