Cypress Head Vacations from ¥174,830

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The Latest Cypress Head Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

¥174,830
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
8.4/10 Very Good! (5,343 reviews)
Good hotel

Reviewed on Oct 11, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

¥449,990
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

International Drive District
Save 100% on your flight
¥219,178
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9/10 Wonderful! (1,334 reviews)
It was very clean and beautiful

Reviewed on Oct 6, 2026

Seasons Florida Resort

Seasons Florida Resort

¥183,268
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9/10 Wonderful! (3,974 reviews)
The Delaney Hotel

The Delaney Hotel

South Orange
¥253,598
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.6/10 Exceptional! (1,213 reviews)
Favorite place to stay when visiting Orlando. Very practical with the tavern attached, centrally located, modern and well-maintained rooms. Clean, quiet, free and easy parking, helpful staff. Can’t ask for much more than that!

Reviewed on Oct 11, 2026

Where to stay in Cypress Head

Find the best Cypress Head areas and neighborhoods for the activities you enjoy most. Learn more about Cypress Head
A marina with boats, a red lighthouse, and houses along the waterfront.

Harbor Oaks

Though Harbor Oaks might not have many top sights, you can venture to the surrounding area to see attractions like Go-Kart City and Ponce Inlet Beach.

A coastal cityscape with a beach, high-rise buildings, and a marina.

Orlando Heights

While there might not be top attractions in Orlando Heights, you can explore the larger area and discover places like Pirate's Island Adventure Golf and Fornari Park.

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Fly In Spruce Creek

If you're looking for some top things to see and do in Fly In Spruce Creek and surrounding area, you can visit Spruce Creek Country Club and Gamble Place.

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Allandale

Though Allandale might not have many top sights, you can venture to the surrounding area to see attractions like Go-Kart City and Daytona Ice Arena.

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Venetian Way South

If you're looking for some top things to see and do in Venetian Way South and surrounding area, you can visit Pirate's Island Adventure Golf and Fornari Park.

Cypress Head Hotel Deals

Hilton Daytona Beach Oceanfront Resort

Hilton Daytona Beach Oceanfront Resort

100 N Atlantic Ave Daytona Beach FL
Fully refundableReserve now, pay when you stay
¥14,185
¥20,411 total
Nov 11 - Nov 12
includes taxes & fees
7.4/10 Good! (4,973 reviews)
"The staff was great, the room was clean and guest services were quick to meet our needs."

Reviewed on Oct 11, 2026

Hilton Daytona Beach Oceanfront Resort
Daytona Grande Oceanfront Resort

Daytona Grande Oceanfront Resort

422 N Atlantic Ave Daytona Beach FL
Fully refundableReserve now, pay when you stay
¥20,758
¥29,587 total
Nov 8 - Nov 9
includes taxes & fees
Daytona Grande Oceanfront Resort
Bahama House

Bahama House

2001 S Atlantic Ave Daytona Beach Shores FL
Fully refundableReserve now, pay when you stay
¥15,752
¥17,721 total
Nov 12 - Nov 13
includes taxes & fees
Bahama House
See all 8,098 properties in Cypress Head
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.

Frequently asked questions

How much does a Cypress Head vacation package cost?
Much less than you might think — from a low ¥174,830, actually! By bundling flights, hotels and car rentals into a tailor-made travel package, your getaway to Cypress Head is only clicks away.
How do I get a cheap travel package to Cypress Head?
Just imagine all the fabulous things you could do in Cypress Head with a wad of extra cash in your pocket. Watch your savings stack up when you combine your travel bookings into a Cypress Head vacation package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 hotels throughout the world. Whether you're taking a break with the entire family or traveling on your own, exploring Cypress Head is better with a package.
Where should I stay in Cypress Head?
A vacation in Cypress Head wouldn't be complete without seeing Spruce Creek Country Club, Airport Road Park and Crane Lakes Golf and Country Club. Spend your nights near these popular attractions and make sightseeing easy.
How far in advance should I book my Cypress Head vacation?
It all depends on the air carrier, but you can normally compare international airfares on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky customers will sometimes score a cheaper ticket only weeks before their intended journey.
What does an Expedia Cypress Head travel package include?
Packages include flights, rental cars and hotels, but you can combine any of them to create your perfect Cypress Head vacation. You can also add on fun things like experiences and activities once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll score deals you won't find anywhere else.
What should I know before booking a Cypress Head travel package?
Bundling your bookings into a Cypress Head vacation package is the most convenient way to organize your trip. Not only that, you'll save big just for combining your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Cypress Head Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Simply select the carrier you want and create your ideal Cypress Head vacation.
If I'm not able to travel, can I cancel my Cypress Head vacation package?
We totally get it — unexpected stuff happens. If you've locked in a Cypress Head vacation package and have to cancel or change it, we can help. It's always worth checking out our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to change your itinerary free of charge. If it's more than 24 hours, your airline, hotel or car rental company may impose a charge.

Stay near popular Cypress Head attractions

Golf Club at Cypress Head

6.0/10 (8 reviews)
Play a round of golf at Golf Club at Cypress Head and enjoy other activities in Port Orange such as biking. Discover the beautiful sunrises and lively bars in this family-friendly area.
See properties

Things to do

Daytona Beach: Luau with Polynesian Dinner and Live Show

Daytona Beach: Luau with Polynesian Dinner and Live Show

¥8,315
per adult
96% of travellers recommend
Daytona Beach: Luau with Polynesian Dinner and Live Show
3 Hour Coastal Fun Cruise

3 Hour Coastal Fun Cruise

¥16,541
per adult
3 Hour Coastal Fun Cruise
Small-Group Sailing Tour in Daytona Beach

Catamaran Sailing Dolphin/Manatee Watch in Daytona Beach

¥10,825
per adult
96% of travellers recommend
Catamaran Sailing Dolphin/Manatee Watch in Daytona Beach
See all activities in Port Orange
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.