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.
Registration Number: TA-181-310-0032-01 · GE-181-310-0032-01
ℹ️ Frequently Asked Questions
Where is this vacation rental located?
- City: Waikiki (postal 96815) Hawaii
Nearby highlights
- Location: Honolulu, HI (Waikiki – South O'ahu – 3.18 km to center), US
- In the city center
- Near a zoo
- Near outlet shopping
How many bedrooms and bathrooms does it have?
How many guests can it sleep?
What amenities are available?
- Apartment
- Bed sheets provided
- Bathtub or shower
- Hair dryer
- Towels provided
- Air conditioning
- Free WiFi
- with speed of 250+ Mbps (good for 3–5 people or up to 10 devices)
- Coffee/tea maker
- Cookware/dishes/utensils
- Dishwasher
- Ice maker
- Microwave
- Oven
- Refrigerator
- Stovetop
- Toaster
- Near laundromat
- Washing machine and dryer
- Heated pool
- Hot tub
- Shared/communal pool
- Barbecue grill
- Lanai / balcony
- Electric car charging station on site
- Onsite parking
- Onsite parking options include a garage
- A/C
- BBQ grill
- Dryer
- Elevator
- Fitness Equipment
- Free Parking
- Internet
- Kitchen
- Living Area
- No Smoking
- Pool
- Tennis Court
- Tv
- Washer
What should I know about check-in?
- Check-in starts at 3:30 PM
- Check-out before 10:30 am
- Minimum check-in age: 21
- Onsite parties or group events are strictly prohibited
- Property Registration Number GE-181-310-0032-01
House rules
- Pets not allowed, Children are welcome., Onsite parties or group events are strictly prohibited
What are popular things to do nearby and on Oahu?
- Bicycle on site
- Fishing
- Fitness center
- Fitness facilities
- Golfing on site
- Hiking
- Jet skiing
- Marina
- Mountain biking
- Scuba diving
- Swimming
- Tennis on site
- Theme parks
- Water park
- Whale watching
Popular Oahu Activities include luaus, snorkeling, Pearl Harbor tours, and catamaran cruises.
Do I need a rental car on Oahu, and what about parking?
- Electric car charging station on site
- Onsite parking
- Onsite parking options include a garage
Car is optional in Waikiki/Honolulu – consider a rental car only for day trips (North Shore, East Oahu, etc.).
What kind of rental is this?
This is a condo (apartment-style) rental.
