Explore top 2025 5 Star Hotels in Greater Plettenberg Bay

Name: Head over Hills Luxury Retreat
Price range: $313 total
Rating: 9.8

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Top Greater Plettenberg Bay 5 Star hotels

Sky Villa Boutique Hotel

27 Baron's View Estate, Plettenberg Bay, Western Cape

$89 nightly

$103 total

Sep 30 - Oct 1

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center and ...

9.4/10 Exceptional! (92 reviews)

"This place is an absolute gem! My husband and I truly enjoyed this venue for our last few days in Plettenburg Baii! The venue is absolutely beautiful but I can say that this place wouldn’t be as beautiful as it was without the great staff. The service given was superb and it truly felt like home ..."

Reviewed on Jan 22, 2025

The Plettenberg Hotel

40 Church Street, Garden Route, Plettenberg Bay, Western Cape

$256 nightly

$294 total

Sep 27 - Sep 28

Total with taxes and fees

This luxury hotel features a full-service spa, 2 outdoor pools, and a restaurant. Enjoy a day at the beach surfing, or relax with beach umbrellas. Enjoy the ...

9.4/10 Exceptional! (151 reviews)

Perfect small hotel.

"This was the most beautiful hotel we’ve stayed at in a long time. We are frequent travellers and we stayed in some lovely hotels in South Africa but this was most definitely the top. The rooms were stunning as was the whole hotel. The service was excellent and friendly. Perfect stay!"

Reviewed on Sep 16, 2025

St James of Knysna

The Point, Eastford, Knysna, Western Cape

Fully refundableReserve now, pay when you stay

This country house's 2 outdoor pools and gym are among the featured amenities. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast ...

9.6/10 Exceptional! (183 reviews)

"Wonderful welcome, amazing staff and real comfort."

Reviewed on Jun 9, 2025

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Robberg Beach Lodge - Lion Roars Hotels & Lodges

89 Beachyhead Drive, Plettenberg Bay, Western Cape

$107 nightly

$123 total

Sep 28 - Sep 29

Total with taxes and fees

This guesthouse's 2 outdoor pools and a rooftop terrace are among the featured amenities. Relax with a drink at the bar/lounge and enjoy perks like free self ...

8.6/10 Excellent! (283 reviews)

"Staff members were more than happy to accommodate all our requests."

Reviewed on Mar 26, 2025

THEBLOEM

10 Watsonia Drive Paradise, Knysna, Western Cape

This hotel features an outdoor pool and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies ...

9.8/10 Exceptional! (49 reviews)

"Absolutely perfect stay. Their attention to detail is incredible. The complimentary afternoon tea was unexpected and a beautiful touch. Breakfast on your private veranda was lovely with the most fantastic view. Wouldn’t stay anywhere else in Knysna."

Reviewed on May 3, 2025

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Simola Hotel, Country Club & Spa

No. 1 Old Cape Road, Knysna, Western Cape

$191 nightly

$220 total

Sep 30 - Oct 1

Total with taxes and fees

This luxury hotel features a golf course, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free ...

9.2/10 Wonderful! (152 reviews)

Alright

"Cost was high for the standard. It needs a re vamp. It’s a bit old."

Reviewed on May 3, 2025

Hunter's Country House

Off N2, 10km West of Plettenberg Bay, Plettenberg Bay, Western Cape

$222 nightly

$256 total

Sep 27 - Sep 28

Total with taxes and fees

This country house features a restaurant, an outdoor pool, and a bar/lounge. Bring the family and enjoy the free kid's club, playground, and kid-friendly dining. ...

9.6/10 Exceptional! (101 reviews)

"Booked to stay here for 2 nights after reading the reviews and we are so glad we did. From the moment we checked in and being greeted in the lounge with a drink and then being escorted to our room was such a nice touch. The grounds are beautiful and we wished we could have just stayed here for the ..."

Reviewed on May 29, 2025

Villa Afrikana Guest Suites

13 Watsonia Drive Paradise, Knysna, Western Cape

$194 nightly

$223 total

Sep 28 - Sep 29

Total with taxes and fees

This guesthouse features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and free perks like cooked-to-order breakfast and free ...

9.8/10 Exceptional! (102 reviews)

"Best welcoming team ever. Champagne and strawberries, afternoon tea with cake and cookies, breakfast served in the room. Balcony with a wonderful view of the bay...."

Reviewed on Sep 14, 2025

Crags Country Lodge

N2 The Crags, The Crags, Western Cape

This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, ...

10/10 Exceptional! (4 reviews)

"Spectacular location. Staff and service were all exceptional...everyone we encountered was so warm and welcoming!! Beautiful rooms and excellent food. Truly a wonderful experience!!!"

Reviewed on Aug 4, 2025

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Head over Hills Luxury Retreat

22 Glen View Drive, Coney Glen, Knysna, Western Cape

$271 nightly

$313 total

Sep 27 - Sep 28

Total with taxes and fees

This guesthouse features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, ...

9.8/10 Exceptional! (30 reviews)

"This was an all around amazing experience. We stayed in the whale suite which had amazing views of ocean and cliff sides. We saw a pod of dolphins before dinner. Dinner was made there by an excellent chef. Highly recommend staying here."

Reviewed on Mar 6, 2024

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Greater Plettenberg Bay Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Greater Plettenberg Bay to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Greater Plettenberg Bay 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Greater Plettenberg Bay before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.