Oakland Holidays from £1,322

Book a Hotel + Flight or Car together to unlock savings

Photo by Amber Palmer

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • Rest easy

    Packages with flights are ATOL protected
Price found within the past 48 hours. Click for updated prices.
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

Crystal Beach
£1,322
per person
21 Nov - 28 Nov
found 13 hours ago
Return direct flight included
London (LON) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,014 reviews)
Amazing location, pool, and restaurants!

Reviewed on 4 Sept 2026

Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
A lifeguard tower on a sandy beach with a clear blue sky.

Okaloosa Island

6 out of top 10 points of interest in this area

The perfect place for a romantic getaway or a family weekend retreat, this is an unforgettable shoreline delight.

Find hotels in Okaloosa Island
A pier extending into the ocean at sunset.

Downtown Fort Walton Beach

1 out of top 10 points of interest in this area

If you're spending some time in Downtown Fort Walton Beach, Santa Rosa Sound and Indian Temple Mound Museum are top sights worth seeing.

Find hotels in Downtown Fort Walton Beach
A riverbank with sand, grass, and trees.

Seabreeze

While visiting Seabreeze, you might make a stop by sights like Emerald Coast Science Center and Santa Rosa Sound.

Find hotels in Seabreeze
A basket of fried chicken wings with a glistening sauce.

Beal Parkway

When in Beal Parkway, you can plan a visit to Okaloosa Island Beach and Emerald Coast Science Center, some noteworthy sights in the nearby area.

Find hotels in Beal Parkway
A wooden pier extending into calm water with a sunset in the background.

Elliot's Point

While visiting Elliot's Point, you might make a stop by sights like Choctawhatchee Bay and Santa Rosa Sound.

Find hotels in Elliot's Point

Top hotels in Oakland

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
£128
30 Sept - 1 Oct
includes taxes & fees
8.2/10 Very good! (3,632 reviews)
"Great"

Reviewed on 6 Sept 2026

The Island Resort at Fort Walton Beach
Hilton Garden Inn Destin Miramar Beach

Hilton Garden Inn Destin Miramar Beach

220 Scenic Gulf Drive Miramar Beach FL
Fully refundableReserve now, pay when you stay
£77
15 Sept - 16 Sept
includes taxes & fees
8.8/10 Excellent! (1,371 reviews)
"Easy check in"

Reviewed on 6 Sept 2026

Hilton Garden Inn Destin Miramar Beach
Hyatt House Destin

Hyatt House Destin

4415 Legendary Dr Destin FL
Fully refundableReserve now, pay when you stay
£99
13 Sept - 14 Sept
includes taxes & fees
Hyatt House Destin
See all 20,103 properties in Oakland
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
Pet Friendly Holidays
Pet Friendly Holidays
Holiday in Month
Where to go when
Where to go when

Stay near popular Oakland attractions

Preston Hood Athletic Complex

Catch an event at Preston Hood Athletic Complex during your trip to Fort Walton Beach.
See properties

Fort Walton Beach Tennis Center

Catch an event at Fort Walton Beach Tennis Center during your trip to Fort Walton Beach.
See properties

Things to do

Screaming Eagle Speedboat Thrill Ride in Destin

Screaming Eagle Speedboat Thrill Ride in Destin

£37
per adult
Screaming Eagle Speedboat Thrill Ride in Destin
Shark Boat Destin Dolphin Watch and Sunset Cruise

Shark Boat Destin Dolphin Watch and Sunset Cruise

£26
per adult
100% of travellers recommend
Shark Boat Destin Dolphin Watch and Sunset Cruise
Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

£29
per adult
96% of travellers recommend
Dolphin & Sunset Cruises
See all activities in Fort Walton Beach

* 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.