Luxury Hotels & Resorts in Oak Bluffs from AU$136

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Best Oak Bluffs Luxury Hotels

AutoCamp Cape Cod

4.0 star property
Falmouth
9.4 out of 10, Exceptional, (300)
"Overall we enjoyed our stay.. "
United States
Mardia
The price is AU$383
includes taxes & fees
30 Dec - 31 Dec
AutoCamp Cape Cod

Sea Street Inn

4.0 star property
Hyannis
9.8 out of 10, Exceptional, (45)
"Adrian was an awesome host. Comfortable bed, safe area to walk, beautiful surroundings."
United States
Jori
The price is AU$406
includes taxes & fees
2 Jan - 3 Jan 2026
Sea Street Inn

Harbor View Hotel

5.0 star property
Edgartown
8.8 out of 10, Excellent, (1000)
"The area was safe and the dining experience was great. "
United States
Albert
Harbor View Hotel

Vineyard Square Hotel & Suites

4.0 star property
Edgartown
9.2 out of 10, Wonderful, (309)
"Beautiful property. Would stay here again. "
United States
Thomas
Vineyard Square Hotel & Suites
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.

Top Oak Bluffs Hotel Reviews

Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to Oak Bluffs?
Use Expedia and let us help you arrange a flight to Vineyard Haven, MA (MVY-Martha's Vineyard) airport or Hyannis, MA (HYA-Barnstable Municipal) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a holiday, so we make it easy to get what you'd like to make your stay special. If you want a posh hotel that has fine dining, a spa or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Oak Bluffs offers. During your visit, you might want to enjoy the port which Oak Bluffs is known for.
When can I expect good weather in Oak Bluffs?
Planning for the weather is a good way to make your trip to Oak Bluffs relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Oak Bluffs is 1192 mm.
What's there to see and do in Oak Bluffs?
Experience Oak Bluffs and visit Circuit Avenue, Oak Bluffs Harbor and Oak Bluffs Ferry Terminal. If you have extra time while you're in the area, you might want to stop by Oak Bluffs Town Beach and Inkwell Beach.

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