Sea Pines Vacations from $367

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Your Sea Pines Vacation

Make planning your travels simple by creating a vacation package to Sea Pines. Let us handle the small stuff, so you can concentrate on soaking up everything this neighborhood can offer. Your trip to Sea Pines wouldn't be complete without a stop at big-name attractions nearby such as Cape Cod Museum of Natural History, Ocean Edge Golf Club and Nickerson State Park. Stop dreaming and start doing. When you're ready to book your ideal vacation to Sea Pines, Expedia will help you get there.

The Latest Sea Pines Vacation Packages

Price found within the past 48 hours. Click for updated prices.
EVEN Hotels Manchester Airport by IHG

EVEN Hotels Manchester Airport by IHG

3.5 out of 5
South End
Save 100% on your flight
Price was $562, price is now $367 per person
$367
per person
Nov 20 - Nov 23
found 13 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.8/10 Excellent! (892 reviews)
It was great for one night

Reviewed on Aug 31, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $713, price is now $395 per person
$395
per person
Nov 8 - Nov 10
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $633, price is now $371 per person
$371
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,220 reviews)
Very nice, clean and comfortable property.

Reviewed on Sep 1, 2025

Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $659, price is now $439 per person
$439
per person
Oct 26 - Oct 30
found 10 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.2/10 Very Good! (1,014 reviews)
The check in was a bit busy but get that it was a busy weekend. We've stayed before and it's usually early. We were on the bottom floor and the carpet going down and at bottom was pretty bad. The chair in our room had some stains on it. I'm chalking it up to end of a busy summer. I have nothing against PRIDE but thought it was very odd to have a flag hanging inside off the railing in the lobby.

Reviewed on Sep 2, 2025

Fairfield Inn & Suites by Marriott Plymouth

Fairfield Inn & Suites by Marriott Plymouth

2.5 out of 5
Save 100% on your flight
Price was $764, price is now $521 per person
$521
per person
Nov 9 - Nov 15
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.8/10 Excellent! (474 reviews)
Clean and comfortable. Very easy to park.

Reviewed on Aug 5, 2025

Sea Pines Hotel Deals

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd, Hyannis, MA
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $239 total per night from Sep 14 to Sep 15
$239 total
Sep 14 - Sep 15
Total with taxes and fees
Margaritaville Resort Cape Cod
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $176 total per night from Sep 21 to Sep 22
$176 total
Sep 21 - Sep 22
Total with taxes and fees
Bayside Resort Hotel
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $118 total per night from Sep 5 to Sep 6
$118 total
Sep 5 - Sep 6
Total with taxes and fees
Hyannis Plaza Hotel
See all 5,266 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Sea Pines

#specialplace💛

Nickerson State Park

4.5/5(8 reviews)

Enjoy a trip to Nickerson State Park and popular activities like hiking in Brewster. Wander the beautiful beaches and seaside in the area.

Nickerson State Park
Breakwater Beach showing a beach

Breakwater Beach

4.5/5(15 reviews)

Swim in the clear, shallow waters of this sandy bay and return at low water to explore a sprawling field of fascinating tidal pools.

Breakwater Beach
Cape Cod Museum of Natural History featuring a park and signage

Cape Cod Museum of Natural History

4.5/5(74 reviews)

When the beauty and natural richness of Cape Cod’s landscape leave you craving to know more, enjoy a tour through the halls of this museum and education center.

Cape Cod Museum of Natural History
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.