The Masters at Kā‘anapali Hillside is a private, gated community set atop nearly 40 acres of beautifully landscaped grounds, offering sweeping ocean and island views. Elegantly nestled along the upper fairways of the Royal Kā‘anapali Golf Course, this serene enclave features 198 luxury condominiums with spacious one-, two-, and three-bedroom floor plans.

Masters at Kaanapali Location
Perched above the pristine shores of West Maui’s world-renowned Kā‘anapali Beach, The Masters offers convenient golf cart access to favored beaches and oceanfront dining. With its prime hillside setting, this sought-after neighborhood presents an exceptional opportunity for discerning buyers seeking a full-time residence or a refined second home retreat.
Properties

Masters at Kaanapali Amenities
- Gated
- Multiple Pools
- Tennis Courts
- Fruit Trees & Garden
- Ample Parking
- Overlooking Kaanapali
- Tropically Landscaped
Work. Play. Live.
Come and explore our communities. If you have any questions or want to learn more, don't hesitate to contact us!
Masters Real Estate Sales Statistics
Number of properties in Masters at Kaanapali : | 9 |
Average price in Masters at Kaanapali : | $1,584,889 |
Average Sq Ft in Masters at Kaanapali : | 1,391 |
Average Price per Ft2 in Masters at Kaanapali : | $1,139 |
Property Map
Additional information
Parking is situated throughout the property, with some having semi enclosed carports.
The majority of real estate properties are predominantly designated for residential and long term rentals. However, as an owner, you retain the freedom to choose whether or not to utilize either. Long Term Rentals are designed for 180 days or longer, per Maui County.
Pets are permitted but there is a weight limit for dogs.
In Summary
The Masters at Kā‘anapali is a serene, gated community perched on nearly 40 acres above West Maui’s famed Kā‘anapali Beach. Overlooking the Royal Kā‘anapali Golf Course, the property features 198 spacious one-, two-, and three-bedroom condominiums with sweeping ocean and island views. Known for its low-density design, lush tropical landscaping, and prohibition of short-term rentals, The Masters offers an ideal setting for full-time residents and second-homeowners seeking privacy, comfort, and resort-style living.
Current Masters at Kaanapali Real Estate for Sale:
50 Puu Anoano St 1006 Lahaina, Hawaii 96761
Beds: 2 Baths: 2 Feet2: 1,544 Acres: 37.9
Listing courtesy of Coldwell Banker Island Prop-KP
50 Puu Anoano St 2902 Lahaina, Hawaii 96761
Beds: 2 Baths: 2 Feet2: 1,728 Acres: 37.9
Listing courtesy of Coldwell Banker Island Prop-KP
50 Puu Anoano St 4207 Lahaina, Hawaii 96761
Beds: 2 Baths: 2 Feet2: 1,269 Acres: 37.9
Listing courtesy of Island Sotheby's International Realty(L)
50 Puu Anoano St 4201 Lahaina, Hawaii 96761
Beds: 2 Baths: 2 Feet2: 1,269 Acres: 37.9
Listing courtesy of Coldwell Banker Island Prop-KP
50 Puu Anoano St 1804 Lahaina, Hawaii 96761
Beds: 2 Baths: 2 Feet2: 1,512 Acres: 37.9
Listing courtesy of Coldwell Banker Island Prop-KP
50 Puu Anoano St 1707 Lahaina, Hawaii 96761
Beds: 2 Baths: 2 Feet2: 1,269 Acres: 37.9
Listing courtesy of Coldwell Banker Island Prop-KP
50 Puu Anoano St 903 Lahaina, Hawaii 96761
Beds: 2 Baths: 2 Feet2: 1,512 Acres: 37.9
Listing courtesy of Maui Luxury Real Estate LLC
50 Puu Anoano St 703 Lahaina, Hawaii 96761
Beds: 2 Baths: 2 Feet2: 1,512 Acres: 37.9
Listing courtesy of Coldwell Banker Island Prop-KP
50 Puu Anoano St 503 Lahaina, Hawaii 96761
Beds: 1 Baths: 1.5 Feet2: 901 Acres: 37.9
Listing courtesy of Real Broker LLC
When you find the Masters of interest and want to talk real estate for sale, contact Kimberly. Owner and Principal Broker of Living Maui Real Estate, Kimberly is here to assist with your purchase or sale, and ready to help when it comes to relocation, market statistics, or transitions of your real estate portfolio.