Hawaii Bound Vacations

luxury villa rentals

Hawaii Bound Vacations: “Maui”

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 >>

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 >>

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 […]

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 […]

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 […]

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