Wailea/Makena Real Estate

Wailea/Makena Real Estate

Welcome to the enchanting neighborhoods of Wailea and Makena, where tropical paradise meets luxurious living on the stunning island of Maui, Hawaii. Nestled along the southern coast of Maui, these exclusive communities are renowned for their breathtaking ocean views, pristine beaches, and a lifestyle that epitomizes relaxation and sophistication.

Wailea is a master-planned community that boasts some of the most luxurious resorts, high-end shopping, and world-class dining on the island. With its meticulously manicured landscapes and upscale amenities, Wailea offers a vibrant blend of leisure and activity. Residents and visitors alike can enjoy the scenic Wailea Beach Path, which meanders along the coastline, providing picturesque views and access to some of the island’s most beautiful beaches.

Just a stone's throw away, the tranquil ambiance of Makena invites you to unwind in its serene surroundings. Known for its stunning Makena Beach, often referred to as "Big Beach," this area is perfect for sunbathing, swimming, and snorkeling in crystal-clear waters. The nearby Makena State Park offers opportunities for hiking and exploring the natural beauty of Maui’s coastline.

Both neighborhoods are steeped in culture and history, providing a unique blend of island charm and modern luxury. With a range of housing options from oceanfront estates to elegant condos, Wailea and Makena cater to diverse lifestyles. Whether you're seeking a vacation home or a permanent residence, these communities offer an unparalleled quality of life, making every day feel like a getaway.

Discover the allure of Wailea and Makena, where the spirit of Aloha thrives and your dream lifestyle awaits!

Newest Listings in Wailea/Makena

$34,000,000
4 Beds 6 Baths 410368 MLS Fee Simple Tenure
Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from the golden sands of Maluaka Beach and adjacent to the world-class amenities of the Makena Golf & Beach Club, this exclusive homesite offers an unparalleled blend of luxury, privacy, and island living. More than a homesite, this is a thoughtfully curated pathway to your dream island residence. The property includes membership application rights to the club, opening the door to an extraordinary lifestyle defined by championship golf, ocean adventures, wellness experiences, and exceptional dining. Designed for ease and convenience, the property is part of a seller-organized construction program for a fully permitted, world-class luxury home. Architectural plans have already been submitted to Maui County for permit approval, allowing you to bypass years of planning and begin bringing your vision to life with confidence. Imagine mornings spent along Makena’s stunning coastline, afternoons enjoying club amenities, and evenings relaxing in a custom estate designed to embrace the beauty of island living. This is a unique opportunity to secure a place in one of South Maui’s most coveted communities and enjoy the very best of the Makena lifestyle. Disclaimer: The offering price of the lot & house package is $34,000,000. The lot sale will occur first under a separate purchase agreement. Following the successful closing of the lot, the buyer and builder are expected to enter into a separate construction agreement for the proposed residence. The home depicted in the listing is not currently under construction. All photographs, renderings, floor plans, elevations, and other visual materials are artist's conceptual renderings only and are provided solely to illustrate a potential home design. Final architectural plans, specifications, dimensions, materials, finishes, features, pricing, and other design elements are subject to change. A due diligence/design review period will be provided following the lot purchase to review the proposed home plans with the buyer. During this period, the buyer may request revisions to the design, specifications, and finishes, subject to applicable approvals, feasibility, and agreement between the parties, before construction begins. Construction will not commence until final plans, specifications, permits, budgets, and contractual terms have been approved and executed. Estimated construction timelines have not yet been finalized and will be determined after completion of the design process, permitting, and execution of the construction agreement. Any references to square footage, features, amenities, pricing, or completion dates are preliminary and subject to modification. Buyers should independently verify all information and are encouraged to consult with the seller, builder, architect, and their own advisors regarding all aspects of the proposed project. Listing information is deemed reliable but is not guaranteed. This is Residential Condo (CPR) - This is a Residential Condo Property, and this unit approved for a main house.

18 Maluaka Pl Unit Unit 1, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$29,900,000
5 Beds 6 Baths 407766 MLS Fee Simple Tenure
Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.

5050 Makena Rd, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$13,900,000
4 Beds 4 Baths 410182 MLS Fee Simple Tenure Wailea Point I Ii Iii BLDG.
Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed · 4 bath · 180-degree unobstructed Pacific and island views · 46 feet above the shore. One bedroom functions as a den. From the moment the door opens, the reaction is immediate — an arrival that announces itself before a single detail is pointed out. The residence showcases nine-foot clear grade Cedar ceilings, travertine marble floors, Sub-Zero, Wolf, and Thermador appliances, an African Mahogany wet bar, and Big Island Koa entry doors — all of which convey with the sale. In 2025, it was further elevated with a fully automated lighting and shade system — controlled at the touch of a button — and custom engraved electrical covers throughout. All-new furnishings, including a custom Koa coffee table set on a driftwood base, also convey. A 2025 Jeep and premium golf cart may also be available to the purchaser — full details outlined in the Disclaimer below. Set within 30 acres at under 4 units per acre — one of the lowest density communities in Hawaii. Four resort-style pools · lighted tennis and pickleball · fitness center · 24-hour gated security. Immediate neighbors include the Four Seasons Resort Maui and the Fairmont Kea Lani — world-renowned luxury hotels. Their restaurants, spas, and beaches are part of daily life here. Private appointment only · Pre-qualified buyers exclusively. DISCLAIMER Purchase of this property includes mandatory membership in the Wailea Community Association (WCA), which is separate and distinct from the property's AOAO (Association of Apartment Owners). Buyers should independently review WCA governing documents, dues, and obligations as part of their due diligence. A 2025 Jeep and premium golf cart may be available to the purchaser under a separate bill of sale. These items are personal property, are not included in the real property purchase price, and will be transferred separately from the real estate transaction. This will be outside of escrow. Wailea Point's original governing documents prohibit rentals of fewer than 30 consecutive days. An amendment effective July 1, 2026 that sought to increase the minimum lease term to more than 365 days was held invalid. Buyers should independently review the current declaration, bylaws, house rules, AOAO notices, applicable governmental requirements, and any subsequent legal developments. No representation or guarantee is made regarding rental eligibility, rental income, or future rental restrictions.

4000 Wailea Alanui Dr Unit 101, Kihei

Listing courtesy of Engel & Volkers Maui.

$1,995,000
3 Beds 3 Baths 406843 MLS Fee Simple Tenure Kai Malu BLDG.
Welcome to Kai Malu 43B, beautifully remodeled in 2024, this 3-bedroom, 2.5-bathroom home offers unparalleled privacy, a spacious outdoor area and breathtaking views of the ocean and outer islands. Step inside to discover an open-concept kitchen and living room, perfect for both entertaining and everyday living. Wide plank oak flooring graces the upper and lower levels, adding warmth and elegance throughout the home. The expansive lanai extends your living space outdoors, creating an ideal setting for relaxation and enjoying the serene surroundings. The kitchen and bathrooms feature sleek quartz countertops, blending style with functionality. The master suite is a true retreat, boasting a private lanai and a luxurious ensuite bathroom. A guest bedroom offers rare ocean views, ensuring every visitor enjoys a taste of paradise. Kai Malu is a carefully planned, gated residential community that boasts an outstanding location adjoining several fairways of the beautiful Wailea Blue Golf Course. This development offers a luxurious setting to celebrate life in one of the world's premier vacation destinations, complete with a recreation area for the community to enjoy at leisure. Homes in Kai Malu are rarely available on the resale market, making this a unique opportunity to own a piece of paradise. Don’t miss your chance to experience the epitome of island living at Kai Malu 43B.

19 Kai La Pl Unit 43B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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