Wailea/Makena Homes with Ocean Frontage

Wailea/Makena Homes with Ocean Frontage

Welcome to the enchanting paradise of Wailea and Makena, nestled on the stunning southern coast of Maui, Hawaii. This idyllic neighborhood is renowned for its breathtaking ocean views, luxurious amenities, and a lifestyle that embodies the essence of island living. With its pristine beaches, world-class golf courses, and vibrant dining options, Wailea and Makena offer an unparalleled experience for those seeking a slice of paradise.

Imagine waking up to the gentle sound of waves lapping against the shore and stepping outside to breathtaking oceanfront vistas. Homes in this exclusive area are designed to maximize the stunning coastal scenery, with many properties boasting direct ocean frontage. Whether you’re sipping your morning coffee on a sun-drenched lanai or enjoying sunset cocktails with friends, the allure of oceanfront living is simply irresistible.

The Wailea and Makena neighborhoods are not just about the homes; they're a lifestyle. Enjoy leisurely strolls along the scenic coastal paths, indulge in high-end shopping at the Wailea Shopping Village, or savor fresh seafood at one of the many acclaimed restaurants. For the outdoor enthusiast, the area is a playground of activities, from snorkeling in the crystal-clear waters of Makena Beach to hiking the picturesque trails of nearby Haleakal? National Park.

With its perfect blend of natural beauty and luxurious living, Wailea and Makena are truly a dream come true for anyone looking to embrace the Hawaiian lifestyle. Come and explore the oceanfront homes that await you in this breathtaking coastal haven. Your paradise awaits!

Newest Wailea/Makena Homes with Ocean Frontage

$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.

$9,000,000
2 Beds ⋅ 4 Baths ⋅ 408876 MLS ⋅ Fee Simple Tenure
Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Maui's coastline. Positioned on Poolenalena Beach, the property offers expansive grounds, exceptional privacy, and irreplaceable beach frontage. The existing residence requires renovation, making this an ideal opportunity for investors or end users seeking to add value in a location where land alone commands a premium. With limited beachfront inventory in Makena, the ability to renovate or reimagine a home on a parcel of this size represents a strategic acquisition. Peaceful and secluded, yet within walking distance of the Wailea Beach Path and celebrated resorts including Fairmont Kea Lani, Four Seasons, Grand Wailea, and Andaz, this offering combines lo-cation, land, and long-term upside in one of Hawaii’s most prestigious enclaves.

4584 Makena Rd, Kihei

Listing courtesy of Island Sotheby's Int'l Rlty(W).

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