Great Island Beach Holidays

Book a Beach Hotel + Flight or Car together to unlock savings

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    Save up to £750 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Packages with flights are ATOL protected

Top flight + Beach hotel deals in Great Island

Price found within the past 48 hours. Click for updated prices.
Inn By The Sea

Inn By The Sea

£1,271
per person
19 Dec - 21 Dec
found 10 hours ago
Return direct flight included
London (LHR) to Portland (PWM)
9.6/10 Exceptional! (333 reviews)
White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

£2,305
per person
14 Dec - 21 Dec
just found
Return direct flight included
London (LON) to Portland (PWM)
9.6/10 Exceptional! (124 reviews)
Kennebunkport Captains Collection

Kennebunkport Captains Collection

£1,477
per person
14 Dec - 21 Dec
just found
Return direct flight included
London (LON) to Portland (PWM)
9.4/10 Exceptional! (751 reviews)
Old world charm, took you right back to the days of old and had you wondering what life was like back then. Appreciated the bikes to ride, rooms were excellent with the slight gribe that a little more light in the room would have been nice. Breakfasts were top notch.

Reviewed on 7 Oct 2026

Stage Neck Inn

Stage Neck Inn

£1,622
per person
14 Dec - 21 Dec
just found
Return direct flight included
London (LON) to Portland (PWM)
9.4/10 Exceptional! (549 reviews)
We visited the Stage neck for the first time since we celebrated our marriage there in 2011. We love the renovations and the restaurant was superb. One of the best anniversary dinners we ever had. It was also so cool to be there for a storm where they provide raincoats and galoshes! Nie touch!

Reviewed on 4 Oct 2026

4 BDR w/ Private Hot Tub, Backyard and Deck!

4 BDR w/ Private Hot Tub, Backyard and Deck!

£1,894
per person
14 Dec - 21 Dec
just found
Return direct flight included
London (LON) to Portland (PWM)
10/10 Exceptional! (1 review)
Very beautiful home, hot tub was great!! Wonderful yard very relaxing.

Reviewed on 15 Jun 2025

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5* Beach holidays in Great Island

Price found within the past 48 hours. Click for updated prices.
White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

£2,305
per person
14 Dec - 21 Dec
just found
Return direct flight included
London (LON) to Portland (PWM)
9.6/10 Exceptional! (124 reviews)
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Find your perfect Great Island beach holiday

How can I book the best beach holidays in Great Island?

Sometimes all you want is to kick back with the sun on your face and your toes in the sand. Plus-size the blissful on your Great Island beach holiday by checking out the best bays and using our neighbourhood filter to find accommodation nearby – or even with serene sea views. Use the reviews and our guest-rating filter to find the loveliest options.

Can I book cheap beach holidays in Great Island?

For a budget beach break, consider staying a little further away from the sea, or choose self-catering rather than a hotel. You can use our amenities filter and map view to find the best cheap deals for you. Sunbathe for less with our affordable Great Island beach holidays, which start from £1,271. Prices and availability are subject to change. Additional terms may apply.

When can I go on a quiet beach holiday in Great Island?

Enjoy out-of-season seclusion on a beach holiday to Great Island during the quieter months. With fewer crowds competing for accommodation, you could bag a great deal, too.

Why should I book family holidays in Great Island with beach access?

If you have kids, beach holidays are more buckets and spades, lilos and sun cream than they are spa, cocktails and long reads – unless you book a holiday with beach access. It’s a family win. Even better, once the kids are in bed, you can sit on your bedroom balcony, listen to the waves and share a local tipple and stay in earshot of your sleeping beauties.

How can I find a Great Island beachfront holiday?

For the ultimate beach holiday, use our beachfront and sea view filters to whittle down your search results to find the perfect property, right on the water.

How can I book last-minute Great Island beach holidays?

Add a little spontaneity to your beach holiday by looking for a last-minute deal in Great Island. If you have set dates, pop them into the search and see what heaven awaits in just a few days.

Can I find Great Island beach holidays which are all inclusive?

A beach holiday to Great Island is one of the best occasions to treat yourself to an all-inclusive holiday package. Savour every sip of cocktail, every moment of sunshine, every blissful meal you didn’t have to cook yourself. And all included in the price. Just use our all-inclusive filter to see what’s available.

Can I book a Great Island beach trip with free cancellation and/or flexible dates?

Even if plans change, you don’t have to lose out. Use our filters to find accommodation with free cancellation, or even filter for buy now, pay later options. Once you’ve booked, log into your account to see all the details.

Why should I book a Great Island beach holiday with Expedia?

Our huge range of accommodation and flights mean you’ll find the best beach holidays in Great Island on Expedia in just a few clicks. It’s as easy as falling asleep to the sounds of the sea.

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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. Flight-inclusive packages are ATOL protected.