Hawaii Bound Vacations

luxury villa rentals

Hawaii Bound Vacations: “All Islands”

Oʻahu Luxury Vacation Villas: The Paul Mitchell Estate HB401

Very Exclusive, Paul Mitchell’s Private Sanctuary in Hawaii. Sleeps 14-17.

Flush with success in New York in the 1970s, hairdresser Paul Mitchell came to Hawai’i in search of peace and renewal. He was born in a tiny village in Scotland, worked for a time in London, and made his way to New York at the height of Beatlemania in the mid-1960s. New York applauded this hairdressing and fashion genius. Fashion models and magazine editors embraced him, and it didn’t take long for his work to appear on the most prominent magazine covers of the time. Eventually, when the glamour and fast-paced lifestyle began to take their toll, Paul Mitchell sought sanctuary on the gentle shores of Hawai’i.

7 Bedroom / 11 Bathroom Click here to view more >>

Vacation Villas Maui: Palm Cottage HB123

Starting at $325 per night. This North shore oasis is exactly what the doctor ordered.  Sleeps 4.

Relax in this charming  bungalow for four or grab a picnic and enjoy lunch under the palm trees. Minutes away from world famous Ho’okipa beach park, Palm Cottage is the perfect pit stop between all of your Maui adventures. Paia town is a 10 minute drive away with local boutique shops and delicious dinning.

Private Ocean Front Cottage 2 bedroom, 1bath

The […]

2 Bedroom / 1 Bathroom Click here to view more >>

Luxury Villas Maui: Milo Cottage HB124

Starting at $550 per night. A cozy oceanfront ohana perfect for the family.  Sleeps 7.

Unwind in this charming 2 story house minutes away from surf and swimming. Walking distance to shops and restaurants in quaint downtown Paia, the two story cottage offers the perfect amount of privacy and retreat.  



Greet the sun each morning and evening from the double deck

Each level features a pair of bedrooms, the first a bedroom with a queen bed and another […]

4 Bedroom / 2 Bathroom Click here to view more >>

Villas Maui: Upcountry Paradise Estate HB125

Starting at $440 per night. Private, rural, Upcountry Maui. Sleeps 6.

Welcome to Upcountry Paradise Estate! This is a unique vacation property in a very tranquil, rural setting. Vacation in a charming, kama’aina style home surrounded by the beauty of nature. The unique style, and freshness of the home complements the “off the beaten path” location.  It is the perfect location to return to after a day of exploring the island.

We look forward to welcoming you!


Upcountry Paradise Estate, a unique, rural vacation […]

3 Bedroom / 2 Bathroom Click here to view more >>

Villas Maui: Upcountry Seaview Villa HB126

Starting at $750 per night. Ocean-view, Great for Families and Honeymooners Alike, Very Private. Upcountry Maui. Sleeps 2 to 10.

Welcome to Upcountry Seaview Villa!

This is a unique vacation villa, can be rented as a 5 bdrm, a 3 bdrm or a honeymoon suite, and offers ample space for family and friends to vacation together, with considerable privacy. Nestled against a large gulch, the views sweep across the ravine, over the green cane fields, to a panoramic view […]

1, 3, 5 Bedroom / 5 Bathroom Click here to view more >>

Luxury Villas Maui: Looking Glass Luxury Villa HB127

Starting at $1,000 per night. Very Private, Bird’s Eye View, Upcountry Maui. Sleeps 4-6.


Looking Glass Luxury Villa is not for people who want to go out to party every night.  But if you want to sit under the stars with people that you want to be with, eat delicious food that you just grilled, and forget about the rest of the world for a few precious days, then Looking Glass Luxury Villa is for YOU!

3 Bedroom / 4 Bathroom Click here to view more >>

Villas Maui: Oceanview Plantation House HB128

$500 per night. Oceanview, Royal Palm Orchard. North Shore Maui. Sleeps 8.

Crafted with love and great care, the Plantation property offers an oasis for relaxation and rejuvenation in a lush tropical environment. Enjoy oceanviews, outdoor showers and a Royal Palm Orchard!

The spacious vacation home is faced in coral and appointed with French Antiques and Teak Furniture. Long Lanais, secluded gardens and private outdoor showers compliment your island experience.

We look forward to welcoming you!

4 Bedroom / 3 Bathroom Click here to view more >>

Villas Maui: Kuau Reef Villa HB129

Starting at $890 per night. Oceanfront, North Shore Maui. Sleeps 6.

Welcome to Kuau Reef Villa! There are only a few places in the world where you can bask in the privacy and comfort of your backyard while overlooking a vista of waves, tide pools, surfers, windsurfers and sunsets.

This 3 bedroom villa is one of them. It is located right on the water on Maui’s north shore, in the quiet community of Kuau. Kuau is just a mile down the road from […]

3 Bedroom / 3 Bathroom Click here to view more >>

Luxury Villas Maui: Hale of the Sun Villa HB131

Starting at $1600 per night. Beachfront luxury, West Maui. Sleeps 7.

A luxury, 3.5 bedroom, beachfront home is a rare find in Lahaina town.  This one blends the best of Hawaiian island decor with all the modern amenities you need to enjoy a relaxing tropical vacation.

3.5 Bedroom / 4 Bathroom Click here to view more >>