Islay Vacations from $285

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The Latest Islay vacation packages

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

Summersands Apartment

3.5 out of 5
Durban Beachfront
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Durban (DUR)
No reviews
The Oyster Box

The Oyster Box

5 out of 5
Save 100% on your flight
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Durban (DUR)
9.6/10 Exceptional! (296 reviews)
The ever splendid Oyster Box. Personal and attentive service in a stunning setting. Uniquely charming. Fabulous service at every turn from the lovely first aiders to the friendly and professional pool staff, to the polite and charming front desk staff . But as ever the icing on this fabulous cake were George and his team and Leon in The Grill. Faultless and friendly service , enthusiastic shared knowledge from a great sommelier and head of house and lovely music from maestro Leon. The monkeys are ever cheekier and Sabenka is sadly missed but the splendour of this lovely hotel endures . And our new favourite breakfast server , Charlie on The Terrace . Already counting the days until we return . Also very lovely to experience sunrise and the regular dolphins swimming by from the sea facing garden cabana . I just need to win the lottery to stay in that amazing Presidential suite !

Reviewed on Jul 31, 2025

Luxe Suites Boutique Hotel

Luxe Suites Boutique Hotel

3 out of 5
Windermere
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Durban (DUR)
10/10 Exceptional! (2 reviews)
Staff are wonderful

Reviewed on Oct 29, 2024

First Group The Palace All-Suite

First Group The Palace All-Suite

4 out of 5
Durban Beachfront
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Durban (DUR)
8.2/10 Very Good! (116 reviews)
This property was really nice! The staff was super friendly and helpful and it has great onsite amenities such as a day spa, pool, and pretty decent dining. The area around is a little sketchy but Durban is on the more developing side of living.

Reviewed on Apr 22, 2024

Fairway Guesthouse

Fairway Guesthouse

3 out of 5
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Durban (DUR)
8.8/10 Excellent! (3 reviews)
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Islay Hotel Deals

Road Lodge Pietermaritzburg

Road Lodge Pietermaritzburg

3 out of 5
Cnr. Hesketh Drive and New England Rd, Pietermaritzburg, KwaZulu-Natal
$47 nightly
The price is $54 total per night from Aug 18 to Aug 19
$54 total
Aug 18 - Aug 19
Total includes taxes and fees
8.2/10 Very Good! (372 reviews)
"Good value for what was needed on the night before Comrades. Good value breakfast in the morning."

Reviewed on Jun 19, 2025

Road Lodge Pietermaritzburg
Tala Game Reserve

Tala Game Reserve

3 out of 5
R603 Umbuvbula Road, Greater Midlands Meander, Camperdown, KwaZulu-Natal
$117 nightly
The price is $135 total per night from Aug 18 to Aug 19
$135 total
Aug 18 - Aug 19
Total includes taxes and fees
8/10 Very Good! (34 reviews)
"Abundance of wildlife found close your lodge…"

Reviewed on Mar 26, 2025

Tala Game Reserve
Redlands Hotel

Redlands Hotel

4 out of 5
1 George MacFarlane Lane, Pietermaritzburg, KwaZulu-Natal
$85 nightly
The price is $97 total per night from Aug 29 to Aug 30
$97 total
Aug 29 - Aug 30
Total includes taxes and fees
Not worth the money
"The Hotel has so much potential but there is a clear lack of care. During breakfast the linen was dirty. The breakfast was poor considering it cost R200 per person. The hotel is not cheap, but leaves a lot to be desired."

Reviewed on Oct 28, 2024

Redlands Hotel
See all 56 properties in Islay
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 does an Islay vacation package cost?
Offering excellent value package deals from $285 on Expedia, you'll be surprised at how little a vacation to Islay costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Islay?
July, November and December are the best times to search for cheap Islay vacation packages. Opting to travel in less busy months means you can usually find reduced prices on flights and accommodations.
How many days is enough for Islay?
The ideal duration for your Islay vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to tick off all the leading sights and discover some hidden gems along the way.
How to find the best Islay package deals?
Finding a cheap Islay package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Islay package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book an Islay vacation as a package?
You can enjoy significant savings on your next Islay break by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Islay?
If you're planning an impromptu Islay adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Islay vacation packages?
Your Islay trip is meant to be an escape from your busy life, not a reason for money worries. So to allow you that extra flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.