A row of colorful, historic houses with a central path.

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Our top choices for Oak Bluffs hotels with a pool

Beautiful Estate with salt water pool & pond with kayaks

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
The price is AED 13,957
AED 19,250 total
includes taxes & fees
24 Aug - 25 Aug
Beautiful Estate with salt water pool & pond with kayaks

Hyannis Plaza Hotel

Hyannis Plaza Hotel
2.5 star property
Hyannis
7.2 out of 10, Good, (1,012 reviews)
  • cleanliness
    Seasonal Cape Cod escape with a pristine pool oasis surrounded by blooming garden views.
The price is AED 495
AED 603 total
includes taxes & fees
29 Jul - 30 Jul
Hyannis Plaza Hotel

Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is AED 5,260
AED 6,461 total
includes taxes & fees
23 Aug - 24 Aug
Sal's Place

Beach Pass Included!

Beach Pass Included!
Barnstable
8.0 out of 10, Very Good, (1 review)
The price is AED 5,260
AED 6,793 total
includes taxes & fees
23 Aug - 24 Aug
Beach Pass Included!

Craigville Beach Inn

Craigville Beach Inn
2.0 star property
Centerville
8.6 out of 10, Excellent, (458 reviews)
  • cleanliness
    Splash into beachside bliss with an indoor pool and complimentary beach shuttle service.
The price is AED 714
AED 817 total
includes taxes & fees
24 Aug - 25 Aug
Craigville Beach Inn

Faraway Martha's Vineyard

Faraway Martha's Vineyard
4.0 star property
Edgartown
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Dive into poolside bliss with comfy loungers, a hot tub, and a convenient bar for refreshments.
The price is AED 2,810
AED 3,296 total
includes taxes & fees
3 Aug - 4 Aug
Faraway Martha's Vineyard

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (364 reviews)
  • cleanliness
    Splash into poolside bliss at this Cape Cod resort with cabanas, loungers, and two vibrant bars.
The price is AED 1,854
AED 2,121 total
includes taxes & fees
11 Aug - 12 Aug
The Club at New Seabury

Carole's Place- 2BR/2BA in Edgartown, Pool & Bikes

Carole's Place- 2BR/2BA in Edgartown, Pool & Bikes
Edgartown
The price is AED 2,314
AED 4,291 total
includes taxes & fees
11 Aug - 12 Aug
Carole's Place- 2BR/2BA in Edgartown, Pool & Bikes

New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (85 reviews)
The price is AED 400
AED 1,286 total
includes taxes & fees
17 Aug - 18 Aug
New Seabury Cape Condo + Pool & Beach Escape

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
Falmouth
9.6 out of 10, Exceptional, (17 reviews)
The price is AED 2,112
AED 4,355 total
includes taxes & fees
4 Aug - 5 Aug
Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
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.

Choose what matters most at hotels with a pool in Oak Bluffs

Top Oak Bluffs Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Oak Bluffs?
Summercamp: Resort located near Inkwell Beach. Offers 3 outdoor tennis courts, a seasonal outdoor pool, and free self parking. MV Surfside Hotel: Hotel located near Cape Cod Beaches. Features a snack bar/deli, an indoor pool, and free self parking. Pequot Hotel: Hotel, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool, and a private beach. Morgan Hotel: Hotel located near Cape Cod Beaches. Provides daily, a pool, and free self parking. The Island Inn on Martha's Vineyard: Hotel, 1-minute walk from Main Street Hyannis. Features free self parking, a seasonal outdoor pool, and flat-screen televisions.
What is there to see and do in Oak Bluffs?
Surround yourself with nature at Ocean Park and Oak Bluffs Town Beach. During your stay, check out sights such as Circuit Avenue, Oak Bluffs Harbor, and Oak Bluffs Ferry Terminal. The beaches, wineries, and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Oak Bluffs?
Taking into account the local weather in Oak Bluffs is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Oak Bluffs is 47 inches.