| Cheeseburger Mai Tais & Rock N Roll LP | Accommodation and Food Services | $311,710 | $56,597 | 21 | <$5M | AI Deep Dive |
| Duane Keoni Fursse | Real Estate and Rental and Leasing | $311,500 | $314,511 | 28 | <$5M | AI Deep Dive |
| Kennedy Construction Corp | Construction | $311,122 | $314,353 | 15 | <$5M | AI Deep Dive |
| Makena Boat Partners | Administrative and Support and Waste Management | $310,125 | $198,828 | 35 | $11.1M | AI Deep Dive |
| Pita Paradise Inc. | Accommodation and Food Services | $306,554 | $308,704 | 35 | $6.2M | AI Deep Dive |
| Kennedy Construction Corp | Construction | $306,450 | $310,220 | 16 | <$5M | AI Deep Dive |
| Ancog's Drywall Systems LLC | Construction | $279,600 | $53,547 | 13 | <$5M | AI Deep Dive |
| Manoli's Restaurants LLC | Accommodation and Food Services | $278,000 | $281,915 | 27 | <$5M | AI Deep Dive |
| Rentals Maui Inc. | Accommodation and Food Services | $277,340 | $278,989 | 18 | $5.6M | AI Deep Dive |
| Total Framing Inc. | Construction | $273,944 | $275,925 | 25 | $5.8M | AI Deep Dive |
| Brian Stolley, Md, INC | Health Care and Social Assistance | $271,190 | $274,437 | 12 | <$5M | AI Deep Dive |
| Total Framing Inc. | Construction | $268,200 | $270,448 | 43 | $9.9M | AI Deep Dive |
| Resort Hotel Associates Ltd | Accommodation and Food Services | $259,792 | $262,860 | 10 | <$5M | AI Deep Dive |
| R-Dam, LLC | Administrative and Support and Waste Management | $259,400 | $261,440 | 39 | $7.4M | AI Deep Dive |
| Solid Construction 808 LLC | Construction | $259,340 | $22,321 | 3 | <$5M | AI Deep Dive |
| Chun's Restaurant Inc. | Accommodation and Food Services | $259,294 | $260,978 | 30 | $5.3M | AI Deep Dive |
| Paradise Vacations INC | Real Estate and Rental and Leasing | $253,917 | $26,861 | 17 | <$5M | AI Deep Dive |
| Robert R Pieski (s) | Real Estate and Rental and Leasing | $250,000 | $21,002 | 2 | <$5M | AI Deep Dive |
| Kihei Rent-A-Car INC | Real Estate and Rental and Leasing | $243,034 | $244,306 | 22 | $9.9M | AI Deep Dive |
| Koho Grill and Bar INC | Accommodation and Food Services | $242,271 | $245,427 | 26 | <$5M | AI Deep Dive |
| Honu Beach LLC | Real Estate and Rental and Leasing | $239,000 | $172,746 | 39 | $17.6M | AI Deep Dive |
| Kihei Rent-A-Car, INC | Real Estate and Rental and Leasing | $236,500 | $237,770 | 24 | $10.8M | AI Deep Dive |
| Paia Fish Market Southside | Accommodation and Food Services | $229,960 | $231,951 | 13 | <$5M | AI Deep Dive |
| Horizons Academy of Maui Inc. | Educational Services | $227,000 | $228,965 | 29 | <$5M | AI Deep Dive |
| Destination Maui INC | Other Services (except Public Administration) | $225,686 | $227,046 | 23 | <$5M | AI Deep Dive |