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.
  • Aug 11 - Aug 14

    Cape Cadogan Boutique Hotel + Flight

    Cape Town City Centre
    3 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 Harare (HRE) - Cape Town (CPT)
    HRE - CPTNonstop CPT - HRENonstop
    $1,952
    $1,490
    per traveler
    found 1 day ago
    Cape Cadogan Boutique Hotel
  • Jul 14 - Jul 19

    Babylonstoren + Flight

    Paarl
    4 nights
    5.0 star property
    9.6/10 - Exceptional (78 reviews)
    "Everything perfect"
    Reviewed April 17, 2026
    Roundtrip Atlanta (ATL) - Cape Town (CPT)
    ATL - CPT1 stop CPT - ATL1 stop
    $4,677
    $3,940
    per traveler
    found 2 days ago
    Babylonstoren
  • Jul 14 - Jul 19

    POD Camps Bay + Flight

    Camps Bay
    4 nights
    5.0 star property
    9.8/10 - Exceptional (229 reviews)
    "Beautiful hotel, modern, clean, fantastic location on Camps Bay, great staff and underground secure carpark under hotel. Excellent."
    Reviewed April 8, 2026
    Roundtrip Atlanta (ATL) - Cape Town (CPT)
    ATL - CPT1 stop CPT - ATL1 stop
    $3,277
    $2,820
    per traveler
    found 2 days ago
    POD Camps Bay
  • Aug 17 - Aug 23

    Carmichael House Boutique Hotel + Flight

    Mowbray
    5 nights
    4.0 star property
    10/10 - Exceptional (45 reviews)
    "An absolutely beautiful property. Beautiful gardens and warm and welcoming owners and staff."
    Reviewed December 24, 2024
    Roundtrip New York (JFK) - Cape Town (CPT)
    JFK - CPT1 stop CPT - JFK1 stop
    $2,661
    $2,397
    per traveler
    found 2 days ago
    Carmichael House Boutique Hotel
  • Aug 17 - Aug 23

    The Winchester Hotel by NEWMARK + Flight

    Sea Point
    5 nights
    4.0 star property
    9.2/10 - Wonderful (337 reviews)
    "Great location and amazing boutique feel hotel. Loved it all"
    Reviewed May 18, 2026
    Roundtrip New York (JFK) - Cape Town (CPT)
    JFK - CPT1 stop CPT - JFK1 stop
    $2,490
    $2,245
    per traveler
    found 2 days ago
    The Winchester Hotel by NEWMARK

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
$149 nightly
The price is $171 total per night from Jun 19 to Jun 20
$171 total
Jun 19 - Jun 20
Total with taxes and fees
9.6/10 Exceptional! (1,012 reviews)
"We enjoyed our stay. Very helpful staff. Front desk and doormen were great. Primrose and Felicia in the restaurant were always so friendly and welcoming. Breakfast was excellent. Good location. A bit too far to walk to V&A Waterfront. Close Uber ride to the cruise port. Clean and comfortable room. ..."

Reviewed on Jun 5, 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
$115 nightly
The price is $135 total per night from Jun 8 to Jun 9
$135 total
Jun 8 - Jun 9
Total with taxes and fees
9.6/10 Exceptional! (1,007 reviews)
"Excellent hotel and staff I highly recommend the hotel"

Reviewed on Jun 5, 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.