A slow couple stay at Hotel Wailea — 4 days in Maui
Photo: lamoix · CC BY 2.0

🌺 Maui · 4 days

A slow couple stay at Hotel Wailea

Kihei, Kaanapali, and Wailea. 4-day Maui trip for 2 people: Mama's Fish House, Kamaole Beach Park, Iao Valley State Monument. Stay at Hotel Wailea. About $2,120 per person, estimated, checked Oct 27, 2026.

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Costs

Restaurants$380
Activities$10
Flights$1,780
Lodging$2,070
About $2,120 / person for 2 people (estimated, checked Oct 27, 2026)$4,240 estimated

Estimate · prices last checked 2026-10-27.

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Where you stay

Getting there

Day by day

Day 1 2026-12-27

Wailea, and nothing else booked for the arrival afternoon.

  • EveningMama's Fish HouseA reserved dinner in Paia. Estimate per person before tax. Book it before the flights.$190Book on mamasfishhouse.comWe may earn a commission if you book, at no extra cost to you. How we make money
  • OvernightHotel WaileaA Wailea hotel above the beaches. This estimate is a standard room, not a suite.$690Book on Booking.comWe may earn a commission if you book, at no extra cost to you. How we make money

We may earn a commission if you book, at no extra cost to you. How we make money

Day 2 2026-12-28

A beach morning at the Wailea path and a reserved dinner. The room estimate is a standard room.

  • AfternoonKamaole Beach ParkA free public beach with showers. Bring your own shade.Free
  • EveningMama's Fish HouseA reserved dinner in Paia. Estimate per person before tax. Book it before the flights.$190Book on mamasfishhouse.comWe may earn a commission if you book, at no extra cost to you. How we make money
  • OvernightHotel WaileaA Wailea hotel above the beaches. This estimate is a standard room, not a suite.$690Book on Booking.comWe may earn a commission if you book, at no extra cost to you. How we make money

We may earn a commission if you book, at no extra cost to you. How we make money

Day 3 2026-12-29

Iao in the morning if you want one inland hour. Otherwise stay by the water.

We may earn a commission if you book, at no extra cost to you. How we make money

Day 4 2026-12-30

Checkout toward Kahului. This plan does not try to see Hana.

  • Free day.