Hawaiʻi’s luxury market continues to be defined by properties that offer more than a place to call home. They offer setting, lifestyle, privacy, and a meaningful connection to the islands. Across Maui and Kauaʻi, these notable sales reflect the enduring value of exceptional locations and the trusted guidance of experienced real estate professionals.
From Kapalua’s distinguished resort community to the coastal charm of Koloa, the lush privacy of Haiku, the natural beauty of Lawai, and the refined ease of Wailea, each transaction tells a unique story of island living at an elevated level.
100 Woodrose Pl, Kapalua, HI 96761
Sold price: $5,500,000
Seller representation: Roy H. Sakamoto and Betty Sakamoto
Buyer representation: Cari A. Tilley
As the highest sale in this featured collection, 100 Woodrose Pl represents a remarkable Kapalua transaction. Known for its natural beauty, privacy, and world-class resort lifestyle, Kapalua remains one of Maui’s most prestigious destinations for luxury living.
This sale reflects the continued strength of West Maui’s high-end market, where exceptional properties continue to attract discerning buyers seeking an elevated island experience.
2706 Halalu St, Koloa, HI 96756
Sold price: $3,250,000
Buyer representation: Brenda S. Crawford
In Koloa, 2706 Halalu St speaks to the lasting appeal of Kauaʻi’s South Shore. With its blend of island charm, coastal access, and timeless sense of place, Koloa continues to stand out as one of the Garden Isle’s most desirable communities.
Represented on the buyer side by Brenda S. Crawford, this sale highlights the value of trusted guidance in securing meaningful opportunities within Hawaiʻi’s competitive luxury market.
20 Kapuaimilia Pl, Haiku, HI 96708
Sold price: $3,200,000
Seller representation: Kelly Kirby Lau
In Haiku, 20 Kapuaimilia Pl captures the rare beauty of Maui’s North Shore, where lush landscapes, privacy, and a relaxed island rhythm create a lifestyle unlike anywhere else. The area continues to appeal to those seeking space, serenity, and a deeper connection to Maui’s natural surroundings.
With seller representation by Kelly Lau, this transaction reflects thoughtful market positioning and the continued demand for distinctive properties in one of Maui’s most beloved communities.
4600 Uha Rd, Lawai, HI 96765
Sold price: $3,000,000
Seller representation: Ryan McAnarney
Buyer representation: Kaimakana Wedemeyer
Located in Lawai, 4600 Uha Rd reflects the quiet beauty and natural richness that define Kauaʻi living. Peaceful, scenic, and closely connected to the island’s landscape, Lawai offers a refined sense of privacy while remaining rooted in the relaxed elegance of the South Shore.
With Ryan McAnarney representing the seller and Kaimakana Wedemeyer representing the buyer, this sale showcases the strength of local expertise and the importance of personalized representation.
Wailea Point #3304 | 4000 Wailea Alanui Dr, Wailea, HI 96753
Sold price: $2,725,000
Seller representation: Max Blair
Buyer representation: Christine Warner
Wailea Point #3304 captures the polished ease of South Maui resort living. As one of Wailea’s most recognized luxury communities, Wailea Point offers a lifestyle centered around coastal beauty, refined comfort, and convenient access to world-class beaches, dining, golf, and resort amenities.
This sale reflects the continued appeal of Wailea’s luxury condominium market, with Max Blair representing the seller and Christine Warner representing the buyer.
Representing Island Real Estate at the Highest Level
Together, these sales reflect the strength of Hawaiʻi’s luxury real estate market and the value of experienced representation across Maui and Kauaʻi. In a market shaped by location, lifestyle, and nuance, trusted guidance makes all the difference.
Coldwell Banker Island Properties is proud to recognize these outstanding transactions and the real estate professionals who continue to serve buyers and sellers across the islands with care, expertise, and excellence.
