1. Pluto
To get started with Pluto, you're asked to complete a questionairre right off the bat. Using stats like your height, age, weight and pillow preferences like firmness and height, they'll determine the best type of pillow for you and ship to you for free -- including a 125-night warranty if it doesn't suit you. Try it out!
Cost: $125
2. Headleveler
Are you a side sleeper? What kind of mattress are you sleeping on? Answer these questions and more for Headleveler and they'll select the pillow model (literally, like it's a car) that should work best for your sleep habits. They'll also take things like the size of your shoulders and height into account to ensure that your head, neck and spine are in the best position while you sleep. Try it out!
Cost: $100
3. Purple Harmony Pillow
With three height options and a 100-night trial included, Purple has engineering on their side. They use the same tech used to make mattresses to make their hypoallergenic ventilated latex pillows, ensuring a supportive inner core that never goes flat and cool comfort all night long. Try it out!
Cost: $179
4. Casper
Casper is the sleep GOAT, and their Foam Pillow with Snow Technology™ works wonders on hot sleepers. Perforated foam on the inside keeps heat away from your head, plus you can add on what they call HeatDelete™ Bands for an even cooler night. You can sleep on it -- literally -- for 30 nights! Try it out.
Cost: $139
5. Coop Sleep Goods
Coop's Eden pillow is made of their own gel-infused memory foam-and-microfiber fill, resulting in a cooling effect that gets evenly distributed around your head as you sleep -- also helped along by the mesh tape gusset in the middle. An extra 1/2 pound of fill than ~other~ pillows makes for a well-rounded (literally) pillow and great sleep ahead. Try it out!
Cost: $96