Wailea Sunset Estate


4 8 4 + 1 half

The Wailea Sunset Estate is a legal hotel zoned ocean front vacation home which may be rented in combination with the adjoining Wailea Sunset Bungalow for a total of as many as six-bedrooms and six-and a half baths for up to 14-guests.

The Wailea Sunset Estate is quite possibly the most successful and the most enjoyable and pleasing vacation residence on Maui. More than any other vacation home known to us, the Wailea Sunset Estate is a very special abode that is warmly welcoming and comfortable. An extraordinarily high percentage of guests repeat their visit to the Wailea Sunset Estate.

The Wailea Sunset Estate is a beautiful 4 000 square foot newer luxury estate four bedroom home with five and a half bathrooms. The Wailea Sunset Estate is situated near two sandy swimming beaches and the properties border Wailea Resort. Unlike at many nearby hotels there are no extra resort fees charged.

Guests have exclusive use of their own hot tub and pool situated under the stars.

The Wailea Sunset Estate has a priceless and stunning panoramic ocean front setting. A sprawling manicured grass lawn slopes down to the water's edge where a pebbly cove invites you to snorkel, swim, boogie board, kayak, and scuba dive right from your home! Waves lap gently along the shoreline and may be heard day and night. Kick back and view the crystal clear ocean and the glittering starry night skies from the dramatic elevated upstairs decks.

For guests who wish to stay connected during their holiday there is wireless high speed internet service at no extra charge. Several rooms have convenient hardwired cable modem ethernet jacks. Since December 2011 there are all new larger flat panel televisions with high definition service throughout the property. The living room has a 3D television. There also is an iPod docking and two Xbox consoles provided in the main living area and another in the twin bedroom. We never knew auto racing could be so fun, it is not just for youngsters!

Luxurious accents include a gated entry, hand etched frosted glass floor to ceiling sliding glass doors to welcome you, a covered hot tub spa, motorized exotic bamboo sun shades throughout, a double set of privacy blinds in all bedrooms, central split zone air conditioning, security system, private en-suite bathrooms, a complete entertainment center in each bedroom and living room including a 3D 65" HDTV, an iPod docking station and tropical theme interior decor.

The detailing of Wailea Sunset Estate is superlative. Our photos cannot adequately share the overall experience with you, but while viewing the slide show, make note of the delicate hand carved Balinese trims, down filled furniture, inlaid mosaic tile floors, warm polished dark mahogany and rosewood floors and cabinets, woven ceilings outlined with mahogany trim, bamboo hand railings, sea foam green marble counters, soothing natural color scheme with Hawaiian print wallpapers and bed covers, silky hand woven Tibetan area rugs, and charming tropical detailing such as turtle shape door knobs, and painted fish on ceramic tiles.

The upstairs ocean view patio is a lush lounging oasis with jumbo potted plants, teak furnishings including a rocking chair and game table, reading light sconces and spectacular ocean and sunset views with multiple propane tiki torches.

For your enjoyment there is both indoor and outdoor dining, outdoor hot and cold shower, washer dryer, board games, an extra outdoor table and chairs for entertaining friends, beach chairs, towels and every possible amenity to provide you with life long memories of a sea side holiday from heaven!

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Rates & Fees


Category Date Range Rate Min stay
Winter Feb 2 2022 to Feb 19 2022 $4,950 per Night 6 Nights
Winter Feb 26 2022 to Mar 12 2022 $5,200 per Night 6 Nights
Spring Break Apr 4 2022 to Apr 23 2022 $5,950 per Night 6 Nights
Spring Apr 24 2022 to Jun 9 2022 $5,250 per Night 6 Nights
Summer Jun 10 2022 to Sep 10 2022 $5,850 per Night 6 Nights
Fall Sep 11 2022 to Nov 15 2022 $5,250 per Night 6 Nights
Thanksgiving Nov 22 2022 to Nov 26 2022 $6,950 per Night 6 Nights
Late Fall Nov 27 2022 to Dec 15 2022 $5,250 per Night 6 Nights
Christmas | New Year's Dec 16 2022 to Jan 8 2023 $8,500 per Night 14 Nights
Winter Jan 9 2023 to Mar 12 2023 $5,350 per Night 6 Nights
Spring Break Mar 13 2023 to Apr 19 2023 $6,250 per Night 6 Nights
Spring Apr 20 2023 to Jun 7 2023 $5,350 per Night 6 Nights

Other Fees

Outclean $1,500 Flat  
Security Deposit $5,000 Flat Refundable


GE Tax 4.17%
TATTransient Accommodation Tax (TAT) 13.25%
Service Charge 10.00%


Check-in time: 15:00 Check-out time: 11:00

Additional Info

• Maximum eight guests (including children over the age of two).

Amenities & Activities

  • Air Conditioning
  • Hot Tub
  • Housekeeping/Staff
  • Pool
  • Wifi
View all amenities


  • Beachcombing
  • Bird Watching
  • DeepSea Fishing
  • Eco Tourism
  • Fishing
  • Golf
  • Scuba diving
  • Snorkeling
  • Swimming


  • Reefs
  • Restaurants
  • Volcano


  • Board Games
  • Books
  • CD Player
  • DVD Player
  • IPod Dock
  • Netflix
  • Pool Table
  • Satellite or cable
  • Television
  • VideoGames


  • Air Conditioning
  • Hot Tub
  • Housekeeping/Staff
  • Pool
  • Wifi

Indoor Features

  • Pool/Beach Towels
  • Safe
  • Toiletries
  • Washer/Dryer
  • Wine Fridge


  • Blender
  • Coffee maker
  • Cooking utensils
  • Dining Area
  • Dish washer
  • Espresso Machine
  • Fully Equipped Kitchen
  • Ice Maker
  • Iron & board
  • Microwave
  • Oven
  • Refrigerator
  • Stove Top Burners
  • Toaster

Nearby Facilities

  • ATM/Bank
  • Fitness Center
  • Groceries
  • Restaurants
  • Shopping

Outdoor Features

  • Dining Table
  • Fire Pit
  • Garden
  • Heated pool
  • Kayak
  • Lounging Area
  • Outdoor grill
  • Parking
  • Patio
  • Poolside Lounge Chairs
  • Private Pool


  • Driver Optional ($)
  • Housekeeper(s)

Additional Information

Special Health and Safety Measures

  • Disinfectant used for cleaning
  • Enhanced cleaning practices
  • High-touch surfaces disinfected
  • Linens washed at high-temp
  • Masks and Distancing protocols during Check-in/Checkout
  • Min 72 hours between stays
  • Self-checkin/checkout available

Industry Association Recommended Cleaning Practice: Sanitary Protocol


Bedrooms (4)

Bedroom 1 | Master 1 King 2 Guests Additional Info
Bedroom 2 2 Single 2 Guests Additional Info
Bedroom 3 1 King 2 Guests Additional Info
Bedroom 4 1 Queen 2 Guests Additional Info

Bathrooms (4 + 1 half)

Bathroom 1 | MasterToilet, Tub, Shower, Jet tubEn-suite
Bathroom 2Toilet, Tub, ShowerEn-suite
Bathroom 3Toilet, Tub/Shower ComboEn-suite
Bathroom 4 | HalfToilet
Bathroom 5 Toilet, Shower


Wailea-Makena, Hawaii

From $4,950 - $8,500/night


Talk to us: 1-800-208-5097

$4,950 - $8,500 /night