Penthouse Condo with Ocean & Diamond Head Views at The Windsor

Check Availability
$282/night
Real-time rates are often lower and may include discounts - confirm when you check availability.
Secure booking Instant confirmation

Vacation Rental Details

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

*This property is new to our inventory, so reviews are on the way! Rest assured, it has been carefully prepared and offers a wonderful stay experience.

Welcome to the Penthouse at The Windsor Waikiki, a luxurious 2-bedroom, 2-bath condominium with breathtaking, unobstructed views of the Pacific Ocean, Diamond Head, and the Waikiki skyline. Every detail of this newly furnished residence was thoughtfully selected to create an elegant yet comfortable retreat in the heart of Honolulu. One bedroom features two twin beds, a flat-screen TV, stunning ocean views, and an ensuite bathroom with a shower, toilet, and bidet. The second bedroom offers a queen bed, a flat-screen TV, and a private bathroom with a bathtub, toilet, and bidet. In the living room, you can relax on a stylish L-shaped sofa that doubles as a sleeper for additional guests, and enjoy a movie night on the 65” flat-screen TV. The dining table seats six, and the fully equipped kitchen with modern appliances overlooks the ocean, making every meal a scenic experience. All furniture, décor, and artwork are brand new, giving the condo a fresh, contemporary feel with touches of Hawaiian charm. To keep the condo cool and comfortable, there are window A/C units in each bedroom, the living room, and the kitchen. Every window is also equipped with roller shades, perfect for keeping the sun away when you want to relax or enjoy a movie. Additional conveniences include an in-unit washer/dryer, high-speed internet, HD cable TV, and two assigned parking stalls.
The Windsor is a very secure building, with key fob access required to enter the property and elevators, ensuring peace of mind throughout your stay. Guests also enjoy exclusive access to resort-style amenities, including a swimming pool, Jacuzzi, spacious pool deck with BBQ area, a fitness center, and the spectacular rooftop Sky Terrace, where you can take in panoramic 360° views of Waikiki, watch the sunset, and enjoy the Friday night fireworks from Hilton Hawaiian Village. Perfectly located at 343 Hobron Lane on the quiet west end of Waikiki, The Windsor offers a peaceful retreat just minutes from Ala Moana Shopping Center, Ala Moana Beach Park, the Convention Center, Hilton Hawaiian Village, and Waikiki’s world-class dining, shopping, and nightlife. Whether you’re here to relax, explore, or indulge, this penthouse combines modern comfort, spectacular views, and an unbeatable location to create the ultimate Hawaiian escape.

PARKING NOTICE: Compact Vehicles Only. Maximum Height Clearance: 6'2".

Ali’i Beach Rentals is a full-service professional vacation rental company. Book with confidence knowing you are getting the best service! We have our own in house maintenance, cleaning team, and professional property managers located in our Waikiki office who are available by phone 24/7 in case of emergencies.

Registration Number: TA-033-725-4912-01 · GE-033-725-4912-01

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), United States
  • In the city center
  • Near a zoo
  • Near outlet shopping
How many bedrooms and bathrooms does it have?

2 bedrooms, 2 bathrooms

How many guests can it sleep?

Sleeps up to 6 guests.

What amenities are available?
  • Apartment
  • 2 bedrooms
  • Bed sheets provided
  • 2 bathrooms
  • 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
  • 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 260120470180

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?
  • Basketball
  • Bicycle on site
  • Birdwatching
  • Ecotours
  • Fitness center
  • Fitness facilities
  • Golf
  • Golfing on site
  • Hiking/biking trails
  • Ice skating
  • Jet skiing
  • Snorkeling
  • Tennis on site
  • Water park
  • Windsurfing

Popular Oahu Activities include luaus, snorkeling, Pearl Harbor tours, and catamaran cruises.

Do I need a rental car on Oahu, and what about parking?
  • 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.

Today's Weather

Weather in Waikiki
Sunny · last updated 2:00 pm
Now
78°
Feels
78°
Wind
8 mph
Rain?
28%
Sunny – if you’re not in the water by noon, are you even on vacation?

Why Book with To-Hawaii.com

🌴 Trusted Hawaii site since 2006
🤝 Book safely with verified partners
🏝️ Support local Hawaii businesses & hosts
💬 Based in Hawaii - we know the islands best
Booking through our links helps support this local Hawaii site – mahalo for your aloha!