Rental Details
Property Overview
Hale Le'ahi is a grand three-story plantation-style estate nestled on the lower slopes of Diamond Head, offering a timeless Hawaiian retreat just minutes from Kahala and Waikiki. This five-bedroom, four-bathroom home sleeps up to ten guests and features a large outdoor pool, tropical gardens, and expansive lanais for relaxing or dining al fresco. Inside, elegant vintage charm meets modern comfort with a gourmet kitchen, open-air living spaces, and a game room with billiards, ping-pong, and a bar lounge. The primary suite boasts ocean and mountain views, a private lanai, and a spa-like bath. With easy access to Cromwell's Beach, Diamond Head Crater, and Honolulu's vibrant attractions, Hale Le'ahi offers the perfect blend of island elegance and authentic aloha spirit.
Set beneath the slopes of Diamond Head on Oahu’s iconic Gold Coast, Hale Le‘ahi by Gather is a grand three-story plantation-style estate that captures the timeless beauty of old Hawai‘i with modern luxury. This 5-bedroom, 4-bathroom retreat spans over 4,200 sq. ft. and welcomes up to 10 guests to relax, entertain, and experience the island lifestyle at its finest.
What You’ll Love About Hale Le‘ahi by Gather
• Expansive private pool surrounded by lush tropical landscaping
• Outdoor dining and lounge areas with mountain and garden views
• Elegant plantation architecture with breezy open-air design
• Gourmet kitchen with premium appliances, breakfast bar, and formal dining for 8
• Game room and bar with pool and ping-pong table for evening fun
• Five bedrooms, each with A/C and ceiling fans for year-round comfort
• Peaceful Diamond Head neighborhood minutes from beaches and Waikiki
Living & Dining
Step through the entryway into a bright and spacious home filled with natural light and the island’s cooling trade winds. The open-concept living room is tastefully furnished with comfortable seating, a large TV, and access to the shaded lanai overlooking the pool. The adjoining dining area offers seating for eight and connects seamlessly to the gourmet kitchen, featuring high-end stainless steel appliances, a wine cooler, and a central island with counter seating.
Downstairs, guests can gather in the game room, complete with a pool table that converts to ping-pong, dartboard, bar area, and lounge with TV — perfect for relaxed evenings or friendly competitions.
Outdoor Oasis
Step outside to your private tropical haven. The large pool is surrounded by sun loungers, shaded seating, and vibrant island foliage offering total privacy. Dine al fresco on the raised deck with seating for eight, or enjoy morning coffee on the lanai while the island awakens around you. As evening falls, gather by the fire pit under the stars and take in the peaceful sound of swaying palms.
Sleeping Quarters
• Primary Suite – California King bed, private lanai with garden and ocean views, ensuite bath with soaking tub, dual vanities, and marble accents.
• Guest Suite 2 – King bed, daybed for lounging or additional sleeping, kitchenette, and direct pool access with garden views.
• Guest Suite 3 – Queen bed, desk, deck access, and nearby full bath with walk-in shower.
• Guest Suite 4 – Queen bed, desk, and shared access to deck and full bath.
• Guest Suite 5 – One Full bed and one Twin bed, ideal for children or singles, with access to a nearby full bath.
Each bedroom is designed for comfort and privacy, featuring air conditioning, ceiling fans, and tasteful island décor.
Extras
Amenities include high-speed Wi-Fi, laundry facilities, multiple smart TVs, and driveway parking for two vehicles.
Neighborhood & Location
Located on the lower slopes of Diamond Head, Hale Le‘ahi offers quick access to Oahu’s best beaches and attractions. Stroll to Cromwell’s Beach or drive just minutes to Waikiki, Kahala Beach, and Diamond Head Beach. Nearby, you’ll find scenic hikes, shopping at Kahala Mall, and a wide range of dining options — from local favorites to world-class restaurants.
Good to Know
• Monthly rental only; full-month rate applies regardless of stay length
• Utility fee of $1,500/month applies to all stays of 21 days or more
• Driveway parking for two cars; street parking available
• HI Tax ID: TA-021-803-2128-01
• TMK: 1350020240000000
Your Island Story Awaits
From sunrise swims in your private pool to sunset gatherings under the palms, Hale Le‘ahi by Gather offers a serene escape where the warmth of Aloha meets timeless Hawaiian elegance — perfect for extended stays with family and friends.
Registration Number: TA-021-803-2128-01, GE-021-803-2128-01, 1350020240000
Rental FAQ
Frequently Asked Questions
Where is this vacation rental located?
- City: Honolulu (postal 96816) Hawaii
Nearby highlights
- Location: Honolulu, HI (Kahala – South O'ahu – 8.61 km to center), United States
- Near a health or beauty spa
- Near a zoo
How many bedrooms and bathrooms does it have?
5 bedrooms and 4 bathrooms.
How many guests can it sleep?
This rental sleeps up to 10 guests.
What amenities are available?
- Private vacation home
- Unit size: 4200 sq ft (390 sq m)
- 5 bedrooms
- Bed sheets provided
- Day bed
- 4 bathrooms
- Hair dryer
- Air conditioning
- Internet access
- Coffee/tea maker
- Cookware/dishes/utensils
- Dishwasher
- Ice maker
- Microwave
- Oven
- Refrigerator
- Stovetop
- Toaster
- Laundry facilities
- Washing machine and dryer
- Private pool
- Lanai / balcony
- BBQ grill grill
- Fenced yard
- Firepit
- Garden
- Onsite parking
- A/C
- Arcade
- BBQ grill
- Dryer
- Extra Bed
- Free Parking
- Kitchen
- Laundry
- No Smoking
- Outdoor Hot tub / space
- Pool
- Tennis Court
- Toys
- TV
- Washer
What should I know about check-in?
- Check in starts at 4:00 PM
- Check out before 10:00 AM
- Minimum check in age: 21
- Check in time starts at 4:00 PM
- You will receive an email from the host with check in and check out instructions
- Government issued photo identification and a credit card, debit card, or cash deposit may be required at check in for incidental charges
- Onsite parties or group events are strictly prohibited
- Property Registration Number TA 021 803 2128 01, GE 021 803 2128 01, 1350020240000
What are the house rules and policies?
- Pets not allowed
- Children are welcome.
- Onsite parties or group events are strictly prohibited
What are popular things to do nearby and on Oahu?
- Cycling nearby
- Fishing nearby
- Golfing on site
- Hiking nearby
- Hiking/biking trails nearby
- Horse riding nearby
- Scuba diving nearby
- Tennis on site
- Location: Honolulu, HI (Kahala – South O'ahu – 8.61 km to center), United States
- Near a health or beauty spa
- Near a zoo
Do I need a rental car on Oahu, and what about parking?
A rental car may not be required for every stay, but transportation needs depend on your arrival airport, activities and how much of the island you plan to explore. Parking notes: Onsite parking.
What kind of rental is this?
This is a private vacation home rental.
Is the Check Availability button the official booking link?
The button opens the partner listing page where you can review final rates, fees, availability, policies and booking details.
Guest Reviews
Reviews
This was the best Vrbo experience we have ever had. The communication was top notch and the property is clearly well cared for and well presented. We thoroughly enjoyed our stay and would definitely stay there again.
Stayed in this home with my family and it was just so well appointed and comfortable. The living space and backyard/pool really stood out as tremendous places to spend time. I did not want to leave and hope to rent this home again!
We had a truly wonderful time with two families at this house. Fantastic location close to everything yet hard to leave because staying home is so fun! Note there’s only really one in driveway parking space. The other spaces come from blocking the other cars in. Street parking is easy. Communication with property manager is easy and she is exceptionally kind and accommodating. Would rent again!
I almost hesitaste to give it such a great review…because I want it to be available again. (Smile). Absolutely perfect. Best house I’ve ever rented. Worth every penny.
Property is amazing, photos don’t do it justice. Large house, clean, plenty of space, pool/ping pong table, large pool, backyard with rope swing. Definitely worth it.
House was amazing! Lise the property manager checked in with me upon arrival and departure to make sure everything was going smoothly or if I had any questions.... thanks Lise! I would recommend this house to anyone with or without a family to spend your vacation there. Thank you!
I can’t say enough about the beauty of the house decor, the landscaping, and the view. We thoroughly enjoyed the pool, multiple lanais, swing, and outdoor grill. Many thanks to the owners and property managers for this experience!
The home is excellent, roomie and felt like “home” in every way The location is so convenient to fun activities as well as getting to any necessities. Mahalo for a great vacation!
This is an outstanding and exceptional property that is great for large groups. We had a family of 11 staying and the services and amenities are well above standard. Great beds, great linen, master chef kitchen and appliances. everything you think of is at hand and supplied Lise the property manager was at hand when needed and met us when we arrive. There was no hassle or worry at all and she ensure we had all information we needed. If you have a large group and don't consider this property you will be selling yourself short.
This is the perfect location for a relaxing week with our family. Tons of room for everyone, great kitchen and eating spaces. Pool was a great addition and the kids loved the pool table! Would highly recommend this space for anyone looking for a homebase on a hawaii vacation!
Map
Rental Location
Honolulu, Oahu
Photos
Rental Photos






























Availability Calendar
Availability Calendar
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