Diamond Head Grand Escape

Honolulu, HI 5 Bedrooms Vacation Rental

5 Beds 5 Full Baths, and 1 Half Bath Sleeps 10
Step onto your lanai to take in uninterrupted ocean vistas, the perfect spot for coffee or cocktails. Enjoy seamless indoor-outdoor living with the infinity pool just steps from the great room.
Enjoy seamless indoor-outdoor living with the infinity pool just steps from the great room.

Show All Photos

Rooms

  • bed icon

    Bedroom # 1

    Primary Bedroom

    1 King

  • bed icon

    Bedroom # 2

    Guest Bedroom 2

    1 King

  • bed icon

    Bedroom # 3

    Guest Bedroom 3

    1 King

  • bed icon

    Bedroom # 4

    Guest Bedroom 4

    1 King

  • bed icon

    Bedroom # 5

    Guest Bedroom 5

    1 King

5 Beds 5 Baths Sleeps 10

Amenities

Private pool
Air conditioning
Beach Front
Hot Tub

Description

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.

Room

Beds


Primary Bedroom

King (1)

Ensuite Bathroom, Ocean View, Garden View, Central AC, Ceiling Fan


Guest Bedroom 2

King (1)

Ensuite Bathroom, Central AC


Guest Bedroom 3

King (1)

Ensuite Bathroom, Central AC


Guest Bedroom 4

King (1)

Ensuite Bathroom, Central AC


Guest Bedroom 5

King (1)

Ensuite Bathroom, Central AC


Primary Bedroom Ensuite

full bathroom


Guest Full Bathroom 2

full bathroom


Guest Full Bathroom 3

full bathroom


Guest Full Bathroom 4

full bathroom


Guest Full Bathroom 5

full bathroom


Powder Room 1

half bathroom

Nearby Activities

  • Cycling
  • Fishing
  • Golfing
  • Hiking
  • Horseback riding
  • Museums
  • Scuba diving or Snorkeling
  • Shopping
  • Spa and wellness
  • Tennis
  • Watersports
  • Zoo

Kitchen and Dining

  • BBQ
  • Blender
  • Coffee Grinder
  • Coffee Maker
  • Dining Area
  • Dishes Utensils
  • Dishwasher
  • Disposal
  • Espresso Machine
  • Food Processor
  • Freezer
  • Ice Machine
  • Kettle
  • Kitchen
  • Kitchen Basics
  • Microwave
  • Mixer
  • Oven
  • Refrigerator
  • Rice Cooker
  • Stove
  • Toaster
  • Toaster Oven
  • Wine Fridge

Amenities

  • Dryer
  • Essentials
  • Ethernet Connection
  • Extra Pillows And Blankets
  • Garage
  • Hair Dryer
  • Iron
  • Keypad
  • Linens
  • Parking space
  • Private Entrance
  • Shampoo
  • Washer
  • Wifi/Internet

Suitability

  • Air Conditioning
  • Bath Tub
  • Ceiling fans
  • Children Welcome
  • Free Parking
  • Hot Water
  • Pets Not Allowed
  • Smoking Not Allowed
  • Suitable for Elderly

Emergency

  • Emergency Fire Contact
  • Emergency Police Contact

Cleanliness

  • 24Hr Check-In

Safety Features

  • Deadbolt Lock
  • Fire Extinguisher
  • Outdoor Lighting
  • Security Cameras
  • Smoke Detector

Entertainment

  • Game room
  • Laptop Friendly
  • Pool Table
  • Satellite or Cable TV
  • Smart TV
  • Sonos Audio System
  • Speaker System
  • Television

Pool/Spa

  • Heated Pool
  • Hot Tub
  • Private Pool

Internal Amenities

  • Additional Bedding
  • Beach Chairs
  • Beach Towels
  • Boogie Boards
  • Stair Gates

Outdoor Amenities

  • Beach Umbrella
  • Cooler - Ice Chest
  • Garden
  • Insulated Cooler Bag
  • Lanai/Balcony
  • Outdoor Kitchen
  • Outdoor Shower
  • Outdoor seating
  • Private yard

Themes

  • Family
  • Luxury
  • Romantic

Car

  • Car Recommended

Location/Property Types

  • Beach Front
  • Garden View
  • Ocean Front
  • Popular Town
  • Private / Secluded
  • Walk to Shops / Restaurants
  • Waterfront

Property Manager

  • Claudia Evenschor

Promos

  • Holidays

Leave a review:

Please Rate your stay

Comments

Personal Information:

Thank you for submitting your review. It will be processed shortly!

No Reviews.

January 2026

S M T W T F S
        01 02 03
04 05 06 07 08 09 10
11 12 13 14 15 16 17
18 19 20 21 22
$4,700
23
$4,700
24
$4,700
25
$4,002
26 27 28 29 30 31

February 2026

S M T W T F S
01 02 03 04 05 06 07
08 09 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25
$4,002
26
$4,002
27
$4,002
28
$4,002

March 2026

S M T W T F S
01
$4,002
02
$4,002
03
$4,002
04
$4,002
05
$4,002
06
$4,002
07
$4,002
08
$4,002
09
$4,002
10
$4,002
11
$4,002
12
$4,002
13
$4,002
14
$4,002
15
$4,002
16
$4,002
17
$4,002
18
$4,002
19
$4,002
20
$4,002
21
$4,002
22
$4,002
23
$4,002
24
$4,002
25
$4,002
26
$4,002
27
$4,002
28
$4,002
29
$4,002
30
$4,002
31
$4,002
       

April 2026

S M T W T F S
      01
$4,002
02
$4,002
03
$4,002
04
$4,002
05
$4,002
06
$4,002
07
$4,002
08
$4,002
09
$4,002
10
$4,002
11
$4,002
12
$4,002
13
$4,002
14
$4,002
15
$4,002
16
$4,002
17
$4,002
18
$4,002
19
$4,002
20
$4,002
21
$4,002
22
$4,002
23
$4,002
24
$4,002
25
$4,002
26
$4,002
27
$4,002
28
$4,002
29
$4,002
30
$4,002
   

May 2026

S M T W T F S
          01
$4,002
02
$4,002
03
$4,002
04
$4,002
05
$4,002
06
$4,002
07
$4,002
08
$4,002
09
$4,002
10
$4,002
11
$4,002
12
$4,002
13
$4,002
14
$4,002
15
$4,002
16
$4,002
17
$4,002
18
$4,002
19
$4,002
20
$4,002
21
$4,002
22
$4,002
23
$4,002
24
$4,002
25
$4,002
26
$4,002
27
$4,002
28
$4,002
29
$4,002
30
$4,002
31
$4,002
           

June 2026

S M T W T F S
  01
$6,003
02
$6,003
03
$6,003
04
$6,003
05
$6,003
06
$6,003
07
$6,003
08
$6,003
09
$6,003
10
$6,003
11
$6,003
12
$6,003
13
$6,003
14
$6,003
15
$6,003
16
$6,003
17
$6,003
18
$6,003
19
$6,003
20
$6,003
21
$6,003
22
$6,003
23
$6,003
24
$6,003
25
$6,003
26
$6,003
27
$6,003
28
$6,003
29
$6,003
30
$6,003
       

July 2026

S M T W T F S
      01
$6,003
02
$6,003
03
$6,003
04
$6,003
05
$6,003
06
$6,003
07
$6,003
08
$6,003
09
$6,003
10
$6,003
11
$6,003
12
$6,003
13
$6,003
14
$6,003
15
$6,003
16
$6,003
17
$6,003
18
$6,003
19
$6,003
20
$6,003
21
$6,003
22
$6,003
23
$6,003
24
$6,003
25
$6,003
26
$6,003
27
$6,003
28
$6,003
29
$6,003
30
$6,003
31
$6,003
 

August 2026

S M T W T F S
            01
$6,003
02
$6,003
03
$6,003
04
$6,003
05
$6,003
06
$6,003
07
$6,003
08
$6,003
09
$6,003
10
$6,003
11
$6,003
12
$6,003
13
$6,003
14
$6,003
15
$6,003
16
$6,003
17
$6,003
18
$6,003
19
$6,003
20
$6,003
21
$6,003
22
$6,003
23
$6,003
24
$6,003
25
$6,003
26
$6,003
27
$6,003
28
$6,003
29
$6,003
30
$6,003
31
$6,003
         

September 2026

S M T W T F S
    01
$4,002
02
$4,002
03
$4,002
04
$4,002
05
$4,002
06
$4,002
07
$4,002
08
$4,002
09
$4,002
10
$4,002
11
$4,002
12
$4,002
13
$4,002
14
$4,002
15
$4,002
16
$4,002
17
$4,002
18
$4,002
19
$4,002
20
$4,002
21
$4,002
22
$4,002
23
$4,002
24
$4,002
25
$4,002
26
$4,002
27
$4,002
28
$4,002
29
$4,002
30
$4,002
     

October 2026

S M T W T F S
        01
$4,002
02
$4,002
03
$4,002
04
$4,002
05
$4,002
06
$4,002
07
$4,002
08
$4,002
09
$4,002
10
$4,002
11
$4,002
12
$4,002
13
$4,002
14
$4,002
15
$4,002
16
$4,002
17
$4,002
18
$4,002
19
$4,002
20
$4,002
21
$4,002
22
$4,002
23
$4,002
24
$4,002
25
$4,002
26
$4,002
27
$4,002
28
$4,002
29
$4,002
30
$4,002
31
$4,002

November 2026

S M T W T F S
01
$5,003
02
$5,003
03
$5,003
04
$5,003
05
$5,003
06
$5,003
07
$5,003
08
$5,003
09
$5,003
10
$5,003
11
$5,003
12
$5,003
13
$5,003
14
$5,003
15
$5,003
16
$5,000
17
$5,000
18
$5,000
19
$5,000
20
$5,000
21
$5,000
22
$5,000
23
$5,000
24
$5,000
25
$5,000
26
$5,000
27
$5,000
28
$5,000
29
$5,000
30
$5,000
         

December 2026

S M T W T F S
    01
$8,000
02
$8,000
03
$8,000
04
$8,000
05
$8,000
06
$8,000
07
$8,000
08
$8,000
09
$8,000
10
$8,000
11
$8,000
12
$8,000
13
$8,000
14
$8,000
15
$8,000
16
$8,000
17
$8,000
18
$8,000
19
$8,000
20
$8,000
21
$8,000
22
$8,000
23
$8,000
24
$8,000
25
$8,000
26
$8,000
27
$8,000
28
$8,000
29
$8,000
30
$8,000
31
$8,000
   
    Available     Unavailable  Check-In Only  Check-Out Only

Adults

Ages 18 or above

Children

Ages 2-17

Infants

Under 2

Pets

Bringing your pets?

Request Submitted!

Starting May 7, 2025, a REAL ID or passport is required for Domestic U.S. flights—plan ahead! Learn more HERE

Terms & Conditions