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.
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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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns. -
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 →
The Town Files lifestyle rankings, percentile vs Hawaii towns.
Price vs ranking
More Hawaii rankings
- The 15 Quietest Small Towns in Hawaii
- The 25 Most Affordable Small Towns in Hawaii
- The 25 Best Small Towns for Families in Hawaii
- 19 Small Towns in Hawaii With the Cheapest Homes
- 21 Small Towns in Hawaii With the Mildest Winters
- The 23 Most Walkable Small Towns in Hawaii
- The 22 Best Small Towns for First-Time Home Buyers in Hawaii
- The 11 Most Affordable Seaside Small Towns in Hawaii
Same ranking, other places
- The 50 Best Small Towns to Retire in America
- The 25 Best Small Towns to Retire in Pennsylvania
- The 25 Best Small Towns to Retire in New York
- The 25 Best Small Towns to Retire in Michigan
- The 25 Best Small Towns to Retire in Texas
- The 25 Best Small Towns to Retire in California
- The 25 Best Small Towns to Retire in New Jersey
- The 25 Best Small Towns to Retire in Florida
- The 25 Best Small Towns to Retire in Wisconsin
- The 25 Best Small Towns to Retire in Ohio
- U.S. Census Bureau, American Community Survey 5-year estimates (2020–2024)
- U.S. Census Bureau, 2020 Census and 2025 Gazetteer (2020 / 2025)
- NOAA NCEI U.S. Climate Normals (1991–2020)
- NOAA NCEI Storm Events Database (1950–2026)
- FEMA OpenFEMA Disaster Declarations (this product uses the FEMA OpenFEMA API but is not endorsed by FEMA) (1953–2026)
- NCES Common Core of Data (2023–24)
- BLS Quarterly Census of Employment and Wages; USDA ERS county unemployment (BLS LAUS) (2000–2024)
- The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025)