Seaside Hideaway 5BR Estate

Honolulu, HI 5 Bedrooms Vacation Rental

5 Beds 4 Baths Sleeps 10
Unwind in the tucked-away Jacuzzi and pool area, designed for quiet relaxation and seclusion. A covered lanai extends the living space outdoors, perfect for dining and lounging with coastal views.
A covered lanai extends the living space outdoors, perfect for dining and lounging with coastal views.

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

    Plumeria Bungalow

    1 King

  • bed icon

    Bedroom # 5

    Ilima Bungalow

    1 King

5 Beds 4 Baths Sleeps 10

Amenities

Private pool
Air conditioning
Ocean View
Hot Tub

Description

Privately set in one of Oahu’s most prominent residential neighborhoods, Seaside Hideaway 5BR Estate is a discreet Diamond Head retreat offering layered privacy, elevated design, and a rare sense of seclusion just minutes from Waikiki. Comprised of a three-bedroom main house and two separate studio cottage bungalows, this intimate estate blends classic island elegance with modern European finishes and resort-style outdoor living.

What You’ll Love About Seaside Hideaway 5BR Estate
• Private Diamond Head estate with main house and two detached studio cottages
• Elevated setting with ocean views from the primary suite and select lanais
• Secluded pool, Jacuzzi, and outdoor shower tucked below the main lanai
• High-end interiors featuring Agape Italy bathrooms and SieMatic Germany kitchen
• Prime location near Waikiki, Kahala, beaches, and Diamond Head landmarks

Living & Dining
The main house offers relaxed island elegance with a modern sensibility. Light-filled interiors, refined furnishings, and thoughtful flow create a welcoming environment for gathering and unwinding. A covered lanai extends the living space outdoors, providing a comfortable perch for lounging while gazing toward Diamond Head’s dramatic coastline.

Chef-Ready Kitchen
The kitchen is outfitted with sleek SieMatic cabinetry from Germany and modern appliances, combining function with clean-lined design. Whether preparing casual breakfasts or relaxed dinners at home, the space supports effortless everyday living.

Sleeping Quarters
The estate’s layout offers flexibility and privacy across the main house and detached cottages.

• Primary Suite: Located in the main house, featuring ocean views and a private outdoor lanai
• Additional Bedrooms: Two bedrooms in the main house, styled with comfort and simplicity
• Studio Cottage Bungalows: Two separate studio suites perched above the main house, each with a private entrance, ensuite bathroom, kitchenette, and sweeping views

Together, the five-bedroom configuration makes the estate well suited for families, extended stays, or groups seeking both togetherness and personal space.

Outdoor Oasis
Below the main lanai, a secluded outdoor area reveals a private pool, Jacuzzi, and outdoor shower, creating a quiet retreat shielded from view. The layered layout of the property enhances privacy throughout, allowing guests to move easily between shared and personal spaces.

Extras
Parking is available for two vehicles on the driveway in front of the garage. The garage itself is not accessible to guests. Please note that from the entry gate at the driveway, the main house and guest cottages are accessed via a steep stairway. Mandatory weekly cleanings are required by the owner at an additional cost.

Nearby
The Diamond Head neighborhood is known for its quiet, upscale residential feel and strong beach community lifestyle. Local beaches, Diamond Head surf breaks, scenic lookouts, and coastal walking routes are within walking distance. Waikiki is approximately a five-minute drive, while Kahala Mall and the Kahala Hotel & Resort are just three minutes away, offering a wide array of dining, shopping, and leisure options.

Good to Know
• Rates and fees are subject to change. Minimum stay requirements may apply. Inquire for possible discounts.
• Online bookings are subject to manager or owner approval.
• Mandatory weekly cleanings are required at an additional cost.
• For stays of 21–30 days or longer, a utility fee or utility deposit will be charged.
• For 30-day rentals, the property is made exclusively available to the renter for the full rental period. Rates are based on a 30-day term. Please inquire for details.

This vacation home is registered as a Transient Accommodation with the State of Hawaii.
• Hawaii Tax ID: W20574188-01
• TMK: 310380140000

Designed for privacy, comfort, and flexibility, Seaside Hideaway 5BR Estate offers a refined Diamond Head escape with space to gather and room to retreat. Reserve your stay and experience elevated island living just moments from the energy of Waikiki.

Room

Beds


Primary Bedroom

King (1)

Ocean views, balcony, ceiling fan, television, Ensuite bathroom


Guest Bedroom 2

King (1)

Garden view, ceiling fan, television.


Guest Bedroom 3

King (1)

Garden view, ceiling fan, television.


Plumeria Bungalow

King (1)

King sized bed (two twins connected), Ensuite bathroom


Ilima Bungalow

King (1)

King sized bed (two twins connected), Ensuite bathroom


Primary Bedroom Ensuite

full bathroom


Guest Bathroom

full bathroom


Plumeria Bungalow Ensuite

full bathroom


Ilima Bungalow Ensuite

full 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 Maker
  • Dining Area
  • Dishes Utensils
  • Dishwasher
  • Espresso Machine
  • Freezer
  • Ice Machine
  • Kitchen
  • Kitchen Basics
  • Microwave
  • Oven
  • Refrigerator
  • Rice Cooker
  • Stove
  • Toaster
  • Wine Fridge

Amenities

  • Dryer
  • Essentials
  • Hair Dryer
  • Iron
  • Linens
  • Lock Box
  • Parking space
  • Private Entrance
  • Shampoo
  • Washer
  • Wifi/Internet

Safety Features

  • Security Cameras
  • Smoke Detector

Suitability

  • Air Conditioning
  • Bath Tub
  • Ceiling fans
  • Free Parking
  • Hot Water
  • Street Parking

Entertainment

  • Satellite or Cable TV
  • Television

Pool/Spa

  • Hot Tub
  • Private Pool

Internal Amenities

  • Beach Towels

Outdoor Amenities

  • Beach Equipment Rentals Available ($)
  • Lanai/Balcony
  • Outdoor Shower
  • Private yard

Themes

  • Luxury
  • Romantic

Car

  • Car Necessary
  • Car Recommended

Location/Property Types

  • Garden View
  • Ocean View
  • Ocean View (Partial)
  • Private / Secluded

Property Manager

  • 30 Day Properties
  • Hawaii Luxury Homes
  • Mark LeRoy Hualalai

promo

  • 2025BF25
  • 2025Cyber
  • 2026Spring15
  • 20Holiday25
  • BDD2026
  • EarlyBF2025

Leave a review:

Please Rate your stay

Comments

Personal Information:

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

No Reviews.

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
$1,166
22
$1,166
23
$1,166
24
$1,166
25
$1,166
26
$1,166
27
$1,166
28
$1,166

March 2026

S M T W T F S
01
$1,083
02
$1,083
03
$1,083
04
$1,083
05
$1,083
06
$1,083
07
$1,083
08
$1,083
09
$1,083
10
$1,083
11
$1,083
12
$1,083
13
$1,083
14
$1,083
15
$1,083
16
$1,083
17
$1,083
18
$1,083
19
$1,083
20
$1,083
21
$1,083
22
$1,083
23
$1,083
24
$1,083
25
$1,083
26
$1,083
27
$1,083
28
$1,083
29
$1,083
30
$1,083
31
$1,083
       

April 2026

S M T W T F S
      01
$1,083
02
$1,083
03
$1,083
04
$1,083
05
$1,083
06
$1,083
07
$1,083
08
$1,083
09
$1,083
10
$1,083
11
$1,083
12
$1,083
13
$1,083
14
$1,083
15
$1,083
16
$1,083
17
$1,083
18
$1,083
19
$1,083
20
$1,083
21
$1,083
22
$1,083
23
$1,083
24
$1,083
25
$1,083
26
$1,083
27
$1,083
28
$1,083
29
$1,083
30
$1,083
   

May 2026

S M T W T F S
          01
$1,083
02
$1,083
03
$1,083
04
$1,083
05
$1,083
06
$1,083
07
$1,083
08
$1,083
09
$1,083
10
$1,083
11
$1,083
12
$1,083
13
$1,083
14
$1,083
15
$1,083
16
$1,083
17
$1,083
18
$1,083
19
$1,083
20
$1,083
21
$1,083
22
$1,083
23
$1,083
24
$1,083
25
$1,083
26
$1,083
27
$1,083
28
$1,083
29
$1,083
30
$1,083
31
$1,083
           

June 2026

S M T W T F S
  01
$1,416
02
$1,416
03
$1,416
04
$1,416
05
$1,416
06
$1,416
07
$1,416
08
$1,416
09
$1,416
10
$1,416
11
$1,416
12
$1,416
13
$1,416
14
$1,416
15
$1,416
16 17 18 19 20
21 22 23 24 25 26 27
28 29 30        

July 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
26 27 28 29 30 31  

August 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 26 27 28 29
30 31
$1,416
         

September 2026

S M T W T F S
    01
$1,000
02
$1,000
03
$1,000
04
$1,000
05
$1,000
06
$1,000
07
$1,000
08
$1,000
09
$1,000
10
$1,000
11
$1,000
12
$1,000
13
$1,000
14
$1,000
15
$1,000
16
$1,000
17
$1,000
18
$1,000
19
$1,000
20
$1,000
21
$1,000
22
$1,000
23
$1,000
24
$1,000
25
$1,000
26
$1,000
27
$1,000
28
$1,000
29
$1,000
30
$1,000
     

October 2026

S M T W T F S
        01
$1,000
02
$1,000
03
$1,000
04
$1,000
05
$1,000
06
$1,000
07
$1,000
08
$1,000
09
$1,000
10
$1,000
11
$1,000
12
$1,000
13
$1,000
14
$1,000
15
$1,000
16
$1,000
17
$1,000
18
$1,000
19
$1,000
20
$1,000
21
$1,000
22
$1,000
23
$1,000
24
$1,000
25
$1,000
26
$1,000
27
$1,000
28
$1,000
29
$1,000
30
$1,000
31
$1,000

November 2026

S M T W T F S
01
$1,000
02
$1,000
03
$1,000
04
$1,000
05
$1,000
06
$1,000
07
$1,000
08
$1,000
09
$1,000
10
$1,000
11
$1,000
12
$1,000
13
$1,000
14
$1,000
15
$1,166
16
$1,166
17
$1,166
18
$1,166
19
$1,166
20
$1,166
21
$1,166
22
$1,166
23
$1,166
24
$1,166
25
$1,166
26
$1,166
27
$1,166
28
$1,166
29
$1,166
30
$1,166
         

December 2026

S M T W T F S
    01
$1,667
02
$1,667
03
$1,667
04
$1,667
05
$1,667
06
$1,667
07
$1,667
08
$1,667
09
$1,667
10
$1,667
11
$1,667
12
$1,667
13
$1,667
14
$1,667
15
$1,667
16
$1,667
17
$1,667
18
$1,667
19
$1,667
20
$1,667
21
$1,667
22
$1,667
23
$1,667
24
$1,667
25
$1,667
26
$1,667
27
$1,667
28
$1,667
29
$1,667
30
$1,667
31
$1,667
   

January 2027

S M T W T F S
          01
$1,667
02
$1,667
03
$1,667
04
$1,667
05
$1,667
06
$1,667
07
$1,667
08
$1,667
09
$1,667
10
$1,667
11
$1,667
12
$1,667
13
$1,667
14
$1,667
15
$1,667
16
$1,667
17
$1,667
18
$1,667
19
$1,667
20
$1,667
21
$1,667
22
$1,667
23
$1,667
24
$1,667
25
$1,667
26
$1,667
27
$1,667
28
$1,667
29
$1,667
30
$1,667
31
$1,667
           
    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