The Town Files

The 16 Best Small Towns to Retire in Hawaii

Ranked on The Town Files lifestyle rankings among 55 towns of 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

    Pupukea is a community of 5,130 people in Honolulu County, Hawaii. It also ranks better for young professionals than 93% of Hawaii towns and better for cycling than 87% of Hawaii towns.

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

    Full Pupukea, Hawaii profile: weather, storms, schools, jobs →

    Pupukea lifestyle rankingsRetirement60th pctQuiet34th pctWalkability54th pctFamilies31th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  2. 15Eleele, Hawaii

    Better for retirees than 61% of Hawaii towns

    Eleele is a community of 2,515 people in Kauai County, Hawaii. It also ranks easier by car than 98% of Hawaii towns and more seaside character than 88% of Hawaii towns.

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

    Full Eleele, Hawaii profile: weather, storms, schools, jobs →

    Eleele lifestyle rankingsRetirement61th pctQuiet45th pctWalkability63th pctFamilies81th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  3. 14Heeia, Hawaii

    Better for retirees than 62% of Hawaii towns

    Heeia is a community of 5,001 people in Honolulu County, Hawaii. It also ranks more of a college town than 95% of Hawaii towns and more upscale than 95% of Hawaii towns.

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

    Full Heeia, Hawaii profile: weather, storms, schools, jobs →

    Heeia lifestyle rankingsRetirement62th pctQuiet36th pctWalkability74th pctFamilies84th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  4. 13Kahaluu, Hawaii

    Better for retirees than 62% of Hawaii towns

    Kahaluu is a community of 5,241 people in Honolulu County, Hawaii. It also ranks more upscale than 89% of Hawaii towns and more seaside character than 70% of Hawaii towns.

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

    Full Kahaluu, Hawaii profile: weather, storms, schools, jobs →

    Kahaluu lifestyle rankingsRetirement62th pctQuiet29th pctWalkability53th pctFamilies60th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  5. 12Lawai, Hawaii

    Better for retirees than 71% of Hawaii towns

    Lawai is a community of 2,578 people in Kauai County, Hawaii. It also ranks better transit than 88% of Hawaii towns and better for a vacation home than 84% of Hawaii towns.

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

    Full Lawai, Hawaii profile: weather, storms, schools, jobs →

    Lawai lifestyle rankingsRetirement71th pctQuiet40th pctWalkability61th pctFamilies60th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  6. 11Makawao, Hawaii

    Better for retirees than 71% of Hawaii towns

    Makawao is a community of 7,297 people in Maui County, Hawaii. It also ranks more upscale than 75% of Hawaii towns and better for families than 74% of Hawaii towns.

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

    Full Makawao, Hawaii profile: weather, storms, schools, jobs →

    Makawao lifestyle rankingsRetirement71th pctQuiet57th pctWalkability59th pctFamilies74th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  7. 10Pukalani, Hawaii

    Better for retirees than 74% of Hawaii towns

    Pukalani is a community of 8,299 people in Maui County, Hawaii. It also ranks better for young professionals than 91% of Hawaii towns and more upscale than 91% of Hawaii towns.

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

    Full Pukalani, Hawaii profile: weather, storms, schools, jobs →

    Pukalani lifestyle rankingsRetirement74th pctQuiet55th pctWalkability80th pctFamilies56th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  8. 9Waialua, Hawaii

    Better for retirees than 80% of Hawaii towns

    Waialua is a community of 4,062 people in Honolulu County, Hawaii. It also ranks more seaside character than 100% of Hawaii towns and more walkable than 94% of Hawaii towns.

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

    Full Waialua, Hawaii profile: weather, storms, schools, jobs →

    Waialua lifestyle rankingsRetirement80th pctQuiet39th pctWalkability94th pctFamilies76th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  9. 8Waikoloa Village, Hawaii

    Better for retirees than 81% of Hawaii towns

    Waikoloa Village is a community of 7,104 people in Hawaii County, Hawaii. It also ranks better for a vacation home than 97% of Hawaii towns and better for cycling than 83% of Hawaii towns.

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

    Full Waikoloa Village, Hawaii profile: weather, storms, schools, jobs →

    Waikoloa Village lifestyle rankingsRetirement81th pctQuiet69th pctWalkability0th pctFamilies82th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  10. 7Kula, Hawaii

    Better for retirees than 83% of Hawaii towns

    Kula is a community of 6,942 people in Maui County, Hawaii. It also ranks better for families than 96% of Hawaii towns and quieter than 87% of Hawaii towns.

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

    Full Kula, Hawaii profile: weather, storms, schools, jobs →

    Kula lifestyle rankingsRetirement83th pctQuiet87th pctWalkability21th pctFamilies96th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  11. 6Holualoa, Hawaii

    Better for retirees than 84% of Hawaii towns

    Holualoa is a community of 2,994 people in Hawaii County, Hawaii. It also ranks hipper than 74% of Hawaii towns.

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

    Full Holualoa, Hawaii profile: weather, storms, schools, jobs →

    Holualoa lifestyle rankingsRetirement84th pctQuiet59th pctWalkability36th pctFamilies57th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  12. 5Lanai City, Hawaii

    Better for retirees than 86% of Hawaii towns

    Lanai City is a community of 3,332 people in Maui County, Hawaii. It also ranks better for first-time buyers than 100% of Hawaii towns and more seaside character than 94% of Hawaii towns.

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

    Full Lanai City, Hawaii profile: weather, storms, schools, jobs →

    Lanai City lifestyle rankingsRetirement86th pctQuiet89th pctWalkability49th pctFamilies19th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  13. 4Kahaluu-Keauhou, Hawaii

    Better for retirees than 90% of Hawaii towns

    Kahaluu-Keauhou is a community of 4,778 people in Hawaii County, Hawaii. The median home is worth $886,900 (typical Hawaii town: $802,600).

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

    Full Kahaluu-Keauhou, Hawaii profile: weather, storms, schools, jobs →

    Kahaluu-Keauhou lifestyle rankingsRetirement90th pctQuiet56th pctWalkability34th pctFamilies13th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  14. 3Captain Cook, Hawaii

    Better for retirees than 91% of Hawaii towns

    Captain Cook is a community of 3,253 people in Hawaii County, Hawaii. It also ranks more seaside character than 84% of Hawaii towns and better for a vacation home than 81% of Hawaii towns.

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

    Full Captain Cook, Hawaii profile: weather, storms, schools, jobs →

    Captain Cook lifestyle rankingsRetirement91th pctQuiet50th pctWalkability46th pctFamilies66th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  15. 2Wailea, Hawaii

    Better for retirees than 91% of Hawaii towns

    Wailea is a community of 6,027 people in Maui County, Hawaii. It also ranks better transit than 91% of Hawaii towns and hipper than 84% of Hawaii towns.

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

    Full Wailea, Hawaii profile: weather, storms, schools, jobs →

    Wailea lifestyle rankingsRetirement91th pctQuiet59th pctWalkability66th pctFamilies9th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.
  16. 1Waimea, Hawaii

    Better for retirees than 94% of Hawaii towns

    Waimea is a community of 9,904 people in Hawaii County, Hawaii. It also ranks better for families than 83% of Hawaii towns and more upscale than 81% of Hawaii towns.

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

    Full Waimea, Hawaii profile: weather, storms, schools, jobs →

    Waimea lifestyle rankingsRetirement94th pctQuiet69th pctWalkability2th pctFamilies83th pct
    The Town Files lifestyle rankings, percentile vs Hawaii towns.

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 500–10,000 people in Hawaii (2020 Census population). 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: