Aloha! Imagine finding not just a beautiful place to live, but a piece of Maui that speaks to your soul—a place where lifestyle, legacy, and island serenity come together.
What if your next real estate purchase wasn’t just about finding a home—but discovering your own slice of paradise?
Aloha! Imagine finding not just a beautiful place to live, but a piece of Maui that speaks to your soul—a place where lifestyle, legacy, and island serenity come together.
In 2025, Maui remains one of the world’s most desirable destinations for luxury living. With protected land, limited inventory, and rising demand, owning property here is about more than lifestyle—it’s about lasting value and meaningful connection.
Whether you’re envisioning your private retreat, planning for multigenerational gatherings, or seeking an investment that grows with you, Maui delivers exceptional opportunities at every luxury tier. Here’s how $5M, $10M, and $20M+ investments unfold in Maui’s finest neighborhoods—the lifestyle each offers and why now is the ideal time to invest.
Why Invest in Maui Now?
1. High Demand, Limited Supply: Strict zoning and conservation laws keep luxury inventory low and values resilient.
2. Wellness-Driven Lifestyle: Maui promotes daily connection to nature, supporting physical, emotional, and mental well-being.
3. Legacy Value: Many estates become cherished family homes or successful vacation properties passed down through generations.
4. Favorable Financial Landscape: With no state capital gains tax and relatively low property taxes, Hawaii supports long-term investment.
5. A Peaceful Escape in a Noisy World: Maui offers space, privacy, and calm—ideal for remote work, quality time, and renewal.
$5M: The Entry Point to Island Elegance
At the $5 million level, you gain access to refined properties that blend elegance, comfort, and flexibility. These homes are perfect as seasonal escapes, rental income generators, or low-maintenance second residences.
Featured Locations:
- Kapalua: Quiet luxury with stunning coastal cliffs and award-winning golf courses.
- Kaanapali: A vibrant beachfront setting ideal for resort-style living.
- Upcountry Maui: A cooler rural setting with panoramic views and peaceful charm.
- Wailea: A resort enclave offering golf, white sand beaches, and world-class shopping.
What You Can Expect:
- Lock-and-leave convenience
- High-demand areas with rental income potential
- Gated communities and HOA-managed neighborhoods
- Proximity to beaches, golf, and fine dining
Property Highlight: A 3-bedroom luxury condo in Wailea, showcasing curated global art, 12-foot ceilings, an oversized lanai, and a cozy library corner. This turnkey property blends modern elegance with island ease—ideal for those who value beauty and minimal upkeep.
Why It Matters: This tier is perfect if you’re prioritizing comfort, convenience, and investment value. Properties in this range typically appreciate well, thanks to their location and appeal to global travelers.
$10M: Privacy, Prestige, and Personalization
With a $10 million investment, you enter the realm of expansive estates designed for full-time living, multigenerational gatherings, or elevated hosting.Here, homes become a reflection of your vision, lifestyle, and taste.
Featured Locations:
- Launiupoko: Hillside estates with sweeping ocean views.
- Makena: Ultra-private coastline known for its dramatic beauty and exclusivity.
- Beachfront Kaanapali: For those who want their backyard to be the beach.
- Kapalua Estates: Secluded enclaves with architectural distinction and world-class views
Benefits:
- Larger lots with space for gardens or guest homes
- Seamless indoor-outdoor living for entertaining
- Infinity pools, outdoor kitchens, and spa-inspired baths
- Bespoke finishes and smart home technology for island living
Property Highlight: A Wailea estate offering over 6,000 sq ft, with a 180-degree ocean view, gourmet kitchen, built-in sauna, and climate-controlled wine cellar. A perfect blend of luxury and function, this home invites both serenity and celebration.
Who Buys Here: If you’re seeking a true residence—not just a getaway—this tier delivers. It’s for those who appreciate design, privacy, and the freedom to gather and create memories in a personal retreat.
$20M+: The Summit of Ultra-Luxury
Beyond $20 million, you step into the pinnacle of island ownership. These are not just homes—they are private resorts, curated sanctuaries crafted with care and vision.
Featured Locations:
- South Maui / Makena: Rare beachfront compounds with privacy and scale.
- Kapalua Cliffs: Iconic estates with cinematic ocean and island views.
- North Shore: Tropical jungle settings with lush landscapes and surf access.
- Architectural Compounds: Hidden custom-built estates designed for elite living.
What to Expect:
- Multi-structure properties ideal for families or corporate retreats
- Private wellness centers, theaters, and helipads
- Global-sourced materials and architectural storytelling
- Rare, irreplaceable locations with enduring value
Property Highlight: An ultra-private estate with Turkish Travertine floors, a 1,320-sq ft pool, spa, cold plunge, and an aromatherapy steam room.Includes a spacious pool house and a five-car garage—a true statement of ease and sophistication.
The Value: This level represents not only luxury but legacy. Often held off-market, these homes are treasured for their privacy, exclusivity, and unmatched design.
Comparing Lifestyle & Investment Value
Every price tier in Maui’s luxury market serves a purpose:
- $5M: Ideal for buyers seeking a high-end vacation home or investment property with resort access and low-maintenance appeal.
- $10M: Perfect for those who want space, privacy, and the ability to customize—for family, hosting, or full-time living.
- $20M+: For those seeking an iconic property—an estate that reflects their legacy and lifestyle at the highest level.
Ideal for buyers seeking a high-end vacation home or investment property with resort access and low-maintenance appeal.
Market Trends to Know
Maui’s luxury sector continues to appreciate due to remote work shifts, limited development, and the island’s enduring appeal. This market remains one of the most resilient and rewarding for discerning investors.
Own a Piece of Paradise
Ready to explore what your investment can unlock in Maui’s most sought-after neighborhoods? Whether you’re dreaming of a $5M retreat or a $25M beachfront compound, the right guidance makes all the difference.
Roy & Betty Sakamoto are two of Maui’s most trusted luxury real estate experts are among Maui’s most trusted luxury real estate experts. With over four decades of experience and deep local roots, they offer personalized service and access to exceptional, often exclusive properties.
Let Roy and Betty guide you home—with expert insight, a commitment to your goals, and the aloha spirit that has defined their legacy.
Contact them today to begin your journey toward owning a piece of Maui.
