Wailea Sunset Bungalow
Available for reservations through 8/21/2025•18 months out
Tax Map Key #210110060000
Visit The NEW Wailea Sunset Bungalow! Renovated, updated, and re-decorated from top to bottom!
The adorable oceanfront 2 bedroom Wailea Sunset Bungalow has just been renovated and redecorated. Enjoy classy coziness in this iconic oceanfront vintage cottage. Reserve now and enjoy the priceless ambiance of this direct oceanfront home, set on one full acre with immediate ocean access. Your visit will be enhanced with an array of updated comforts.
Please read the effusive guest comments to learn why the Bungalow has always been one of the most popular legal vacation homes in the Wailea-Makena area for more than 20 years.
Wailea Sunset Bungalow features beautiful Italian ivory sofas, vintage opium wood coffee table, and a unique over-dyed wool rug in beautiful shades of deep blue, eggplant, turquoise, and teal.
The Wailea Sunset Bungalow may be rented separately or in combination with the adjacent Wailea Sunset Estate. When rented together, both properties total 6 bedrooms and 6.5 baths for up to 12 guests.
Wailea Sunset Bungalow iis located on Maui island, listed as the third best place in the World to visit, and the fourth best place to visit in the US, according to the best vacation rankings for 2022-2023 published by U.S. News & World Report. Maui island was also voted #2 Best Island in the U.S. by Condé Nast Traveler’s Readers’ Choice Awards published on October 17, 2017. And for the seventh year in a row in 2018, Maui earned the coveted top spot as the #1 Hawaiian Island from Travel and Leisure’s esteemed readers!
We encourage all prospective guests to please read the extensive guest comments by clicking on the Testimonials link. The effusive and satisfied comments from past customers tell it all, but here are just a few more:
"Thank you for opening this home to guests. We greatly enjoyed our stay here. We were very appreciate of our proximity to the ocean. We just enjoyed listening to the waves and birds. Seeing turtles out front was delightful. We were very fortunate to have the best sunset our last evening here which just made it that much more special. To more sunsets and to all those who stay here.... Cheers!" V Family
"This is the third year in a row that my sister-in-law and I have stayed in your quintessential tropical paradise. Each year we appreciate the ability/opportunity to be your guests more. Thank you for providing/sharing this luxurious yet simple island paradise. My husband and I are frequent visitors to Maui, and we can't imagine staying anywhere else, as this is "Hawaii". We cannot wait to come back. Mahalo, Mahalo, Mahalo T Family
"Wow! Turtles, Whales, a beautiful bungalow, and PARADISE. I`m dizzy. Who could ask for anything else? I mean, an outdoor shower, Jacuzzi, a beautiful view, and a huge play area. Now that is what I call paradise. We enjoyed this beautiful house for 8 days and never got tired of it. After we finished one thing we were off to the next! We'll be back!"
"Just a beautiful spot. Mai Tais on the lawn each evening. Watching the turtles bob up and down with whales breaching behind them. Ridiculous!! Sandy beach just down the path is worth spending a few afternoons relaxing. You'd be hard pressed not to enjoy this place."
"We are back from Maui and missing it already. I was just watching some video shot at the Bungalow. The Wailea Sunset Bungalow was just a joy. I have never stayed in a rental property that was so fully stocked with stuff. It is luxurious there and very comfortable. We had some nice dinners at the Bungalow. Well, we are super spoiled now and will have to come back for more Maui fun! Thanks again and we hope to book the Bungalow in the future. Thanks for all you do to make your renters comfortable."
The Wailea Sunset Bungalow is a little piece of heaven on earth. The Wailea Sunset Bungalow is a vintage cottage with charming nostalgic ambiance reminiscent of Hawai`i of yester-year. Choose the Wailea Sunset Bungalow and experience seaside living as it was before the introduction of mega-mansions to our tropical island paradise.
This is not new construction. We make every effort to provide comfortable furniture, abundant electronics, and useful amenities. The 2 bedroom and 1 bath Bungalow has a brand new outdoor 18 jet, extra deep hot tub spa, air conditioning in all rooms, iPod dock, multiple HD televisions, high speed wireless internet access, four padded outdoor chaise lounge chairs, hammock, indoor and outdoor dining, and best of all, a simply priceless location nestled between 2 sandy swimming beaches.
Guests of the Bungalow may enjoy their own private (brand new)hot tub under the stars with panoramic views of the turquoise ocean and crimson sunsets. From time to time when a south swell is generated in the South Pacific, some smaller waves break along the shoreline. A verdant manicured sprawling green grass lawn frames the properly perfectly.
The Bungalow has a gated entry, a comfortable living room with plenty of seating and fabulous floor to ceiling sweeping ocean views, indoor and outdoor dining, additional outdoor hot & cold outdoor garden shower, wi-fi, netflix, HD television programs, washer and dryer and iron and board, safe, fully equipped kitchen, a propane BBQ grill, beach chairs and towels, and many other amenities to provide you with life long memories of a terrific sea-side holiday.
One bathroom is conveniently placed between the 2 bedrooms. There are 3 televisions, one in each bedroom and iPod dock in the master bedroom. HD television programs and Netflix are also available!
Stroll just one block to sandy swimming beaches (Polo Beach or Palauea White Rock Beach) or swim, snorkel, scuba dive, boogie board, surf or kayak directly from the shore in front of the Bungalow.
The Fairmont Kealani Resort, Cafe Ciao Deli and Store, Four Seasons Resort, Wailea Blue Golf Club, Mulligan's Irish Pub, and other upscale restaurants and shops in the swanky new Shops at Wailea are just a few easy blocks away. Hike over one block to pick up a pizza or fresh pastries from the Fairmont Kealani Deli and dine leisurely back home on your own private ocean front deck.
GUESTS of Private Paradise Villas rental management and reservation service receive access to many valuable services...
Your Personal Concierge is available for complimentary assistance to assemble a Custom Concierge Itinerary prior to your arrival, including assistance with golf tee-times, dining reservations, child care, private boat charters, jet charters, sailing, snorkeling, or scuba dive excursions, swimming or surfing lessons, tours and sightseeing, exclusive helicopter tours, in-villa massage and spa pampering, portrait photographs, and any and all other special needs.
Private Paradise Villas, based on Maui Island, was chosen by a handful of discerning owners to serve as their meticulous and conscientious independent rental and management representative. Private Paradise Villas is the direct and exclusive source for reservations for this accommodation. We will be personally responsible for your comfort and enjoyment during your vacation.
Private Paradise Villas manages a boutique collection of the very best villas and private homes on the island of Maui. In 2024, we celebrate 29 years of exceeding customer expectations!
Private Paradise Villas is the direct and exclusive source for reservations for this accommodation. We will be personally responsible for your comfort and enjoyment during your vacation.
We also provide all guests with a distinctive and innovative selection of private services and amenities including our complimentary no-charge "Four Seasons Hotel" quality "Personal Concierge Service", a resourceful and gracious guide to getting the most out of your Maui vacation. Your Personal Concierge is available for complimentary assistance to assemble a Custom Concierge Itinerary prior to your arrival, including assistance with golf tee-times, dining reservations, child care, private boat charters, jet charters, sailing, snorkeling, or scuba dive excursions, swimming or surfing lessons, tours and sightseeing, exclusive helicopter tours, in-villa massage and spa pampering, portrait photographs, and any and all other special needs.
A recent guest had this to say about our service..."Private Paradise Villas is the real deal - a genuine dream team of vacation experts for anyone wanting a spectacular holiday! I want to send this message of thanks and appreciation to all of the other behind-the-scenes staff at Private Paradise Villas. This has been a wonderful holiday for our family which would not have been possible without your help in guiding us towards this gorgeous villa. You have been efficient, kind, organized, conscientious, insightful, and a model of integrity. Many, many thanks to you all, and our best wishes for continued success with clients on both sides of the ledger - the ones who own the villas and the ones who rent them. You do a great job balancing the equation for all parties." The F Family. May, 2014
|Beach & Ocean Front
|Located in the heart of the Wailea-Makena Resort Coast
|Ocean Front Panoramic Views!
|1 Bedroom is a new Cal King mattress. The other bedroom can be made up either as 2 extra-long twins or 1 regular king bed.
|1 full bathroom with an additional outdoor hot and cold shower in an enclosure for showering off after the beach!
Rates are subject to the following Hawaii state taxes:
|Maximum Occupancy Including Children
|4 guests maximum. Infants and toddlers under two (2) years of age at the time of occupancy, may be excluded from the total guest count. Toddlers and children age two (2) and above at the time of occupancy will be included in the total guest count. The total guest count may not exceed the stated number of persons. We reserve the right to request (and receive prior to accepting a reservation), actual written proof of birth date (month/day/year) for any toddlers or infants a family wishes to have excluded from the total guest count. Also rent the adjacent Wailea Sunset Estate, and as many as 12 persons may enjoy this exceptional side-by-side two-home setting.
Christmas & New Year Rate
Click this link to transfer to the Christmas and New Years page to view all properties available over Christmas and New Years
|Initial Reservation Payment
|50% of rate & taxes
|Final Reservation Payment
|60 days prior to arrival
|Housekeeping Services Provided
Our villas are extremely well stocked with an abundant supply of towels, blankets and extra bed linens, along with soap and cleaning products. There is plenty of inventory to suffice for several days. There is a laundry room within Your Own Private Paradise residence that provides a washer/dryer, laundry soap and supplies, iron/board, sewing kit, and other generous supplies. Personal laundry, clean up in the kitchen after cooking or meals, and grill cleaning, are not performed during occupied housekeeping services, unless arranged in advance and paid for separately.
For details about the inclusive no-charge (complimentary) housekeeping services provided with your reservation, please refer to the rental cost quote provided to you at the time of first placing your reservation. You will receive information about the housekeeping schedule (dates and times) upon check in. No housekeeping service on national holidays. Inclusive housekeeping service may vary based on rate paid or length of stay or property. Limited properties provide cleaning every day. Most provide one “deep” cleaning every 3-4 days based on a minimum rental term of 6 nights at advertised rate.
Reservations with inclusive housekeeping receive the following assistance per housekeeping service:
|Extra Housekeeping Cost
|Additional a la carte housekeeping service is $55 per hour per housekeeper plus tax with a 2 hour minimum.. Advance notice is requested. Subject to availability.
|Check In Time
|Check Out Time
|Beach & Ocean Access
|There is direct access into the water in front of the Bungalow when ocean conditions are safe, in order to snorkel, swim, scuba dive, kayak, and when a seasonal south swell arrives you can even boogie board or surf right out in front of the Bungalow!
|In the garden there is a Brand New 18 jet extra deep hot tub spa which is private just for use by guests of the Bungalow.
Split-Zone AC in all rooms! Otherwise, when not using the air conditioning, there are often very pleasant breezes that sweep down from the mountain or inwards from the sea, and if the windows on both sides are left open, the rooms are comfortable. We also provide ceiling fans in all rooms.
Air Conditioning should never be set to cool below 70-72 or the equipment may freeze or experience any other damage. Most homes and villas in Hawaii are equipped with residential grade equipment which does not provide bottomless cooling. Cooling is available to a reasonable temperature, usually in the 70-72 range on the very low end. Most guests find that a setting of 72-74 is very comfortable once a unit has been allowed to cool down and with doors and windows closed. At select properties, the air conditioning may only function to a temperature in the 72-74 range with lower temperature settings mechanically excluded.
|On the ocean side porch is a propane BBQ grill.
|Digital cable is provided for each television with free streaming Netflix content. The living room television is equipped with surround sound speakers, as well as an iPod dock.
|A brand new wood dining table is set in the great room. It seats 6 comfortably. A patio table with umbrella is set on the ocean side outdoor deck that seats 4-6 persons.
|Approx Interior Size
|Approximately 1,000 square feet
|Approx Lot Size
|Approximately 1 acre
|VILLA SPECIFIC DISCLOSURES
|+View Bedroom Details
|Master Bed Type
|Master Bed View
|Master Bed Bathroom
|Shared Hall Shower/Tub Bath
|Master Bed Floor
|Master Bed Closet(s)
|Master Bed Patio/Lanai
|Master Bed Electronics & Entertainment
|Flat Panel Television, iHome iPod Alarm Clock Radio, Phone
|Master Bed AC
|There is a wall mounted air conditioner with remote control and a lighted ceiling fan
|Bed #2 Type
|1 King Bed or 2 Twin Beds
|Bed #2 View
|Bed #2 Bathroom
|Shared hall Shower/Tub Bath
|Bed #2 Floor
|Bed #2 Closet(s)
|Bed #2 Patio/Lanai
|Bed #2 Electronics & Entertainment
|Smaller Flat Panel TV with iHome iPod Alarm Clock Radio, Phone
|Bed #2 AC
|There is a wall mounted air conditioner with remote control and a lighted ceiling fan
|Bed #3 Type
|Bed #3 View
|Bed #3 Bathroom
|Bed #3 Floor
|Bed #3 Closet(s)
|Bed #3 Patio/Lanai
|Bed #3 Electronics & Entertainment
|Bed #3 AC
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|Bed #4 View
|Bed #4 Bathroom
|Bed #4 Floor
|Bed #4 Closet(s)
|Bed #4 Patio/Lanai
|Bed #4 Electronics & Entertainment
|Bed #4 AC
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|Bed #5 Bathroom
|Bed #5 Floor
|Bed #5 Closet(s)
|Bed #5 Patio/Lanai
|Bed #5 Electronics & Entertainment
|Bed #5 AC
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|Bed #6 View
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|Bed #6 Floor
|Bed #6 Closet(s)
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|Bed #9 Floor
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|Bed #10 Type
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|Bed #10 Floor
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|Bed #10 Patio/Lanai
|Bed #10 Electronics & Entertainment
|Bed #10 AC
|OTHER NON-STANDARD AMENITIES PROVIDED IN THIS VILLA
|A safe is installed in the Bungalow for guest use.
|None. Please enjoy complimentary Netflix and Apple TV 4K.
|Nearby in Wailea Resort there is a private gym available when hiring a private trainer, or drive a short distance to Kihei Town where there are two gyms that welcome visitors on a daily or weekly paid pass program.
|Nearby at several bars and lounges. Inquire with your Personal Concierge.
|Complimentary secure, password protected, high-speed wireless internet service provided.
|A small assortment of basic office supply is stocked along with a fax and answering machine, and complimentary access to a high speed wireless internet connection.
|Some tiki torches are provided with a starter supply of fuel canisters.
|Other Non-Standard Amenities Provided in this Villa
|Outdoor enclosed hot/cold shower, large washer/dryer, Tassimo coffee maker and espresso machine, campfire pit near edge of ocean, large manicured grass lawn, gatend entry. Direct ocean access from property to swim, snorkel, scuba dive, kayak and boogie board or surf when the surf is up!