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Four Seasons Lanai: Fifth Night Free + Free Flights – Stay Five, Pay Four at an Average of US$1,261 per Night (Through December)

Panoramic view of the pool and Hulopoe Bay at Four Seasons Resort Lanai
The signature tropical pool at Four Seasons Resort Lanai, overlooking Hulopoe Bay and the Pacific

Lānaʻi is the most private of the Hawaiian islands. Oracle founder Larry Ellison owns 98% of the island, there are no traffic lights and no large commercial districts, and even flights can only arrive from Honolulu on small propeller planes – this isolation is exactly its greatest luxury.

Four Seasons Resort Lanai is one of only two top-tier hotels on the island. It holds Forbes Travel Guide five-star status again in 2026, and its 213 low-density rooms spread along Hulopoe Bay. The Hulopoe Bay at the hotel's doorstep is the only beach on Lānaʻi open to the public. It is protected by marine conservation rules, commercial fishing is banned, and the water is extremely clear, ideal for snorkeling and dolphin watching.

Right now, booking Four Seasons Lanai through the Four Seasons Preferred Partner advisor channel gets you a rare combination of offers: a free fifth night + free round-trip Lanai Air flight transfers, together with the Preferred Partner perks (daily breakfast for two, a US$100 resort credit, and a guaranteed upgrade at booking), a combined value that is rare among Four Seasons properties. For example, for a 5-night stay checking in December 1, 2026, after the free fifth night you pay about US$6,306, which works out to about US$1,261 per night, plus free round-trip flights for two worth about US$1,000.

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Why Lanai: Hawaii's Most Private Luxury Experience

Most travelers to Hawaii choose Maui, the Big Island or Oahu, while Lānaʻi is a destination that almost only those in the know visit. The reason is simple: getting there is itself a barrier.

Lānaʻi has no large commercial airport, only a short runway that handles only Pilatus PC-12 propeller planes (Lanai Air, 6–8 seats). The flight from Honolulu takes about 25–30 minutes, and the fare is about US$160 per person one way. The island has only about 3,000 residents and no traffic lights, and its only town, Lanai City, has one grocery store and a few local restaurants.

That is why Lānaʻi offers a level of privacy no other Hawaiian island can match: when you snorkel in Hulopoe Bay, you rarely see other visitors; when you sunbathe by the hotel pool, you don't queue for a lounger; when you have dinner at the hotel restaurant, the background is quiet nature rather than bustle.

Four Seasons Lanai sits between the mountains and the sea, with low-rise buildings spread over about 5 acres of tropical gardens. It offers free activities such as horseback riding, archery and kayaking, plus a daily snorkeling outing to Hulopoe Bay. In 2016 Larry Ellison invested more than US$75 million in a full renovation of the hotel, which earned Forbes Travel Guide five-star status again in 2026 and was ranked among the top three hotels in the US by US News & World Report.

Offer Details: Fifth Night Free + Free Round-Trip Flights

Sunset ocean view and palm trees at Four Seasons Resort Lanai
The Pacific at dusk, with Four Seasons Resort Lanai on the coast

This offer is booked through the Four Seasons Preferred Partner advisor channel, with the following details:

  • Fifth night free (about a 20% discount), stay window: now through December 19, 2026
  • Free round-trip Lanai Air flight transfers: each stay includes free round-trip transfer flights for up to 2 adults + 2 children under 18 (Honolulu ↔ Lanai, about 25–30 minutes), worth about US$500 per person including taxes, saving about US$1,000 for 2 adults; flights are valid through December 31, 2026 and must be booked at least 7 days in advance
  • Guaranteed upgrade at booking: Garden View Room → Partial Ocean View Room, confirmed immediately at booking, with no need to wait until the day of check-in
  • Daily breakfast for two (in the restaurant or in-room)
  • US$100 resort credit (US$200 for suite stays)
  • Flexible cancellation (refundable terms, not a locked-in advance purchase rate)

Eligible room types: Garden View Room and above all get the free fifth night; the guaranteed upgrade applies to Garden View Rooms (upgraded to Partial Ocean View) and Garden View Suites (upgraded to Ohana Garden View Suite). Oceanfront and top suite categories do not get the free fifth night. A minimum 5-night stay is required to get the free fifth night.

Reference prices (data as of May 30, 2026): for a 5-night stay checking in December 1, 2026:

  • Garden View Room King Bed through an accredited advisor on the Preferred Partner channel is US$1,328 per night, with a 5-night total of US$7,882.48 including taxes;
  • After the free fifth night you pay about US$6,306 (about US$1,261 per night), saving about 20%.

Overall: room rates range from about US$1,328 to US$2,500+ per night (varying with room type and check-in date). Add the free flight transfers (worth about US$1,000), daily breakfast for two (about US$60–80 per meal) and the US$100 credit, and the overall value is outstanding.

Cancellation policy: the Preferred Partner channel has refundable terms (deposit required but refundable). We suggest confirming the exact free-cancellation window with your advisor when you book.

If you need an exact quote, you can submit an inquiry through the booking inquiry form in this article.

About Four Seasons Preferred Partner Perks

Four Seasons Preferred Partner (FSPP) is Four Seasons' official accredited travel advisor program. Booking through an accredited advisor costs exactly the same as booking directly on the official website, but adds on top:

  • Daily breakfast for two (usually worth US$60–80 per person, about US$600–800 for 5 nights)
  • A US$100 resort credit (US$200 for suites)
  • Priority upgrade at check-in (in this offer, the upgrade is guaranteed at booking)
  • Welcome amenity
  • Hotel points and partner frequent flyer miles can be earned at the same time

The free round-trip Lanai Air flights in this offer are a special extra perk that the hotel launched for Lānaʻi under the FSPP framework, and are very rare at other Four Seasons properties. The round-trip fare is about US$500 per person, which for 2 adults is US$1,000 in cash savings. Stacked with the free fifth night, this puts the total value of the offer far beyond a simple five-night discount.

Room Recommendations

First choice is the Garden View Room (King Bed): it is the best pick for getting the free fifth night + guaranteed upgrade. A Garden View Room at US$1,328 per night, upgraded through FSPP to a Partial Ocean View Room, means you get an ocean view room at the garden view price.

The direct rate for a Partial Ocean View Room is usually US$150–300 per night higher than a Garden View Room, so the guaranteed upgrade itself is worth about US$750–1,500 (over 5 nights).

Four Seasons Suite: if your budget allows, suites get a US$200 credit (instead of US$100), and the absolute savings from the free fifth night are larger. Suites cost about US$2,500–5,000+ per night.

About the Four Seasons Garden View Suite: it also gets the guaranteed upgrade (to the Ohana Garden View Suite), suited to families or travelers who need more space.

Booking Tips and FAQ

When is the best time to stay? Lānaʻi's weather is pleasant all year, and November through March is the traditional peak season for guests (Hawaii's winter is warm, with relatively fewer crowds). This offer is valid through December 19, 2026, and December 1–19, before Christmas, is the last window, offering a low-key luxury pre-Christmas getaway.

What should you know about Lanai Air flights? They must be booked at least 7 days in advance, subject to seat availability (9-seat cabin, sometimes tight). If you really cannot get on Lanai Air, the hotel offers private luxury island shuttle transport, or you can take the inter-island ferry (Expeditions Ferry, about 1 hour). We suggest contacting your advisor right after booking the hotel to help reserve Lanai Air seats.

How do you book to get the full set of perks? All perks (free fifth night + free flights + guaranteed upgrade + breakfast + resort credit) must be booked through an accredited Preferred Partner advisor. Booking directly on the fourseasons.com website will not get these perks.

Who is Lānaʻi for? Best for: travelers who prefer ultimate privacy and quiet, honeymoons, celebration trips (birthdays / anniversaries), or travelers adding 5 nights of deep island recharging after a Maui or Big Island trip. Not for: travelers who like big shopping malls, nightlife or self-drive road trips (the whole island has only about 30 miles of road).

Please contact us through the booking inquiry form below with your check-in dates, party size and preferred room type. We will confirm availability for you and make sure the Lanai Air transfer flight seats are locked in at the same time.

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