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Charming

Paia Inn

$299
98% | 
 – Paia
It made Travel + Leisure’s ‘America’s Most Romantic Hotels’ list. Yeah. What they said.
Unavailable
Solid

Ho'olei at Grand Wailea

$1,095
 – Maui
En suite deets like full kitchens and spa-esque bathrooms make ya feel right at home (but we bet yours isn’t within walking distance of Wailea Beach).
Unavailable
Luxe

Four Seasons Resort Lanai

$1,245
 – Lanai

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