Primary pick
Chase Sapphire Preferred
Chase Ultimate
- Welcome bonus
- 75,000 pts
- Annual fee
- $95
after $5,000 spend in 3 months
Hawaii, USA · Family trip points
Long-haul domestic. Alaska Mileage Plan is the standout earn-and-burn here; Hyatt's two Maui properties are the rare Hawaii hotel that books well on points.
The honest math (family of 4, 5 nights)
270,000
points total · cash equivalent $5,225 · 1.94¢ per point realized
Flights
120,000 pts
Alaska Mileage Plan · 30,000/traveler RT
Hotel
150,000 pts
World of Hyatt · Andaz Maui at Wailea (Cat 7)
Sapphire Preferred earns transferable Ultimate Rewards that move to World of Hyatt (the only Hawaii hotel program with reasonable point pricing) and to Southwest (the easiest path for a family of 4). Venture X adds Priority Pass for the family on the long flight out and comprehensive travel insurance.
Primary pick
Chase Ultimate
after $5,000 spend in 3 months
Pair with it
Capital One
after $4,000 spend in 3 months
Verified 2026-05-29
270,000 points total covers a family of 4 with 5 hotel nights at saver / off-peak pricing — 120,000 for flights (Alaska Mileage Plan at 30,000/traveler round-trip) and 150,000 for the hotel (World of Hyatt at 30,000/night). Cash equivalent ≈ $5,225, which works out to about 1.94¢ per point.
Sapphire Preferred earns transferable Ultimate Rewards that move to World of Hyatt (the only Hawaii hotel program with reasonable point pricing) and to Southwest (the easiest path for a family of 4). Venture X adds Priority Pass for the family on the long flight out and comprehensive travel insurance.
If you already have one, look at whether you've actually earned that card's welcome bonus and the second-card pick still makes sense on its own. If both are already in your wallet, run the Maui (Hawaii) math in the Family Trip Calculator with your actual scenario — you may already be close to the point total without a new application.
Generally no — space applications 60–90 days apart so each welcome bonus has a clean spend window and neither pulls double-counts against Chase's 5/24. The Family Trip Calculator's earning math assumes one welcome bonus at a time.