Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi

Top rated by guests
Soak in the Hawaiian sun at Hale Le'ahi
Large kitchen perfect for cooking gourmet meals and entertaining guests
Beautiful kitchen overlooks the living and dining areas
Keep the chef company at the breakfast bar
Exterior
review stars
9.8Outstanding
(28 Ratings)
"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 s..."
Shannon J.
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9.8 / 10.0
Outstanding(28 Ratings)

House in Honolulu, HI

10 guests · 5 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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.

Amenities at Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi

Family friendly

Map of Honolulu, HI


Ratings and reviews

9.8 / 10.0
Outstanding(28 Ratings)
10.0 / 10.0Outstanding·Mar 2023
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.
10.0 / 10.0Outstanding·Oct 2022
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!
10.0 / 10.0Outstanding·Mar 2022
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!
10.0 / 10.0Outstanding·Jan 2022
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.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi?

We found 1 amenities for this rental. This includes , and family friendly.


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