“Exploring the Privileged Paradise of Upcountry Maui: Homes with Guest Cottages and Endless Island Charm”
Homes with guest cottages in Upcountry Maui
Kihei, HI

Table of Contents
Quick Facts |
Homes with Guest Cottages in Upcountry Maui: A Luxurious Getaway |
The Benefits of a Homes with Guest Cottages |
Luxurious Homes with Guest Cottages in Upcountry Maui |
Key Considerations |
Our Top Tips for Buying a Homes with Guest Cottages in Upcountry Maui |
Frequently Asked Questions: |
Resources & Links |
For Buyers & Sellers
Quick Facts
Here is the list of 10 quick facts about homes with guest cottages in Upcountry Maui:
- Upcountry Maui refers to the region that includes Kula, Pukalani, Makawao, and Haliimaile, offering a cooler climate than coastal areas.
- Guest cottages, also known as ohana units, are a common feature of homes in Upcountry Maui, providing additional living space for family, friends, or renters.
- Many homes with guest cottages in Upcountry Maui are situated on large plots of land, often 1-5 acres, offering ample space and privacy.
- The median home price in Upcountry Maui is around $700,000, although prices can range from $400,000 to over $2 million.
- Homes with guest cottages often have a main house and a separate cottage, which can be rented out separately or used as a in-law suite.
- Guest cottages typically range in size from 400 to 1,200 square feet, with one to three bedrooms and one to two bathrooms.
- Some homes with guest cottages in Upcountry Maui are zoned for short-term rentals, making them a great option for investors or those looking to generate additional income.
- The area is known for its rich agricultural heritage, and many homes with guest cottages are situated on or near working farms, offering a rural, country-like atmosphere.
- Upcountry Maui is home to several popular attractions, including the Haleakala National Park, the Kula Botanical Garden, and the Surfing Goat Dairy.
- Many homes with guest cottages in the area have been designed with energy efficiency and sustainability in mind, incorporating features like solar panels, rainwater harvesting systems, and organic gardens.
Homes with Guest Cottages in Upcountry Maui: A Luxurious Getaway
As one of the most sought-after retirement destinations, Upcountry Maui offers a tranquil and serene environment that is hard to find elsewhere. Nestled between the island’s mountain ranges and coastal regions, Upcountry Maui provides the perfect setting for a luxurious and peaceful lifestyle. However, for those looking to cater to their loved ones, a homes with guest cottages in Upcountry Maui can be a dream come true.
The Benefits of a Homes with Guest Cottages
Having a homes with guest cottages in Upcountry Maui offers numerous benefits. One of the primary advantages is that it allows for easy and convenient hosting for friends and family. Imagine being able to surprise your loved ones with a private and comfortable space to relax and unwind in the midst of the lush greenery and natural beauty of Upcountry Maui.
Another benefit is that it provides a unique opportunity for hospitality. With a homes with guest cottages, you can turn your house into a bed and breakfast, creating a lucrative and fulfilling business. In addition, it also opens up possibilities for Airbnb hosting, allowing you to monetize your space and share it with travelers from around the world.
| Benefit | Description |
|---|---|
| Convenient | Easy to host friends and family in a separate and private space |
| Hospitable | Supports hospitality business and creates a fulfilling career |
| Monetization | Provides opportunities for Airbnb hosting and generating additional income |
Luxurious Homes with Guest Cottages in Upcountry Maui
If you’re looking to build or purchase a homes with guest cottages in Upcountry Maui, there are numerous options available. Here are some top picks:
| Home Style | Location | Price Range |
|---|---|---|
| Modern Farmhouse | Makawao | $800,000 – $1.2 million |
| Luxury Villa | Kula | $1.5 million – $2.5 million |
| Cozy Cottage | Pukalani | $300,000 – $600,000 |
Some of the top websites for finding luxurious homes with guest cottages in Upcountry Maui include:
- Hawaii Elite Real Estate (Official Website) (hawaiielite.com) – Your partner for all your real estate needs
- Zillow – (zillow.com) – Follow the link for your search results
- Realtor.com – (realtor.com) – Follow the link for your search results
Key Considerations
When it comes to building or purchasing a homes with guest cottages in Upcountry Maui, there are several key considerations to keep in mind. Here are a few:
| Consideration | Description |
|---|---|
| Location | Ensure the location is suitable for hosting guests |
| Zoning | Check if the property is zoned for guest accommodations |
| Budget | |
| Design | Consider the design of the guest cottage to ensure it meets your needs and those of your guests |
Our Top Tips for Buying a Homes with Guest Cottages in Upcountry Maui
- Consult with a local real estate expert to determine the best location and design for your guest cottage.
- Research the local regulations and ensure that your property is zoned for guest accommodations.
- Consider the ongoing expenses of hosting guests and factor them into your budget.
- Don’t forget to check the local schools and amenities to ensure that your property is in a desirable location.
Frequently Asked Questions:
Q: What is a Homes with Guest Cottages in Upcountry Maui?
A: Homes with guest cottages in Upcountry Maui are single-family homes that feature a separate living area, known as a guest cottage. These homes are ideal for families or individuals who frequently entertain guests or rent out their properties to travelers.
Q: What is Upcountry Maui?
A: Upcountry Maui refers to the mountainous region of Maui County, Hawaii. It is known for its cooler climate, stunning views of the ocean, and picturesque landscapes.
Q: Why should I choose a Homes with Guest Cottages in Upcountry Maui?
A: Homes with guest cottages in Upcountry Maui provide a unique living experience that caters to both locals and tourists. With a separate living space, you can enjoy greater privacy and tranquility, while also offering additional accommodations for your guests. This can provide a valuable source of income through short-term rentals or just enable you to host friends and family with ease.
Q: What amenities can I expect in a Homes with Guest Cottages in Upcountry Maui?
A: Homes with guest cottages in Upcountry Maui typically come equipped with modern amenities to ensure your comfort and convenience. These may include spacious living areas, well-equipped kitchens, comfortable bedrooms, high-speed internet, and private outdoor spaces, such as gardens or patios.
Q: Are there any restrictions for renting out homes with guest cottages in Upcountry Maui?
A: Yes, there are regulations regarding renting out homes in Upcountry Maui. Homeowners must obtain a vacation rental permit from the County of Maui before listing their properties on rental platforms. Additionally, you may be required to pay taxes on the income generated from short-term rentals and adhere to local zoning laws.
Q: How can I find Homes with Guest Cottages in Upcountry Maui?
A: You can find Homes with Guest Cottages in Upcountry Maui through various channels, including real estate agents, online vacation rental platforms, and property management companies. Make sure to research the properties thoroughly and verify that they are legally permitted for short-term rental before making a purchase or booking a stay.
Resources & Links
Luxury Retreat in Klauea, Hawaii with private cottages
Kula Guest Cottage Estate on Zillow
Guest house paradise on Realtor
Kula Guest house and Guest Cottage Home on Redfin
Historic Kula Guest House estate on HawaiiLife
For Buyers & Sellers
As a real estate professional in Upcountry Maui, I’ve witnessed firsthand the unique charm and allure of homes with guest cottages. For both home buyers and sellers, these properties present a world of possibilities, but also pose specific considerations that are crucial to understand.
**Home Buyers:**
For home buyers, homes with guest cottages can be a dream come true. Imagine having an extra space for guests, tenants, or even a home office. The flexibility and versatility of these properties are unmatched. Buyers can enjoy the benefits of having an additional income stream through short-term rentals or longer-term leases. However, it’s essential to consider the added maintenance and responsibility that comes with owning a separate cottage. Buyers must also factor in the increased costs for utilities, insurance, and taxes.
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**Home Sellers:**
For home sellers, homes with guest cottages can be a major draw and a competitive advantage in the market. The added space and flexibility can attract a wider range of potential buyers, including those searching for a vacation rental property. However, sellers must be prepared to disclose the property’s potential uses and limitations, as well as any existing rental income or management agreements.
Sellers should also be aware of the potential impact on their asking price. With the increased value and functionality of the property, the asking price may be higher than for a traditional single-family home. However, sellers must also consider the potential for higher maintenance costs and insurance premiums.
**Key Takeaways:**
When considering homes with guest cottages in Upcountry Maui, both buyers and sellers should keep the following key takeaways in mind:
- Research, research, research: Understand the County of Maui’s laws and regulations regarding vacation rentals and guest cottages.
- Assess your finances: Factoring in increased costs for utilities, insurance, taxes, and maintenance is essential.
- Consider the lifestyle: Will the added space and flexibility suit your needs, or will it be a burden?
- Disclosure is key: Be transparent with buyers or sellers regarding the property’s potential uses, limitations, and rental income.
- Consult with a professional: As with any real estate transaction, it’s crucial to work with an experienced real estate agent who understands the nuances of homes with guest cottages in Upcountry Maui.
By carefully weighing these factors, buyers and sellers can make informed decisions and enjoy the unique benefits and opportunities that come with homes featuring guest cottages in Upcountry Maui.
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