Best Hilton hotels for a 5th Night Free points stay
Updated Jul 14, 2026
Ranked from live daily Hilton rates. Each hotel here has a run of five consecutive standard-award nights — so the fifth night is free — where booking on points saves you the most versus paying cash.
How the 5th night free works
Book five consecutive nights on points at a Hilton property as a Silver elite or higher — status every Hilton Amex card gives you automatically — and the fifth night is free. Hilton charges the average nightly points rate across the five nights, times four — so a 5-night stay costs 0.8× the total points, an instant 20% discount. We rank standard-award nights — 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. “You save” = the cash price of those five nights, minus what the points cost you (Hilton points valued at a conservative 0.5¢ each — the points-and-miles consensus). A hotel only appears when that’s positive — 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? That’s 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 · British West Indies, Anguilla | Mar 20 – Mar 24 | 640k 128k/night | $7,586 vs $10,786 cash |
| 14 | Cph Pevero Hotel Small Luxury Hotels · Porto Cervo, Italy | Aug 11 – Aug 15 | 600k 120k/night | $7,238 vs $10,238 cash |
| 15 | Waldorf Astoria Costa Rica Punta Cacique Waldorf Astoria · Costa Rica | Dec 23 – Dec 27 | 600k 120k/night | $7,190 vs $10,190 cash |
| 16 | Zemi Beach House LXR Hotels & Resorts · West Indies, Anguilla | Feb 3 – Feb 7 | 520k 104k/night | $7,054 vs $9,654 cash |
| 17 | Mt Cook Lakeside Retreat Small Luxury Hotels · South Canterbury, New Zealand | Jul 25 – Jul 29 | 880k 176k/night | $6,946 vs $11,346 cash |
| 18 | Hotel Tannenhof Small Luxury Hotels | Jan 4 – Jan 8 | 880k 176k/night | $6,562 vs $10,962 cash |
| 19 | Nobu Hotel Marbella Small Luxury Hotels · Marbella, Spain | Aug 1 – Aug 5 | 560k 112k/night | $6,461 vs $9,261 cash |
| 20 | Hermitage Bay Small Luxury Hotels · St. Mary, Antigua and Barbuda | Jul 31 – Aug 4 | 920k 184k/night | $6,315 vs $10,915 cash |
| 21 | Katara Hills Doha LXR Hotels & Resorts · Doha, Qatar | Sep 23 – Sep 27 | 600k 120k/night | $6,302 vs $9,302 cash |
| 22 | Hilton Maldives Amingiri Resort And Spa Hilton · Malé, Maldives | Jan 5 – Jan 9 | 700k 140k/night | $6,096 vs $9,596 cash |
| 23 | Grand Wailea Waldorf Astoria · Wailea-Makena, United States | Dec 26 – Dec 30 | 840k 168k/night | $5,909 vs $10,109 cash |
| 24 | Sunset Reef Small Luxury Hotels · Trinity, Saint Kitts and Nevis | Dec 18 – Dec 22 | 480k 96k/night | $5,835 vs $8,235 cash |
| 25 | Todos Santos Boutique Hotel Small Luxury Hotels · Todos Santos, Mexico | Dec 22 – Dec 26 | 520k 104k/night | $5,823 vs $8,423 cash |
| 26 | Ariana Sustainable Luxury Lodge Small Luxury Hotels · Türkiye | Nov 5 – Nov 9 | 400k 80k/night | $5,787 vs $7,787 cash |
| 27 | Carneros Resort And Spa Small Luxury Hotels · Napa, United States | Sep 29 – Oct 3 | 680k 136k/night | $5,711 vs $9,111 cash |
| 28 | Taru Villas Villu Wilpattu Small Luxury Hotels · Wilpattu, Sri Lanka | Dec 21 – Dec 25 | 440k 88k/night | $5,550 vs $7,750 cash |
| 29 | Waldorf Astoria Seychelles Platte Island Waldorf Astoria · Outer Islands, Seychelles | Jan 6 – Jan 10 | 780k 156k/night | $5,522 vs $9,422 cash |
| 30 | Twentyseven Hotel Small Luxury Hotels · Amsterdam, Netherlands | Jul 21 – Jul 25 | 600k 120k/night | $5,456 vs $8,456 cash |
| 31 | Teranka Small Luxury Hotels · Spain | Aug 2 – Aug 6 | 600k 120k/night | $5,341 vs $8,341 cash |
| 32 | The Plein Hotel Small Luxury Hotels · Milano, Italy | Sep 19 – Sep 23 | 640k 128k/night | $4,867 vs $8,067 cash |
| 33 | The Spire Hotel Small Luxury Hotels | Jan 21 – Jan 25 | 600k 120k/night | $4,824 vs $7,824 cash |
| 34 | Waldorf Astoria Monarch Beach Waldorf Astoria · Dana Point, United States | Jun 20 – Jun 24 | 508k 102k/night | $4,764 vs $7,304 cash |
| 35 | The Roundtree Amagansett Small Luxury Hotels · Amagansett, United States | Aug 16 – Aug 20 | 600k 120k/night | $4,695 vs $7,695 cash |
| 36 | Bluefields Bay Villas Small Luxury Hotels · Bluefields, Jamaica | Dec 27 – Dec 31 | 880k 176k/night | $4,645 vs $9,045 cash |
| 37 | Rusty Parrot Lodge And Spa Small Luxury Hotels · Jackson, United States | Aug 3 – Aug 7 | 560k 112k/night | $4,569 vs $7,369 cash |
| 38 | The Inn At Rancho Santa Fe Small Luxury Hotels · Rancho Santa Fe, United States | Jun 13 – Jun 17 | 440k 88k/night | $4,550 vs $6,750 cash |
| 39 | Waldorf Astoria Park City Waldorf Astoria · Park City, United States | Jan 31 – Feb 4 | 440k 88k/night | $4,500 vs $6,700 cash |
| 40 | Sowaka Small Luxury Hotels · Kyoto, Japan | Apr 19 – Apr 23 | 600k 120k/night | $4,442 vs $7,442 cash |
| 41 | Grace La Margna St Moritz Small Luxury Hotels · Sankt Moritz, Switzerland | Jan 3 – Jan 7 | 800k 160k/night | $4,360 vs $8,360 cash |
| 42 | Waldorf Astoria Los Cabos Pedregal Waldorf Astoria · Cabo San Lucas, Mexico | Nov 2 – Nov 6 | 1,000k 200k/night | $4,359 vs $9,359 cash |
| 43 | Susona Bodrum LXR Hotels & Resorts · Türkiye | Jun 6 – Jun 10 | 380k 76k/night | $4,256 vs $6,156 cash |
| 44 | Roku Kyoto LXR Hotels & Resorts · Kyoto, Japan | Apr 7 – Apr 11 | 704k 141k/night | $4,188 vs $7,708 cash |
| 45 | Villa Athena Resort Small Luxury Hotels · Agrigento, Italy | Oct 1 – Oct 5 | 400k 80k/night | $4,146 vs $6,146 cash |
| 46 | Panoptis Escape Small Luxury Hotels · Greece | Aug 7 – Aug 11 | 600k 120k/night | $4,144 vs $7,144 cash |
| 47 | The View Lugano Small Luxury Hotels · Paradiso, Switzerland | Jul 27 – Jul 31 | 600k 120k/night | $4,057 vs $7,057 cash |
| 48 | Winslows Bungalows Small Luxury Hotels · Key West, United States | Dec 29 – Jan 2 | 380k 76k/night | $3,995 vs $5,895 cash |
| 49 | La Valise Los Cabos Small Luxury Hotels · Mexico | May 25 – May 29 | 240k 48k/night | $3,955 vs $5,155 cash |
| 50 | Eagles Villas Small Luxury Hotels · Halkidiki, Greece | Aug 2 – Aug 6 | 600k 120k/night | $3,928 vs $6,928 cash |
| 51 | Waldorf Astoria Washington Dc Waldorf Astoria · Washington, United States | Aug 24 – Aug 28 | 440k 88k/night | $3,925 vs $6,125 cash |
| 52 | Cape Fahn Hotel Small Luxury Hotels · Thailand | Mar 12 – Mar 16 | 380k 76k/night | $3,805 vs $5,705 cash |
| 53 | Greywalls Hotel And Chez Roux Small Luxury Hotels · Gullane, United Kingdom | Oct 1 – Oct 5 | 360k 72k/night | $3,801 vs $5,601 cash |
| 54 | Taru Villas Maia Habarana Small Luxury Hotels · Habarana, Sri Lanka | Dec 31 – Jan 4 | 300k 60k/night | $3,702 vs $5,202 cash |
| 55 | The Inn At English Harbour Small Luxury Hotels · English Harbour, Antigua and Barbuda | Dec 14 – Dec 18 | 560k 112k/night | $3,695 vs $6,495 cash |
| 56 | Hotel D Inghilterra Small Luxury Hotels · Roma, Italy | Sep 4 – Sep 8 | 560k 112k/night | $3,562 vs $6,362 cash |
| 57 | Hilton Imperial Dubrovnik Hilton · Dubrovnik, Croatia | Sep 17 – Sep 21 | 320k 64k/night | $3,551 vs $5,151 cash |
| 58 | La Valise Mexico City Small Luxury Hotels · Ciudad de México, Mexico | Aug 1 – Aug 5 | 480k 96k/night | $3,523 vs $5,923 cash |
| 59 | Tamarind Hills Resort And Villas Small Luxury Hotels · St. Mary's, Antigua and Barbuda | Jan 4 – Jan 8 | 520k 104k/night | $3,495 vs $6,095 cash |
| 60 | Hilton Yala Resort Hilton · Yala, Sri Lanka | Jul 4 – Jul 8 | 340k 68k/night | $3,475 vs $5,175 cash |
| 61 | Conrad Maldives Rangali Island Conrad · Maldives | Feb 9 – Feb 13 | 720k 144k/night | $3,419 vs $7,019 cash |
| 62 | Emiliano Sao Paulo Small Luxury Hotels · Brazil | Jan 1 – Jan 5 | 480k 96k/night | $3,275 vs $5,675 cash |
| 63 | Casa Marina Key West Curio Collection · Key West, United States | Feb 18 – Feb 22 | 464k 93k/night | $3,242 vs $5,562 cash |
| 64 | Linthwaite House Small Luxury Hotels · Bowness-on-Windermere, United Kingdom | Jun 26 – Jun 30 | 380k 76k/night | $3,220 vs $5,120 cash |
| 65 | Longfellow Hotel Small Luxury Hotels · Portland, United States | Jun 23 – Jun 27 | 400k 80k/night | $3,200 vs $5,200 cash |
| 66 | The Blackpine Hotel Small Luxury Hotels · Escaldes-Engordany, Andorra | Dec 25 – Dec 29 | 280k 56k/night | $3,194 vs $4,594 cash |
| 67 | Le Narcisse Blanc Hotel And Spa Small Luxury Hotels · Paris, France | Jun 15 – Jun 19 | 520k 104k/night | $3,178 vs $5,778 cash |
| 68 | Point Grace Resort And Spa Small Luxury Hotels · Grace Bay, Turks and Caicos Islands | Feb 15 – Feb 19 | 520k 104k/night | $3,155 vs $5,755 cash |
| 69 | Decu Downtown Small Luxury Hotels · Mérida, Mexico | Jul 8 – Jul 12 | 280k 56k/night | $3,150 vs $4,550 cash |
| 70 | Nimb Hotel Small Luxury Hotels · København, Denmark | Dec 26 – Dec 30 | 600k 120k/night | $3,139 vs $6,139 cash |
| 71 | Conrad Chia Laguna Sardinia Conrad · Setti Ballas, Italy | Aug 17 – Aug 21 | 400k 80k/night | $3,088 vs $5,088 cash |
| 72 | La Quinta Resort And Club Curio Collection · La Quinta, United States | Mar 7 – Mar 11 | 380k 76k/night | $3,088 vs $4,988 cash |
| 73 | Waldorf Astoria Beverly Hills Waldorf Astoria · Beverly Hills, United States | Oct 12 – Oct 16 | 640k 128k/night | $3,082 vs $6,282 cash |
| 74 | The Danna Langkawi Small Luxury Hotels · Langkawi, Malaysia | Apr 17 – Apr 21 | 380k 76k/night | $3,067 vs $4,967 cash |
| 75 | Cascioni Eco Retreat Small Luxury Hotels · Arzachena, Italy | Jul 23 – Jul 27 | 480k 96k/night | $3,060 vs $5,460 cash |
| 76 | Embassy Suites Anchorage Embassy Suites · Anchorage, United States | Jul 18 – Jul 22 | 300k 60k/night | $3,032 vs $4,532 cash |
| 77 | Boho Hotel Prague Small Luxury Hotels · Czechia | Dec 26 – Dec 30 | 280k 56k/night | $3,014 vs $4,414 cash |
| 78 | Palazzo Talia Small Luxury Hotels · Roma, Italy | Jun 4 – Jun 8 | 560k 112k/night | $3,003 vs $5,803 cash |
| 79 | Sankara Hotel And Spa Yakushima Small Luxury Hotels · Yakushima, Japan | Sep 27 – Oct 1 | 480k 96k/night | $2,979 vs $5,379 cash |
| 80 | Chalets At Blackheath Small Luxury Hotels · Blackheath, Australia | Jan 3 – Jan 7 | 480k 96k/night | $2,939 vs $5,339 cash |
| 81 | Gangtey Lodge Small Luxury Hotels · Bhutan | Sep 15 – Sep 19 | 600k 120k/night | $2,930 vs $5,930 cash |
| 82 | Qiushui Villa Small Luxury Hotels · 杭州市, China | Oct 11 – Oct 15 | 800k 160k/night | $2,873 vs $6,873 cash |
| 83 | Sax Paris LXR Hotels & Resorts · Paris, France | Jun 24 – Jun 28 | 480k 96k/night | $2,841 vs $5,241 cash |
| 84 | Hotel Lungarno Small Luxury Hotels · Firenze, Italy | Jun 14 – Jun 18 | 600k 120k/night | $2,821 vs $5,821 cash |
| 85 | Due Lune Puntaldia Resort And Golf Small Luxury Hotels · Puntaldia, Italy | Aug 6 – Aug 10 | 360k 72k/night | $2,812 vs $4,612 cash |
| 86 | Sina The Gray Small Luxury Hotels · Milano, Italy | Oct 7 – Oct 11 | 440k 88k/night | $2,776 vs $4,976 cash |
| 87 | Hilton Mauritius Resort And Spa Hilton · Flic en Flac, Mauritius | Oct 27 – Oct 31 | 280k 56k/night | $2,755 vs $4,155 cash |
| 88 | Vista Verona Small Luxury Hotels · Verona, Italy | Aug 17 – Aug 21 | 600k 120k/night | $2,746 vs $5,746 cash |
| 89 | Conrad Osaka Conrad · Osaka, Japan | Dec 29 – Jan 2 | 440k 88k/night | $2,735 vs $4,935 cash |
| 90 | Andronis Minois Small Luxury Hotels · Paros Island, Greece | Aug 24 – Aug 28 | 440k 88k/night | $2,725 vs $4,925 cash |
| 91 | Waldorf Astoria Osaka Waldorf Astoria · Osaka, Japan | Dec 24 – Dec 28 | 480k 96k/night | $2,720 vs $5,120 cash |
| 92 | Lauberge De Sedona Small Luxury Hotels · Sedona, United States | Apr 8 – Apr 12 | 600k 120k/night | $2,701 vs $5,701 cash |
| 93 | La Villa Del Re Small Luxury Hotels · Italy | Aug 12 – Aug 16 | 600k 120k/night | $2,695 vs $5,695 cash |
| 94 | The Roseate Edinburgh Small Luxury Hotels · Edinburgh, United Kingdom | Jun 13 – Jun 17 | 300k 60k/night | $2,675 vs $4,175 cash |
| 95 | Vretreats Cervino Small Luxury Hotels · Italy | Feb 15 – Feb 19 | 320k 64k/night | $2,663 vs $4,263 cash |
| 96 | Jeddah Hilton Hotel Hilton · Jeddah, Saudi Arabia | Jun 6 – Jun 10 | 280k 56k/night | $2,655 vs $4,055 cash |
| 97 | Maysan Doha LXR Hotels & Resorts · الدوحة, Qatar | Sep 23 – Sep 27 | 560k 112k/night | $2,651 vs $5,451 cash |
| 98 | Hotel Les Armures Small Luxury Hotels · Genf, Switzerland | Jun 23 – Jun 27 | 420k 84k/night | $2,644 vs $4,744 cash |
| 99 | Acro Suites Small Luxury Hotels · Agia Pelagia, Greece | Jul 26 – Jul 30 | 480k 96k/night | $2,627 vs $5,027 cash |
| 100 | Hilton Aruba Caribbean Resort And Casino Hilton · Noord, Aruba | Dec 20 – Dec 24 | 400k 80k/night | $2,617 vs $4,617 cash |
Good to know
- We rank runs of five consecutive standard-award nights — 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 — confirm your exact dates on hilton.com before booking.
- The savings figure values Hilton points at 0.5¢. If you value them higher, you save even more than shown.
- We don’t take affiliate kickbacks from Hilton. Click out and book directly.