Overlooking the mountains, this vacation home features 5 bedrooms and 4 bathrooms, accommodating 10 guests. Families can enjoy hiking, biking, and fishing nearby. Explore attractions like Diamond Head State Monument and Kahala Beach while indulging in water sports and scuba diving access at the sea.
Highlights
Arcade/game room
A rare find - fun for all ages with on-site arcade/game room.
Discover nearby landmarks
Close to Kahala Beach
Sleeps 10•5 bedrooms•6 beds
Popular amenities
Private pool
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue grill
Explore the area
Honolulu, HI
Diamond Head Beach Park
Place, Diamond Head Beach Park
10 min walk
Diamond Head State Monument
Place, Diamond Head State Monument
12 min walk
Kahala Beach
Place, Kahala Beach
15 min walk
Honolulu, HI (HNL-Daniel K. Inouye Intl.)
Airport, Honolulu, HI (HNL-Daniel K. Inouye Intl.)
25 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Guest Bedroom 2 (Lower pool level)
1 King Bed
Guest Bedroom 3 (main level)
1 Queen Bed
Guest Bedroom 4 (main level)
1 Queen Bed
Guest Bedroom 5 (Upper Primary level)
1 Single Bed and 1 Double Bed
Primary Bedroom
1 King Bed
4 bathrooms
Guest Bathroom 2
Guest Bathroom 3
Guest Bathroom 4
Primary Bedroom Ensuite
Spaces
Kitchen
Balcony
Dining area
About this property
Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi
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.
Our prices include all fees. No hidden fees.
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Property Registration Number TA-021-803-2128-01, GE-021-803-2128-01, 1350020240000
Property # 2753599vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Honolulu
Located by the sea, this holiday home is in Kahala, a neighbourhood in Honolulu. International Market Place and Royal Hawaiian Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Diamond Head and Waikiki Beach. Honolulu Zoo and Hawaii Theater are also worth visiting. Discover the area's water adventures with scuba diving and fishing nearby, or enjoy the great outdoors with cycling and hiking.
Diamond Head State Monument - 12 min walk - 1.0 km
Kahala Beach - 15 min walk - 1.3 km
Waiʻalae Beach Park - 3 min drive - 2.3 km
Kahala Mall - 4 min drive - 2.3 km
Getting around
Hālaulani / Leeward Community College Station - 28 min drive
Honolulu, HI (HNL-Daniel K. Inouye Intl.) - 27 min drive
Restaurants
Kahala Mkt - 4 min drive
California Pizza Kitchen - 4 min drive
Rainbow Drive-In - 5 min drive
Hau Tree Lanai Restaurant - 5 min drive
Goma Tei - 3 min drive
Frequently asked questions
Is Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi pet-friendly?
No, pets are not allowed at this property.
How much is parking at Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi?
On-site parking is available at the property.
What time is check-in at Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi?
Check-in begins at 4:00 PM.
What time is check-out at Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi?
Checkout is at 10:00 AM.
Where is Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi located?
Located in Kahala, this holiday home is 0.4 mi (0.6 km) from Diamond Head Beach Park and within 3 miles (5 km) of Diamond Head and Waikiki Beach. Honolulu Zoo is 2.1 mi (3.3 km) away.
About the host
Hosted by Gather Vacations
Gather with us! Gather Vacation Rentals is the leading luxury property manager in the US. Gather was founded in 2005 and our properties reflect our high standards of excellence. With over 400 professionally managed luxury homes available for vacation rentals, we are committed to making sure that our vacation clients experience the very best in quality, delivery, and outstanding service
Our Vacation Rental Management Team reflects our high standards of excellence. With over 400 professionally managed luxury homes available for vacation rentals throughout the US, we are committed to ensuring our vacation clients experience the very best in quality, delivery, and outstanding service.
Active Member of: - (VRMA) Vacation Rental Managers Association - (NAR) National Association of Realtors
Languages:
English
Premier Host
They consistently provide great experiences for their guests