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.

Maui, Hawaii

US

Maui, Hawaii

Whales, waterfalls, Road to Hana — Pacific paradise within the US

Pay in cash

$4,200

$700 flight + $3,500 hotel

Pay with points

165,000 pts

+ $30 taxes & fees

40KAlaska125KHyatt

Best card for this trip

Chase World of Hyatt

60K bonus + free night cert = ~2 nights at Andaz Maui (~$2,200 value)

Apply

Weather in June

🌤️ Shoulder season — decent weather, fewer crowds

Best: April

Air temp

69°–84°F

21°–29°C

Water temp

78°F

26°C

Rainfall

low

Crowds

Moderate

Warm and dry

Switch month

Best months Shoulder Off-season

FlightsJFKOGG

Economy
  • Alaska Mileage Plan

    JFK → OGG — long haul — connect via LAX, SFO, or SEA. Alaska miles, JFK-OGG via SEA — best US-Hawaii sweet spot

    40,000

    roundtrip

    + $30 taxes

  • American AAdvantage

    JFK → OGG — long haul — connect via LAX, SFO, or SEA. AA economy via LAX or DFW

    50,000

    roundtrip

    + $30 taxes

    Open to cover:Sapphire Preferred

Top hotels for your points

⭐ Top picks

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 Regency Maui Resort & Spa

    Hyatt·Families, big resort vibe

    Cat 5 — large family resort with pools and waterslides.

    21K/25K/29K

    off / std / peak · Hyatt Cat 6

    $700/night cash

    5 nights = 125,000 pts (~$3,500 value)

  • Andaz Maui at Wailea Resort

    Hyatt·Luxury beachfront, romance

    Cat 7 peak; off-peak 35K. Hyatt flagship in Hawaii.

    35K/40K/45K

    off / std / peak · Hyatt Cat 8

    $1100/night cash

    5 nights = 225,000 pts (~$5,500 value)

More hotels on points

  • The Ritz-Carlton Maui, Kapalua

    Marriott Bonvoy·Luxury alternative if no Hyatt availability

    Dynamic, off-peak 70K. Northern Maui golf resort.

    100,000/night

    $900/night cash

    5 nights = 500,000 pts (~$4,500 value)

Trip Strategy — open these cards and the trip is mostly free

Open World of Hyatt (60K bonus + free Cat 1-4 night cert) + Chase Sapphire Preferred (75K UR transfers to Hyatt + flights). Covers RT flight + 3-4 hotel nights at Andaz Maui.

60K bonus + free night cert = ~2 nights at Andaz Maui (~$2,200 value)

$95/yr annual fee

75K UR → 2 more Hyatt nights OR RT economy flight (40K Alaska)

$795/yr annual fee

Your out-of-pocket budget for this trip

Car rental (5 days)$500
Food (5 days)$350
Activities (5 days)$300
Total cash needed$1,150

🚗 Car rental needed · vs. $4,200 full cash trip

What to see & do in Maui, Hawaii

  • Road to Hana

    Outdoor

    64-mile coastal drive with waterfalls, beaches, and rainforest. Allow a full day; rental car required.

  • Haleakalā Sunrise

    Only here

    Watch sunrise above the clouds from 10,000 ft volcano summit. Reservations required.

  • Snorkeling at Molokini Crater

    Beach

    Half-day boat trips to crescent-shaped marine reserve — turtles and tropical fish.

  • Lahaina Town

    Neighborhood

    Historic whaling town with galleries and oceanfront dining. Recovery ongoing after 2023 fires.

  • Iao Valley State Park

    Outdoor

    Lush valley with iconic 1,200-ft Iao Needle. Short hikes, great photos.

  • Mama's Fish House

    Food

    Legendary Pacific Rim seafood right on Kuau Cove. Book months in advance.

Events to know about

✨ In June
  • Maui Film Festival

    Happening

    Wailea Beach in early June; star-studded outdoor screenings.

    Jun
  • Maui Whale Watching Season

    Humpback whales migrate from Alaska — peak Jan-Mar. Boat tours and shore sightings daily.

    Dec · Jan · Feb · Mar · Apr
  • Aloha Festivals

    Statewide cultural celebrations of Hawaiian heritage, music, hula.

    Sep