Hotels with Pool & Resorts in Royal Oak from AU$133

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Royal Oak Hotels with Pool

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Best Royal Oak Hotels with Pool

Indoor pool, seasonal outdoor pool, pool cabanas (surcharge)
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is AU$208
includes taxes & fees
3 Jan - 4 Jan 2026
Rod 'N' Reel Resort
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, pool loungers
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
9.2 out of 10, Wonderful, (930)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is AU$133
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
St Michaels Inn

St Michaels Inn

2.5 star property
St. Michaels
8.2 out of 10, Very good, (1001)
"clean and comfy, friendly staff"
United States
Tamara
The price is AU$181
includes taxes & fees
9 Dec - 10 Dec
St Michaels Inn
Seasonal outdoor pool
Quality Inn

Quality Inn

2.5 star property
Easton
7.6 out of 10, Good, (824)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is AU$134
includes taxes & fees
21 Dec - 22 Dec
Quality Inn
Lobby
Quality Inn

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (859)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is AU$142
includes taxes & fees
7 Dec - 8 Dec
Quality Inn
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (128)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is AU$267
includes taxes & fees
7 Dec - 8 Dec
Kent Island Resort
Indoor pool
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 star property
Cambridge
8.2 out of 10, Very good, (792)
"It was a nice comfortable room convenient to our travels and at a great price. "
United States
Ann
The price is AU$183
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn & Suites Cambridge
Indoor pool, open 5 AM to 11 PM, pool loungers
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1003)
"Room was great! In room tub was a bit smaller than I was expecting but still quite adequate! View from room was very nice."
United States
Madeline
The price is AU$173
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Kent Island Marina
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (89)
"Very relaxing stay."
United States
Anne
The price is AU$290
includes taxes & fees
1 Jan - 2 Jan 2026
Wylder Tilghman Island
Seasonal outdoor pool
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
9.4 out of 10, Exceptional, (359)
"Courteous and helpful staff. Comfortable, clean rooms in a beautiful setting. We enjoy our stays and always feel so welcomed!"
United States
Virginia
The price is AU$199
includes taxes & fees
9 Dec - 10 Dec
Knapps Narrows Marina & Inn
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.
View all properties

Top Royal Oak Hotel Reviews

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

10/10 Excellent
"Room was great! In room tub was a bit smaller than I was expecting but still quite adequate! View from room was very nice."
Madeline 1-night trip
Posted 4 days ago
Hilton Garden Inn Kent Island Marina

Frequently asked questions

What are some accommodation options with pools in Royal Oak?
Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS): Features sunloungers, a pool and complimentary wireless Internet access. Hyatt Regency Chesapeake Bay: Offers kitchens, a communal pool and televisions. Rod 'N' Reel Resort: Provides 2 outdoor swimming pools, a children's pool and a private beach. St Michaels Inn: Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Hyatt Place Kent Narrows & Marina: Offers daily, a seasonal outdoor pool and free self parking.
What is there to see and do in Royal Oak?
Make a point to visit attractions such as Chesapeake Bay Maritime Museum and Phillips Wharf Environmental Center. Discover sights such as Saint Michaels Village, St. Michaels Winery and St. Michaels Marina during your stay.
When is the best time to book a hotel with a pool in Royal Oak?
You may want to think about a place to stay that offers an outdoor pool if you'll be visiting Royal Oak in the hottest months of July, August or June, when the average temp is 24°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temperature is 5°C.