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Explore Our Collection of Hawaii Luxury Property Rentals

We offer only the best vacation rental properties in Hawaii. Our Luxury Collection has been carefully curated to meet the highest standards and expectations of the most discerning travelers and guests.

Our Five Points of Luxury

Our Luxury Collection of Hawaii vacation rental properties include:


Full-Service Concierge

We believe that luxury is an experience, not a price point. We bring you the utmost in concierge services to provide an elevated experience and to make a lasting impression at every touchpoint throughout your stay.

Ultra-Premium Amenities

Our Luxury Collection offers ultra-premium amenities to meet the lifestyle requirements of discerning clientele. We curate properties that will provide the best possible vacation experience.

Inspired Design

Our Luxury Collection features inspiring, sophisticated architecture, design and décor to appeal to the most experienced traveler. We aim to create lasting memories by surrounding you with extraordinary beauty in both the natural and built environment.

Privacy and Security

Our Luxury Collection consists of highly curated properties chosen for their seclusion, privacy and security. We understand the unique needs of our clients and strive to provide the most relaxed, spontaneous and unencumbered vacation experience.

Exclusive Access

We provide our clients with exclusive access to some of the finest dining, art, entertainment and cultural experiences throughout the Hawaiian Islands.

We invite you to experience the highest level of luxury by choosing one of our Luxury Collection’s upscale, amenity-rich properties for your next Hawaii vacation.

Displaying 21 - 30 of 42 results matching your search criteria
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Hanalei Plantation

Kauai
3 Bedrooms
2.5 Baths
4 Guests

Hawaii Life Presents Hanalei Plantation
Welcome to your executive home away from home, secluded on exclusive Hanalei Plantation Road and walking distance to one of the North Shore's best-kept secret beach trails.

Kai Halulu

Kauai
3 Bedrooms
3.5 Baths
7 Guests

Hawaii Life Rentals presents Kai Halulu
Located in Kilauea, the wonder, activity and magnificence of the North Shore is just minutes away. This private and elegant 3BR/3BA house is a one-of-a-kind home that boasts exquisite custom design and detail.

Plantation Estate

Golf Course Villa with Ocean Views
Maui
4 Bedrooms
 
4 Baths
8 Guests

The Plantation Estate is a quintessential, classically Kapalua vacation villa located on 2-acres of the upscale Plantation Estates resort living community. Overlooking the 18th Green of the world famous PGA Tour Kapalua Plantation Golf Course, there is no doubt that this is a golfers paradise. From...

Paradise Point

Paradise Point Estate at Kailua Bay
Oahu
5 Bedrooms
 
6 Baths
10 Guests

The Plantation Estate at Paradise Point on Kailua Bay is a single level 5 bedroom/6 bed, 5.5 bath beachfront luxury rental home. Located on Kailua Beach on the windward shore of Oahu, the elegant, yet comfortable estate is recognized for its presidential and celebrity-level security and...

The Sullivan Estate

Private Estate and Spa Retreat
Oahu
6 Bedrooms
 
6 Baths
12 Guests

This property has a minimum rental reserve of 30 days in order to comply with Oahu zoning laws governing vacation rentals. Please contact us for rates and details.

Welcome to the Sullivan Estate & Spa Retreat, the first holistic anti-stress centre on earth. Located directly on the...

Wailea Luxury Residence Hoolei 93-3

Maui
3 Bedrooms
3.5 Baths
8 Guests

Hawaii Life Vacations reminds you that Life is Grand at Ho'olei, an exclusive gated community located directly across the street and a short walking distance to the renowned Wailea Beach and the Grand Wailea Resort. Residence #93-3 is the newest property at Ho’olei in the independent rental marketplace and presents...

Hale Mauna Nui

Kauai
4 Bedrooms
2.5 Baths
9 Guests

Hawaii Life Rentals Presents Hale Mauna Nui
Beautiful beachy modern 4 bedroom 2.5 bath home on the Makai Golf course.

Ainamalu Hale

Big Island
3 Bedrooms
3 Baths
10 Guests

Hawaii Life Rentals Presents Ainamalu Home in the beautiful Waikoloa Beach Resort. We purchased this fantastic property in January 2020 because we knew when we saw it that we wouldn't find someplace this perfect again.

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