Used Jeep cars for sale near Vineyard Haven, MA under $899,990

Small, local company. Great experience. Helpful and knowledgeable staff. Easy to work with. Follow up and follow through were great. Great vehicles to choose from.

Bought my 2024 used with 13k miles on it. Maybe I'm old school due to prior life with a 97 TJ and and 01 XJ but this car is fantastic to drive and very luxurious. Perhaps not as tech heavy as other SUVs, but it does everything I could hope for, and has been fun for road driving and light off roading.

The folks at O?Hara are unfailingly polite, service is always done right the first time and at a fair price. Always a pleasant experience getting my Jeeps serviced.

I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.

Experienced, knowledgeable, customer oriented w a personable platform affording more confidence as a prospective customer!

This is the best Jeep Wrangler model ever made. The past YJ, TJ, JK models are great, but this Jeep JL 2018 Wrangler Sahara Automatic V6 is the best one yet. The comfort and modern amenities are top of the line. The 8” infotainment head unit and Alpine sound system is out of this world. The interior fits my family of four and has enough cargo space for a stroller, scooter, Onewheel XR and beach chairs. The exterior needs no introduction with its iconic round headlights and seven slot grill. Followed by a three piece removable top, which I managed to take off and put back on by myself. FYI, don’t try doing this by yourself. My final favorite thing about my Jeep JL is the ability to customize the Jeep with all of the amazing aftermarket parts and pieces. This allows you to take the best looking car on the road and make it your own.

I’d like to say thank you so much for your great job Fabiola. I really appreciate how you did all things happening giving me all support and confidence to take the best decision. Thank you for being here for us! Nice work! Keep going! Marize

We bought it in 2023 just off lease as a CPO. It’s been a great vehicle. We love it would buy another one in a minute.

Excellent customer service. We were greeted nicely and immediately paid attention to. Asked about our concerns. Checked in on us for drinks and snack. Very thorough when explaining work done and next steps.

Two weeks ownership impressions, this Jeep is quite impressive. I've never been a Jeep person. Long time Dodge Charger owner in the sports car world. Cross shopping the Mustang Mach-e, the Grand Cherokee 4xe really got my attention. It's got that "in town" all electric distance, but you have the turbo gas engine for range and flexibility. The interior is not quite oppulent luxury, but it is VERY nice inside. Levels above what typical Jeep interiors and technology have been. It's very well put together with nice materials, and even some nice plastics. The one huge strike is the choice of so much center piano black. This material has to die. UConnect 5 is my absolute favorite. It works extremely well. The TomTom Nav is kinda weak. It only works best when you input the exact address. Combined electric and gas performance is impressive! This big SUV launches off the line when asked to. Electric use is pretty good for a big vehicle, at about 26mi. Which has been perfect for local driving when I'm off the highway. My combined MPG with gas/electric has been 25mpg, on Regular fuel. Which is a huge step up from the old Charger, yet I have all this cargo room. In the recent snow storms, this GC has been a snow BEAST. Very stable, and the stock Bridgestone tires have been acceptable in their snow performance. A few negatives; the dealer helped fixed a squeaky front panel right away. And they updated my UConnect system, where the screen was flashing black. After those fixes, the GC 4xe has been flawless. The engine is a bit noisy at higher rpms, but I don't mind it too much getting to use its performance. I've been Level 1 charging overnight at home, which has been adequate, taking about 14-15hrs for a full charge. That usually gets 2-3 local errand/to highway trips before it runs out. Then I charge again for the next day. When the battery is "dead" there's enough reserve to operate like a Prius hybrid, to help keep fuel efficiency up while in gas mode. Overall very happy! It's a lease to hedge my bets on this new tech, hopefully it keeps going well! I might be a Jeep convert!

Very solid experience. Ended up purchasing a 2013 Nissan Frontier with only 41,500 miles. Outstanding !

ISSUE WITH SUNROOF CLOSING, NEW ONE PUT IN SAME PROBLEM. IN COLD WEATHER SEVERAL DOORS WOULD NOT LOCK AT ALL. AT FIRST I THOUGHT THEY WERE FROZEN THE DEALERSHIP IS STILL NOT SURE WHY THIS HAPPENED. I WAS UNABLE TO DRIVE IT WHEN THIS OCCURRED. JUST HAD THE IGNITION REPLACED - CAR WOULD NOT SHUT OFF. I REALLY LOVED THIS CAR THE SUNROOF IS HUGE, MY FIRST NEW CAR, IT IS A LITTLE SMALL IN THE BACK SEAT FOR PASSENGERS BUT NICE, I LOVE HAVING A HATCH AND NO TRUNK TO MOVE THINGS IF I WANT. I HAVE ALWAYS WANTED A JEEP AND I ABSOLUTELY LOVE THE 4 WHEEL DRIVE AND OPEN FEEL OF THIS CAR. IT DOES VERY WELL ON THE HIGHWAY. THE REAL ISSUE I AM HAVING IS WITH CASTLE JEEP/ RAM IN NAPERVILLE,ILLINOIS COVRING THESE ISSUES WITH MY 100,000 MI WARRANTY.

Painless. Very smooth Quick loan Transfered title Took my trade Communicated with my insurance co. Even got an inspection sticker. Very friendly people. Very professional.

Now in my 6th year with my 2017 and still like it. My complaints are simple. Needs larger fuel tank, better gas mileage considering its size and engine, would prefer manual transmission, and get rid of the xxxx engine shut off function. Love the size, comfortable, still seems solid. My only repair was replacement of the satnav unit that crapped out.

Excellent staff easy to deal with reasonable in negotiations . Would but there again and will have my service done there. Convenient location open six days easy to schedule

I have had my 22 High Altitude for about 4 months now and the only issue(s) I find are the following: MPG is not as advertised, it's not that great. It's around 24 average, I am about 50/50 city/highway driving - It's fine. It DOES ride like a Jeep - so it's not as "luxurious" as your higher end cars, but YOU BOUGHT A JEEP - The last snow storm we had in Cleveland was about 10" in 2 hours - No problem, even with 235/45/19 tires - Would be way better with not so wide tires. It's slow. Who cares? Are you driving in the F1? Nah - It's plenty. Interior is baller. Infotainment is great, comfortable. Heated steering wheel is a plus. IDK - I read these reviews and everyone is so picky - It's a nice ride. If you find you like it, give it a shot.

My daughter and I just purchased her first new car, and our salesman Fred was laid back, and very professional and responsive. Best car buying experience I've had, great job Cape and Islands Kia! We'll be back for sure.

My only complaint are the front seats do not have enough cushion and the seatbelt latch pushes into your hip on the drivers side. and standard lumbar support on all models added

Had an amazing experience from start to finish with Carlos Alves. Very happy with my purchase. They are very upfront and honest. Whatever I was shown at time time we agree on the purchase was the same on my final paperwork.

Love my 2022 Jeep Grand Cherokee L. Has plenty of room and lots of technology. Plenty of power and is doing great on gas mileage based on its size. Definitely recommend the vehicle!

We Couldn't ask for better employees or service at a great dealership offering professional confidence and target for customer service and satisfaction. I've purchased numerous GMC/Buick products from them and couldn't be more satisfied.

I have been looking at new Jeeps for awhile was needing a new vehicle was driving a 2005 dodge grand caravan sxt drove it everywhere kid's learned how to drive in it. But I'm a jeep guy have a 1979Jeepcj7 since brand new drive it daily. Seen the jeep cherokee trailhawk at my local dealership talked to them about it took it for a test drive and fell in love with it. Had to take it home. Very comfortable all the buttons are in the right places. Display screen is very simple to navigate easy-to-use app's phone linked right up no need to look at it. Mics are in right places above head everyone I call or calls me has no problem hearing me. Has alot of safety features to get use to but not hard. I have had other cherokee in the past but love this one. If you are interested in a Jeep check out the Cherokee line like I said I'am a Jeep guy test drive and you will see what I mean.

We love this place,we highly recommend very friendly stuff!!

It’s currently summer 2025, I’ve owned my 2020 Wrangler Sahara since spring 2021. I LOVE my jeep and have had ZERO issues with it. This is my 2 nd Wrangler, first one was 2915 New. No issues with it at either. Mine is a 4 cl turbo. I didn’t want that I wanted a 6 cl. My husband convinced me to buy it and I’m glad I did. I have 59,000. Miles currently and I haven’t had to replace anything besides general maintenance.

I’ve had my ‘15 latitude, for a year. T-bones a car, last week, and they crumple like a beer can… In other words: had my wife get a ‘16 75th edition TODAY!! Yes, ramen diet, for a few years, + her “special edition” doesn’t have heated seats, or a heated wheel 😖 My latitude does!! I wouldn’t look at different 💯

Stopped on the way home because the heater fan was making strange noises and vibrated. The mechanic immediately checked it out, diagnosed the problem and, even though it was close to closing time, offered to fix it right away. He expertly took apart the dash, showed me the reason for the noise (a rodent built a nest in the fan compartment) and quickly, fixed and disinfected it. This was already past closing hours. The dealership also cleaned and vacuumed my vehicle. Impressive expertise and customer service that blew me away, saving me a lot of time and hassle. I am a tough customer demanding the best and this dealership exceeded on all counts. Highly recommend them.

The best vehicle that I've ever owned! It's never needed to go back to the dealer for any work or new vehicle adjustments. I will get another Gladiator after this one!

My experience at cape and islands Mitsubishi was a low pressure excellent experience. Amalia kampakaki was my sales person very knowledgeable and was key in my purchase of the vehicle I bought. Stop down and see her if you’re looking for a new or use car or truck!

We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own

They are great. Great facility , great attendance . Great quality . Great process . Great customer service. Great employees. Great services. Great information great place. Great everything. Thanks

We purchased a 2024 Jeep Compass Limited Elite. This vehicle has far surpassed our expectations for comfort, handling, road noise and quality. There is very little road noise we hear inside the vehicle, and this allows us to keep the radio turned down to a comfortable level. Handling is exceptional and very responsive. The driver safety features of lane guidance, adaptive cruise control (my favorite) and 360-degree backup camera are now features we will not go without after experiencing first hand performance. Thank you Jeep and Jeff Belzer CDJR of New Prague, MN

No pressure. Leo was respectful and honest. My only complaint is a strong perfume odor in both sales and service waiting areas. If this is a deodorizer, please change it!

It is a GOOD Jeep and I LOVE everything about it the color and EVERYTHING it have in it and the drive and the performance

Anthony Miranda and prestige auto mart were very good to me! I would always recommend prestige auto mart to anyone that’s looking for a new vehicle!

The 2019 Grand Cherokee Limited was the Jeep I had my eye on for a while. I've owned a 2012 Laredo X, and a 2018 Limited Anniversary/Heritage Edition. I was specifically looking for Limited trim without the 20" rims, although, I love the look of the Altitude versions, I just didn't really care/want to deal with less side-wall, nicer-looking rims. I avoided the Overland and Trailhawk because of the air-suspension. Overall the interior is fine, it's comfortable and familiar for me, since I've owned them before, but that's also the only issue/complaint I would have. The interior is updated from the 2012, however, basically it's a very light update, U-Connect, Gauges, Shifter, and possibly a few other items here and there. But essentially, the dashboard is the same dashboard I've seen since 2012. While owning the previous (2) I never experienced any mechanical issues that left me stranded. One had a weird issue with blowing lights in the tailgate, but it would just randomly decide to burn out, replace one it would blow another. No other major issues. The 2019 leather on the steering wheel feels smooth and buttery like they always have. The suspension feels great, still solid and tight. Brakes are strong and grippy, pedal feel is nice and firm. So far I'm super satisfied with this Jeep, I got the perfect combination of all the features I wanted, Memory Seats, Sunroof, power trunk, heated-seats and wheel. Not sure if I'd be willing to sell this one and get a newer model, but, I'd possibly get another WK2.

Aaron maldonado, I would like to thank Aaron for all his help. Aaron was very kind and professional he went out of his way bent over backwards to help me by the vehicle I wanted. He brought two Jeeps up to the door so that I could look at them side by side he was very helpful he answered all my questions. There were many options that I did not know about that Aaron told me he was very informative very kind and he was also funny. Even though he was a very serious salesperson he had a good sense of humor I really enjoyed talking to him. Even though in the end I walked out of colonial South Dodge without a vehicle not due to Aaron Sales education but because the manager and myself just could not come to terms with a financial agreement. But again I want to thank everyone at Colonial South Chrysler Jeep dealership we were treated kindly and professionally by all staff members and I would have no problem recommending your place of business for anyone looking for a vehicle, thank you so much and everyone have a great day.

This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.

Since our very first interaction with Premier (we are now on our 3rd Jeep Cherokee from you), we have been treated with integrity, never been pushed beyond our budget, and had unfailingly friendly service. We were slightly nervous this last time, as our long-term sales rep, Ross, has moved onto his semi-retirement dream. However, then we met Leo Laemmle, our new guy, and realize everybody who works there is pretty awesome.

Incredible vehicle. Especially if you put a manufacturer 3 inch lift on it and aftermarket wheels and tires and running boards. A total beast if you can’t afford the Renegade or if you are too upside down on your trade. If you don’t know the Jeep go get one. It’s life-changing.