AI Trip Planner
Plan a trip with
credit card points
Pick origin + destination + month → see best award flights, top hotels bookable on points, attractions, signature events, and the cards whose welcome bonus would cover the trip. 41 US origin airports, no bank link required.
US
Honolulu / Waikiki, Hawaii
Waikiki Beach, Diamond Head, Pearl Harbor — Hawaii's urban heartbeat
Pay in cash
$2,050
$650 flight + $1,400 hotel
Pay with points
115,000 pts
+ $30 taxes & fees
Best card for this trip
Chase World of Hyatt
60K bonus = 2.4 nights at Hyatt Regency Waikiki + free night cert
Weather in June
🌤️ Shoulder season — decent weather, fewer crowds
Air temp
70°–86°F
21°–30°C
Water temp
78°F
26°C
Rainfall
low
Crowds
Moderate
Warm, dry, summer crowds build
Flights — JFK → HNL
EconomyAlaska Mileage Plan
JFK → HNL — long haul — connect via LAX, SFO, or SEA. Alaska miles JFK-HNL via SEA
40,000
roundtrip
+ $30 taxes
American AAdvantage
JFK → HNL — long haul — connect via LAX, SFO, or SEA. AA economy via LAX
50,000
roundtrip
+ $30 taxes
Open to cover:Sapphire Preferred
Top hotels for your points
Picked for best points value — Hyatt has the only fixed award chart left in major US hotels, so your points stretch the furthest here. Tap each option below for why it stands out.
Hyatt Place Waikiki Beach
Hyatt·Budget travelersCat 4 — clean, breakfast included, budget-friendly.
12K/15K/18K
off / std / peak · Hyatt Cat 4
$280/night cash
5 nights = 75,000 pts (~$1,400 value)
Hyatt Regency Waikiki Beach Resort
Hyatt·Best Hyatt value in WaikikiCat 5 — across from Waikiki Beach, classic location.
21K/25K/29K
off / std / peak · Hyatt Cat 6
$400/night cash
5 nights = 125,000 pts (~$2,000 value)
More hotels on points
The Royal Hawaiian
Marriott Bonvoy·Luxury, history loversIconic "Pink Palace" on Waikiki Beach.
70,000/night
$700/night cash
5 nights = 350,000 pts (~$3,500 value)
Trip Strategy — open these cards and the trip is mostly free
Open World of Hyatt + Chase Sapphire Preferred. Hyatt Regency Waikiki is Cat 5 (25K/night) — bonus + transfers cover 5 nights + RT flight from East Coast.
60K bonus = 2.4 nights at Hyatt Regency Waikiki + free night cert
$95/yr annual fee
75K UR → transfer to Hyatt for more nights OR 40K Alaska for RT flight
$795/yr annual fee
Your out-of-pocket budget for this trip
🚗 Car rental needed · vs. $2,050 full cash trip
What to see & do in Honolulu / Waikiki, Hawaii
Pearl Harbor & USS Arizona
SightHistoric site of December 7, 1941. Free shuttle to Arizona Memorial; book ahead.
Diamond Head State Monument
Outdoor0.8-mile hike up extinct volcano crater. 360° Waikiki/coastline views.
North Shore
Day tripSurf mecca with Pipeline + Sunset Beach. 1-hour drive. Big swells Nov-Feb.
Waikiki Beach
Beach2-mile crescent of soft sand with surf lessons, sunset cocktails, oceanfront hotels.
Iolani Palace
SightOnly official royal residence on US soil — preserved 1882 Hawaiian Kingdom palace.
Helena's Hawaiian Food
FoodJames Beard award-winning kalua pig, laulau, pipikaula — local institution since 1946.
Events to know about
- Dec
Pipeline Masters Surfing
World Surf League finale at Banzai Pipeline. Mid-December crowd magnet.
- Dec
Honolulu Marathon
26.2 miles past Diamond Head — no qualifying time required, popular for first-timers.
- May
Lei Day Celebration
May 1 statewide lei-making contests and Hawaiian cultural festivities.