Oceanside Vacations from $408

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Your Oceanside Vacation

Packed with charm and character, Oceanside offers everything from golfing to coastal beaches. Experience the delights of this neighborhood the easy way with a customized Oceanside vacation package. Wondering what to see and do during your trip to Oceanside? Nearby attractions like Coligny Plaza, Sea Pines Forest Preserve and Harbour Town Golf Links are good places to start. Expedia can help you turn your dream Oceanside vacation into reality, no matter your travel plans or budget.

The Latest Oceanside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Planters Inn on Reynolds Square

Planters Inn on Reynolds Square

3.5 out of 5
Historic Downtown Savannah
Price was $561, price is now $408 per person
$408
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
9/10 Wonderful! (1,775 reviews)
Perfect for a visit of historic Savannah

Reviewed on Sep 6, 2025

JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $810, price is now $544 per person
$544
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (1,318 reviews)
Had a wonderful time

Reviewed on Sep 7, 2025

11 Singleton Beach by Avantstay Oceanfront Retreat w/ Private Pool + Boardwalk Near Hilton Head Hotspots

11 Singleton Beach by Avantstay Oceanfront Retreat w/ Private Pool + Boardwalk Near Hilton Head Hotspots

3 out of 5
Mid Island
Save 100% on your flight
Price was $7,566, price is now $5,180 per person
$5,180
per person
Nov 22 - Nov 29
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
No reviews
Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Mid Island
Save 100% on your flight
Price was $1,077, price is now $770 per person
$770
per person
Oct 21 - Oct 24
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (30 reviews)
We certainly enjoyed our stay at Sea Watch. It was a wonderful way to relax, and the condos were in excellent condition which made the stay even nicer. Kudos to all of our great staff as well.

Reviewed on Jul 3, 2025

Kimpton Brice Hotel by IHG

Kimpton Brice Hotel by IHG

4 out of 5
Historic Downtown Savannah
Price was $1,133, price is now $813 per person
$813
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
8.2/10 Very Good! (1,014 reviews)
The room was very comfortable and nice reception from the staff, will stay there in the future.

Reviewed on Aug 28, 2025

Where to stay in Oceanside

Find the best Oceanside areas and neighborhoods for the activities you enjoy most. Learn more about Oceanside
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Sea Pines

2 out of top 10 points of interest in this area
4.5/5(27 area reviews)

While visiting Sea Pines, you might make a stop by sights like Atlantic Dunes by Davis Love III and Harbour Town Golf Links.

Find hotels in Sea Pines

Oceanside Hotel Deals

Sunset Rentals | Duck Hawk 27

Sunset Rentals | Duck Hawk 27

Hilton Head Island
Get rates
Sunset Rentals | Duck Hawk 27
Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines

3 out of 5
91 N Sea Pines Dr, Hilton Head Island, SC
$467 nightly
The price is $514 total per night from Sep 22 to Sep 23
$514 total
Sep 22 - Sep 23
Total with taxes and fees
Marriott's Monarch at Sea Pines
Hyatt Regency Savannah

Hyatt Regency Savannah

4 out of 5
2 W Bay St, Savannah, GA
$169 nightly
The price is $200 total per night from Sep 29 to Sep 30
$200 total
Sep 29 - Sep 30
Total with taxes and fees
Hyatt Regency Savannah
See all 14,985 properties in Oceanside
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 Oceanside

Coligny Beach

Coligny Beach

If a restful vacation is part of your travel plans, Coligny Beach might be the perfect place to seek out during your trip to Hilton Head Island. Wander the seaside and forest while you're in the area.

Coligny Beach
Sea Pines Forest Preserve

Sea Pines Forest Preserve

Explore the lovely green spaces of Sea Pines Forest Preserve and enjoy the golf courses in Hilton Head Island. Wander the beautiful beaches and seaside in this family-friendly area.

Sea Pines Forest Preserve
Shelter Cove Harbour

Shelter Cove Harbour

Explore the waterfront of Shelter Cove Harbour and enjoy other activities such as golfing in Hilton Head Island. Wander the beautiful beaches and seaside in this family-friendly area.

Shelter Cove Harbour

Things to do

Hilton Head Island Dolphin Boat Cruise

Hilton Head Island Dolphin Boat Cruise

$40
per adult
94% of travellers recommend
Hilton Head Island Dolphin Boat Cruise
Redfish!

Half Day Offshore Fishing Trip

$80
per adult
Half Day Offshore Fishing Trip
Picture 7 for Activity Hilton Head Island: Disappearing Island and Dolphin Tour

Hilton Head Island: Disappearing Island and Dolphin Tour

$55
per adult
Hilton Head Island: Disappearing Island and Dolphin Tour
See all activities in Hilton Head Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.