Wailele Estate - w/ pool, hot tub, great location!

From $1245 / night

Wailele Estate - w/ pool, hot tub, great location!
4 bedrooms
8 guests
30 night min

Overview Description


Bedrooms: 4
Bathrooms: 3.5
Sleeps: 8
Type: Estate
Per night: $1,245 - $2,495
Pets allowed: No
Internet: Yes
Description of the Diamond Head vacation estate rental
Seated along a winding, private drive perched on the slopes of Diamond Head, Wailele Estate boasts a breathtaking 180 degree view of Oahu’s south shore. This modern, architect designed home is the epitome of tropical luxury, featuring an indoor water feature, a dramatic pool deck, and private lanai off the kitchen with a spa for quiet relaxation. A modern Hawaiian paradise, Wailele Estate is the perfect combination of proximity and privacy— a short 10 minute walk from the beach, and only a few miles from the excitement of Waikiki. Overlook the coastline and feel the salty tropical breeze as you watch for whales in the distance, or catch some sun on the upper master suite terrace. This breathtaking hillside villa will have you vacationing like a celebrity, and you won’t ever want to leave the spotlight!

Master bedroom - Encompassing the entire upper level of the home, the master bedroom provides spectacular ocean views and wonderful sea breezes. Complete with a CA King-size bed and an en-suite bathroom with His & Hers sinks and large soaking tub. Also features private entrance with security panel, safe, laundry room, large closet, wall-mounted TV with DirecTV, central air-conditioning, sliding glass doors lead to a large deck with magnificent views!
Bedroom 2 - Located on the ground floor of the home, this large bedroom has a CA King-size bed, en suite bathroom with a spacious shower, large walk-in closet, TV with DirecTV, central air-conditioning, security alarm panel, safe, and a lanai with garden and partial ocean views.
Bedroom 3 - Located on the ground floor, this bedroom features a CA king-size bed, floor-to-ceiling windows, TV with DirecTV. Central air and shared bath.
Bedroom 4: Located on the ground floor, this bedroom features a double-size bed, TV, safe, window seat for relaxing and reading, wall-mounted air conditioning unit, and shared bath.

1. Please note there is no child safety fence option for around the pool area. All children must be supervised by adult. Pool is not heated.
2. Booking dates may be limited to comply with all applicable zoning laws. Please discuss these limitations with our sales team.

*Rates may vary by season

Things Guests Like Best
Pool / Hot tub
Amazing Views
Great location
Full kitchen

Sleeping Arrangements
Master Bedroom - King Bed
Bedroom 2 – King Bed
Bedroom 3 – King Bed
Bedroom 4 – Double Bed
Area Information
Beach Proximity – 10-minute walk
Nearest Supermarket – less than 10-minute drive to Times Supermarket
Distance to Airport – 25-minute drive to Honolulu International Airport

Nearby Attractions
Diamond Head State Monument - 5-minute drive
Ala Wai Golf Course - less than 10-minute drive
Waikīkī - less than 15-minute drive
Iolani Palace - less than 20-minute drive

About the owner

Owner Profile


Availability Calendar



Begins Ends Week
Weekly Monthly Min
Feb 13 2017 Feb 23 2017 $1,530 - - - 1 Month
Jun 01 2017 Sep 07 2017 $1,530 - - - 1 Month
Sep 08 2017 Nov 19 2017 $1,245 - - - 1 Month
Nov 20 2017 Nov 30 2017 $1,530 - - - 1 Month
Dec 01 2017 Dec 17 2017 $1,245 - - - 1 Month
Dec 18 2017 Jan 10 2018 $2,495 - - - 1 Month
Jan 11 2018 Feb 12 2018 $1,245 - - - 1 Month
View all periods
Tax I.D.: W46414550-01
Payment Options: Mastercard, Visa



  • Beds

  • 3 King Beds
  • 1 Double Bed
  • Features

  • Air Conditioning
  • High Speed Internet
  • Lanai
  • Parking Included
  • Beach Towels
  • Hot Tub
  • Linens Provided
  • Private Pool
  • Full Kitchen
  • Appliances

  • DVD Player
  • Refrigerator (Full)
  • TV (Cable/Satellite)
  • Washer/Dryer
  • Gas Grill
  • Stove
  • Activities

  • Pool
  • Ocean
    (<1 mile)
  • Surfing
    (1 mile)
  • Shopping Area
    (2 miles)
  • Aquarium
    (<1 mile)
  • Restaurant
    (<1 mile)
  • Golf
    (2 miles)
  • Zoo
    (2 miles)
  • Beach
    (<1 mile)
  • Tennis
    (<1 mile)
  • Grocery Store
    (2 miles)

See all


Reviews for this vacation estate rental in Diamond Head, Oahu, Hawaii

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Owner Supplied Testimonials

We have traveled to Diamond Head many many times over the last ten years, and Wailele Villa was by far and away the best house we have ever rented. From the moment you walk in, you know you are in a special place. We love venturing out but found ourselves happy to enjoy Hawaii at home at WV. The views from every spot in the house, the pool, the furnishings, the bedrooms- everything was top notch. We will definitely be returning again and again!

Great location and fabulous house
Our party of 6 had a great stay in this wonderful house. It is huge and so open. We loved it.The hot tub was big enough for all 6 of us and you had an amazing view off the pool and master bedroom. It was just interesting to not have the hot tub next to the pool.

Sony Open Vacation
From the time we checked in until our last day we had a blast. We enjoyed morning coffee watching the sun come up from the pool patio, we swam, ate, drank and watched the sun go down from the same pool patio. Although we spent a lot of time at the Sony Open, any and all extra time was spent at the house. Everything we needed or wanted was at the house.

Diamondhead Gem
Great property with stunning ocean views throughout home. Top floor has a huge master bedroom, bathroom and a private patio. Main floor has large living room, dining room and kitchen area. The kitchen has all the amenities you need and more.Be prepared to see some bugs from time to time as you are in a tropical environment.Pool area features a waterfall and amazing views. The pool is small but was enough for my family.

Our family together in this beautiful home was amazing. I cried when we had to leave. A stay we will treasure. I still look at the online pictures. We'll be back! Wailele is Wowie

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Page Views This month: 24 This year: 56 Since listed: 217
Last updated: February 2, 2017

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