Search Highland Beach hotels

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Highland Beach

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (903)
"The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!"
The price is AU$215
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express Annapolis East-Kent Island by IHG

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (629)
"Great location and rooms. Great place!"
The price is AU$253
includes taxes & fees
26 Oct - 27 Oct
Hyatt Place Kent Narrows & Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (999)
"Hotel was great, beautiful location near the water"
The price is AU$267
includes taxes & fees
5 Oct - 6 Oct
Hilton Garden Inn Kent Island Marina

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (114)
"Great INN super nice staff"
The price is AU$378
includes taxes & fees
21 Oct - 22 Oct
Kent Island Resort

Best Western Kent Narrows Inn

2.5 star property
8.0 out of 10, Very good, (1001)
"Excellent location"
The price is AU$215
includes taxes & fees
5 Oct - 6 Oct
Best Western Kent Narrows Inn

Quality Inn

2.5 star property
7.8 out of 10, Good, (831)
"Great place and great staff"
The price is AU$176
includes taxes & fees
19 Oct - 20 Oct
Quality Inn

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very good, (1002)
"great place "
The price is AU$258
includes taxes & fees
29 Sept - 30 Sept
Rod 'N' Reel Resort

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (454)
"Very clean and fresh!❤️Loved the room. bar loud at happy hour outside . Food good at food truck. Would for sure stay again, looking forward to our next stay at anchored inn."
The price is AU$312
includes taxes & fees
30 Sept - 1 Oct
Anchored Inn at Hidden Harbour Marina

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1008)
"Would stay there again very soon "
The price is AU$347
includes taxes & fees
28 Sept - 29 Sept
The Westin Annapolis

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (420)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
The price is AU$387
includes taxes & fees
26 Oct - 27 Oct
The Inn at Chesapeake Bay Beach Club

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very good, (1007)
"Our stay at the hotel was easy check in and check out. Quiet and great location for our stay."
The price is AU$207
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn Annapolis

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1000)
"The room was great, and the staff was great. "
The price is AU$199
includes taxes & fees
20 Oct - 21 Oct
Courtyard by Marriott Annapolis

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (897)
"Had a great stay."
The price is AU$171
includes taxes & fees
28 Sept - 29 Sept
Sonesta ES Suites Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1022)
"Great place to stay. The pool and hot tub are great amenities. "
The price is AU$176
includes taxes & fees
14 Oct - 15 Oct
Country Inn & Suites by Radisson, Annapolis, MD

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1018)
"Good location"
The price is AU$195
includes taxes & fees
14 Oct - 15 Oct
Crowne Plaza Annapolis by IHG

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (866)
"Beautiful location, big rooms "
The price is AU$443
includes taxes & fees
19 Oct - 20 Oct
Annapolis Waterfront Hotel, Autograph Collection

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1856)
"Perfect location…terrific staff…spacious room with a king sized bed! "
Historic Inns of Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1017)
"we were shocked by how nice the room was. great breakfast buffet as well. "
The price is AU$184
includes taxes & fees
30 Sept - 1 Oct
DoubleTree by Hilton Hotel Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very good, (1014)
"Nice location and staff was friendly and helpful."
The price is AU$199
includes taxes & fees
19 Oct - 20 Oct
Hampton Inn & Suites Annapolis

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (148)
"Great room, very clean property, and the breakfast… absolutely perfect for me and my son. "
The price is AU$295
includes taxes & fees
5 Oct - 6 Oct
Fairfield Inn & Suites By Marriott Annapolis
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near top Highland Beach attractions

Top Highland Beach Hotel Reviews

More cheap accommodation in Highland Beach

More cheap accommodation in Highland Beach

Frequently asked questions

Where is the best place for a stay in Highland Beach?

Located 3.6 mi (5.8 km) from the heart of Highland Beach, Historic Inns of Annapolis is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are DoubleTree by Hilton Hotel Annapolis and Country Inn & Suites by Radisson, Annapolis, MD. See all available top hotels, or vacation rentals in Highland Beach.

What are some of the best holiday rentals that Highland Beach has to offer?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This holiday home rental outside of Highland Beach offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all vacation rentals in Highland Beach.

If I need to cancel my hotel reservation in Highland Beach, will I receive a refund?

Yes, most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Highland Beach.

What is staying in Highland Beach like?

Visitors to Highland Beach will definitely find plenty to explore and enjoy. There are 1238 hotels and other accommodation options in the surrounding area. Find out more about Highland Beach.

What should I do while I'm visiting Highland Beach?

Places to visit in the wider area include Bay Ridge Beach, Maryland Quiet Waters Park and Annapolis Landing Marina. You'll also find Annapolis Maritime Museum and Ego Alley in the area. Take a look at what more there is to see and do in Expedia's Highland Beach guide.

What's the seasonal weather in Highland Beach?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Highland Beach is 1313 mm.

Explore a world of travel with Expedia

Explore a world of travel with Expedia