Compare and book 5 Star hotels in Oak Bluffs, Massachusetts

    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
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Oak Bluffs 5 Star Hotels

Tonight
28 Jun - 29 Jun
Tomorrow
29 Jun - 30 Jun
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Top Oak Bluffs 5 Star Hotels

Harbor View Hotel
View from room

Harbor View Hotel

5.0 star property
8.8 out of 10, Excellent, (1000)
"Great hotel"
Harbor View Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Oak Bluffs.
AutoCamp Cape Cod

AutoCamp Cape Cod

836 Palmer Avenue, Falmouth, MA
The price is 5.054.220 ₫ per night from 30 Jun to 1 Jul
5.054.220 ₫
6.698.755 ₫ total
30 Jun - 1 Jul
includes taxes & fees
9.2/10 Wonderful! (259 reviews)
Still don't see what you're looking for?
See all properties in Oak Bluffs.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Oak Bluffs

The colourful gingerbread cottages of the Martha's Vineyard Campground will charm you with their whimsical Victorian details. Take the Flying Horses carousel for a spin, then stroll along Ocean Park's waterfront where locals gather for sunset picnics.

See all hotels in Oak Bluffs

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Oak Bluffs?
The amount you pay for a 5-star hotel in Oak Bluffs depends on factors like when you plan to go and the length of your stay. Our insider tip for bagging an awesome deal? Use our pricing filters to compare all of the available options for your chosen dates.

  • Search for the lowest price per night from 5.054.220 ₫

What makes a hotel 5 stars in Oak Bluffs?
From fine dining restaurants and 24-hour fitness centres to pools and dreamy bedding, the 5-star experience in Oak Bluffs is all about comfort and luxury. But it calls for more than just upscale amenities to get a 5-star rating. Hotels also have to offer superb guest-centric services like in-room massages, on-site dry cleaning and laundry and room service any time day or night.
Are there any 5-star all-inclusive resorts in Oak Bluffs?
Expedia's filter tool is the best way to narrow down what you're looking for. Select "All inclusive" and "5-star" to show the finest hotels in Oak Bluffs where your meals, room, activities and entertainment are included in the price. At these retreats, your trip is absolute indulgence from the moment you check in.