The Town Files

The 16 Best Small Towns to Retire in Hawaii

Ranked on The Town Files lifestyle rankings among 55 towns of 2,500–10,000 people in Hawaii. #1 is Waimea, HI.

Map of the 16 towns12345678910111213141516
Numbers match the ranking.
The 16 Best Small Towns to Retire in Hawaii1. Waimea94th pct2. Wailea91st pct3. Captain Cook91st pct4. Kahaluu-Keauhou90th pct5. Lanai City86th pct6. Holualoa84th pct7. Kula83rd pct8. Waikoloa Village81st pct9. Waialua80th pct10. Pukalani74th pct11. Makawao71st pct12. Lawai71st pct13. Kahaluu62nd pct14. Heeia62nd pct15. Eleele61st pct16. Pupukea60th pct
  1. 16Pupukea, Hawaii

    Better for retirees than 60% of Hawaii towns

    5,130 people · Honolulu County · median home $1,436,000 · income $100,368 · Jan low 62°F · 0 in snow

  2. 15Eleele, Hawaii

    Better for retirees than 61% of Hawaii towns

    2,515 people · Kauai County · median home $777,200 · income $118,438 · Jan low 64°F · 0 in snow

  3. 14Heeia, Hawaii

    Better for retirees than 62% of Hawaii towns

    5,001 people · Honolulu County · median home $1,200,200 · income $176,250 · Jan low 66°F · 0 in snow

  4. 13Kahaluu, Hawaii

    Better for retirees than 62% of Hawaii towns

    5,241 people · Honolulu County · median home $1,213,400 · income $142,045 · Jan low 64°F · 0 in snow

  5. 12Lawai, Hawaii

    Better for retirees than 71% of Hawaii towns

    2,578 people · Kauai County · median home $849,800 · income $104,286 · Jan low 64°F · 0 in snow

  6. 11Makawao, Hawaii

    Better for retirees than 71% of Hawaii towns

    7,297 people · Maui County · median home $888,000 · income $96,444 · Jan low 53°F · 0 in snow

  7. 10Pukalani, Hawaii

    Better for retirees than 74% of Hawaii towns

    8,299 people · Maui County · median home $973,700 · income $102,976 · Jan low 53°F · 0 in snow

  8. 9Waialua, Hawaii

    Better for retirees than 80% of Hawaii towns

    4,062 people · Honolulu County · median home $997,200 · income $88,269 · Jan low 63°F · 0 in snow

  9. 8Waikoloa Village, Hawaii

    Better for retirees than 81% of Hawaii towns

    7,104 people · Hawaii County · median home $802,600 · income $81,703 · Jan low 68°F · 0 in snow

  10. 7Kula, Hawaii

    Better for retirees than 83% of Hawaii towns

    6,942 people · Maui County · median home $1,127,700 · income $100,433 · Jan low 53°F · 0 in snow

  11. 6Holualoa, Hawaii

    Better for retirees than 84% of Hawaii towns

    2,994 people · Hawaii County · median home $1,115,600 · income $115,972 · Jan low 69°F · 0 in snow

  12. 5Lanai City, Hawaii

    Better for retirees than 86% of Hawaii towns

    3,332 people · Maui County · median home $630,000 · income $92,167 · Jan low 60°F · 0 in snow

  13. 4Kahaluu-Keauhou, Hawaii

    Better for retirees than 90% of Hawaii towns

    4,778 people · Hawaii County · median home $886,900 · income $96,212 · Jan low 69°F · 0 in snow

  14. 3Captain Cook, Hawaii

    Better for retirees than 91% of Hawaii towns

    3,253 people · Hawaii County · median home $770,600 · income $108,675 · Jan low 57°F · 0 in snow

  15. 2Wailea, Hawaii

    Better for retirees than 91% of Hawaii towns

    6,027 people · Maui County · median home $1,534,800 · income $90,000 · Jan low 64°F · 0 in snow

  16. 1Waimea, Hawaii

    Better for retirees than 94% of Hawaii towns

    9,904 people · Hawaii County · median home $677,400 · income $100,198 · Jan low 68°F · 0 in snow

Price vs ranking

Median home value vs ranking, Hawaii towns0255075100$228K$530K$832K$1134K$1436KMedian home valuePercentile
Orange squares are the 16 towns on this list; green dots are other towns on The Town Files in Hawaii.

More Hawaii rankings

Same ranking, other places

Methodology. We ranked 55 towns of 2,500–10,000 people in Hawaii (2020 Census population; towns with 2,500+ people have pages so far). Lifestyle measures are The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025), shown as percentiles. Only towns better than 60% of their peers on this measure qualify, so lists can be shorter than 25. Sources: