Diamond Head Luxury Beachfront Estate | Villa in Honolulu

New |   5 Bedrooms  6 Bathrooms  10 Guests
Kahala Villa | Diamond Head Luxury Beachfront Estate

5 Bedroom Villa in Kahala, Honolulu

This award-winning oceanfront residence, Diamond Head Grand Escape, offers a rare opportunity to experience contemporary Hawaiian living in one of Honolulu’s most coveted enclaves. Set directly on the sand within the exclusive Cove area of Diamond Head, this home is one of only 27 with private beachfront access. With 7,324 square feet of refined interiors, five ensuite bedrooms, and spectacular outdoor spaces, it is perfectly curated for families, friends, and guests seeking a true sense of place.
What You’ll Love About Diamond Head Grand Escape
• Direct beachfront location in Diamond Head Cove, steps to Cromwell’s surf break
• Infinity-edge pool and spa with tiki torch ambiance
• Dramatic floating glass staircase and modern wine closet
• State-of-the-art automation, elevator, and whole-home audio
• Outdoor lounge with full kitchen, professional landscaping, and surfboard storage
• Primary bedroom features an ensuite with both his and hers bathrooms
Living & Dining
Walls of glass frame sweeping Pacific views, filling the great room with natural light. Elegant design elements include a floating staircase with glass railings, soaring ceilings, and handcrafted finishes. Multiple seating areas invite conversation and relaxation, while the dining space connects seamlessly with both the chef’s kitchen and lanai for effortless indoor-outdoor flow.
Chef-Ready Kitchen
The gourmet kitchen is outfitted with professional-grade appliances, marble island countertops, and custom cabinetry. A butler’s pantry provides additional storage and prep space, ideal for private chefs or group entertaining.
Outdoor Oasis
Step outside to an infinity-edge pool and spa framed by tiki torches, swaying palms, and the sound of waves. The outdoor lounge features a full kitchen, dining space, and comfortable seating designed for gatherings. Professional landscaping enhances privacy, while direct access to the sand makes the ocean your backyard.
Sleeping Quarters
• Primary Suite – King bed, primary ensuite including both his & hers bathrooms, steam shower, ocean & garden views, central AC, ceiling fan
• Guest Suite 2 – King bed, ensuite bath, central AC
• Guest Suite 3 – King bed, ensuite bath, central AC
• Guest Suite 4 – King bed, ensuite bath, central AC
• Guest Suite 5 – King bed, ensuite bath, central AC
• Powder Room – Half bath
Extras
A glass-enclosed wine closet, home office, library, and game room provide versatility for work and play. The residence also includes whole-home automation, a security system, elevator, and audio throughout. Surfboard and outrigger storage are conveniently located steps from the sand.
Nearby
Walk to Waikiki’s vibrant dining and nightlife or hike the iconic Diamond Head crater. The surf break at Cromwell’s is just offshore, while a short drive brings you to Ala Moana shopping, cultural venues, and championship golf.
Good to Know
* This home is available exclusively for 30-day minimum stays. The property is also currently for sale; a marketing disclaimer will be provided at booking. Occupancy is exclusive for your rental period. TAT and applicable taxes apply.
* TMK: 310390060000
* TA-085-937-5616-01
Reserve your dates now at Diamond Head Grand Escape and experience an oceanfront lifestyle defined by elegance, comfort, and design.

Diamond Head Luxury Beachfront Estate is located in Kahala. Diamond Head Luxury Beachfront Estate provides accommodation, featuring Pool, Wellness Facilities, Hot Tub, among other amenities. This Villa features Pool, Wellness Facilities, Hot Tub, to make your stay a comfortable one.

Diamond Head Luxury Beachfront Estate has 5 Bedrooms , 6 Bathrooms, and max occupancy of 10 persons. The minimum rental for this property is 1 night, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Villa because of the excellent services rendered by the owner or manager of this Villa, 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. Villa has a friendly neighborhood, and the Kahala has interesting places to visit. If you want to learn more about the Villa in Kahala, such as places to visit and things to do nearby, you can check below to learn more.

Show more
OneKey Logos

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.

JOIN TODAY
 
Honolulu, 96816, USA

Amenities

Air ConditionerAir Conditioner
ParkingParking
PoolPool
TVTV
ViewView
Private PoolPrivate Pool
Ocean ViewOcean View
Balcony/TerraceBalcony/Terrace
Security/SafetySecurity/Safety
Sports/ActivitiesSports/Activities
Wellness FacilitiesWellness Facilities
Barbecue/Outdoor CookingBarbecue/Outdoor Cooking
Child FriendlyChild Friendly
Hot TubHot Tub
InternetInternet
KitchenKitchen
LaundryLaundry

Facility Overview

Air ConditionerAir Conditioner
  • Air conditioningAir conditioning
BathroomsBathrooms
  • Hair dryerHair dryer
BedroomBedroom
  • Bed sheets providedBed sheets provided
KitchenKitchen
  • StovetopStovetop
  • DishwasherDishwasher
  • Ice makerIce maker
  • MicrowaveMicrowave
  • RefrigeratorRefrigerator
  • Cookware/dishes/utensilsCookware/dishes/utensils
  • Coffee/tea makerCoffee/tea maker
  • OvenOven
  • ToasterToaster
LaundryLaundry
  • Washing machine and dryerWashing machine and dryer
Ocean ViewOcean View
  • On the beachOn the beach
ParkingParking
  • Onsite parking options include a garageOnsite parking options include a garage
  • Car recommendedCar recommended
  • Onsite parkingOnsite parking
Pet FriendlyPet Friendly
  • No pets allowedNo pets allowed
AccessibilityAccessibility
  • Smoke-free propertySmoke-free property
ActivitiesActivities
  • Fishing nearbyFishing nearby
  • Tennis on siteTennis on site
  • Cycling nearbyCycling nearby
  • Hiking nearbyHiking nearby
  • Golfing on siteGolfing on site
  • Scuba diving nearbyScuba diving nearby
  • Horse riding nearbyHorse riding nearby
EntertainmentEntertainment
  • Pool or billiards tablePool or billiards table
  • Smart TV with cable/satellite serviceSmart TV with cable/satellite service
  • Arcade/game roomArcade/game room
GeneralGeneral
  • Unit size: 7324 sq ft (680 sq m)Unit size: 7324 sq ft (680 sq m)
  • EnglishEnglish
  • Near a health or beauty spaNear a health or beauty spa
  • Near a zooNear a zoo
  • On the waterfrontOn the waterfront
  • Near the oceanNear the ocean
Guest ServicesGuest Services
  • Iron/ironing boardIron/ironing board
InternetInternet
  • Internet accessInternet access
OutdoorsOutdoors
  • GardenGarden
  • Fenced yardFenced yard
  • Barbecue grillBarbecue grill
  • BalconyBalcony
Security/SafetySecurity/Safety
  • Deadbolt lockDeadbolt lock
  • Fire extinguisherFire extinguisher
  • Smoke detector installed (host has indicated there is a smoke detector on the property)Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
SpaSpa
  • Private poolPrivate pool
  • Hot tubHot tub
  • Heated poolHeated pool

Policies

Check-in
Check-in
Check-in time starts at 3:00 pm minimum check-in age: 21
Check-out
Check-out
Check-out before 10:00 am
Child Policy
Child Policy
Children are welcome.
Event Policy
Event Policy
No events allowed
Pet Policy
Pet Policy
Pets not allowed
Smoking Policy
Smoking Policy
Smoking is not permitted
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 host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited property registration number ge-085-577-8816-01, 310390060000, ta-085-937-5616-01 safety features at this property include a fire extinguisher and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
License number: GE-085-577-8816-01, 310390060000, TA-085-937-5616-01

FAQ's

Is this Kahala villa 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 villa have a swimming pool?

Yes, this Kahala villa 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 villa?

Best-rates for the Kahala villa starts from $5,984 per night with includes Pool, Wellness Facilities, Hot Tub, Parking, TV, View, Security/Safety, Sports/Activities, Laundry, Air Conditioner, Private Pool, Balcony/Terrace, Child Friendly, Internet, Ocean View, Barbecue/Outdoor Cooking, Kitchen with all amenities included. HawaiiVillas pairs each traveler with their ideal accommodation, whether traveling with a group, family, friends, or pets.

Is Kahala villa 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 villa good or guests have recommended them suitable for families. As reported by the owner or manager, the villa 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 villa wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Kahala villa 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 villa?

Based on the information reported by the owner or manager, the Kahala villa indicates 1 day stay policy at this villa. 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 villa?

Based on the information reported by the owner or manager, details for the cancellation policy for the Kahala villa 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.

People Also Ask

Check Villa Availability
Nightly rates from:
US $5,984
You will be redirected to  
Hot Deal - It has been viewed 38 times today
Not the right fit? Check out our other properties in Kahala
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
5 Bedrooms 5 Baths 11 Guests 4820 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,070/Night 7 Nights - US $7,489
star-icons-5
Resort
Map-icon
like-icon9.1
Exceptional
(563 Reviews)
17 Baths 48 Guests 982.21 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $531/Night 7 Nights - US $3,718
star-icons-5
Resort
Map-icon
like-icon9.4
Exceptional
(1001 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $505/Night 7 Nights - US $3,534
Apartment
Map-icon
like-icon9.8
Exceptional
(18 Reviews)
1 Bedroom 1 Bath 2 Guests 500 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $160/Night 7 Nights - US $1,118
Apartment
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 8 Guests
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $332/Night 7 Nights - US $2,327
New
House
Map-icon
7 Bedrooms 7 Baths 14 Guests 5890 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $8,813/Night 7 Nights - US $61,689
House
Map-icon
4 Bedrooms 4 Baths
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $776/Night 7 Nights - US $5,429
Condo
Map-icon
2 Bedrooms 3 Baths 5 Guests
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
US $295/Night 7 Nights - US $2,064
Apartment
Map-icon
like-icon10.0
Exceptional
(38 Reviews)
1 Bedroom 1 Bath 2 Guests 700 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $286/Night 7 Nights - US $2,000
House
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
5 Bedrooms 3 Baths 10 Guests 4000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,138/Night 7 Nights - US $7,964
House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $2,997/Night 7 Nights - US $20,982
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
8 Bedrooms 9 Baths 16 Guests 13000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $7,845/Night 7 Nights - US $54,916
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
5 Bedrooms 4 Baths 14 Guests 3010 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $964/Night 7 Nights - US $6,745
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 4 Baths 8 Guests 3022 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $902/Night 7 Nights - US $6,312
Cottage
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 5 Guests 640 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $368/Night 7 Nights - US $2,576
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 6 Baths 12 Guests 7470 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,529/Night 7 Nights - US $10,706
Condo
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 3440 ft²
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
US $863/Night 7 Nights - US $6,038
Condo
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
US $384/Night 7 Nights - US $2,687
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 8 Guests 2355 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,040/Night 7 Nights - US $7,279
House
Map-icon
like-icon9.8
Exceptional
(28 Reviews)
5 Bedrooms 4 Baths 10 Guests 4200 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,421/Night 7 Nights - US $9,947
Condo
Map-icon
like-icon9.0
Exceptional
(13 Reviews)
1 Bedroom 1 Bath 4 Guests 1365 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $221/Night 7 Nights - US $1,545
House
Map-icon
like-icon9.0
Exceptional
(12 Reviews)
4 Bedrooms 4 Baths 12 Guests 4000 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $1,359/Night 7 Nights - US $9,511
House
Map-icon
like-icon8.8
Fabulous
(9 Reviews)
2 Bedrooms 2 Baths 6 Guests 1628 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $410/Night 7 Nights - US $2,870
Condo
Map-icon
like-icon8.4
Excellent
(5 Reviews)
2 Bedrooms 2 Baths 6 Guests 1555 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $439/Night 7 Nights - US $3,070