Wailea Condo Opportunities
Wailea has long been one of South Maui’s most sought-after communities, offering a blend of luxury, natural beauty, and convenience that’s hard to match. From pristine beaches and championship golf courses to world-class dining and shopping, the Wailea lifestyle attracts both homeowners and investors alike.
For buyers exploring the Wailea condo market, there are several standout communities—each offering its own unique character, amenities, and ownership opportunities.
Makali‘i at Wailea
Makali‘i offers a modern, wellness-focused approach to condo living. With its sleek townhome-style design, expansive lanais, and panoramic views, this gated community appeals to those seeking stylish island living.
-
Primarily owner-occupied and second homes.
-
Resort-style pavilion with infinity pool and fitness center.
-
Great for buyers looking for long-term value and a lock-and-leave lifestyle.
La‘i Loa Wailea
One of Wailea’s newest communities, La‘i Loa is designed with contemporary architecture and luxurious finishes.
-
Spacious, open layouts with indoor-outdoor living.
-
Focus on exclusivity and long-term ownership.
-
Ideal for those who want new construction in a prime Wailea location.
Wailea Palms
Wailea Palms is a well-established, gated community known for its lush landscaping and stunning ocean views.
-
Spacious residences with classic Wailea charm.
-
Resort-style amenities including an infinity pool and clubhouse.
-
Residences are designed for long-term rentals (6+ months) or as second homes.
Ho‘olei
Ho‘olei is one of Wailea’s most popular vacation rental communities, especially for buyers seeking both a luxury retreat and income potential.
-
Large two-story villas with attached garages.
-
Resort-style amenities and convenient access to the Grand Wailea Resort.
-
Strong demand for short-term vacation rentals, making it attractive for investors.
Wailea Beach Villas
Situated directly on Wailea Beach, Wailea Beach Villas represents the height of luxury condo living in Maui.
-
Oceanfront residences with private pools, lush gardens, and five-star service.
-
One of the strongest short-term rental complexes on the island.
-
Perfect for buyers seeking both personal enjoyment and strong rental income.
What to Consider When Choosing a Wailea Condo
-
Lifestyle: Do you want a quiet residential community or a vibrant resort environment?
-
Rental Opportunities: Some communities allow short-term rentals (like Ho‘olei and Wailea Beach Villas), while others are strictly for long-term or personal use.
-
Maintenance Fees: HOA dues vary widely and can influence your total cost of ownership.
-
Future Legislation: With Bill 9 and other proposed regulations, it’s important to stay informed about potential changes to vacation rental rules.
Your Wailea Condo Resource
Whether you’re drawn to the modern style of Makali‘i, the exclusivity of La‘i Loa, the charm of Wailea Palms, or the rental potential of Ho‘olei and Wailea Beach Villas, there’s a Wailea condo to fit nearly every lifestyle and investment goal.
📩 Interested in exploring Wailea condos further? Contact me today for a customized list of opportunities and insights tailored to your needs.
