5939 Kalaniana?ole Hwy, Honolulu, HI 96821

This stunning property is now accepting longer-term stays of between 1-6 months. Market Rent does not include taxes and fees and will vary based on actual... length of stay and time of year. Please inquire for details.

Private Lagoonfront Villa | Courtyard Pool | Designer Living | Luxe Island Retreat

Experience refined island living in this architecturally unique, resort-style villa—tucked along one of Honolulu’s most discreet and scenic coastlines. Designed for privacy, elegance, and effortless comfort, this secluded 4-bedroom, 4.5-bath residence accommodates up to 10 guests across detached suite-style bedrooms, all encircling a tranquil lagoon-view courtyard and private pool.
Blending the best of boutique resort ambiance and residential serenity, this home is ideal for multigenerational families, couples, executives, or remote professionals seeking peace and privacy within minutes of Kahala’s luxury shopping and Waikiki’s vibrant culture.

What Sets This Property Apart
*Detached bedroom suites for ultimate guest privacy
*Sunset-facing pool courtyard overlooking calm lagoon waters
*Expansive indoor-outdoor great room with 15’+ ceilings & pocket doors
*Designer chef’s kitchen with gas range, double ovens & bar seating
*Situated in an exclusive beachfront enclave—10 minutes to Kahala, 15 minutes to Waikiki
*Perfect for extended stays, celebrations, or intimate retreats

Elevated Interiors – Seamless Indoor/Outdoor Flow
The main great room is an architectural showpiece: vaulted ceilings, natural textures, and disappearing glass walls create a fluid connection between indoor living and the open-air pool courtyard. Lounge on a designer sectional, dine under woven pendant lights, or slide open the doors to let in the ocean breeze and golden light of sunset.

Gourmet Kitchen – Entertaining Ready
The kitchen is thoughtfully equipped for chefs and hosts alike, featuring:
*Polished granite counters
*Gas cooktop & dual ovens
*Oversized island with 4 bar stools
*Premium stainless appliances and full cookware suite
Perfect for everything from casual breakfasts to elegant in-villa dining experiences with a private chef.

Lagoon Courtyard & Outdoor Living
At the heart of the villa lies a private, lagoon-facing courtyard anchored by a sparkling pool. Relax on padded loungers, fire up the built-in gas grill, or unwind beneath the palms as the sun sets over Diamond Head.
*Lagoon and mountain views
*Alfresco dining and shaded seating areas
*Private and peaceful, ideal for wellness routines or sunset cocktails

Four Private Bedroom Suites – Peace, Comfort & Design
Each suite offers its own private entry, spa-style bath, A/C, blackout drapes, and serene views. Designer bedding, custom textiles, and thoughtful amenities complete the experience.
*Primary Suite: King bed, lagoonfront views, lanai access, split A/C, spa-style ensuite with deep soaking tub, crib space available
*Suite 2: King bed, water & garden views, ensuite, window A/C
*Suite 3: Two twin beds, water & garden views, ensuite, window A/C
*Suite 4 (Guest House): Queen bed + twin sofa bed, panoramic views (ocean, mountain & garden), split A/C, ensuite (located above garage; garage not accessible)

Luxury Amenities Include:
*High-speed Wi-Fi throughout
*Smart TV with streaming apps
*Luxury linens, beach & bath towels, robes
*Washer/dryer, iron, and laundry essentials
*Fully stocked kitchen + local welcome amenities
*Optional concierge services (chef, massage, provisioning) upon request

This stunning lagoonfront villa offers a rare opportunity to live like a local while enjoying the amenities, privacy, and elegance of a five-star retreat. Whether you're here for a long-awaited family gathering, a work-from-paradise stay, or an unforgettable special occasion—this is your home base for barefoot luxury and island elegance.

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TMK: 38

If interested, please call 1. or email and we'll be happy to assist you! Read More