Seaside Rentals in Wailea.
Curated Seaside Rentals and cottages in Wailea
Home spotlights in Wailea
We've selected the top 3% homes in Wailea.
Explore the 190 most perfect homes in our collection
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Most popular homes in Wailea.
Check rates and availability for Wailea.
Book with Plum Guide.
ONLY THE BEST
HOMES.
Our team of local experts vet every home, only accepting the top 3% to guarantee an exceptional stay every time.
AWARD-WINNING
CARE.
Efficient and empowered home and travel experts, whose sole task is to make your stay exceptional.
UNRIVALLED
PROTECTION.
In the rare event your host cancels, we’ll aim to find you a new Plum Guide home up to 20% more expensive than the original. Within 5 days of check-in, it’s up to 50%.