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Wailea Beach Villa Penthouse 104 Luxury 2.5 Bedrm - **Owner Direct Only!!**

(9 Reviews)

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Last updated: 04/15/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:1-10 nights
  • Sleeps:6
  • Bedrooms:2
  • Bathrooms:2
  • Property type:Villa
  • Internet:Yes
  • Pets considered:No
  • Wheel chair accessible:Yes

About the Property

Villa, 2 Bedrooms + Den, 2 Baths, (Sleeps 6)

*OWNER DIRECT BOOKINGS* Villa in more private section of Penthouse Building-not in front of family pool area.* Luxury garden and corridor-ocean view villa with 2 & 1/2 bedrooms and 2 baths.NEW-The den has a beautiful Hawaiian daybed with lots of pillows. This room can be closed off with shutters and louvred doors for privacy if needed OR you are able to open this space up. There is also a pullout sofa in the living room. Spacious 2200 square foot (300 of lanai) ground floor unit is elevated to ensure privacy. The 9 foot ceilings along with the large floor plan and marble flooring create an aura of upscale lodging.

**March 2012 Upgraded the Livingroom TV/AUDIO System-USER FRIENDLY REMOTE
CONTROLS. Our Repeat Guests will see also additional kitchen supplies as well
as new furnishings in the Guest Bedroom. An Easy To Read 2 page set of instruc-
tions to run these upscale appliances so you can quickly get on with your holiday
will be on the kitchen counter for each guest upon arrival.**

**May 2008 just added the den/alcove area shutters and louvred sliding doors for the extra 1/2 bedroom (daybed) OR an open area for reading etc - choice is yours! Special ordered shutters
and sliding doors from same company who did the doors in villa** SEE PHOTOS

The condo is a combination of Chinese antiques and Hawaiian furnishings plus local Giclee artwork. Central air conditioning, gourmet kitchen (including 2 Sub-Zero refrigerators, Gaggenau and Bosch appliances), High Speed Internet, Viking barbeque grill, Studio Becker European Cabinetry (including the bedroom closets) are some of the features that adorn this condo.

**There is a 50' PLASMA HD TV and DVD player in the living / dining / den area. The Villa is also IPOD ready with wall controls for surround sound throughout villa.**

Sleeping arrangements include 1 king bed, 2 twin beds OR pushed together as another king (with complete bedding setup), along with the sofa sleeper and day bed in living room and den for all your sleeping accommodations. There is an In Room Safe for protection of your valuables. From the garage, the elevator takes you to your own private entrance.

As a guest of the Wailea Beach Villas, Concierge and Front Desk services are available. On property you have 2 swimming pools along with jacuzzis(1 area for adults only),exercise room, business center, even a pool table/large screen tv room, etc.

The entrance to the property is situated between the Shops At Wailea and the Grand Wailea Hotel and consists of 98 residences on 11 beachfront acres.You have your own room key card to enter through a private gate opening up to these Shops which include upscale stores and award winning restaurants. Next door is one of the top ten spas in North America called Spa Grande which includes 50,000 square feet of pure'pampering!' In addition, the Penthouse Building houses 60 of the Wailea Beach Villas. This building sits on the hill overlooking the project and is within a 'pitching wedge shot' to the beach or 150 yards away. You walk through lush gardens, waterfalls,and the pool/jacuzzi areas to arrive at this beach.

The Wailea Beach Villas have an entry gate with 24 hours security. This award winning luxury project was completed in 2006. Resort Golf and Tennis are available.

Payment: we accept money orders, cashier checks, credit cards(american express, master card, & visa) *1.5% Fee on AMEX only*

Payment Schedule: 1 OR more nights NON-REFUNDABLE deposit due now to reserve villa-See RATES For More Information

**HOLIDAY & MONTH STAYS-50% NON-REFUNDABLE deposit due upon booking**
**HOLIDAYS are: Christmas, New Years
and Thanksgiving**

Cancellation: the DEPOSIT is at all times forfeited.(*HOLIDAY & MONTH STAYS - 50% deposit forfeited)

Cancellation within 60 days of arrival when final balance has been paid, there will be no refund unless space is re-rented.

Security Deposit Form: will be required to insure that there is no excessive damage and/or loss as well as excessive cleaning above normal wear and tear of villa.
This signed and initialed form and credit card information will be on a temporary hold on file until departure.

As of November 1, 2016 NEW Hawaii State Tax Numbers
General Excise Tax #GE-056-990-5152-01
Transient Accommodations Tax #TA-056-990-5152-01

Keywords: Villa
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Member since: 2006

Speaks: english
Response time: Within 2 days
Response Rate: 90%
Calendar last updated: 04/15/2017

Property Type

  • Villa

House Rules

  • Max. occupancy 6
  • Non Smoking Only
  • Pets Not Allowed

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals


  • Wheelchair Accessible

Bedrooms: 2 Bedrooms, Sleeps 6, Beds for 6

  • Bedroom 1


  • Bedroom 2


  • Den


  • King size beds (1) 2nd king bed in guest bedroom (** 2 twin beds pushed together with a centerpiece attached & linens included **) renter has a choice , Twin or Single Beds (2) ** 2nd Bedroom : CHOICE 1. 2 Twin Beds OR 2. King Bed , Baby Cribs (1) Portable Pack 'N Play Playpen/Crib Use - NOT A FULL-SIZE CRIB , Sleep Sofa or Futons (2) 1 sofa sleeper (in livingroom) 1 day bed in private den OR reading room -can be private if needed for that extra bedroom possibility ...moreless

Bathrooms: 2 Bathrooms

Other Amenities

  • European Studio Becker closets, Two Sub-Zero refridgerators, 7/07 added: surround sound to the 50' Plasma HD TV, hooked up the music audio system so full audio throughout the rooms + now is IPOD ready ...moreless


  • CD Player
  • DVD Player
  • Pool Table
  • Satellite / Cable:

    (3) HD TV(living room)...moreless

  • Stereo


  • Cinemas
  • Health/Beauty Spa
  • Restaurants

Local Services & Businesses

  • Fitness Center

Leisure Activities

  • Boating
  • Shopping

Location Type

  • Beachfront:

    Penthouse building sits 150 yards away to the beach through lush walking paths. The property itself is a beachfront property on 11 acres....moreless

  • Ocean View:

    Has a Corridor View of the Ocean - which means view is between low rise villa buildings but you are able to see the water. ...moreless

Sports & Adventure Activities

  • Cycling
  • Fishing
  • Golf
  • Hiking
  • Jet Skiing
  • Kayaking
  • Parasailing
  • Sailing
  • Snorkeling/Diving
  • Surfing
  • Swimming
  • Tennis
  • Water Skiing
  • Wind-Surfing


  • Dining Area


  • Elevator
  • Garage:


  • Linens Provided


  • Catering Available:

    Contact Concierge on Property...moreless

  • Cooking Utensils
  • Dishwasher
  • Ice Maker


  • Lanai / Gazebo
  • Outdoor Grill

Pool / Spa

  • Communal Pool:

    (2) 1 is the adult pool area down by the beach along with the jacuzzi ...moreless



from 9 traveler reviews
Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
Apr 16 - Jun 15, 2017
3 night min stay
Jun 16 - Jul 31, 2017
3 night min stay
Aug 1 - Aug 31, 2017
7 night min stay

Sep 1 - Nov 19, 2017
7 night min stay

$4,200 $15,750
Thxgiving (7Nt) + PreHoliday
Nov 20 - Dec 19, 2017
3 night min stay
Christmas / New Year
Dec 20 - Jan 3, 2018
10 night min stay
Jan 4 - Mar 31, 2018
7 night min stay

* Approximate Monthly rates, actual rate will depend on the days of the month you stay

Additional information about rental rates


  • Checkout Cleaning $250
  • Tax Rate 13.416%


Specials 14/21/30 Nights - ASK! *Summer/Fall/Spring Only*

Within 2 Months Of Arrival During Fall or Spring Only - $25 Off Daily Rate on Any Open Days *EXCEPT Dates of Nov 20-April 15 & June 15-Sept 1*

3-6 Day Rentals - Special Circumstances Only - ASK!

1 Bedroom Rates - ASK!

Thanksgiving Holiday - 7 Days Min

Stays 10 Nights Plus - Comp Check Out Clean

MidStay Clean -7 Days+ Stay

6 Person Max

Special Bedding Available In DEN - $500 Chg For KING BED Setup - 1 Time Fee

Housekeeping - Extra Fees If Additional Requested

Late Checkout (Past 11:30 AM) IF NEEDED & If you know Approxiamate Times *AT BOOKING ONLY*Up to 1/2 Day Charge - FOR STAYS OF 7 Days or Longer - Complimentary (*For Stays of Less Than 7 Days There May Be A Charge*) IF AT BOOKING YOU WOULD LIKE A LATER CHECKOUT YOU WILL NEED TO ASK SO WE CAN REGISTER THIS ON CALENDAR RIGHT AWAY OTHERWISE IT IS NOT GUARANTEED At Same Time You Are Welcome To Remain On Property After Checkout as The Front Desk Can Set You Up With Keys To Go In And Out Of Property Even After Checkout Of Villa - There Are Lockers & Refrigeration To Use And Use of Pools and Facilities Before Time of Departure

*****NOT on HOMEAWAY Online Booking System*****

*****NOT on HOMEAWAY Payment SYSTEM*****

*****DO NOT OFFER HOMEAWAY Reservation Form - **I send on a Personal Form

From my Gmail Account

*****I OFFER a 48 Hour Coutesy Hold for the most part*****

*****When you click on Booking I do not offer that service*****

Deposit Due At Time Of Booking - At Least 2 Nights Up To 7 Night Stay - Additional Deposit For Longer Stays

Holiday Deposit - 50% Rental (Christmas + Thanksgiving)

Add 1.5% If AMEX Card Is Used / Visa & MasterCard-No Fee

Other Payment Form: Cashier's Check , Bank Draft

Within 60 Days of Arrival Final Balance Due On Rest of Rent Plus All Taxes and Fees

All Deposits May Be NONREFUNDABLE.

Owner's cancellation policy:

Policy available by contacting owner when booking

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Last updated: 04/15/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates


Walking Paths along the Beach Side as well as Wailea Alanui Road going for over 2 miles


Owner info

About the owner: Nancy & David Cudlipp have owned a Vacation Rental Business for ~40 Years now and have included in this VRBO site our personal condo. Therefore we have our own Credit Card system in place as well as our personal Reservation Form that we send to you.

The Unique Benefits at this Villa:
Payment by check &/or credit cards NOT through Homeaway System. We offer to those qualified a 24 - 48 hour courtesy hold. There is NO NEED to click on "Booking" as any units not on Homeaway System seems to receive a Reply now **since February 2016** and seems to scare guests away from ad. It says that this is not "Personally Guaranteed ...." for some reason and when I went in to make a correction system would not take 2 forms of payment and thought 24 hours only was a bit short in most cases. Please try and disregard this horrible response. I give a longer courtesy hold and will respond to you when I can as well as offer you our Credit Card payment processing using the machine at Kumulani Vacations & Realty , which is in Kihei, HI. Thank you for your time and hope this clarifies the mixed messages. Nancy (Owner of Wailea Beach Villas VRBO #102890)

Contact us

Speaks: english
Response time: Within 2 days
Response Rate: 90%
Calendar last updated: 04/15/2017

Send email

Links to more information:

Guestbook comments from the owner

1 of 4


  • Living Room

    Living Room

  • Master Bedroom

    Master Bedroom

  • Dining Area

    Dining Area

  • Guest Bedroom (Choice: 2 Twins or King Bed Setup)

    Guest Bedroom (Choice: 2 Twins or King Bed Setup)

  • Grill Dinner on the Lanai

    Grill Dinner on the Lanai

  • Our Beach (1 of the Many Beaches within Walking Distance)

    Our Beach (1 of the Many Beaches within Walking Distance)

  • Entrance to Penthouse

    Entrance to Penthouse

  • Bar and Kitchen

    Bar and Kitchen

  • Master Bathroom

    Master Bathroom

  • Den (Daybed)

    Den (Daybed)

  • Guest Bathroom

    Guest Bathroom

  • Relax on the Lanai "Corridor Ocean Views as Palm Sway"

    Relax on the Lanai "Corridor Ocean Views as Palm Sway"

  • Entry Hallway

    Entry Hallway

  • Adult Pool (1 of the 2 Pools on Property)

    Adult Pool (1 of the 2 Pools on Property)

  • Penthouse Lobby and Shops

    Penthouse Lobby and Shops

VRBO #102890

This listing was first published here in 2006.

Date last modified - Thursday, May 25, 2017

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