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2 BR
2 BA
6 Guests
Cozy living room with ocean viewsEnjoy Diamond Head views from the living roomComfortable bedroom featuring a queen bedPerfect place to cool off and unwindComfortable dining table for sixEnjoy a fully equipped kitchen during your stayExteriorInviting entryway to the condoA welcoming entry with Diamond Head viewsSpacious bedroom with stylish decorEnjoy your favorite shows from bedEnsuite bathroom with double sinksStylish, fully renovated bathroomWalk-in closet with a dedicated work areaPerfect desk setup for remote workersEnjoy the view from the comfort of your bedSecond bedroom entrywayWasher and dryer conveniently located in the closetStylish bedroom featuring a queen bedComfortable bedroom with an ensuite bathroomRelax in the bathroom with a bathtubAmazing Diamond Head views from the bedroomAmple closet and drawer space for your stayRelax in this cozy, beautifully designed bedroomPerfect spot to unwind and watch TVSofa bed for additional guestsEnjoy your favorite showsRoomy living space for relaxingComfortable dining space for meals togetherDine with ocean and Diamond Head viewsAnother beautiful day in paradise Newly remodeled kitchenPrepare meals with a beautiful viewEvery detail thoughtfully designed in this kitchenInviting dining table for shared meals.A welcoming spot to enjoy mealsMake lasting memories in your home away from homeSettle in and make this your home away from homeSpacious, well-designed layoutThe WindsorEntrance to The Windsor Welcoming waterfall at the building entranceLobbyLobbyConference roomFitness roomFitness roomRooftop with panoramic viewsRooftop tables for relaxing and gatheringThe perfect place to hang outSoak and unwind in the hot tubRelax and enjoy the weather The perfect time for a BBQThe Windsor ExteriorExteriorExteriorExteriorExteriorExteriorExteriorSoothing views of ocean and sky

Description

Bedding Types: 
2 Queen1 Sofa Bed
TA-181-310-0032-01;TMK:260120470175

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.

Welcome to your elevated island escape at The Windsor Waikiki, where iconic views of Diamond Head meet sweeping Pacific panoramas — all from the 43rd floor.

This high-floor Waikiki Diamond Head view condo offers rare ocean and mountain views, making it an ideal 2-bedroom Waikiki monthly rental for guests seeking a luxury 30-day stay with parking, pool access, and remote-work-friendly amenities.

As a Hawaii property manager with 20 years of experience, I can tell you: high-floor Diamond Head view homes at The Windsor are rarely available for extended stays.

This beautifully curated two-bedroom, two-bathroom residence delivers the perfect blend of luxury and livability — ideal for extended vacations, couples traveling together, families, or remote workers craving a true work-from-paradise setup.

Perfect for guests searching for a Waikiki long-term stay, Waikiki 30-day rental, or Waikiki remote work rental.
Inside Your Island Retreat

From the moment you walk in, you’ll feel the thoughtful design. Plush pillows, layered blankets, chic décor, and stylish furnishings create a warm, boutique-hotel atmosphere — modern yet inviting.

Living & Dining

-Open living area framed by breathtaking ocean views

-Sofa sleeper for additional guests or cozy movie nights

-Dining area with a view — perfect for sunset dinners

Kitchen

-Fully equipped kitchen with modern appliances

-Everything needed to prepare meals at home

-Bedrooms & Baths

Both bedrooms feature private ensuite bathrooms, offering excellent privacy and comfort. Expect quality linens, soft lighting, and peaceful spaces designed for deep rest after long beach days.

One bedroom also includes a dedicated workspace, creating a quiet and convenient setup for guests seeking a Waikiki condo for remote work.

In-Unit Amenities

-Washer & dryer

-High-speed 1 Gig Wi-Fi

-65” TVs with cable and streaming apps

-Air conditioning in every room

-Bidets in both bathrooms

-Reserved parking stall (a rare Waikiki condo with parking!)

Resort-Style Amenities

-Enjoy full access to The Windsor’s resident amenities:

-Swimming pool & Jacuzzi

-BBQ area

-Fitness center

Rooftop Sky Terrace with sweeping views of Waikiki — perfect for sunsets and even watching Friday night fireworks from Hilton Hawaiian Village

This Waikiki condo with pool, hot tub, fitness center, elevator access, and rooftop Sky Terrace offers true resort-style living.

Prime Yet Peaceful Location

Situated on the quieter, more residential side of Waikiki, you’ll enjoy peaceful evenings at home — with vibrant Waikiki just minutes away.

Nearby highlights include:

-Ala Moana Beach Park (walkable beach access)

-Ala Moana Center

-Hawaii Convention Center

-Waikiki Beach

-Beaches, world-class dining, shopping, and nightlife

An ideal Waikiki condo near Ala Moana Beach Park for guests seeking a quiet residential area with easy access to Waikiki attractions.

This property is new to our inventory — reviews are on the way! Rest assured, it has been carefully prepared to deliver a wonderful guest experience.

Aliʻi Beach Rentals is a full-service professional vacation rental company with in-house maintenance, dedicated cleaning teams, and experienced property managers right here in Waikiki. Our local office is available 24/7 for emergencies, so you can relax knowing you’re well cared for.

Whether you’re here for ocean views, beach days, glowing sunsets, or a comfortable extended stay in paradise, this high-floor Windsor Waikiki condo promises an unforgettable experience.

We look forward to welcoming you to your Hawaii home away from home.

Room Configuration

Amenities

General: 
  • Air Conditioning
  • Clothes Dryer
  • Elevator
  • Fitness Room / Equipment
  • Garage
  • Hair Dryer
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Desk
  • Wifi
  • Free Wifi
Kitchen: 
  • Coffee Maker
  • Cookware
  • Dishwasher
  • Full Kitchen
  • Ice Maker
  • Microwave
  • Refrigerator
  • Toaster
  • rice cooker
  • Instant Pot
Outdoor: 
  • BBQ Grill
  • Beach
  • Deck
  • Fitness Center
  • Gas Grill
  • Golfing
  • Hot Tub
  • Shared Pool
Living: 
  • Air Conditioning
  • Ceiling Fans
  • Free High Speed Internet
  • Free Parking
  • Ironing Board
  • Linens
  • No Phone
  • Washer & Dryer
  • 24 Hour Security
  • Hair Dryer
Entertainment: 
  • Cable TV

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
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