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Wailele Villa on the Slopes of Diamond Head! Walk to Waikiki!

(5 Reviews)

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Last updated: 03/21/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:7-14 nights
  • Sleeps:8
  • Bedrooms:4
  • Bathrooms:3.5
  • Property type:House
  • Internet:Yes
  • Pets considered:No
  • Wheel chair accessible:N/A

About the Property

Wailele Villa is a 4 Bedrooms 3.5 Bathrooms and Sleeps 8

Seated along a winding, private drive perched on the slopes of Diamond Head, Wailele Villa 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 Villa 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. Rates and fees are subject to change. Minimum stay requirements may apply. Inquire for possible DISCOUNTS.
2. Online bookings are subject to manager or owner approval.
3.This vacation home has been registered as a Transient Accommodation with the State of Hawaii
4. Please note there is no child safety fence option for around the pool area. All children must be supervised by adult.
5.Electric pool heat now available at $125/day if pre-ordered or $150/day upon arrival.
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Member since: 2008

Speaks: english
Manager indicates their response time is: Within an hour
Calendar last updated: 03/21/2017

Property Type

  • House
  • 5363 sq. ft.

House Rules

  • Max. occupancy 8
  • Children Welcome
  • Non Smoking Only
  • Pets Not Allowed

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals


Bedrooms: 4 Bedrooms, Sleeps 8, Beds for 8

Bathrooms: 3 Bathrooms, 1 Half Bathroom

  • Bathroom 2: toilet, shower


  • Bathroom 3: toilet, shower


  • Half Bathroom 4: toilet


  • Master Bathroom 1: toilet, shower, jetted tub

    Walk-in Shower, separate jetted tub and ocean views!...moreless


  • Books:

    Coffee table books and Honolulu magazines....moreless

  • DVD Player:

    Blu-Ray in living room and all bedrooms....moreless

  • Music Library:

    No music library, but you can connect thru your ipod/iphone....moreless

  • Satellite / Cable:

    Cable TV/Direct TV...moreless

  • Stereo:

    Stereo in living room that can be played throughout the house and pool lanai area....moreless

  • Television:

    All bedrooms have flat screen TV's with Direct TV, HD and DVD players (except the smaller bedroom which has a TV but no Direct TV access just a DVD player.) Large 70" TV in living room. TV in kitchen....moreless


  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions


  • Duty Free Shops
  • Marina
  • Museums
  • Playground
  • Restaurants
  • Zoo

Local Services & Businesses

  • ATM/Bank
  • Groceries
  • Hospital
  • Massage Therapist
  • Medical Services

Leisure Activities

  • Beachcombing
  • Bird Watching
  • Luaus
  • Photography
  • Scenic Drives
  • Sight Seeing
  • Walking

Location Type

  • Ocean View

Sports & Adventure Activities

  • Deepsea Fishing
  • Golf
  • Hiking
  • Sailing
  • Snorkeling
  • Surfing
  • Swimming
  • Tennis
  • Wind-Surfing


  • Dining:

    Large rectangular dining room table for 10. Smaller round table for 6 off kitchen. ...moreless

  • Dining Area
  • Seating for 10 people


  • Air Conditioning:

    Central AC. Bedroom with full size bed has it's own split A/C....moreless

  • Clothes Dryer:

    2 dryers with dryer sheets provided....moreless

  • Hair Dryer
  • Internet:

    High Speed Wifi...moreless

  • Iron & Board
  • Linens Provided
  • Living Room:

    Living room with large 70" Flat screen TV....moreless

  • Parking:

    Carport for 2 cars only. No street parking in this neighborhood....moreless

  • Telephone:

    Landline provided for local calls....moreless

  • Towels Provided:

    Bath and beach towels provided....moreless

  • Washing Machine:

    2 washing machines with detergent provided....moreless


  • Coffee Maker:

    Drop coffee maker with filters provided....moreless

  • Dishes & Utensils:

    Fully stocked dinnerware, glassware and utensils....moreless

  • Dishwasher:

    new Bosch dishwasher being installed April 10th 2017....moreless

  • Kitchen:

    Luxury Equipped with Subzero and Thermador equipment. Wine Frig, built in KitchenAid ice maker, new Bosch dishwasher being installed April 10th 2017....moreless

  • Microwave
  • Oven:

    Wall mounted Thermador oven....moreless

  • Pantry Items:

    Spices, foil, plastic wrap, zip locks, cleaning supplies, broom, mop and switfer....moreless

  • Refrigerator:

    Subzero refrigerator with bottom freezer....moreless

  • Toaster


  • Balcony:

    Master bedroom has a large faux-grass balcony with love seat and 2 cushioned lounge chairs. Lower master bedroom has balcony with small table and 2 chairs....moreless

  • Bicycles:

    Yes, 3 bikes with helmets available for guest use....moreless

  • Deck / Patio:

    Gas Tiki torches, dining table, 2 chaise loungers, 2 Adirondack chairs with foot rests....moreless

  • Outdoor Grill:

    Propane BBQ and tools provided....moreless

Pool / Spa

  • Hot Tub
  • Private Pool:

    Optional electric pool heat now available at $125/per day if pre-ordered. $150/day if ordered upon arrival....moreless



Write a review 4.4
from 5 traveler reviews
Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
Jan 16 - Dec 14, 2017
7 night min stay
Dec 15 - Jan 15, 2018
14 night min stay
My Standard Rate
7 night min stay
* Approximate Monthly rates, actual rate will depend on the days of the month you stay

Additional information about rental rates


  • Refundable Damage Deposit $3,000
  • Departure Cleaning $800
  • Tax Rate 13.962%


Tax (calculated against rent only): 13.962%

Departure Cleaning Fee: $800.00

Refundable Security Deposit: $3000.00

Reservation fee: 2.5% on entire amount.

Property accepts only one booking per 30 day period.

**Please email or phone for last minute rates and off season rates!**

*No option to heat pool.

Manager's cancellation policy:

Policy available by contacting manager when booking

Don't forget your vacation protection! Get protected now

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Last updated: 03/21/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates



Manager info

Trinity Villa Rentals

Contact us

Speaks: english
Manager indicates their response time is: Within an hour
Calendar last updated: 03/21/2017

Send email

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