Sea Pines Vacations from $619

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Your Sea Pines Vacation

Discover all the amazing things this neighborhood has to offer with a tailor-made Sea Pines vacation package. However you imagine yourself spending your days here, you'll find countless opportunities for fun, adventure and relaxation. When it's time to take in the sights, you'll find loads of top attractions nearby including Show Palace Dinner Theater, Cow Creek and Colorama Music. Visit one, two (or even all!) during your trip to Sea Pines. Whatever your travel plans or the size of your budget, booking the ultimate Sea Pines vacation has never been easier with Expedia.

The Latest Sea Pines Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
Save 100% on your flight
$619
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,236 reviews)
Room, pool and bar were amazing. My only complaint was beach too far to walk for afew of the others. Had to buy beach chairs as there were none at beach unless you paid a third party.

Reviewed on Oct 3, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

Save 100% on your flight
$923
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (603 reviews)
Stylish Treasure Island Escape

Stylish Treasure Island Escape

Sunshine Beach
Save 100% on your flight
$5,138
per person
Nov 27 - Dec 3
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
No reviews
CW Resort

CW Resort

$1,841
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (188 reviews)
Calini Beach Club by Coolvacay

Calini Beach Club by Coolvacay

South Village
Save 100% on your flight
$1,571
per person
Dec 5 - Dec 12
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
No reviews

Where to stay in Sea Pines

Find the best Sea Pines areas and neighborhoods for the activities you enjoy most. Learn more about Sea Pines
A boat with colorful flags, a pier, and a crowd of people.

Bayonet Point

1 out of top 10 points of interest in this area

Shopping, waterfront views, and restaurants highlight some of the notable features of Bayonet Point. Make a stop by Beacon Woods Golf Course while you're exploring.

A wooden pier extending into a calm sea with a sandy beach in the foreground.

Gulf Shores

Gulf Shores might not have many top sights, but Hudson Beach and Show Palace Dinner Theater are two attractions nearby that you can check out.

A beach with sand dunes and tall grasses at sunset.

Hudson Beach Estates

1 out of top 10 points of interest in this area

Though Hudson Beach Estates might not have many top sights, you can venture to the surrounding area to see attractions like Hudson Beach and Show Palace Dinner Theater.

A harbor with multiple sailboats anchored in calm waters under a cloudy sky.

Sea Ranch

While Sea Ranch isn't home to many top sights, Hudson Beach and Show Palace Dinner Theater are some notable places to visit nearby.

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Signal Cove

When in Signal Cove, you can plan a visit to Hudson Beach and Beacon Woods Golf Course, some noteworthy sights in the nearby area.

Sea Pines Hotel Deals

4 bedroom pool house located in a bird sanctuary

4 bedroom pool house located in a bird sanctuary

Hudson FL
4 bedroom pool house located in a bird sanctuary
Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

6172 Commercial Way Spring Hill FL
Fully refundableReserve now, pay when you stay
$53 nightly
$59 total
Oct 13 - Oct 14
Total with taxes and fees
7.4/10 Good! (1,584 reviews)
"It’s decent place to stay in the area"

Reviewed on Oct 3, 2026

Motel 6 Spring Hill, FL - Weeki Wachee
Mermaid Life Main River Sleeps 8 kayaks for everyone. Gulf access for scalloping

Mermaid Life Main River Sleeps 8 kayaks for everyone. Gulf access for scalloping

Spring Hill FL
10/10 Exceptional! (333 reviews)
"The house was very cute and clean. The location was great. It was easy to put our boat in the water and explore the river and the gulf. The river was beautiful. We enjoyed kayaking and morning coffees on the dock swing watching the gorgeous nature all around."

Reviewed on Sep 18, 2026

Get rates
Mermaid Life Main River Sleeps 8 kayaks for everyone. Gulf access for scalloping
See all 1,764 properties in Sea Pines
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.

Things to do

Clear Kayak Tours in Weeki Wachee

Clear Kayak Tours in Weeki Wachee

$79
per adult
100% of travellers recommend
Clear Kayak Tours in Weeki Wachee
Audio Guide to New Port Richey's History and Quirky People

Audio Guide to New Port Richey's History and Quirky People

$7
per adult
Audio Guide to New Port Richey's History and Quirky People
See all activities in Hudson
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.