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Discover 5,375 Oakland Hills hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

2 restaurants, breakfast, lunch, dinner served; American cuisine
Wyvern Hotel, Ascend Hotel Collection
4.0 star property
8.8 out of 10, Excellent, (1001)
"Roof top bar is excellent! Food is good, and prices are fair. $20 bottomless mimosas and bloody’s on Saturday and Sunday are a must!"
The price is $132
$148 total
includes taxes & fees
May 23 - May 24
Wyvern Hotel, Ascend Hotel Collection
Room, 1 King Bed | Down comforters, iron/ironing board, free WiFi, bed sheets
Boca Grande Hotel
2.5 star property
8.6 out of 10, Excellent, (467)
"The property itself is well kept and clean. The rooms are quiet. The staff is helpful. For the price and staying in a pristine area of old Florida, it really can’t be beat."
The price is $165
$184 total
includes taxes & fees
May 22 - May 23
Boca Grande Hotel
2 restaurants, lunch served
Four Points by Sheraton Punta Gorda Harborside
3.5 star property
8.8 out of 10, Excellent, (1000)
"The staff was friendly & provided good customer service. The room was clean & comfortable. The breakfast at Dockside Grill (inside hotel) & the dinner & drinks at TT Tikki hut is really good. Live music & games nightly is awesome as you relax by the water."
The price is $159
$190 total
includes taxes & fees
May 19 - May 20
Four Points by Sheraton Punta Gorda Harborside
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Outdoor pool, open 7 AM to 10 PM, sun loungers
Holiday Inn Express And Suites Punta Gorda, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (794)
"The room was nice and clean. The check in and out staff were very friendly!! "
The price is $131
$146 total
includes taxes & fees
May 27 - May 28
Holiday Inn Express And Suites Punta Gorda, an IHG Hotel
Suite, 1 Bedroom, Kitchen | Private kitchen | Microwave, coffee/tea maker, paper towels
The Palmetto Inn
3.0 star property
8.0 out of 10, Very Good, (108)
"Very cool property and just a block away from everything downtown. "
The price is $145
$162 total
includes taxes & fees
May 19 - May 20
The Palmetto Inn
Dock
Angler's Inn
2.5 star property
9.4 out of 10, Exceptional, (288)
"Excellent location and room! We enjoyed sitting out on the deck/dock in the morning with our tea watching an osprey family nearby. We had everything in our room to be comfortable and to make our own meals or a short walk for area restaurants. "
The price is $165
$184 total
includes taxes & fees
May 19 - May 20
Angler's Inn
Property grounds
**Fishing Cottage * Gulf Access * Romantic Getaway
10.0 out of 10, Exceptional, (3)
"The home is very well maintained, stocked and COMFORTABLE! Nice and peaceful and close to lots of restaurants and close to the gulf. The host is extremely friendly and responsive. We will definitely come back. Another bonus is the super comfy master bed/bedroom. We enjoyed watching the birds, fish and manatees from the patio!"
**Fishing Cottage * Gulf Access * Romantic Getaway
Exterior
Brand new beautiful Guest House
9.4 out of 10, Exceptional, (11)
"Tiny hotel room, ideal for our purpose! Clean and comfortable."
The price is $105
$204 total
includes taxes & fees
May 17 - May 18
Brand new beautiful Guest House
TV, stereo
Waterfront Property - on canal.
9.6 out of 10, Exceptional, (58)
"Beach 1.2 miles away, quiet spent alot of time there."
The price is $95
$226 total
includes taxes & fees
Jun 1 - Jun 2
Waterfront Property - on canal.
Property grounds
Paradise Luxury Apartment
9.6 out of 10, Exceptional, (46)
"We needed an economical place to stay while renovating our home and this was just perfect for us."
Paradise Luxury Apartment
A heated pool
Luxury villa with private boat (optional) in Cape Coral, Florida
10.0 out of 10, Exceptional, (97)
"Our family loved our break from reality. We went out on the boat everyday and saw dolphins!! Swam in the pool late into the night. Would definitely return."
Luxury villa with private boat (optional) in Cape Coral, Florida
Fridge, microwave, oven, stovetop
Beautiful Waterfront with Heated Pool - Extra wide canal - pet friendly
9.4 out of 10, Exceptional, (136)
"We thoroughly enjoyed our stay at this home in April 2024. The pool, heated with roof solar panels was exceptional and warm and location on the wide canal offered beautiful sunsets. In our experience in renting these CC properties, we find the solar panel heated pools to be the best. We are truly outside people when we visit, however the home was well stocked with essentials, has beautiful new flooring throughout, nice baths, and is very nicely furnished with beiges and blues ( quite soothing)...
The price is $169
$454 total
includes taxes & fees
May 19 - May 20
Beautiful Waterfront with Heated Pool - Extra wide canal - pet friendly
Fridge, microwave, oven, stovetop
Waterfront Retreat
9.6 out of 10, Exceptional, (15)
"We had an amazing time staying here. The house was incredibly welcoming! Merecedes made the whole process so easy and seamless. A nice perk is being able to catch fish right off the dock! We loved it!!!"
Waterfront Retreat
Property grounds
Hobbit House, Tiny Home.
9.2 out of 10, Wonderful, (30)
"Clean and comfortable! Quiet neighborhood. We were initially concerned about the ability of the air conditioners to make the house comfortable, but they did the job just fine. The beds were also very comfortable! Jenniffer was helpful, and quick to respond to any inquiries that we made. Our son enjoyed the pool every day on our trip!"
Hobbit House, Tiny Home.
Fridge, microwave, oven, stovetop
The Palmetto Inn - Spotted Seatrout - 1 Bedroom King Suite
8.0 out of 10, Very Good, (3)
"Relatively clean. Great location for walking everywhere in town. The property is thrown together very poorly for the price though. Renovations are bad DIY. 1 very small bedroom window that won’t open so limited sunlight/fresh air when you want it in this sunny beach town. But then bedroom has crummy broken shade that won’t block out nighttime street lamp that annoys while you’re trying to sleep at night. No outlets/phone charger next to BOTH sides of bed. Really? Hosts should simply buy an...
The price is $145
$182 total
includes taxes & fees
May 19 - May 20
The Palmetto Inn - Spotted Seatrout - 1 Bedroom King Suite
Interior
Pet-friendly Fort Myers Home w/ Heated Pool!
3.0 star property
10.0 out of 10, Exceptional, (3)
"Was everything as advertised. Also clean, and no issues with anything at all..Would love to go back"
Pet-friendly Fort Myers Home w/ Heated Pool!
Fridge, microwave, oven, stovetop
SouthWest Coastal Retreat , 3Bedroom 2bath , KingBed Suite , Close to Beaches
10.0 out of 10, Exceptional, (1)
"Super easy everything you need!"
The price is $124
$370 total
includes taxes & fees
May 27 - May 28
SouthWest Coastal Retreat , 3Bedroom 2bath , KingBed Suite , Close to Beaches
Fridge, microwave, oven, stovetop
The Palmetto Inn - Redfish - 1 Bedroom Queen Suite
9.0 out of 10, Wonderful, (2)
The price is $165
$207 total
includes taxes & fees
May 19 - May 20
The Palmetto Inn - Redfish - 1 Bedroom Queen Suite
Fridge, microwave, oven, stovetop
The Palmetto Inn - Snook - 1 Bedroom Queen Suite
The price is $245
$307 total
includes taxes & fees
Jun 2 - Jun 3
The Palmetto Inn - Snook - 1 Bedroom Queen Suite
Exterior
Peaceful 3 Bed Waterfront Home
9.4 out of 10, Exceptional, (3)
"We traveled 9 hours from South Carolina for a quick turn around trip. This home was perfect for what we needed. We saw all kinds of wild life while there. It was neat to see the different ducks that aren’t in SC. I would love to come visit and stay again when we had more time."
Peaceful 3 Bed Waterfront Home
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Other neighborhoods around Oakland Hills

Hotels in top Rotonda West neighborhoods Learn more about Oakland Hills
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White Marsh

Though White Marsh might not have many top sights, you can venture to the surrounding area to see attractions like Don Pedro Island Beach and Little Gasparilla Island Beach.

Find hotels in White Marsh

Oakland Hills Travel Info

Number of reviews
4,042
Location
Rotonda West, United States of America
Similar neighborhoods
Broadmoor, Pine Valley and Al Lago Village
Accommodation
5,375 hotels
Hotels with bars
Spacious home with everything you will need for your stay, 3 Bedroom Home with Heated Private Pool Close to Golf & Beach and Bright and open home with southern exposure in Rotonda West. A tropical getaway!
Known for
Golfing
Lowest price
$95
Highest price
$245

Frequently asked questions

What is Oakland Hills like?

Travelers will be sure to find plenty to entertain them in Rotonda West's Oakland Hills neighborhood.

What's the best accommodation in Oakland Hills?

For your stay in Oakland Hills, Nature's Splendor! Lovely Setting. is one of the top choices based on our traveler data.

How many hotels are there in the Oakland Hills area?

If you're searching for places to stay in Rotonda West, Expedia has something to meet your needs with 82 Oakland Hills hotels and other accommodations to choose from.

If I need to cancel my hotel reservation in Oakland Hills, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within a 24-hour period of booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to review top deals in Oakland Hills.

Where can I learn more about changing or cancelling my trip to Oakland Hills?

For more details about updating your trip to Oakland Hills or cancelling it, click here.

What are the top things to see and do in Oakland Hills?

A few places to visit in the area around Oakland Hills include Don Pedro Island Beach, Don Pedro Island State Park, and Ann Dever Memorial Regional Park. You might also plan a visit to Oyster Creek Golf Club when you're sightseeing in Rotonda West.

Recent reviews of Oakland Hills hotels

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

5/5 Excellent
"Great stay at fisherman’s village. The rooms were very clean and convenient. "
A verified traveler stayed at The Suites at Fishermen’s Village- 2 Bedroom Suites
Posted 18 hours ago
The Suites at Fishermen’s Village- 2 Bedroom Suites