Even among locals, there is an ongoing debate about which side of the Big Island is "better," so don't worry if you're having a tough time deciding where to stay. Our recommendation? Do both. Each side offers a different range of accommodations, restaurants, and activities. Consider staying at one of the upscale resorts along the Kohala Coast or in a condo in Kailua-Kona for half of your trip.
Then, shift gears and check into a romantic bed-and-breakfast on the Hamakua Coast, South Kona, Hilo, or near the volcano. If you've got children in tow, opt for a vacation home or a stay at one of the island’s many family-friendly hotels. On the west side, explore the island’s most pristine beaches or try some of the fine-dining restaurants; on the east side, hike through rain forests, witness majestic waterfalls, or go for a plate lunch.
Some locals like to say that the east is "more Hawaiian," but we argue that King Kamehameha himself made Kailua-Kona his final home during his sunset years. Another reason to try a bit of both: your budget. You can justify splurging on a stay at a Kohala Coast resort for a few nights because you'll spend the rest of your time paying one-third that rate at a cozy cottage in Volcano or a vacation rental on Alii Drive. And although food at the resorts is very expensive, you don't have to eat every meal there. Condos and vacation homes can be ideal for a family trip or for a group of friends looking to save money and live like kamaainas (local residents) for a week or two. Many of the homes also have private pools and hot tubs, lanai, ocean views, and more—you can go as budget or as high-end as you like.
If you choose a bed-and-breakfast, inn, or an out-of-the-way hotel, explain your expectations fully to the proprietor and ask plenty of questions before booking. Be clear about your travel and location needs. Some places require stays of two or three days.