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ILUXURYTRAVELS
Luxury villa rentals in Hawaii, Hawaii

Hawaii — Americas

Luxury Villa Rentals in Hawaii with Infinity Pool

Handpicked luxury villas and estates in Hawaii, Hawaii — live rates and availability from our preferred partner network, a $500 nightly floor, and when to go: the best time to visit Hawaii, season by season.

Estates in Hawaii with infinity pool

Staying in Hawaii

Every estate listed for Hawaii is drawn from connected inventory and filtered to a $500 nightly floor, with many houses above $2,000. Private chef, concierge and full household staff can be arranged on request through our preferred partner network.

The best time to visit Hawaii depends on what you are buying: peak season brings the finest weather and the shortest supply, while the shoulder months often hold the same houses at meaningfully lower weekly rates. In the tightest markets, the finest houses are reserved six to eight months ahead — the decision to travel and the decision to book are effectively the same decision.

Amenity clusters

Across the collection

Reading & data

Planning Hawaii

  • Guide

    Estates of the Americas

    Two ski markets, three coastlines and one island that reprices entirely over Christmas. What the six estates in Folio IV cost, and how their seasons interlock.

  • Guide

    Hawaii villas

    Four islands, four different holidays. What an oceanfront estate costs by week on Maui, Kauai, Oahu and the Big Island, and how the seasons actually work in the Pacific.

  • Guide

    Luxury travel in the USA

    American luxury travel is not one thing but seven: a mountain, a desert, three coasts, an island chain and a lowcountry. A region-by-region guide to where the country's finest stays are, when to take them, and what they cost.

  • Data report

    Nightly Rate Benchmark

    What the published data says a genuine luxury night now costs — and why the entry threshold for the top of the market has moved.