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3868 Punahele Rd (Princeville)

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Photo 1 of 3868 Punahele Rd, Princeville
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3868 Punahele Rd, Princeville
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Description
Perfectly positioned on the Princeville Golf Course with breathtaking ocean, sunset, and mountain views, this vacation rental retreat known as "Tradewinds" offers the ultimate North Shore lifestyle.From the moment you arrive, you’ll be captivated by the private courtyard anchored by a stunning swimming pool with a swim-up bar, built-in spa, kids’ pool and cascading waterfall. An expansive poolside entertainment area that sets the stage for wonderful gatherings.The home incorporates approximately 2,500 square feet of living area, centered around seamless indoor-outdoor living. Two sliding glass walls, totaling 30 feet, open into the poolside lanai, blurring the line between home and paradise. The great room with vaulted fir ceilings incorporates ample seating, a massive 86-inch TV, and a gourmet kitchen appointed with Wolf, and Bosch appliances and a striking blue glass island countertop. Polished floors and elegant tones of white, grey, and blue create a fresh, modern island aesthetic.Designed for both privacy and connection, the home’s H-shaped layout places each of the four main bedrooms on a corner. With three-sided ventilation and the natural cooling of the trade winds, the home enjoys constant breezes—though individually controlled A/C units are also available in each room.Each of the four main bathrooms is luxuriously appointed with rain showers and soaker tubs, while the two primary suites feature private lava rock garden showers. A unique surfboard-mounted outdoor shower adds a playful island touch by the pool.Every bedroom opens to a covered lanai, and two expansive great-room lanais on opposite sides of the home provide the perfect balance of sun and shade throughout the day. The home totals four king bedrooms, plus a fifth sleeping area with sofa bed, desk, and full bath.This resort-style sanctuary with its stunning setting and panoramic views embodies the very best of Princeville living.
Recent Activity
Recent Sales
(Princeville)
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $2,288
  • Zoning: R-4
  • View: Golf Course, Mountain(s), Ocean, Ocean Horizon, Sunset, Waterfall
  • Amenities: Dishwasher, Disposal, Dryer, Indoor Grill, Induction Cooktop, Microwave, Oven, Range Hood, Refrigerator, Washer
  • TMK: 4540070260000
  • Tax Assessed Value: $3,168,700
  • Courtesy: Hawaii Life / 8086525264
  • MLS: 723850
About Princeville
  • Princeville is a 9,000 acre master-planned resort community on the oceanfront of Kauai’s North Shore. It is located on a bluff above the Pacific, with direct access to the beaches below this elevated site. The entire community is 2 square miles in size, so walking or bike riding to the beach or anywhere else inside Princeville is easy to do.
     
  • The lands were once used for sugar plantations as well as cattle ranching before being purchased in 1968 for development, starting the resort community that is there today.
     
  • This is a rainier part of Kauai, produ


  ... Read more
MLS properties and information provided herein is deemed reliable but is not guaranteed by the Hawaii Information Service, Inc. Listing Service. © 2026 Hawaii Information Service. All Rights Reserved. This website is for personal, non-commercial use only. Listings last updated on January 28, 2026.
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  • Asking Price: $5,500,000
Description
Perfectly positioned on the Princeville Golf Course with breathtaking ocean, sunset, and mountain views, this vacation rental retreat known as "Tradewinds" offers the ultimate North Shore lifestyle.From the moment you arrive, you’ll be captivated by the private courtyard anchored by a stunning swimming pool with a swim-up bar, built-in spa, kids’ pool and cascading waterfall. An expansive poolside entertainment area that sets the stage for wonderful gatherings.The home incorporates approximately 2,500 square feet of living area, centered around seamless indoor-outdoor living. Two sliding glass walls, totaling 30 feet, open into the poolside lanai, blurring the line between home and paradise. The great room with vaulted fir ceilings incorporates ample seating, a massive 86-inch TV, and a gourmet kitchen appointed with Wolf, and Bosch appliances and a striking blue glass island countertop. Polished floors and elegant tones of white, grey, and blue create a fresh, modern island aesthetic.Designed for both privacy and connection, the home’s H-shaped layout places each of the four main bedrooms on a corner. With three-sided ventilation and the natural cooling of the trade winds, the home enjoys constant breezes—though individually controlled A/C units are also available in each room.Each of the four main bathrooms is luxuriously appointed with rain showers and soaker tubs, while the two primary suites feature private lava rock garden showers. A unique surfboard-mounted outdoor shower adds a playful island touch by the pool.Every bedroom opens to a covered lanai, and two expansive great-room lanais on opposite sides of the home provide the perfect balance of sun and shade throughout the day. The home totals four king bedrooms, plus a fifth sleeping area with sofa bed, desk, and full bath.This resort-style sanctuary with its stunning setting and panoramic views embodies the very best of Princeville living.
    MLS properties and information provided herein is deemed reliable but is not guaranteed by the Hawaii Information Service, Inc. Listing Service. © 2026 Hawaii Information Service. All Rights Reserved. This website is for personal, non-commercial use only. Listings last updated on January 28, 2026.
    • Princeville is a 9,000 acre master-planned resort community on the oceanfront of Kauai’s North Shore. It is located on a bluff above the Pacific, with direct access to the beaches below this elevated site. The entire community is 2 square miles in size, so walking or bike riding to the beach or anywhere else inside Princeville is easy to do.
       
    • The lands were once used for sugar plantations as well as cattle ranching before being purchased in 1968 for development, starting the resort community that is there today.
       
    • This is a rainier part of Kauai, produ


      ... Read more
    Other Princeville Homes
    $5,995,000
    4134 Aloali ' I Dr
    4 Bds | 4 Ba
    3,593 ft²
    $4,999,999
    4131 Aloalii Dr
    3 Bds | 3.5 Ba
    4,132 ft²
    $3,750,000
    3564 Kaweonui Rd
    4 Bds | 4.5 Ba
    3,361 ft²
    $3,695,000
    4066 Aloalii Dr
    3 Bds | 4 Ba
    2,784 ft²
    You do not own the land, but have the right to use the land until an expiration year. At expiration the ownership typically reverts back to the land owner.
    Buyer and Seller have reached an agreement and are under contract. The sale may be subject to one or more contingencies.
    We have handled many transactions for clients who purchase Hawaii real estate without visiting. By request, our network of agents can prepare thorough property videos to ensure you are familiar with every detail necessary. All documents can be signed remotely.
    Buyer and Seller have reached an agreement and are under contract. The sale is expected to close / record soon.
    We will be happy to work with you as a Buyer's agent. Call us to learn more: 808-943-9000.
    Note: A Seller's agent has a fiduciary responsibility towards the Seller. Working with a Buyer's agent objectives and goals are aligned, at no cost to you, the Buyer.
    Other fees could be a special assessment, reserve contributions etc.
    DOM = Days On Market. Our site shows listings immediately. A brand new listing may show DOM 2 or 3 days, if listing agent did not upload the same day listing agreement was executed.
    Includes estimated monthly mortgage payment, maintenance / HOA fees & property taxes. The estimate does not include insurance premiums.
    Learn about property tax rates.