Wailea Gateway Homes with Fee Simple Land tenure

Welcome to Wailea Gateway, a stunning enclave nestled in the heart of Kihei, Maui. This vibrant neighborhood is the perfect blend of luxury, tranquility, and natural beauty, making it a sought-after destination for both residents and visitors alike. Known for its breathtaking ocean views, lush landscapes, and year-round sunshine, Wailea Gateway offers an idyllic island lifestyle that many dream of.

The community is characterized by its upscale homes, each designed to capture the essence of Hawaiian living. With fee simple land tenure, homeowners enjoy the benefits of full ownership, providing peace of mind and a sense of permanence. This arrangement allows for greater flexibility, making it an attractive option for those looking to invest in their slice of paradise.

Wailea Gateway is not just about stunning properties; it’s also about a lifestyle filled with leisure and adventure. Residents can explore nearby pristine beaches, indulge in world-class dining, and partake in a variety of outdoor activities, from hiking scenic trails to golfing on championship courses. The neighborhood is conveniently located near shopping centers, art galleries, and cultural events, ensuring there’s always something to do.

Moreover, the sense of community here is palpable. Neighbors often come together for local events, fostering a warm and welcoming atmosphere. Whether you’re looking for a permanent residence or a vacation home, Wailea Gateway offers a unique opportunity to experience the best of Maui living. Embrace the island life and make Wailea Gateway your new home today!

Newest Wailea Gateway Homes with Fee Simple Land tenure

$2,680,000

3 Beds ⋅ 2 Baths ⋅ 410656 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.

Experience front-row ocean views at Keala O Wailea #4-201, a beautifully positioned 3-bedroom, 2-bathroom residence in one of the most sought-after buildings within the complex. Set on the second level, this home delivers sweeping views across the ocean to the West Maui Mountains, neighboring islands, and iconic Molokini — a panorama that rarely comes available. Unlike most properties in Wailea, this unit offers the rare luxury of your own private BBQ on the lanai, perfect for sunset dinners with an ever-changing ocean backdrop. It also comes with a private garage plus a deeded parking stall right in front of the unit — a level of convenience hard to find at this price point. Residents of Keala O Wailea enjoy resort-style amenities, including a pool, spa, outdoor clubhouse with kitchen, and fitness center overlooking the water. The pet-friendly complex sits just steps from Wailea Gateway Center's shopping and dining, and within the renowned Wailea Resort, home to three championship golf courses, tennis, pristine beaches, and world-class hotels — all moments away. Whether a full-time residence or vacation retreat #4-201 offers an unmatched combination of location, views, and lifestyle.

59 Wailea Gateway Pl Unit 4-201, Kihei

Listing courtesy of Hawaii Life (W).

Start Your Search

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.