If you’re in search of a true island vacation full of oohs and aahs, the best villas in Hawaii just might be where you want to book. It’s no secret that these beautiful islands offer all kinds of paradise, and the finest villas place you just steps from glittery turquoise waters, canopies of swaying palm trees, sand soft enough to sink your toes into, and rolling surf in front of your very own lanai (private patio).
Whether you’re planning to island hop or stick to exploring one region of Hawaii’s vast terrain, you’ll find there’s no shortage of oases to choose from: On Oahu, watch the North Shore’s legendary waves from a sunlit studio, or sip a morning coffee alongside Honolulu’s skyline, sparkling over your own private beach estate. Maui villas offer sprawling sunsets over Wailea, private pools perfect for evening dips, and easy access to snorkeling coves that shimmer with rainbow-hued fish and coral gardens. As for Kauai hideaways? You’ll find yourself in properties amidst lush cliffs that overlook Hanalei Bay, or tucked into tropical gardens of Poipu, home to trails, waterfalls, and secret beaches that feel very much your own. And you’d be remiss to skip out on Hawaii’s Big Island, where exclusivity and adventure conjoin via charming, modern coastal retreats and rainforest villas. At these exceptional stays, spend a week amongst picture-perfect volcanic landscapes and lava fields, emerald forests that kiss coasts of fun entry points for paddleboarding, and nights made just for stargazing.
With estates perfect for groups, families, or honeymooners, these bookable, bucket-list villas can help you see the best of these incredible islands. Read on for the best villas to book in Hawaii, whether you’re looking for romance, fun, or adventure alongside sea, sand, and surf.
We’ve selected these listings based on Superhost status, ratings, amenities, location, decor, editor stays, and previous guest reviews.
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