Cheap Vacations in Okaloosa Island

Choose two or more items and save on your trip:

Okaloosa Island vacations

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $577, price is now $467 per person
$467
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,292, price is now $938 per person
$938
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $858, price is now $628 per person
$628
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $920, price is now $679 per person
$679
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Home2 Suites By Hilton Destin

Home2 Suites By Hilton Destin

3 out of 5
Price was $831, price is now $659 per person
$659
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $1,864, price is now $1,483 per person
$1,483
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Beachside 2 Sandestin by Gibson BR

Beachside 2 Sandestin by Gibson BR

3 out of 5
Save 100% on your flight
Price was $3,018, price is now $2,428 per person
$2,428
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Inn on Destin Harbor, an Ascend Collection Hotel

Inn on Destin Harbor, an Ascend Collection Hotel

2.5 out of 5
Price was $619, price is now $498 per person
$498
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
WaterColor Inn & Resort

WaterColor Inn & Resort

4 out of 5
Watercolor
Save 100% on your flight
Price was $3,097, price is now $2,510 per person
$2,510
per person
Mar 1 - Mar 8
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Golf Cart + Pool Access Near Baytowne & Beach Coral Starfish by Avantstay

Golf Cart + Pool Access Near Baytowne & Beach Coral Starfish by Avantstay

3 out of 5
Price was $1,115, price is now $904 per person
$904
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)

3-night Okaloosa Island vacations

Price found within the past 48 hours. Click for updated prices.
30A Inn & Suites

30A Inn & Suites

3 out of 5
Price was $538, price is now $451 per person
$451
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Price was $989, price is now $754 per person
$754
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $832, price is now $663 per person
$663
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Inn on Destin Harbor, an Ascend Collection Hotel

Inn on Destin Harbor, an Ascend Collection Hotel

2.5 out of 5
Price was $619, price is now $498 per person
$498
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $680, price is now $552 per person
$552
per person
Feb 26 - Mar 1
found 10 hours ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Beach Street Cottages

Beach Street Cottages

3.5 out of 5
Price was $736, price is now $599 per person
$599
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
Harborside by Avantstay Expansive Destin Retreat

Harborside by Avantstay Expansive Destin Retreat

3 out of 5
Save 100% on your flight
Price was $2,216, price is now $1,808 per person
$1,808
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

3 out of 5
Price was $1,111, price is now $918 per person
$918
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
WaterSound Inn

WaterSound Inn

4 out of 5
Price was $1,181, price is now $994 per person
$994
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Hotel Effie Sandestin, Autograph Collection

Hotel Effie Sandestin, Autograph Collection

4 out of 5
Price was $828, price is now $700 per person
$700
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Home2 Suites By Hilton Destin

Home2 Suites By Hilton Destin

3 out of 5
Price was $721, price is now $611 per person
$611
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $571, price is now $488 per person
$488
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)

4-night Okaloosa Island vacations

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $597, price is now $473 per person
$473
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $959, price is now $695 per person
$695
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Save 100% on your flight
Price was $1,394, price is now $1,026 per person
$1,026
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
Beach Street Cottages

Beach Street Cottages

3.5 out of 5
Price was $875, price is now $674 per person
$674
per person
Mar 7 - Mar 11
found 14 hours ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Inn on Destin Harbor, an Ascend Collection Hotel

Inn on Destin Harbor, an Ascend Collection Hotel

2.5 out of 5
Price was $671, price is now $520 per person
$520
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

3 out of 5
Price was $1,031, price is now $842 per person
$842
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Home2 Suites By Hilton Destin

Home2 Suites By Hilton Destin

3 out of 5
Price was $758, price is now $620 per person
$620
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Embassy Suites by Hilton Destin Miramar Beach

Embassy Suites by Hilton Destin Miramar Beach

3.5 out of 5
Price was $837, price is now $685 per person
$685
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
SummerPlace Inn Destin

SummerPlace Inn Destin

3 out of 5
Price was $613, price is now $505 per person
$505
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Hilton Garden Inn Destin Miramar Beach

Hilton Garden Inn Destin Miramar Beach

3 out of 5
Price was $700, price is now $577 per person
$577
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
WaterColor Inn & Resort

WaterColor Inn & Resort

4 out of 5
Save 100% on your flight
Price was $1,955, price is now $1,615 per person
$1,615
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Little Rock (LIT) to Fort Walton Beach (VPS)
WaterSound Inn

WaterSound Inn

4 out of 5
Save 100% on your flight
Price was $1,825, price is now $1,509 per person
$1,509
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Little Rock (LIT) to Fort Walton Beach (VPS)

5-night Okaloosa Island vacations

Price found within the past 48 hours. Click for updated prices.
Inn on Destin Harbor, an Ascend Collection Hotel

Inn on Destin Harbor, an Ascend Collection Hotel

2.5 out of 5
Price was $581, price is now $449 per person
$449
per person
Feb 22 - Feb 27
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Save 100% on your flight
Price was $1,192, price is now $795 per person
$795
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

Hilton Grand Vacations Club in Sandestin Golf & Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,292, price is now $938 per person
$938
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $858, price is now $628 per person
$628
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $920, price is now $679 per person
$679
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Landing Apartments Santa Rosa Beach

Landing Apartments Santa Rosa Beach

4 out of 5
Price was $1,192, price is now $938 per person
$938
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Home2 Suites By Hilton Destin

Home2 Suites By Hilton Destin

3 out of 5
Price was $831, price is now $659 per person
$659
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Beachside 2 Sandestin by Gibson BR

Beachside 2 Sandestin by Gibson BR

3 out of 5
Save 100% on your flight
Price was $3,018, price is now $2,428 per person
$2,428
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Hilton Sandestin Beach Golf Resort & Spa

Hilton Sandestin Beach Golf Resort & Spa

4 out of 5
Price was $1,263, price is now $1,019 per person
$1,019
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $577, price is now $467 per person
$467
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Golf Cart + Pool Access Near Baytowne & Beach Coral Starfish by Avantstay

Golf Cart + Pool Access Near Baytowne & Beach Coral Starfish by Avantstay

3 out of 5
Price was $1,115, price is now $904 per person
$904
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Homewood Suites by Hilton Destin

Homewood Suites by Hilton Destin

3 out of 5
Price was $762, price is now $624 per person
$624
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)

6-7 night Okaloosa Island vacations

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $802, price is now $626 per person
$626
per person
Mar 1 - Mar 8
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Inn on Destin Harbor, an Ascend Collection Hotel

Inn on Destin Harbor, an Ascend Collection Hotel

2.5 out of 5
Price was $1,035, price is now $757 per person
$757
per person
Mar 1 - Mar 8
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Landing Apartments Santa Rosa Beach

Landing Apartments Santa Rosa Beach

4 out of 5
Price was $1,360, price is now $1,018 per person
$1,018
per person
Mar 1 - Mar 8
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
30A Inn & Suites

30A Inn & Suites

3 out of 5
Price was $1,054, price is now $807 per person
$807
per person
Mar 1 - Mar 8
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Hilton Garden Inn Destin Miramar Beach

Hilton Garden Inn Destin Miramar Beach

3 out of 5
Price was $1,077, price is now $837 per person
$837
per person
Mar 1 - Mar 8
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Home2 Suites By Hilton Destin

Home2 Suites By Hilton Destin

3 out of 5
Price was $1,069, price is now $842 per person
$842
per person
Mar 1 - Mar 8
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Save 100% on your flight
Price was $1,864, price is now $1,483 per person
$1,483
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
WaterColor Inn & Resort

WaterColor Inn & Resort

4 out of 5
Save 100% on your flight
Price was $3,097, price is now $2,510 per person
$2,510
per person
Mar 1 - Mar 8
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
WaterSound Inn

WaterSound Inn

4 out of 5
Save 100% on your flight
Price was $2,720, price is now $2,210 per person
$2,210
per person
Mar 1 - Mar 8
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Fairfield Inn & Suites by Marriott Destin

Fairfield Inn & Suites by Marriott Destin

2.5 out of 5
Price was $888, price is now $742 per person
$742
per person
Mar 1 - Mar 8
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
SummerPlace Inn Destin

SummerPlace Inn Destin

3 out of 5
Price was $1,075, price is now $902 per person
$902
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Comfort Inn Miramar Beach-Destin

Comfort Inn Miramar Beach-Destin

2.5 out of 5
Price was $871, price is now $735 per person
$735
per person
Mar 1 - Mar 8
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)

Flight deals to Okaloosa Island

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sun, Apr 19 - Thu, Apr 23
MSP
Minneapolis
VPS
Fort Walton Beach
$186 Roundtrip, found 5 days ago
$186
Roundtrip
found 5 days ago
Select Sun Country Airlines flight, departing Sun, Apr 19 from Minneapolis to Fort Walton Beach, returning Thu, Apr 23, priced at $186 found 5 days ago
Sun, May 31 - Fri, Jun 5
BOS
Boston
VPS
Fort Walton Beach
$196 Roundtrip, found 3 days ago
$196
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, May 31 from Boston to Fort Walton Beach, returning Fri, Jun 5, priced at $196 found 3 days ago
Tue, Mar 31 - Wed, Apr 1
PHL
Philadelphia
VPS
Fort Walton Beach
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Mar 31 from Philadelphia to Fort Walton Beach, returning Wed, Apr 1, priced at $232 found 1 day ago

Top rated hotels for your Okaloosa Island vacation

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
Free Cancellation
Reserve now, pay when you stay
0.55 mi from Okaloosa Island
$143 nightly
The price is $161 total per night
$161 total
Jan 25 - Jan 26
Total with taxes and fees
Located in Fort Walton Beach (Okaloosa Island), The Island Resort at Fort Walton Beach is within a 15-minute walk of Fort Walton Beaches and Okaloosa Island Beach.
Pool
Hot Tub
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd Fort Walton Beach FL
Free Cancellation
Reserve now, pay when you stay
1.01 mi from Okaloosa Island
$82 nightly
The price is $92 total per night
$92 total
Feb 1 - Feb 2
Total with taxes and fees
With a stay at Wyndham Garden Fort Walton Beach Destin in Fort Walton Beach (Okaloosa Island), you'll be within a 5-minute walk of Okaloosa Island Beach and Fort Walton Beaches.
Pool
Hot Tub
Hilton Garden Inn Ft. Walton Beach

Hilton Garden Inn Ft. Walton Beach

3 out of 5
1297 Miracle Strip PKWY SE Fort Walton Beach FL
Free Cancellation
Reserve now, pay when you stay
0.21 mi from Okaloosa Island
$103 nightly
The price is $115 total per night
$115 total
Jan 25 - Jan 26
Total with taxes and fees
Located in Fort Walton Beach (Okaloosa Island), Hilton Garden Inn Ft. Walton Beach is within a 15-minute walk of Okaloosa Island Beach and Fort Walton Beaches.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Okaloosa Island
View all properties
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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.