Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi | House in Honolulu
5 Bedroom House in Kahala, Honolulu
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.
Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi is located in Kahala. Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi provides accommodation, featuring Private Pool, Pool, Oceanfront, among other amenities. This House features Private Pool, Pool, Oceanfront, to make your stay a comfortable one.
Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi has 5 Bedrooms , 4 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have rated it 2, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Kahala has interesting places to visit. If you want to learn more about the House in Kahala, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
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Air conditioning
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Hair dryer
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4 bathrooms
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Day bed
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5 bedrooms
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Bed sheets provided
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Living room
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Stovetop
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Coffee/tea maker
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Dishwasher
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Refrigerator
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Microwave
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Oven
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Toaster
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Ice maker
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Cookware/dishes/utensils
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Washing machine and dryer
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Laundry facilities
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Onsite parking
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No pets allowed
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Smoke-free property
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Cycling nearby
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Hiking nearby
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Tennis on site
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Horse riding nearby
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Hiking/biking trails nearby
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Fishing nearby
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Scuba diving nearby
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Golfing on site
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Pool or billiards table
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Arcade/game room
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TV
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Games
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Table tennis
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Unit size: 4200 sq ft (390 sq m)
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English
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Near a health or beauty spa
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Near the sea
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Near a zoo
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Iron/ironing board
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Internet access
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Fenced yard
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Garden
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Barbecue grill
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Firepit
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Balcony
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Fire extinguisher
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Smoke detector installed (host has indicated there is a smoke detector on the property)
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Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
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First aid kit
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Private pool
Policies
Reviews
FAQ's
Is this Kahala house pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Kahala house have a swimming pool?
Yes, this Kahala house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Kahala house?
Best-rates for the Kahala house starts from $1,047 per night with includes Pool, Oceanfront, Barbecue/Outdoor Cooking, Kitchen, Parking, TV, Ocean View, Balcony/Terrace, Entertainment, Child Friendly, Internet, Laundry, View, Security/Safety, Sports/Activities, Wellness Facilities, Air Conditioner, Private Pool with all amenities included. HawaiiVillas pairs each traveler with their ideal accommodation, whether traveling with a group, family, friends, or pets.
Is Kahala house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house 2 stars or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Kahala house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Kahala house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Kahala house?
Based on the information reported by the owner or manager, the Kahala house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Kahala house?
Based on the information reported by the owner or manager, details for the cancellation policy for the Kahala house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
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