Hawaii Bound Vacations

luxury villa rentals

Hawaii Bound Vacations: “All Islands”

Luxury Villas Maui: Orchid Hale HB117

Starting at $515 per night. Three story, garden view villa by Napili Bay. Sleeps 8

Aloha and welcome to the Orchid Hale, an elegant 3 story vacation home located at doorstep to beautiful Napili Bay & the Kapalua Resort.

Napili is a small beach town famous for its quiet Hawaiian charm, fabulous beaches, great snorkeling […]

3 Bedroom / 2.5 Bathroom Click here to view more >>

Villas Maui: Villa Puamana HB118

$775 a night and up. Oceanfront Town-home, Walking Distance to Lahaina Town’s Front Street. Sleeps 8.

Let your Maui adventure begin at Villa Puamana in a tropical oasis next to the beautiful blue Pacific Ocean. Villa Puamana is a perfect setting for your family’s get together or romantic honey moon. As you enter the townhome you are greeted by the sights and sounds of the beautiful ocean, swaying palms, and the island of Lanai from a distance. Villa Puamana is a […]

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

Villas Maui: No Ka Oi Hale Beachfront HB119

$750 a night and up. Beachfront, private luxury near Lahaina town. Sleeps 6.


The No Ka Oi Hale is the Tropical Beachfront home of your dreams. This idyllic plantation home is located on a beautiful white sand swimming beach on the North end of Lahaina Town. No Ka Oi Hale offers the best combination of quality, comfort, and luxury amenities for your Maui vacation.  

A Bright, Airy Beachfront Villa on Maui

This tastefully rebuilt Historic Plantation home features 3 bedrooms, 2 baths, vaulted […]

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

Villas Maui: Tropical Bamboo Villa HB120

Starting at $500 per night. Lush, private setting. Tropical fruit gardens. Upcountry Maui. Sleeps 6-10.

Welcome to your own private Maui Mini-Resort!

Tropical Bamboo Villa offers four acres of tropical grounds, complete with its own pool, sauna, hot tub, tennis court and lush tropical fruit garden (all photos in the slideshow are from the property!)

The home is one level, spread out and nestled into the slight slope of the property and has a very […]

3, 4, 5 Bedroom / 5 Bathroom Click here to view more >>

Luxury Villas Maui: Tropical Mauka Makai HB121

Starting at $600 per night. Ocean View, Tropical Fruit Orchard – North Shore Maui. Sleeps 2-6.

Upon arriving to “Hale Mauka Makai” vacation rental you are greeted with serenity and beauty. Gazing toward the mountains you see the Majestic slopes of Haleakala Crater “The World’s Largest” dormant volcano. Looking toward the ocean you have a panoramic view of the crystal clear waters of the Pacific Ocean. Admire the fabulous mountain view while relaxing by the pool, strolling through the gardens and picking fresh tropical flowers and fruit from the orchard.

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

Luxury Villas Maui: Kahana Seaside Luxury Villa HB122

Starting at $2400 per night. Oceanfront privacy, West Maui, sleeps 10-12

Notice: This villa is for sale, so can only be reserved 90 days out.

The Kahana Seaside Villa is a spectacular 5,200 sq. ft. Grand Plantation style Maui vacation rental home, located between Kaanapali and Kapalua.

This Villa offers luxury, privacy and easy access to restaurants, shopping, golf courses, and Lahaina Town. Share The 5 bedroom/ 5.5 Bathroom meticulously manicured acre with turtles and whales.

5 Bedroom / 6 Bathroom Click here to view more >>

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 […]

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