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Updated 8/3/23
Hawaii remains our clients' favorite U.S. destination. We've personally stayed at all the top Hawaii luxury resorts, including Four Seasons Hualalai (renovated in 2021) and Four Seasons Lanai (the recipient of significant investment due to its ownership by Larry Ellison), among others. We do recommend avoiding the extremely crowded winter holiday season, as it tends to result in a diminished experience. Here are the top Hawaii luxury hotel offers of 2023:
1. Four Seasons Lanai: 5th Night Free + Four Seasons Preferred Partner Benefits + Complimentary Lanai Air Transfers
Four Seasons Lanai and Four Seasons Hualalai are our current favorite Hawaii luxury resorts, a significant cut above the competition. TravelSort Clients who reserve by 4/30/23 for a stay completed by 9/4/23 enjoy not only 5th night free and FSPP benefits, but also complimentary Lanai Air transfers between Honolulu and Lanai. Plus, when reserving a Garden View Room, enjoy a confirmed upgrade at booking to a Partial Ocean View Room, or when reserving a Garden View Suite, receive a confirmed upgrade at booking to a Ohana Garden View Suite.
Four Seasons Lanai Four Seasons Preferred Partner Benefits:
- Top priority for an upgrade at check-in if available (ahead of AMEX Fine Hotels & Resorts, Virtuoso, etc.)
- Daily breakfast for two guests per bedroom, either at One Forty or via in-room dining
- Room: a $100 resort credit per stay; Suite: a $200 resort credit per stay
- Early check-in, late check-out based on availability
See our Four Seasons Lanai video review:
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2. Rosewood Kona Village, Big Island: Confirmed Suite Upgrade at Booking + Rosewood Elite Benefits
Rosewood has reinvented Kona Village, a beloved resort that dated back to the 1960s but closed down in 2011 due to extensive tsunami damage. As we wrote in our Fantastic Rosewood Kona Village 2023 Opening Offer post, there's an excellent opening offer for 3+ night stay dates until 12/18/23, where TravelSort Clients enjoy a confirmed upgrade to a suite at time of booking. A family staying for a week could end up saving close to $20,000 thanks to this confirmed upgrade.

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3. Four Seasons Hualalai: Guaranteed Upgrade + FSPP Benefits
Offer: Enjoy an exclusive Four Seasons Hualalai guaranteed upgrade to the next room category, if available at time of booking or an enhanced nightly resort credit offer of $200 per paid night in guest rooms, or $400 per paid night in suites; these also combine with Preferred Partner benefits.
Dates: The guaranteed one category upgrade offer is for new reservations for 2023 stay dates until December 17, 2023, and 2024 dates from January 4-May 31, 2024.
The same FSPP benefits as mentioned for Four Seasons Lanai apply.

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4. Fairmont Orchid: 4th Night Free + Virtuoso Benefits
Dates: Stays until 12/22/23; some blackout dates apply
Fairmont Orchid Virtuoso Benefits
- Upgrade on arrival, subject to availability (upgrade not applicable to Ocean Front or Gold Floor Categories, and excludes all suites)
- Buffet breakfast daily for two guests per bedroom, in Orchid Court Restaurant
- $100 USD Food & Beverage credit to be utilized during stay (not combinable, no cash value if not redeemed in full)
- Early check-in/late check-out, subject to availability
- Complimentary Wi-Fi

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5. Andaz Maui at Wailea: 5th Night Free + Hyatt Prive Benefits
Dates: Book by 12/20/23 for select stay dates
Hyatt Prive Benefits
- Upgrade at time of booking (except for peak occupancy periods)
- Welcome amenity
- Daily breakfast for two
- Early check-in and late check-out based on availability
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6. Mauna Kea Beach Resort: 5th Night Free + Confirmed Upgrade at Booking + Virtuoso Benefits
Dates: Stays until 12/16/23, some blackout dates apply
Virtuoso Benefits
- Upgrade on arrival, subject to availability
- Daily Buffet Breakfast for up to two guests per bedroom
- For Room bookings: $100 USD equivalent Resort or Hotel credit to be utilized during stay (not combinable, not valid on room rate, no cash value if not redeemed in full)
- For Suite bookings: $200 USD equivalent Resort or Hotel credit, per suite, per stay, to be utilized during stay (not combinable, not valid on room rate, no cash value if not redeemed in full)
- Complimentary Wi-Fi
- Early Check-In / Late Check-Out, subject to availability
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7. Four Seasons Oahu at Ko'Olina: 4th Night Free + FSPP Benefits + Guaranteed Upgrade
Offer and Dates: Enjoy a 4th night free for select dates until December 25, 2023 and from January 2-December 23, 2024. TravelSort Clients with stays until 5/31/24 can also enjoy a guaranteed upgrade at time of booking, if the upgrade category is available at booking (excludes Specialty Suites and One Bedroom Oceanfront Suites).
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8. Four Seasons Maui: Guaranteed Upgrade or Nightly Resort Credit + FSPP Benefits
Offer: Enjoy a guaranteed upgrade to the next category for new reservations, or a nightly resort credit offer of $100 per paid night per room or $200 per paid night per suite. Both offers combine with Four Seasons Preferred Partner benefits.
Dates: The guaranteed upgrade offer is for stays until 5/31/24, note that it excludes Specialty Suites.
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9. Montage Kapalua Bay: 5th Night Free + Virtuoso Benefits
Dates: 5th night free offer is valid for stay dates until 12/17/23, with certain blackout dates.
Virtuoso Benefits
- Upgrade on arrival, subject to availability
- Daily Breakfast for up to two guests per bedroom
- $150 USD equivalent Spa Montage Kapalua Bay Spa Services Credit to be used during stay
- Early Check-In / Late Check-Out, subject to availability
- Complimentary Wi-Fi

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10. 1 Hotel Hanalei Bay, Kauai: Additional Resort Credit
The latest incarnation of what used to be the troubled St. Regis Princeville will be 1 Hotel Hanalei Bay. Note that it's located in Princeville, the rainy side of Kauai, which tends to have especially wet weather November-March. We recommend visiting from late May-early September. For this additional resort credit offer, TravelSort Clients who reserve for stay dates until December 31, 2023 can enjoy additional resort credit of $100 for 1-2 night stays; $400 for 3-4 night stays; and $1000 for 5+ night stays, still including all Virtuoso benefits:
- Upgrade on arrival, subject to availability
- Daily breakfast for up to two guests per bedroom
- $100 USD Hotel Credit, applicable towards our food & beverage outlets or towards Spa Services, to be utilized during stay (not combinable, not valid on room rate, no cash value if not redeemed in full)
- Early check-in / Late check-out, subject to availability
- Complimentary Wi-Fi

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Recommended Posts
Four Seasons Maui Value Dates 2023
Rosewood Kona Village 2023 Opening Offer
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