Carlos Santana Spends $20.5 Million on Hawaii Vacation Home

Located in Princeville, an enclave on Kauai’s North Shore, the contemporary house spans about 8,200 square feet with an expansive lanai, according to the listing from Ben Welborn and Neal Norman of Hawai’i Life. The gated property, which also has an infinity pool and views of Hanalei Bay, was listed for $27.75 million in October, according to Zillow.

The house is located about 4 miles from the smaller property Mr. Santana purchased last year. That roughly 4,000-square-foot home is now hitting the market for $12.9 million, said Mr. Norman, the listing agent, who also represented Mr. Santana in his purchase of the larger home. Set on around 3 acres, the smaller house has four bedrooms, 4 ½ baths and about 1,500 square feet of outdoor space, including a pool.

Mr. Santana’s primary home is in Las Vegas, but he likes to escape to Hawaii when possible, said Michael Vrionis, the musician’s manager and brother-in-law. “He loves to vacation there,” Mr. Vrionis said. “When you travel all the time, you’re on tour all the time, I think he likes the serenity of Kauai.”

Mr. Santana was drawn to the Princeville house for its mountain and water views, Mr. Vrionis said. The sellers were Canadian entrepreneur Brent Naylor and his wife, Gayle Naylor. The couple purchased the empty lot for $1.6 million in 2004 and spent $18 million to build the house, Mr. Naylor said.

The house is configured as four separate “pods” connected by a central outdoor living space with a retractable roof, which comes in handy in Kauai’s rainy climate, Mr. Naylor said. There is a 2,500-square-foot deck area, and the home has a steel frame clad in Afrormosia wood, he said.

The main pod has the living and dining rooms, the kitchen, a den and a gym. The second pod includes the primary bedroom suite, as well as an outdoor shower and garden. The third pod has two guest bedrooms and a fourth has the garage.

Mr. Norman said Kauai’s sales market has been strong with limited inventory, like much of the rest of the country. “We have a very limited supply of good homes here,” he said.