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How to Fly to Hawaii, Mexico & the Caribbean With Points

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Award pricing, fees and transfer partners change often — confirm current terms on the operator's own site before you book or apply.

Not every great redemption is a $16,000 first-class suite. The beach classics — Hawaii, Mexico and the Caribbean — are where points quietly do the most work for normal families: short chains of low-cost, high-frequency flights you'll actually take every year. These aren't the aspirational long-hauls; they're the cheap, repeatable, kid-friendly wins. This hub rounds up the best ones and links each full how-to.

Advertiser disclosure: we link to partner offers marked (#) and may be compensated. It doesn't change our editorial picks.

Quick answer

  • Cost: Hawaii on Turkish Miles&Smiles (books United) 25,000 miles economy / 40,000 lie-flat one-way (the old 7,500-mile price is gone); JetBlue Mint to the Caribbean 45,000 TrueBlue points (~2.7¢); American First to Maui 35,000 Atmos Rewards points (~3.4¢; re-verify under Atmos); Mexico on Flying Blue (Aeromexico) from ~20,000 miles
  • Book with: Turkish (Hawaii), JetBlue TrueBlue (Mint), Atmos Rewards (Maui First), Southwest, JetBlue and fixed-value points or Flying Blue (Mexico)
  • Transfer from: Chase, Amex, Capital One, Citi and Bilt, plus the Southwest and JetBlue co-brands
  • Taxes & fees: among the lowest anywhere — $5.60 on Turkish/Southwest awards, ~$30 on JetBlue, a few dollars on Atmos
  • Catch: the best for families is the Southwest Companion Pass — your companion flies for $5.60 each way for up to two years — but you have to earn it first

Free tool: see what your Chase, Amex, Capital One, Citi or Bilt points become at every airline and hotel, with live transfer bonuses at kritdeals.com/transfer-calculator, or in the free KritDeals app for iPhone and Android.

At a glance

Detail Value
Cost (points/miles) ~20,000–45,000 one-way
Program Turkish, Atmos Rewards, JetBlue TrueBlue, Southwest, Flying Blue
Route / property Hawaii, the Caribbean, Mexico (Cancun, Cabo, Puerto Vallarta)
Cabin / room Economy, Mint and Hawaii lie-flat, American First to Maui
Transfer partners Chase, Amex, Capital One, Citi, Bilt
Taxes & surcharges $5.60 to ~$30
Cash value (cpp) ~1.5–3.4¢
Best time to book Shoulder seasons; early for Hawaii in winter holidays and spring break

What it's worth

Every figure in this hub uses one formula:

Cents per point = (cash price − taxes/fees on the award) ÷ points used × 100

Beat the program's baseline value (see how we value points) and it's a good redemption.

1) Hawaii on Turkish miles — the famous sweet spot is dead. For years Turkish priced United mainland–Hawaii at 7,500 miles economy / 15,000 lie-flat — the best deal in domestic travel. Two unannounced devaluations (the latest published December 2025) killed it: Hawaii now sits on its own chart at 25,000 miles economy / 40,000 business one-way, and general US domestic partner awards run 15,000/22,500. On a ~$1,100 lie-flat: ($1,100 − $5.60) ÷ 40,000 × 100 = ~2.7¢ per mile — still above Turkish's 1.3¢ baseline, but no longer a steal worth building a strategy around. The full guide covers what's left, including Turkish's finicky booking process.

2) The Southwest Companion Pass — a "buy one, get one" machine. Earn the pass and your chosen companion flies for $5.60 each way on every Southwest ticket you book — points or cash — for up to two years. On a ~$450 round trip booked with 25,000 points, adding a free companion effectively halves your cost per person. Perfect for Florida, the Caribbean and Mexico. See the Companion Pass guide.

3) JetBlue Mint to the Caribbean — an easy lie-flat. 45,000 TrueBlue points + ~$30 on a ~$1,250 seat: ($1,250 − $30) ÷ 45,000 × 100 = 2.71¢ per point. TrueBlue is fixed-value with no award chart, so Mint is one of the simplest premium seats to book — no availability roulette. See Mint for 45k.

4) American First to Maui on Atmos Rewards points. Alaska Mileage Plan became Atmos Rewards on August 20, 2025 (Alaska and Hawaiian's merged program; miles converted to points 1:1). 35,000 points + ~$6 on a ~$1,200 recliner-First seat: ($1,200 − $6) ÷ 35,000 × 100 = 3.4¢ per point — more than double our 1.45¢ baseline for the program, for a real first-class seat to the islands. Re-verify the award price under Atmos, then see Maui First for 35k.

How to book

  1. Book Hawaii early in peak windows. Beach space is abundant, but winter holidays and spring break tighten up; shoulder seasons are wide open.
  2. Be patient with Turkish. Search United space on United.com, then book through Turkish (often by phone). The Hawaii guide covers the workaround.
  3. Chase the Companion Pass early in the year. Earning it in January maximizes the "almost two full years" of free companion travel.
  4. Stay flexible for Mexico. Southwest and JetBlue prices float with cash fares, so shifting a day or two can cut the point cost meaningfully.
  5. Redeem fixed-value points when fares are high. Southwest and JetBlue points buy a set fraction of the cash fare, so redeem when fares are high to beat the baseline.

Best uses

Why beach trips are the smartest points play. Long-haul suites are thrilling but rare — you might book one a year, if space cooperates. Beach routes are the opposite: low point prices, tons of availability, and you fly them again and again. A family of four to Cancun or Kona is exactly where saving cash matters most, and the point costs here are a fraction of what one long-haul suite runs.

The routes, by region:

  • Hawaii — Turkish Miles&Smiles books United mainland–Hawaii for 25,000 miles economy / 40,000 in a lie-flat premium seat + $5.60 after its December 2025 devaluation (the famous 7,500/15,000 prices are gone). Or fly American First Class to Maui on Atmos Rewards points for 35,000 (re-verify under Atmos).
  • Caribbean — JetBlue Mint puts a lie-flat seat to the islands within reach, and the Southwest Companion Pass lets a second person fly for pennies on high-frequency island and Florida routes.
  • Mexico — Southwest, JetBlue and fixed-value points cover Cancun, Cabo and Puerto Vallarta cheaply; Flying Blue can price Aeromexico into the country from partner points.
Program Best redemption ~Points ~CPP Full guide
Turkish Miles&Smiles United lie-flat to Hawaii (economy is 25,000) 40,000 ~2.7¢ Hawaii on Turkish miles
Atmos Rewards (was Alaska) American First to Maui 35,000 ~3.4¢ Maui First for 35k Atmos
JetBlue TrueBlue Mint lie-flat to the Caribbean 45,000 ~2.7¢ Mint for 45k TrueBlue
Southwest Rapid Rewards Economy + companion flies free ~25,000 ~2× value Southwest Companion Pass
Flying Blue (Aeromexico) Economy/business to Mexico ~20,000+ ~1.5–2¢ Flying Blue how-to

Who should do it

Families and anyone who flies to the beach every year — the beach story is about cheap, repeatable economy, with the option to splurge on Mint or a Hawaii lie-flat when the value's there.

  • Good alternative: JetBlue Mint for 45k — fixed-value TrueBlue makes it one of the simplest premium seats to book, with no availability roulette.

Which cards earn the points

These wins are reachable with everyday transferable card points plus a couple of co-brands. See the transfer partners guide.

  • Chase Ultimate Rewards → Southwest and Flying Blue. Earn on the Chase Sapphire Preferred (#); Southwest's own co-brand cards are how you earn the Companion Pass (#).
  • Amex Membership Rewards → Flying Blue (Aeromexico to Mexico). Earn on the Amex Gold (#) and Amex Platinum (#).
  • Capital One miles → Turkish and Flying Blue. Earn on the Capital One Venture X (#).
  • Citi ThankYou Points → Turkish and JetBlue TrueBlue. Earn on the Citi Strata Premier (#).
  • Bilt Rewards → Turkish and Atmos Rewards (the Maui First trick), earned with the Bilt card (#).

The JetBlue co-brand card (#) earns TrueBlue directly if you fly Mint often.

Bottom line

With Turkish's cheap Hawaii awards gone, the Southwest Companion Pass is the clear family winner, and JetBlue Mint (45,000 points) and American First to Maui (35,000 Atmos points) are the easy premium splurges. Fees are tiny, so almost all the cost is points — and the points are cheap.

Note: Award prices and availability change. Search before you transfer — transfers are one-way.

From your city

FAQ

Are these really cheaper than the long-haul suites? Yes — and that's the point. A Hawaii economy seat is 25,000 Turkish miles (post-devaluation); a Caribbean Mint seat is 45,000. You'll book these several times for the miles one first-class suite costs.

Best redemption for a family? The Southwest Companion Pass — one companion flies free on every trip for up to two years. With Turkish's cheap Hawaii awards gone, the Pass is the clear family winner.

Which islands and cities are covered? All the Hawaiian islands (Honolulu, Maui, Kona, Kauai), the major Caribbean gateways, and Mexican beach hubs like Cancun, Cabo and Puerto Vallarta.

Do I need premium cabins? No. The beach story is about cheap, repeatable economy with the option to splurge on Mint or Hawaii lie-flat when the value's there.

Are taxes and fees high? No — these are among the lowest anywhere: $5.60 on Turkish/Southwest awards, ~$30 on JetBlue, a few dollars on Atmos. Almost all the cost is points, and the points are cheap.

Related guides

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