Best Hilton hotels for a 5th Night Free points stay
Updated Sep 27, 2026
Ranked from live daily Hilton rates. Each hotel here has a run of five consecutive standard-award nights β so the fifth night is free β where booking on points saves you the most versus paying cash.
Is it a 5-night kind of place?
Five nights suits some hotels much better than others. Each entry below carries a trip-shape tag (a Plus insight) so you can tell at a glance:
- ποΈ Fly-in resort β the hotel is the trip (Maldives, Bora Bora). Four-plus nights is the natural stay; these are the best homes for a 5-night points run.
- β±οΈ Resort Β· ποΈ City β a beach resort or a big-city base carries five nights comfortably.
- π² Country escape Β· ποΈ Town β country houses, safari lodges, and small towns are usually 1β2 night stays; five nights there is unusual. Great value can still appear here β just make sure the place fits your trip before you chase the number.
How the 5th night free works
Book five consecutive nights on points at a Hilton property as a Silver elite or higher β status every Hilton Amex card gives you automatically β and the fifth night is free. Hilton charges the average nightly points rate across the five nights, times four β so a 5-night stay costs 0.8Γ the total points, an instant 20% discount. We rank standard-award nights β the tier worth redeeming; premium awards cost far more points for the same room and rarely make sense to book.
We scan a year of dates daily and find the run of five consecutive standard nights at each hotel where points save you the most. βYou saveβ = the cash price of those five nights, minus what the points cost you (Hilton points valued at a conservative 0.5Β’ each β the points-and-miles consensus). A hotel only appears when thatβs positive β if paying cash is the better deal even with a free night, we leave it off.
Rates and availability shift daily; confirm your exact dates on hilton.com before booking. Looking to burn a single Aspire Free Night certificate instead? Thatβs a different list.
Top 100 5-night points stays
More 5-night points stays
| # | Hotel | Best 5 nights | Points (5th free) | You save |
|---|---|---|---|---|
| 13 | Malliouhana Resort Small Luxury Hotels Β· British West Indies, Anguilla Β | Mar 15 β Mar 19 π peak week | 640k 128k/night | $7,467 vs $10,667 cash |
| 14 | Nobu Hotel Marbella Small Luxury Hotels Β· Marbella, Spain Β | Jul 27 β Jul 31 π peak week | 560k 112k/night | $7,049 vs $9,849 cash |
| 15 | South Bank Small Luxury Hotels Β· Long Bay Hills, Turks and Caicos Islands Β | Dec 18 β Dec 22 π peak week | 840k 168k/night | $6,963 vs $11,163 cash |
| 16 | Hotel Tannenhof Small Luxury Hotels Β | Jan 4 β Jan 8 | 880k 176k/night | $6,562 vs $10,962 cash |
| 17 | The Spire Hotel Small Luxury Hotels Β | Dec 25 β Dec 29 π peak week | 600k 120k/night | $6,366 vs $9,366 cash |
| 18 | Waldorf Astoria Seychelles Platte Island Waldorf Astoria Β· Outer Islands, Seychelles Β | Mar 26 β Mar 30 | 680k 136k/night | $6,196 vs $9,596 cash |
| 19 | Carneros Resort And Spa Small Luxury Hotels Β· Napa, United States Β | May 11 β May 15 π peak week | 680k 136k/night | $6,095 vs $9,495 cash |
| 20 | The Roundtree Amagansett Small Luxury Hotels Β· Amagansett, United States Β | Jun 23 β Jun 27 π peak week | 600k 120k/night | $6,021 vs $9,021 cash |
| 21 | Waldorf Astoria Washington Dc Waldorf Astoria Β· Washington, United States Β | Apr 12 β Apr 16 π peak week | 760k 152k/night | $5,938 vs $9,738 cash |
| 22 | Marquis Faubourg Saint Honore Small Luxury Hotels Β· Paris, France Β | Sep 1 β Sep 5 π peak week | 560k 112k/night | $5,543 vs $8,343 cash |
| 23 | Hotel D Inghilterra Small Luxury Hotels Β· Roma, Italy Β | Oct 5 β Oct 9 π peak week | 560k 112k/night | $5,535 vs $8,335 cash |
| 24 | Nobu Hotel Ibiza Bay Small Luxury Hotels Β· Eivissa, Spain Β | Aug 11 β Aug 15 π peak week | 680k 136k/night | $5,359 vs $8,759 cash |
| 25 | Twentyseven Hotel Small Luxury Hotels Β· Amsterdam, Netherlands Β | Apr 13 β Apr 17 π peak week | 600k 120k/night | $5,156 vs $8,156 cash |
| 26 | Palazzo Vecchietti Small Luxury Hotels Β· Firenze, Italy Β | Jun 13 β Jun 17 π peak week | 560k 112k/night | $5,056 vs $7,856 cash |
| 27 | Teranka Small Luxury Hotels Β· Spain Β | Jul 29 β Aug 2 π peak week | 600k 120k/night | $5,044 vs $8,044 cash |
| 28 | Waldorf Astoria Beverly Hills Waldorf Astoria Β· Beverly Hills, United States Β | Feb 5 β Feb 9 π peak week | 688k 138k/night | $4,999 vs $8,439 cash |
| 29 | Gajoen Tokyo LXR Hotels & Resorts Β | Dec 25 β Dec 29 π peak week | 560k 112k/night | $4,997 vs $7,797 cash |
| 30 | Sunset Reef Small Luxury Hotels Β· Trinity, Saint Kitts and Nevis Β | Dec 18 β Dec 22 π peak week | 480k 96k/night | $4,735 vs $7,135 cash |
| 31 | Rusty Parrot Lodge And Spa Small Luxury Hotels Β· Jackson, United States Β | Jul 7 β Jul 11 π peak week | 560k 112k/night | $4,680 vs $7,480 cash |
| 32 | De Bonart Naples Curio Collection Β· Napoli, Italy Β | May 21 β May 25 π peak week | 300k 60k/night | $4,602 vs $6,102 cash |
| 33 | Hilton Maldives Amingiri Resort And Spa Hilton Β· MalΓ©, Maldives Β | Jan 4 β Jan 8 π peak week | 700k 140k/night | $4,564 vs $8,064 cash |
| 34 | Canaves Epitome Small Luxury Hotels Β· OΓa, Greece Β | Jun 15 β Jun 19 π peak week | 960k 192k/night | $4,461 vs $9,261 cash |
| 35 | Vista Verona Small Luxury Hotels Β· Verona, Italy Β | Aug 25 β Aug 29 π peak week | 600k 120k/night | $4,396 vs $7,396 cash |
| 36 | Puerto Valle Hotel De Esteros Small Luxury Hotels Β· Argentina Β | Sep 26 β Sep 30 | 840k 168k/night | $4,335 vs $8,535 cash |
| 37 | Hilton Seychelles Northolme Resort And Spa Hilton Β· MahΓ©, Seychelles Β | Dec 29 β Jan 2 π peak week | 512k 102k/night | $4,198 vs $6,758 cash |
| 38 | Panoptis Escape Small Luxury Hotels Β· Greece Β | Aug 7 β Aug 11 π peak week | 600k 120k/night | $4,144 vs $7,144 cash |
| 39 | Conrad Maldives Rangali Island Conrad Β· Maldives Β | Feb 5 β Feb 9 π peak week | 720k 144k/night | $4,097 vs $7,697 cash |
| 40 | Waldorf Astoria Los Cabos Pedregal Waldorf Astoria Β· Cabo San Lucas, Mexico Β | May 18 β May 22 | 952k 190k/night | $3,994 vs $8,754 cash |
| 41 | Waldorf Astoria Park City Waldorf Astoria Β· Park City, United States Β | Jan 31 β Feb 4 π peak week | 440k 88k/night | $3,863 vs $6,063 cash |
| 42 | Greywalls Hotel And Chez Roux Small Luxury Hotels Β· Gullane, United Kingdom Β | Oct 1 β Oct 5 | 360k 72k/night | $3,801 vs $5,601 cash |
| 43 | Waldorf Astoria Monarch Beach Waldorf Astoria Β· Dana Point, United States Β | Apr 29 β May 3 | 440k 88k/night | $3,731 vs $5,931 cash |
| 44 | The Blackpine Hotel Small Luxury Hotels Β· Escaldes-Engordany, Andorra Β | Dec 21 β Dec 25 π peak week | 280k 56k/night | $3,714 vs $5,114 cash |
| 45 | Cape Fahn Hotel Small Luxury Hotels Β· Thailand Β | Mar 13 β Mar 17 | 380k 76k/night | $3,647 vs $5,547 cash |
| 46 | Winslows Bungalows Small Luxury Hotels Β· Key West, United States Β | Dec 29 β Jan 2 π peak week | 380k 76k/night | $3,624 vs $5,524 cash |
| 47 | The View Lugano Small Luxury Hotels Β· Paradiso, Switzerland Β | Sep 26 β Sep 30 π peak week | 600k 120k/night | $3,573 vs $6,573 cash |
| 48 | Westhouse Hotel New York Small Luxury Hotels Β· New York, United States Β | Oct 28 β Nov 1 π peak week | 420k 84k/night | $3,558 vs $5,658 cash |
| 49 | Conrad Chia Laguna Sardinia Conrad Β· Setti Ballas, Italy Β | Aug 17 β Aug 21 π peak week | 400k 80k/night | $3,508 vs $5,508 cash |
| 50 | Roku Kyoto LXR Hotels & Resorts Β· Kyoto, Japan Β | Apr 30 β May 4 π peak week | 560k 112k/night | $3,465 vs $6,265 cash |
| 51 | Seaton House Small Luxury Hotels Β· St Andrews, United Kingdom Β | Aug 1 β Aug 5 π peak week | 440k 88k/night | $3,420 vs $5,620 cash |
| 52 | Emiliano Rio Small Luxury Hotels Β· Brazil Β | Jul 27 β Jul 31 π peak week | 480k 96k/night | $3,275 vs $5,675 cash |
| 53 | Emiliano Sao Paulo Small Luxury Hotels Β· Brazil Β | Jul 26 β Jul 30 π peak week | 480k 96k/night | $3,275 vs $5,675 cash |
| 54 | Ca Di Dio Small Luxury Hotels Β· Venezia, Italy Β | Oct 13 β Oct 17 π peak week | 480k 96k/night | $3,238 vs $5,638 cash |
| 55 | Gangtey Lodge Small Luxury Hotels Β· Bhutan Β | Mar 1 β Mar 5 π peak week | 600k 120k/night | $3,200 vs $6,200 cash |
| 56 | Boho Hotel Prague Small Luxury Hotels Β· Czechia Β | Dec 27 β Dec 31 π peak week | 280k 56k/night | $3,185 vs $4,585 cash |
| 57 | Sowaka Small Luxury Hotels Β· Kyoto, Japan Β | May 24 β May 28 | 600k 120k/night | $3,137 vs $6,137 cash |
| 58 | Villa Athena Resort Small Luxury Hotels Β· Agrigento, Italy Β | Oct 11 β Oct 15 π peak week | 400k 80k/night | $3,097 vs $5,097 cash |
| 59 | Conrad Athens The Ilisian Conrad Β· Athina, Greece Β | Jun 1 β Jun 5 π peak week | 480k 96k/night | $3,093 vs $5,493 cash |
| 60 | Sax Paris LXR Hotels & Resorts Β· Paris, France Β | Jun 23 β Jun 27 π peak week | 480k 96k/night | $3,058 vs $5,458 cash |
| 61 | Grand Wailea Waldorf Astoria Β· Wailea-Makena, United States Β | Apr 3 β Apr 7 | 540k 108k/night | $3,005 vs $5,705 cash |
| 62 | Nimb Hotel Small Luxury Hotels Β· KΓΈbenhavn, Denmark Β | May 26 β May 30 | 600k 120k/night | $2,997 vs $5,997 cash |
| 63 | Furore Grand Hotel Small Luxury Hotels Β· Italy Β | Sep 26 β Sep 30 π peak week | 960k 192k/night | $2,979 vs $7,779 cash |
| 64 | Romeo Napoli Small Luxury Hotels Β· Napoli, Italy Β | May 1 β May 5 | 520k 104k/night | $2,962 vs $5,562 cash |
| 65 | The Inn At English Harbour Small Luxury Hotels Β· English Harbour, Antigua and Barbuda Β | Dec 16 β Dec 20 π peak week | 560k 112k/night | $2,955 vs $5,755 cash |
| 66 | Chalets At Blackheath Small Luxury Hotels Β· Blackheath, Australia Β | Jan 3 β Jan 7 | 480k 96k/night | $2,939 vs $5,339 cash |
| 67 | Baros Maldives Small Luxury Hotels Β· Maldives Β | Dec 27 β Dec 31 π peak week | 720k 144k/night | $2,930 vs $6,530 cash |
| 68 | Palazzo Talia Small Luxury Hotels Β· Roma, Italy Β | May 12 β May 16 π peak week | 560k 112k/night | $2,908 vs $5,708 cash |
| 69 | Andronis Minois Small Luxury Hotels Β· Paros Island, Greece Β | Jun 19 β Jun 23 | 440k 88k/night | $2,876 vs $5,076 cash |
| 70 | Sina Centurion Palace Small Luxury Hotels Β· Venezia, Italy Β | Sep 26 β Sep 30 π peak week | 440k 88k/night | $2,850 vs $5,050 cash |
| 71 | Hotel Lungarno Small Luxury Hotels Β· Firenze, Italy Β | Jun 14 β Jun 18 π peak week | 600k 120k/night | $2,821 vs $5,821 cash |
| 72 | Maysan Doha LXR Hotels & Resorts Β· Ψ§ΩΨ―ΩΨΨ©, Qatar Β | Sep 6 β Sep 10 π peak week | 704k 141k/night | $2,818 vs $6,338 cash |
| 73 | La Quinta Resort And Club Curio Collection Β· La Quinta, United States Β | Mar 7 β Mar 11 π peak week | 360k 72k/night | $2,813 vs $4,613 cash |
| 74 | Wakax Hacienda Cenote And Boutique Hotel Small Luxury Hotels Β· Tulum, Mexico Β | Dec 20 β Dec 24 π peak week | 280k 56k/night | $2,804 vs $4,204 cash |
| 75 | Dylan Hotel Dublin Small Luxury Hotels Β· Dublin, Ireland Β | Sep 10 β Sep 14 π peak week | 320k 64k/night | $2,801 vs $4,401 cash |
| 76 | Hilton Imperial Dubrovnik Hilton Β· Dubrovnik, Croatia Β | Jul 2 β Jul 6 π peak week | 320k 64k/night | $2,778 vs $4,378 cash |
| 77 | Conrad Osaka Conrad Β· Osaka, Japan Β | Apr 1 β Apr 5 π peak week | 380k 76k/night | $2,766 vs $4,666 cash |
| 78 | Lauberge De Sedona Small Luxury Hotels Β· Sedona, United States Β | Apr 8 β Apr 12 π peak week | 600k 120k/night | $2,701 vs $5,701 cash |
| 79 | Grand Hotel Victoria Concept And Spa Lago Di Como Small Luxury Hotels Β· Menaggio, Italy Β | Oct 2 β Oct 6 | 680k 136k/night | $2,680 vs $6,080 cash |
| 80 | Boulders Resort And Spa Scottsdale Curio Collection Β· Scottsdale, United States Β | Nov 3 β Nov 7 π peak week | 396k 79k/night | $2,645 vs $4,625 cash |
| 81 | Nanuku Resort Small Luxury Hotels Β· Pacific Harbour, Fiji Β | Apr 3 β Apr 7 | 420k 84k/night | $2,621 vs $4,721 cash |
| 82 | Tamarind Hills Resort And Villas Small Luxury Hotels Β· St. Mary's, Antigua and Barbuda Β | Jan 4 β Jan 8 | 520k 104k/night | $2,620 vs $5,220 cash |
| 83 | Conrad Koh Samui Conrad Β· Thailand Β | Jul 27 β Jul 31 π peak week | 440k 88k/night | $2,619 vs $4,819 cash |
| 84 | Vretreats Cervino Small Luxury Hotels Β· Italy Β | Feb 15 β Feb 19 π peak week | 320k 64k/night | $2,606 vs $4,206 cash |
| 85 | Hilton Moorea Lagoon Resort And Spa Hilton Β· Moorea-Maiao, French Polynesia Β | Sep 8 β Sep 12 | 380k 76k/night | $2,600 vs $4,500 cash |
| 86 | Sina The Gray Small Luxury Hotels Β· Milano, Italy Β | Apr 19 β Apr 23 π peak week | 440k 88k/night | $2,590 vs $4,790 cash |
| 87 | Todos Santos Boutique Hotel Small Luxury Hotels Β· Todos Santos, Mexico Β | Dec 22 β Dec 26 π peak week | 520k 104k/night | $2,558 vs $5,158 cash |
| 88 | Conrad Seoul Conrad Β· South Korea Β | Oct 19 β Oct 23 π peak week | 320k 64k/night | $2,545 vs $4,145 cash |
| 89 | Conrad Washington Dc Conrad Β· Washington, United States Β | May 15 β May 19 π peak week | 440k 88k/night | $2,524 vs $4,724 cash |
| 90 | Cascioni Eco Retreat Small Luxury Hotels Β· Arzachena, Italy Β | Aug 6 β Aug 10 | 480k 96k/night | $2,509 vs $4,909 cash |
| 91 | Sitzmark Vail Small Luxury Hotels Β· Vail, United States Β | Jan 24 β Jan 28 π peak week | 480k 96k/night | $2,488 vs $4,888 cash |
| 92 | London Hilton On Park Lane Hilton Β· London, United Kingdom Β | Dec 4 β Dec 8 π peak week | 360k 72k/night | $2,476 vs $4,276 cash |
| 93 | Marasca Samui Small Luxury Hotels Β· Bophut Sub District, Thailand Β | Dec 25 β Dec 29 π peak week | 200k 40k/night | $2,474 vs $3,474 cash |
| 94 | Vintry And Mercer Small Luxury Hotels Β· London, United Kingdom Β | May 17 β May 21 π peak week | 360k 72k/night | $2,466 vs $4,266 cash |
| 95 | Conrad Fort Lauderdale Beach Conrad Β· Fort Lauderdale, United States Β | Aug 31 β Sep 4 | 380k 76k/night | $2,448 vs $4,348 cash |
| 96 | Shima Kanko Hotel The Bay Suites Small Luxury Hotels Β· Shima, Japan Β | May 2 β May 6 π peak week | 420k 84k/night | $2,435 vs $4,535 cash |
| 97 | Palm Suite Small Luxury Hotels Β· Roma, Italy Β | May 4 β May 8 | 440k 88k/night | $2,431 vs $4,631 cash |
| 98 | Brick Hotel Small Luxury Hotels Β· CuauhtΓ©moc, Mexico Β | Feb 3 β Feb 7 π peak week | 420k 84k/night | $2,425 vs $4,525 cash |
| 99 | Ellas Cottages Small Luxury Hotels Β· Key West, United States Β | Dec 25 β Dec 29 π peak week | 400k 80k/night | $2,420 vs $4,420 cash |
| 100 | Graduate Palo Alto Graduate Hotels Β· Palo Alto, United States Β | Jun 8 β Jun 12 π peak week | 320k 64k/night | $2,404 vs $4,004 cash |
Good to know
- We rank runs of five consecutive standard-award nights β the tier worth redeeming. Premium awards cost far more points for the same room, so we leave them out. Our list already enforces this.
- Dates shown are the window with the biggest savings we found in the next year. Availability moves daily β confirm your exact dates on hilton.com before booking.
- The savings figure values Hilton points at 0.5Β’. If you value them higher, you save even more than shown.
- We donβt take affiliate kickbacks from Hilton. Click out and book directly.