In celebration of 21 years of successfully exceeding customer expectations, we’ve created a fresh new theme for Tropical Villa Vacations. Meet Private Paradise Villas!
The vacation residences featured in the Private Paradise Villas boutique collection serve as Your Own Private Paradise where you can relax and refresh in true luxury and true togetherness with every comfort and convenience provided. Select one of our exclusively managed and sumptuously prepared resort villas or homes, and experience an effortless vacation where you can “Delight In Every Moment”.

Add value and pleasure to your precious holiday with an abundance of personal pampering enhancements. Contact your Personal Concierge for information and reservations for Private In-Villa Chef Service, Private Yoga, Massage, and other Wellness and Fitness Fun, Art, Cultural and Sightseeing Explorations, Private Boat/Sailing/Scuba or Snokel Charters, Helicopter or Hiking Charters, Golf and Dining Reservations, Personalized Itineraries, Private Transfers and Transport, and other experiences that are custom crafted and exclusive to Private Paradise Villas.

Take comfort in knowing that we are the hands-on personal on-island property management and rental agent designated by the property owner for your rental residence. You are dealing with the direct rental source when you do business with Private Paradise Villas. We are a fully licensed firm with 21 years of experience providing dependable and knowledgable 5-star equivalent service, including complimentary Personal Concierge Service. We look forward to personally welcoming you to “Your Own Private Paradise” where you are greeted and serviced by a professional and dependable group of “locals” for a genuine and authentic travel experience.

In November 2014, Wailea Beach Villas was awarded three accolades by Condé Nast Traveler's Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of Top 100 Hotels & Resorts in the World. Tropical Villa Vacations is the exclusive rental agent and property manager for a custom curated collection of 22 of the very best Wailea Beach Villas. Click here to view the selection of exceptional resort villas and residential homes brought to you by Tropical Villa Vacations.


"Paradise! ★ ★ ★ ★ ★ I do extensive research via trip advisor etc before I travel. Everything you read here about Wailea Beach Villas is true! We did not want to leave and we are already trying to figure out when we can get back to WBV. We stayed at Azure Azul M212 and booked this villa through Tropical Villa Vacations. The villa was the nicest and best equipped property that we have ever rented. The service through Tropical Villa Vacations was top notch. We loved the wrap around veranda and the fact that we could open the walls to make this one big living space."
— The H Family, August, 2015
"Our family of 6, 2 teen boys and 2 teen girls, had the pleasure of staying at Bella Luna in March. It was even better than the pictures! Sure it was a splurge, but there is simply no better accommodations to be had in the Wailea area. The unit was so complete and so well stocked that there was not one single thing we could think of that wasn't already there. The furnishings were spectacular, the view from the lanai was breathtaking, and the sliding glass walls allowed us to enjoy the open air all the time. The appliances, electronics, were all top notch, as were the cookware and dishes.

I was impressed too with the management company, Tropical Villa Vacations. They were really on top of everything to make sure our trip was special. We will definitely go back to Wailea and stay in this unit again. I wouldn't want to stay anywhere else!"
— The L Family, April, 2015
"Tropical Villa Vacations 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 you and all of the other behind-the-scenes staff at Tropical Villa Vacations. 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


More about Private Paradise Villas...

Ownership, management structure, team members, and office locations are all unchanged. We have changed our email addresses and phone extensions. Go to the Contact Us page for updated email and phone contact information.

Private Paradise Villas is the direct rental source in Hawaii for a select boutique collection of curated 5-star equivalent vacation estates, resort villas, secluded retreats, and romantic hideaways. Based in sunny Kihei, we are the original villa rental agency that pairs sublime vacation residences with complimentary “Personal Concierge Service”®. In 2016, Private Paradise Villas celebrates 21 years of exceeding customer expectations!

This is the official web site for a select and exclusive hand-picked collection of extraordinary and exquisite resort residences, located within the “Wailea Beach Villas”, “Montage Kapalua Bay”, “Andaz Maui at Wailea”, and “Makena Surf”, all of which are beach front paradises set on the island of Maui. The exceptional resort residences featured on this web site are managed by our very own in-house property management team and Private Paradise Villas serves as the direct reservations source.

If you are seeking a vacation villa nestled within a beachfront resort, select one of the many privately owned and managed accommodations offered by Private Paradise Villas, and your reservation will be confirmed without having to pay a premium to receive the individual villa of your choice.

For those seeking unequaled personal privacy for solace and pure rest and relaxation, choose from one of Maui’s best private estates and homes, including legal and licensed short-term vacation rental properties such as Ka`anapali Sea Shells Beach House, Wailea Sunset Estate, Wailea Sunset Bungalow, Sapphire Seas Beach Estate, Mango Surf Beach House, Moana Hideaway, and Opal Seas at Baby Beach. True beach or ocean front legal and licensed private homes are rare on the island of Maui. Private Paradise Villas exclusively manages the majority of them and offers you the best selection available.

Create Your Own Private Paradise SM with the complimentary benefits of our trend-setting "Personal Concierge Service" - your ultimate resource for personalized vacation planning. The full enjoyment of all types of ocean recreation, adventure sports, spa services, personal pampering, and custom itineraries are just a phone call away. Our highly experienced staff have served many satisfied guests in the luxury hotel and hospitality industry for an aggregate of more than fifty years, including stints as Chief Concierge or Concierge Consultant at Four Seasons Hotels in Maui, Seattle, Beverly Hills, and Tokyo. Our service is entirely custom and reflects the individual expectations of each guest. Whether you are seeking new-luxury "sophistication without pretense" or traditional-luxury with "every wish indulged", the experienced and attentive staff of Private Paradise Villas will anticipate and accommodate your needs with exacting attention to detail.

Private Paradise Villas Hawaii is an "A La Carte" villa rental agency. Unlike the many residence or destination clubs where you may be asked to pay out large sums in the form of upfront membership fees with annual dues, Private Paradise Villas gives you the freedom to choose any one of Hawaii’s best vacation homes or villas without entering into a long-term investment. For each visit, you “pay as you go” on a per-rental basis, while choosing between many tempting options that range from contemporary glass walled estates, polynesian teak palaces or enchanting vintage beach cottages.

Within this web brochure you may sort a variety of options by island, resort area, number of bedrooms, per night rate, and other practical criteria. Professional quality photographs, an automated availability calendar, guest testimonials, and useful visitor links are other highlights.

Private Paradise Villas is a State of Hawaii Licensed Real Estate Broker RB#17787, State of Hawaii Licensed Travel Agency TA#3570, State of Hawaii Licensed Resident Limited Lines Insurance Producer #308034 (Entity ID# 202045). Endorsed by the International Association of Travel Agents Network “IATAN", Member of the Realtors Association of Maui, Hawaii Association of Realtors, and National Association of Realtors. “Private Paradise Villas”, “Personal Concierge Service”, and “Your Own Private Paradise”®ť are trade names and service marks protected by the State of Hawaii Business Registration Division and USPTO registrations. We are in “Good Standing” with the State of Hawaii Department of Commerce and Consumer Affairs.

The entire contents of this web brochure including all entity names, slogans, property names, photos, and all verbiage are the sole and exclusive property of Private Paradise Villas. They may not be duplicated in whole or in part, and may not be used in any media, or for any other purpose, without our prior written permission. All Rights Reserved 2016.