
United States — The Americas
Hawaii
Oceanfront villas across Maui, Kona, Kauai and Oahu
Browse Live PropertiesCurated, not aggregated
This page lists published inventory for Hawaii — villas, chalets and estates we hold records for, not an automated feed of every listing in the area. Each entry shows the details on file (capacity, bedrooms and any services we hold evidence for) and says plainly where something is unconfirmed.
Rates and availability are not held here. Stay22 routes your booking to Booking.com, Expedia or Hotels.com, where the partner confirms live dates, total price and cancellation terms before you pay.
Machine-readable data for Hawaii
We publish the same facts shown on this page in plain-text and structured formats for search engines and AI assistants. This is a data source we provide; we don't claim any AI engine cites it.
- 6 published stays listed here
- 0 with services recorded from the exact property listing, with terms and source
- 0 with dated sample rates (past quotes, not live prices)
- Most recent evidence check: 2026-10-21
Not included: anything a listing doesn't record — such as helipad access or spa specifications. Full data feed · Summary feed · Editorial standards
About the destination
Browse recorded villas, estates and chalets in Hawaii. Individual pages show the details and dated terms we hold; check current rates and availability on the booking partner's site.
Rates vary by property and season and are confirmed live by the booking partner. Services and charges are property-specific; only recorded terms appear on the individual listing pages.
Frequently asked
- What staff services are included with luxury stays in Hawaii?
- Most luxury stays listed on iLuxuryTravels in Hawaii include a dedicated property manager, daily housekeeping, and maintenance. Full private chef teams, personal concierges, and 24/7 security detail can be arranged upon request.
- What is the best area to book a curated stay in Hawaii?
- For privacy and dramatic surroundings, the most sought-after pockets of Hawaii match the estates we curate. We shortlist properties in the quietest, best-serviced enclaves so you are never far from the marina, slopes or beach club.
- Does iLuxuryTravels offer private yacht charters and helicopter transfers in Hawaii?
- Many of these estates offer helipad access, airport transfers and private yacht charters; the supplier confirms what is available with your booking.
- When should I book a luxury stay in Hawaii?
- We recommend reserving 4 to 6 months ahead for peak periods. Last-minute curated stays are sometimes available, but the best estates are held well in advance.
Featured estates
Available properties in Hawaii
Villa
3550 Wailea Alanui Drive, Wailea, Maui, Hawaii
Amore Aloha 813 at Andaz Maui at Wailea Resort
3 bedrooms · Sleeps 8
Partner checkout
$4,594 / night · recorded sample
View stay & booking termsReview recorded services here; confirm live rates and terms with the booking partner.
Villa
Wailea, Maui, Hawaii
Hoolei 112-5 by Coldwell Banker Island Vacations
3 bedrooms · Sleeps 6 · Approx. 225 m²
Partner checkout
$2,842 / night · recorded sample
View stay & booking termsReview recorded services here; confirm live rates and terms with the booking partner.
Luxury Hotel & Resort
146 Ho'olei Circle, Wailea, Maui, Hawaii
Ho'olei at Grand Wailea
Partner checkout
$2,773 / night · recorded sample
View stay & booking termsReview recorded services here; confirm live rates and terms with the booking partner.
Villa
75-6138 Aliʻi Drive, Kailua-Kona, Hawaii
Barefoot Kona
3 bedrooms · Sleeps 10 · Approx. 279 m²
Partner checkout
$1,632 / night · recorded sample
View stay & booking termsReview recorded services here; confirm live rates and terms with the booking partner.
Villa
Princeville, Kauai, Hawaii
Pohaku Villa
4 bedrooms · Sleeps 10 · Approx. 240 m²
Partner checkout
$1,263 / night · recorded sample
View stay & booking termsReview recorded services here; confirm live rates and terms with the booking partner.
Villa
Princeville, Kauai, Hawaii
Wai Lani
4 bedrooms · Sleeps 8 · Approx. 251 m²
Partner checkout
$1,188 / night · recorded sample
View stay & booking termsReview recorded services here; confirm live rates and terms with the booking partner.
Reading & data
Planning Hawaii
Guide
Luxury travel in the USA
Seven US regions — the Mountain West, California coast, desert Southwest, New England, the Lowcountry, Florida and Hawaii — with their seasons and where to check conditions.
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 to look for in an oceanfront estate on Maui, Kauai, Oahu and the Big Island, and how the seasons actually work in the Pacific.
Guide
Best time to visit the Americas
North America, Mexico and the Caribbean read as one calendar once you line them up. What each month delivers across the US, the Mexican Pacific and the islands — and where to move when a month turns against you.
Data report
Nightly Rate Benchmark
What published luxury hotel and agency figures do—and do not—tell us about villa nightly rates.