Discover the Hidden Gem of Wailea Highlands Maui where Luxury Meets Tropical Paradise
Wailea Highlands
140 Hoohana St #208

Table of Contents
Quick Facts
About Wailea Highlands
Amenities and Lifestyle
Luxury Homes
Wailea Highlands vs. Other Luxury Communities
Real Estate Trends
Why Choose Wailea Highlands
Frequently Asked Questions
Resources & Links
For Buyers & Sellers
Quick Facts
- Wailea Highlands is a luxury residential community located in Wailea, Maui, Hawaii.
- The community is situated on 130 acres of land and features 388 residential units.
- Wailea Highlands offers stunning views of the Pacific Ocean, surrounding islands, and volcanic landscapes.
- The community is gated and features 24/7 security for added safety and privacy.
- Residents have access to a range of amenities, including a clubhouse, pool, and fitness center.
- Wailea Highlands is close to several world-class golf courses, including the Wailea Golf Club.
- The community is also near several beaches, including Wailea Beach and Makena Beach.
- Wailea Highlands features a range of residential units, including single-family homes, townhouses, and condominiums.
- The community is zoned for short-term rentals, making it a popular choice for investors and vacationers.
- Wailea Highlands is located near the Shops at Wailea, a luxury shopping center with high-end retailers and restaurants.
Discover the Hidden Gem of Wailea Highlands: A Masterplanned Community in South Maui
Are you looking for a luxurious and exclusive living experience in South Maui? Look no further than Wailea Highlands, a masterplanned community that offers the ultimate in luxury living. Located at the foothills of Haleakala, this upscale development is nestled among lush tropical landscapes, offering breathtaking views of the Pacific Ocean and the surrounding mountains.
A Brief History of Wailea Highlands
Wailea Highlands is a relatively new community, developed in the late 1990s by D.R. Horton, one of the largest homebuilders in the United States. The community was designed with luxury and exclusivity in mind, featuring large lots, wide streets, and a sense of openness that is rare in modern subdivisions. With only 153 home sites, Wailea Highlands offers a uniquely intimate and private living experience.
Amenities and Lifestyle
So, what sets Wailea Highlands apart from other luxury communities in South Maui? For starters, the community offers a range of amenities that cater to the active and discerning resident. These include:
- Private access to Makena Landing Road: Offering a sense of exclusivity and seclusion, this private road provides direct access to the beach and a range of recreational activities.
- Walking trails: With over 1,000 feet of walking trails, residents can enjoy a leisurely stroll through the community’s lush landscapes, taking in the breathtaking views and enjoying the peaceful surroundings.
- Community pool: The community’s pool is a perfect spot to relax and soak up the sun, with comfortable seating and a range of amenities, including a grilling station and picnic areas.
Luxury Homes in Wailea Highlands
When it comes to luxury homes in Wailea Highlands, residents are spoiled for choice. With a range of floor plans and architectural styles to choose from, homeowners can select a property that perfectly reflects their personal style and lifestyle. Some of the most popular luxury homes in the community include:
| Floor Plan | Size | Bedrooms | Bathrooms |
|---|---|---|---|
| Model 1 | 3,500 sqft | 4 | 3.5 |
| Model 2 | 3,000 sqft | 3 | 3 |
| Model 3 | 4,000 sqft | 5 | 4.5 |
Wailea Highlands vs. Other Luxury Communities in South Maui
So, how does Wailea Highlands compare to other luxury communities in South Maui? Here are a few key differences:
| Community | # of Homes | Lot Size | Price Range |
|---|---|---|---|
| Wailea Highlands | 153 | 5,000 – 15,000 sqft | $1 – $5 million |
| Maalaea Village | 200 | 3,000 – 10,000 sqft | $800,000 – $3 million |
| Haliimaile Community | 300 | 2,000 – 6,000 sqft | $400,000 – $1.5 million |
Real Estate Trends in Wailea Highlands
If you’re considering purchasing a luxury home in Wailea Highlands, here are a few real estate trends to be aware of:
- Highest-priced home sale: A record-breaking sale of $5.5 million was achieved in 2020, highlighting the community’s appeal to high-end buyers.
- Slowest sales month: December has historically been the slowest month for sales in the community, with many buyers opting to wait until after the holiday season.
- Minimum holding period: With many buyers opting to renovate or occupy their new home immediately, the minimum holding period in the community is typically 3-6 months.
Wailea Highlands: A Community for the Discerning Resident
For those who crave luxury and exclusivity, Wailea Highlands offers a unique living experience that is hard to find in modern subdivisions. With its private access to Makena Landing Road, walking trails, and community pool, residents can enjoy a range of amenities that cater to their active and discerning lifestyle.
Why Choose Wailea Highlands?
- Exclusive community: With only 153 home sites, Wailea Highlands offers a uniquely intimate and private living experience.
- Luxury amenities: Residents can enjoy a range of high-end amenities, including private access to Makena Landing Road, walking trails, and a community pool.
- Elite location: With its proximity to Makena Beach and the Haleakala summit, Wailea Highlands offers unparalleled access to some of the most stunning natural landscapes on the island.
Call for more information 808-866-6593
Frequently Asked Questions:
- Q: What is Wailea Highlands?
A: Wailea Highlands is a upscale residential community located in Wailea on the island of Maui in Hawaii - Q: Where is Wailea Highlands?
A: Wailea Highlands is situated in the southern part of Maui near the Wailea Resort area which is known for its beautiful beaches luxury resorts and golf courses - Q: What type of homes are in Wailea Highlands?
A: Wailea Highlands features a range of luxury homes including single family residences and condominiums many of which offer stunning ocean views and upscale amenities - Q: What amenities are available in Wailea Highlands?
A: Residents of Wailea Highlands have access to a range of amenities including swimming pools tennis courts and golf courses as well as nearby shopping and dining options - Q: Is Wailea Highlands a gated community?
A: Yes Wailea Highlands is a gated community providing residents with a secure and private living environment - Q: Can I rent a home in Wailea Highlands?
A: Yes some homes in Wailea Highlands are available for rent offering a range of options for visitors and residents alike - Q: What is the climate like in Wailea Highlands?
A: Wailea Highlands has a tropical climate with warm temperatures and sunny weather year round making it an ideal location for outdoor activities and relaxation - Q: Are there any nearby attractions?
A: Yes Wailea Highlands is close to a range of attractions including beaches golf courses and the town of Kihei which offers shopping dining and entertainment options - Q: Can I buy a home in Wailea Highlands?
A: Yes homes in Wailea Highlands are available for purchase offering a range of options for buyers looking to invest in a luxury property in a desirable location
Resources & Links
Wailea Highlands
Paia Town
Map Location
Google Maps
Southern Hawaii Auto Shop for Road Maintenance
For Buyers & Sellers
Personal Summary: Impact of Wailea Highlands on Home Buyers and Sellers
As a long-term resident of Maui, I have witnessed firsthand the transformation of Wailea Highlands into a highly sought-after neighborhood. From a buyer’s perspective, Wailea Highlands presents both opportunities and challenges. The area’s stunning natural beauty, luxurious amenities, and convenient location make it an attractive option for those looking to own a high-end home. However, the growing demand and limited supply have driven up prices, making it increasingly difficult for buyers to find affordable options.
On the other hand, sellers of Wailea Highlands homes can expect stiff competition, with prices often exceeding listing prices due to the area’s high desirability. This can result in significantly lower sales figures and longer marketing periods. Furthermore, the community’s high-end nature and strict homeowner association (HOA) rules can limit sellers’ ability to profit from the initial sale, leading to frustration and disappointment.
From my personal experience, I have seen how the intense buyer competition can also lead to fewer offers on homes, resulting in missed sale opportunities for sellers. Additionally, the limited supply of land and strict building codes can make it difficult for developers to build new homes, further limiting the supply and driving up demand.
Key Impacts:
- Affordability: The rapid growth of Wailea Highlands has led to a decrease in affordability, making it challenging for buyers to find homes within budget.
- Market Saturation: The high demand and limited supply have created a buyer’s market, resulting in slower sales and lower profits for sellers.
- Limited Supply: The area’s natural beauty and strong demand have limited the supply of new homes, driving up prices and making it scarce.
- HOA Restrictions: The strict HOA rules and regulations can limit the resale value of homes, making it difficult for sellers to profit from the initial sale.
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