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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 11 - 20 of 40 results matching your search criteria
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Waipio Heaven

Big Island
4 Bedrooms
4.5 Baths
10 Guests

Escape to paradise at this private estate on the Hamakua Coast, featuring stunning views of Waipio Valley, a resort-style pool with waterfall and slide, hot tub, gourmet kitchen, and lush tropical grounds. Ideal for families and serene getaways.

Chun's Reef Estate

Oahu
6 Bedrooms
6 Baths
14 Guests

This large beachfront home has many separate private sleeping areas, perfect for multi-generational travel, bring the whole family! A/C throughout, hot tub, steps to world class surf, swimming, snorkeling and the beach days of your dreams. Near Haleiwa.

Lani Kai

Kauai
4 Bedrooms
3 Baths
8 Guests

Nestled along the serene shores of Hanalei Bay, Lani Kai, translating to "Heavenly Ocean Home," welcomes guests to its newly refurbished splendor. This spacious four-bedroom, four-bathroom abode caters perfectly to large families or couples seeking ample room to relax and rejuvenate. Recent renovations...

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...

Blue Sky Villa

Maui
5 Bedrooms
 
5.5 Baths
10 Guests

Come to Blue Sky Villa Maui for ocean adventures, long beach walks, calm warm waters that are perfect for swimming and paddleboarding, and balmy nights. Facing west you will see dramatic sunsets and bright night skies. Whether you are looking for an active family vacation or...

Nakoa Kai

Kauai
3 Bedrooms
3 Baths
6 Guests

Hawaii Life Rentals Presents Nakoa Kai
Exquisite three-bedroom vacation home is located in the heart of sunny Poipu, swimming pool, lovely barbeque area, outdoor lava rock shower, and a large, fenced yard.

Lei Ali'i

Oahu
4 Bedrooms
5 Baths
8 Guests

4 Bed | 4.5 Bath | Private Beachfront | World-Class Surf | Gated Estate + Wellness | Fitness area | Media Room and much more...

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