Stayplot

Best Hilton hotels for a 5th Night Free points stay

Updated Nov 13, 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:

  • 🏝️ 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.
  • ⛱️ Resort Β· πŸ™οΈ City β€” a beach resort or a big-city base carries five nights comfortably.
  • 🌲 Country escape Β· 🏘️ Town β€” country houses, safari lodges, and small towns are usually 1–2 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. β€œYou save” = 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 that’s 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? That’s a different list.

Top 100 5-night points stays

More 5-night points stays

#HotelBest 5 nightsPoints (5th free)You save
13Nobu Hotel Marbella
Small Luxury Hotels Β· Marbella, Spain Β 
Jul 27 – Jul 31
πŸ“ˆ peak week
560k
112k/night
$6,965
vs $9,765 cash
14The Plein Hotel
Small Luxury Hotels Β· Milano, Italy Β 
Sep 23 – Sep 27
πŸ“ˆ peak week
640k
128k/night
$6,857
vs $10,057 cash
15De Bonart Naples
Curio Collection Β· Napoli, Italy Β 
May 22 – May 26
πŸ“ˆ peak week
300k
60k/night
$6,688
vs $8,188 cash
16Hotel Tannenhof
Small Luxury Hotels Β 
Jan 4 – Jan 8
880k
176k/night
$6,562
vs $10,962 cash
17Barracuda Hotel And Villas
Small Luxury Hotels Β· Brazil Β 
Nov 1 – Nov 5
πŸ“ˆ peak week
420k
84k/night
$6,138
vs $8,238 cash
18Marquis Faubourg Saint Honore
Small Luxury Hotels Β· Paris, France Β 
Sep 1 – Sep 5
πŸ“ˆ peak week
560k
112k/night
$6,137
vs $8,937 cash
19The Roundtree Amagansett
Small Luxury Hotels Β· Amagansett, United States Β 
Jul 2 – Jul 6
πŸ“ˆ peak week
600k
120k/night
$6,021
vs $9,021 cash
20El Lodge Ski And Spa
Small Luxury Hotels Β· Sierra Nevada, Spain Β 
Feb 14 – Feb 18
πŸ“ˆ peak week
600k
120k/night
$5,996
vs $8,996 cash
21Mastrojanni Relais
Small Luxury Hotels Β· Italy Β 
Dec 28 – Jan 1
πŸ“ˆ peak week
480k
96k/night
$5,943
vs $8,343 cash
22Carneros Resort And Spa
Small Luxury Hotels Β· Napa, United States Β 
May 11 – May 15
πŸ“ˆ peak week
680k
136k/night
$5,938
vs $9,338 cash
23Milaidhoo Maldives
Small Luxury Hotels Β· Maldives Β 
Nov 1 – Nov 5
πŸ“ˆ peak week
760k
152k/night
$5,915
vs $9,715 cash
24Waldorf Astoria Washington Dc
Waldorf Astoria Β· Washington, United States Β 
Apr 12 – Apr 16
πŸ“ˆ peak week
760k
152k/night
$5,800
vs $9,600 cash
25Nobu Hotel Ibiza Bay
Small Luxury Hotels Β· Eivissa, Spain Β 
Jun 25 – Jun 29
πŸ“ˆ peak week
680k
136k/night
$5,711
vs $9,111 cash
26The Spire Hotel
Small Luxury Hotels Β 
Mar 9 – Mar 13
πŸ“ˆ peak week
600k
120k/night
$5,667
vs $8,667 cash
27Huvafen Fushi Maldives
Small Luxury Hotels Β· Maldives Β 
Mar 15 – Mar 19
πŸ“ˆ peak week
760k
152k/night
$5,660
vs $9,460 cash
28Twentyseven Hotel
Small Luxury Hotels Β· Amsterdam, Netherlands Β 
Apr 13 – Apr 17
πŸ“ˆ peak week
600k
120k/night
$5,637
vs $8,637 cash
29Waldorf Astoria Monarch Beach
Waldorf Astoria Β· Dana Point, United States Β 
Sep 14 – Sep 18
πŸ“ˆ peak week
516k
103k/night
$5,534
vs $8,114 cash
30The Danna Langkawi
Small Luxury Hotels Β· Langkawi, Malaysia Β 
Dec 24 – Dec 28
πŸ“ˆ peak week
380k
76k/night
$5,476
vs $7,376 cash
31Severins The Alpine Retreat
Small Luxury Hotels Β· Lech, Austria Β 
Mar 25 – Mar 29
760k
152k/night
$5,350
vs $9,150 cash
32Palazzo Vecchietti
Small Luxury Hotels Β· Firenze, Italy Β 
Jun 11 – Jun 15
πŸ“ˆ peak week
560k
112k/night
$5,241
vs $8,041 cash
33Teranka
Small Luxury Hotels Β· Spain Β 
Jul 29 – Aug 2
πŸ“ˆ peak week
600k
120k/night
$5,044
vs $8,044 cash
34Hotel Villa Honegg
Small Luxury Hotels Β· EnnetbΓΌrgen, Switzerland Β 
May 24 – May 28
πŸ“ˆ peak week
800k
160k/night
$4,936
vs $8,936 cash
35Roku Kyoto
LXR Hotels & Resorts Β· Kyoto, Japan Β 
Nov 23 – Nov 27
πŸ“ˆ peak week
560k
112k/night
$4,734
vs $7,534 cash
36Point Grace Resort And Spa
Small Luxury Hotels Β· Grace Bay, Turks and Caicos Islands Β 
Mar 16 – Mar 20
πŸ“ˆ peak week
520k
104k/night
$4,730
vs $7,330 cash
37Rusty Parrot Lodge And Spa
Small Luxury Hotels Β· Jackson, United States Β 
Jul 6 – Jul 10
πŸ“ˆ peak week
560k
112k/night
$4,704
vs $7,504 cash
38Conrad Orlando
Conrad Β· Orlando, United States Β 
Feb 18 – Feb 22
πŸ“ˆ peak week
536k
107k/night
$4,659
vs $7,339 cash
39Stein Eriksen Residences
Small Luxury Hotels Β· Park City, United States Β 
Mar 15 – Mar 19
880k
176k/night
$4,655
vs $9,055 cash
40Bluefields Bay Villas
Small Luxury Hotels Β· Bluefields, Jamaica Β 
Dec 27 – Dec 31
πŸ“ˆ peak week
880k
176k/night
$4,645
vs $9,045 cash
41Gajoen Tokyo
LXR Hotels & Resorts Β 
Dec 29 – Jan 2
πŸ“ˆ peak week
560k
112k/night
$4,619
vs $7,419 cash
42Waldorf Astoria Beverly Hills
Waldorf Astoria Β· Beverly Hills, United States Β 
Jan 22 – Jan 26
πŸ“ˆ peak week
576k
115k/night
$4,555
vs $7,435 cash
43Hilton Moorea Lagoon Resort And Spa
Hilton Β· Moorea-Maiao, French Polynesia Β 
May 14 – May 18
380k
76k/night
$4,524
vs $6,424 cash
44Hotel Chourakukan
Small Luxury Hotels Β· Kyoto, Japan Β 
Mar 27 – Mar 31
πŸ“ˆ peak week
360k
72k/night
$4,484
vs $6,284 cash
45Sunset Reef
Small Luxury Hotels Β· Trinity, Saint Kitts and Nevis Β 
Dec 18 – Dec 22
πŸ“ˆ peak week
480k
96k/night
$4,480
vs $6,880 cash
46Vista Verona
Small Luxury Hotels Β· Verona, Italy Β 
Aug 25 – Aug 29
πŸ“ˆ peak week
600k
120k/night
$4,396
vs $7,396 cash
47The View Lugano
Small Luxury Hotels Β· Paradiso, Switzerland Β 
Apr 27 – May 1
πŸ“ˆ peak week
600k
120k/night
$4,378
vs $7,378 cash
48Puerto Valle Hotel De Esteros
Small Luxury Hotels Β· Argentina Β 
Nov 12 – Nov 16
840k
168k/night
$4,335
vs $8,535 cash
49Grace La Margna St Moritz
Small Luxury Hotels Β· Sankt Moritz, Switzerland Β 
Jan 3 – Jan 7
πŸ“ˆ peak week
800k
160k/night
$4,334
vs $8,334 cash
50Waldorf Astoria Park City
Waldorf Astoria Β· Park City, United States Β 
Jan 31 – Feb 4
πŸ“ˆ peak week
448k
90k/night
$4,210
vs $6,450 cash
51Waldorf Astoria Los Cabos Pedregal
Waldorf Astoria Β· Cabo San Lucas, Mexico Β 
Nov 16 – Nov 20
1,000k
200k/night
$4,188
vs $9,188 cash
52Panoptis Escape
Small Luxury Hotels Β· Greece Β 
Aug 7 – Aug 11
πŸ“ˆ peak week
600k
120k/night
$4,144
vs $7,144 cash
53Brick Hotel
Small Luxury Hotels Β· CuauhtΓ©moc, Mexico Β 
Oct 22 – Oct 26
πŸ“ˆ peak week
420k
84k/night
$3,935
vs $6,035 cash
54Conrad Maldives Rangali Island
Conrad Β· Maldives Β 
Feb 3 – Feb 7
πŸ“ˆ peak week
720k
144k/night
$3,895
vs $7,495 cash
55Sowaka
Small Luxury Hotels Β· Kyoto, Japan Β 
Oct 12 – Oct 16
600k
120k/night
$3,850
vs $6,850 cash
56Greywalls Hotel And Chez Roux
Small Luxury Hotels Β· Gullane, United Kingdom Β 
Nov 12 – Nov 16
360k
72k/night
$3,801
vs $5,601 cash
57Palazzo Talia
Small Luxury Hotels Β· Roma, Italy Β 
May 11 – May 15
πŸ“ˆ peak week
560k
112k/night
$3,775
vs $6,575 cash
58Nanuku Resort
Small Luxury Hotels Β· Pacific Harbour, Fiji Β 
Sep 25 – Sep 29
420k
84k/night
$3,729
vs $5,829 cash
59Takanawa Hanakohro
Small Luxury Hotels Β· Minato City, Japan Β 
Nov 1 – Nov 5
πŸ“ˆ peak week
480k
96k/night
$3,725
vs $6,125 cash
60Canaves Epitome
Small Luxury Hotels Β· OΓ­a, Greece Β 
Jun 15 – Jun 19
πŸ“ˆ peak week
960k
192k/night
$3,705
vs $8,505 cash
61Sundy Praia
Small Luxury Hotels Β· Santo AntΓ³nio, SΓ£o TomΓ© and PrΓ­ncipe Β 
Dec 2 – Dec 6
420k
84k/night
$3,700
vs $5,800 cash
62Maysan Doha
LXR Hotels & Resorts Β· Ψ§Ω„Ψ―ΩˆΨ­Ψ©, Qatar Β 
Sep 6 – Sep 10
πŸ“ˆ peak week
560k
112k/night
$3,655
vs $6,455 cash
63The Blackpine Hotel
Small Luxury Hotels Β· Escaldes-Engordany, Andorra Β 
Dec 24 – Dec 28
πŸ“ˆ peak week
280k
56k/night
$3,649
vs $5,049 cash
64One Gt Grand Cayman
Small Luxury Hotels Β· Saint Vincent and the Grenadines Β 
Dec 25 – Dec 29
πŸ“ˆ peak week
400k
80k/night
$3,645
vs $5,645 cash
65Hilton Maldives Amingiri Resort And Spa
Hilton Β· MalΓ©, Maldives Β 
Jan 6 – Jan 10
πŸ“ˆ peak week
700k
140k/night
$3,638
vs $7,138 cash
66Conrad Chia Laguna Sardinia
Conrad Β· Setti Ballas, Italy Β 
Aug 16 – Aug 20
πŸ“ˆ peak week
400k
80k/night
$3,618
vs $5,618 cash
67Hotel D Inghilterra
Small Luxury Hotels Β· Roma, Italy Β 
May 4 – May 8
πŸ“ˆ peak week
560k
112k/night
$3,581
vs $6,381 cash
68Nimb Hotel
Small Luxury Hotels Β· KΓΈbenhavn, Denmark Β 
Sep 11 – Sep 15
πŸ“ˆ peak week
600k
120k/night
$3,579
vs $6,579 cash
69Sax Paris
LXR Hotels & Resorts Β· Paris, France Β 
Jun 23 – Jun 27
πŸ“ˆ peak week
480k
96k/night
$3,470
vs $5,870 cash
70Boho Hotel Prague
Small Luxury Hotels Β· Czechia Β 
Dec 28 – Jan 1
πŸ“ˆ peak week
280k
56k/night
$3,466
vs $4,866 cash
71Dylan Hotel Dublin
Small Luxury Hotels Β· Dublin, Ireland Β 
Sep 10 – Sep 14
πŸ“ˆ peak week
320k
64k/night
$3,427
vs $5,027 cash
72Baros Maldives
Small Luxury Hotels Β· Maldives Β 
Jan 1 – Jan 5
πŸ“ˆ peak week
720k
144k/night
$3,374
vs $6,974 cash
73Hotel On Rivington
Small Luxury Hotels Β· New York, United States Β 
Jun 17 – Jun 21
πŸ“ˆ peak week
400k
80k/night
$3,350
vs $5,350 cash
74Wakax Hacienda Cenote And Boutique Hotel
Small Luxury Hotels Β· Tulum, Mexico Β 
Dec 20 – Dec 24
πŸ“ˆ peak week
280k
56k/night
$3,324
vs $4,724 cash
75Emiliano Rio
Small Luxury Hotels Β· Brazil Β 
Jul 27 – Jul 31
πŸ“ˆ peak week
480k
96k/night
$3,275
vs $5,675 cash
76Emiliano Sao Paulo
Small Luxury Hotels Β· Brazil Β 
Jul 26 – Jul 30
πŸ“ˆ peak week
480k
96k/night
$3,275
vs $5,675 cash
77Westhouse Hotel New York
Small Luxury Hotels Β· New York, United States Β 
Dec 1 – Dec 5
πŸ“ˆ peak week
420k
84k/night
$3,268
vs $5,368 cash
78Gangtey Lodge
Small Luxury Hotels Β· Bhutan Β 
Mar 1 – Mar 5
πŸ“ˆ peak week
600k
120k/night
$3,200
vs $6,200 cash
79Arizona Biltmore
LXR Hotels & Resorts Β· Phoenix, United States Β 
Apr 14 – Apr 18
πŸ“ˆ peak week
380k
76k/night
$3,110
vs $5,010 cash
80The Inn At English Harbour
Small Luxury Hotels Β· English Harbour, Antigua and Barbuda Β 
Dec 16 – Dec 20
πŸ“ˆ peak week
560k
112k/night
$3,102
vs $5,902 cash
81South Bank
Small Luxury Hotels Β· Long Bay Hills, Turks and Caicos Islands Β 
Jan 27 – Jan 31
πŸ“ˆ peak week
840k
168k/night
$3,090
vs $7,290 cash
82Cape Fahn Hotel
Small Luxury Hotels Β· Thailand Β 
Mar 27 – Mar 31
380k
76k/night
$3,064
vs $4,964 cash
83Ca Di Dio
Small Luxury Hotels Β· Venezia, Italy Β 
Dec 29 – Jan 2
πŸ“ˆ peak week
480k
96k/night
$3,014
vs $5,414 cash
84Andronis Minois
Small Luxury Hotels Β· Paros Island, Greece Β 
Jun 17 – Jun 21
πŸ“ˆ peak week
440k
88k/night
$3,005
vs $5,205 cash
85Mango House Seychelles
LXR Hotels & Resorts Β· Seychelles Β 
Mar 29 – Apr 2
πŸ“ˆ peak week
480k
96k/night
$3,000
vs $5,400 cash
86Saii Lagoon Maldives
Curio Collection Β· MalΓ©, Maldives Β 
Dec 30 – Jan 3
πŸ“ˆ peak week
340k
68k/night
$2,990
vs $4,690 cash
87Conrad Fort Lauderdale Beach
Conrad Β· Fort Lauderdale, United States Β 
Dec 25 – Dec 29
πŸ“ˆ peak week
440k
88k/night
$2,975
vs $5,175 cash
88Grand Wailea
Waldorf Astoria Β· Wailea-Makena, United States Β 
Apr 3 – Apr 7
540k
108k/night
$2,950
vs $5,650 cash
89Taru Villas Villu Wilpattu
Small Luxury Hotels Β· Wilpattu, Sri Lanka Β 
Jan 11 – Jan 15
πŸ“ˆ peak week
440k
88k/night
$2,937
vs $5,137 cash
90Romeo Napoli
Small Luxury Hotels Β· Napoli, Italy Β 
May 20 – May 24
πŸ“ˆ peak week
520k
104k/night
$2,935
vs $5,535 cash
91Sina The Gray
Small Luxury Hotels Β· Milano, Italy Β 
Sep 27 – Oct 1
πŸ“ˆ peak week
440k
88k/night
$2,891
vs $5,091 cash
92Hilton Seychelles Northolme Resort And Spa
Hilton Β· MahΓ©, Seychelles Β 
Dec 28 – Jan 1
πŸ“ˆ peak week
400k
80k/night
$2,882
vs $4,882 cash
93Due Lune Puntaldia Resort And Golf
Small Luxury Hotels Β· Puntaldia, Italy Β 
Aug 17 – Aug 21
πŸ“ˆ peak week
360k
72k/night
$2,881
vs $4,681 cash
94Qiushui Villa
Small Luxury Hotels Β· ζ­ε·žεΈ‚, China Β 
Feb 11 – Feb 15
800k
160k/night
$2,873
vs $6,873 cash
95Umana Bali Resort
LXR Hotels & Resorts Β· Indonesia Β 
Sep 30 – Oct 4
πŸ“ˆ peak week
480k
96k/night
$2,861
vs $5,261 cash
96Seaton House
Small Luxury Hotels Β· St Andrews, United Kingdom Β 
Aug 1 – Aug 5
πŸ“ˆ peak week
440k
88k/night
$2,848
vs $5,048 cash
97Sina Centurion Palace
Small Luxury Hotels Β· Venezia, Italy Β 
May 16 – May 20
πŸ“ˆ peak week
440k
88k/night
$2,848
vs $5,048 cash
98Hotel Lungarno
Small Luxury Hotels Β· Firenze, Italy Β 
May 28 – Jun 1
πŸ“ˆ peak week
600k
120k/night
$2,821
vs $5,821 cash
99Chalets At Blackheath
Small Luxury Hotels Β· Blackheath, Australia Β 
Jan 3 – Jan 7
480k
96k/night
$2,809
vs $5,209 cash
100Hilton Imperial Dubrovnik
Hilton Β· Dubrovnik, Croatia Β 
Jun 14 – Jun 18
πŸ“ˆ peak week
320k
64k/night
$2,802
vs $4,402 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 don’t take affiliate kickbacks from Hilton. Click out and book directly.