Pili Mai at Poipu Condos for Sale
Pili Mai offers modern plantation-style condos with luxury finishes, private garages, and flexible use — perfect for full-time living, vacation escapes, or short-term rental income.
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Browse the active Pili Mai condos for sale below:
Pili Mai at Poipu: Key Features
- Unit Types: Spacious 2, 3, and 4-bedroom condos with a variety of floor plans
- Address: 2611 Kiahuna Plantation Dr, Koloa, HI 96756
- Closest Beach: Less than a mile to Poipu Beach
- Nearby Food: Close to The Shops at Kukuiula with top dining options
- Special Features: Private garages (in most units), golf course views available
Resort-Style Amenities
Living at Pili Mai means enjoying a full range of resort-quality amenities while maintaining that private neighborhood feel:
- Heated Swimming Pool & Spa for year-round relaxation
- Fitness Center with modern equipment
- BBQ & Picnic Areas for entertaining
- Clubhouse for community gatherings
- Private Garages (in most units) - rare for Poipu condos
- Beautifully landscaped tropical grounds with excellent spacing
Henry's Take on Pili Mai at Poipu
Pili Mai is one of the rare Poipu complexes that feels like a private neighborhood rather than a resort. You're getting newer construction, modern finishes, private garages, and square footage that rivals many single-family homes. For South Shore buyers who want that blend of residential comfort and short-term rental potential, Pili Mai stands out.
The units range from 2 to 4 bedrooms and sit right off Kiahuna Golf Course — with some layouts offering incredible mountain or partial ocean views. What really makes Pili Mai special is the scale and spacing: the buildings are well-separated, the grounds are lush and maintained, and you're not stacked on top of your neighbors like you are in some older developments.
From an STR perspective, this place is a powerhouse. It's firmly in the VDA, rentals here command strong nightly rates, and guests love the walkability to Poipu Beach and The Shops at Kukuiula — where you've got everything from Lappert's ice cream to high-end dinners at Merriman's. And with 191 total units, there's enough inventory to be active without the place feeling oversaturated.
If you're an investor looking to balance personal use with rental income, or a lifestyle buyer who wants space and privacy without sacrificing location — Pili Mai is absolutely worth a look. Reach out if you want to run revenue projections or see my short list of favorite buildings and layouts.
Frequently Asked Questions
Poipu is known for its sunny weather, world-class beaches, and vibrant community. Residents at Pili Mai have access to shopping, dining, and ocean activities all within minutes.
Yes, Pili Mai is in the VDA, which allows for short-term vacation rentals. However, make sure you contact Henry to confirm eligibility and to make sure no local rules prevent your ability to vacation rent.
Heated pool, spa, fitness center, BBQ areas, clubhouse, and private garages.
Yes, Pili Mai is pet-friendly with some restrictions — always check with the HOA.
Less than a mile from Poipu Beach.
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What people say about working with Henry

My wife and I have fallen in love with Kauai life and asked for Henry's help exploring the possibility of purchasing a vacation rental property through the 1031 exchange process.
Henry was excellent to work with, crisp and timely communicator, knowledgeable and kind. In the end, we decided not to pursue a purchase at this time, but rest assured, when the time comes, we will be calling Henry.

Henry was a pleasure to work with. He takes pride in what he does and truly cares about his clients. He's honest, dependable and dedicated, I give him 10 STARS but it only goes up to 5 stars.

Thanks Henry! Your help on my website was amazing, I took your advice and my VRBO site really popped open with lots of renters. I am so happy. Thank you so much. You're very helpful.

Let's Make Your Kauai Dream a Reality.
Take the next step towards owning a piece of paradise. I'm here to help you find the right vacation rental, second home or investment property.