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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 31 - 39 of 39 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.

Ula'ula Estate

Kauai
5 Bedrooms
 
4 Baths
10 Guests

This spectacular beachfront home is located directly in the center of Hanalei Bay. With sweeping views out on to Hanalei Bay, this expansive property features a beautifully remodeled 4 bedroom plantation-style main house, plus spacious 1 bedroom guest house. One of the largest beachfront properties in...

Hanalei Dream

Kauai
5 Bedrooms
4 Baths
14 Guests

Hawaii Life Rentals presents Hanalei Dream
Gated, Five Bedroom Beachfront Estate on the Sands of Hanalei Bay, Kauai

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...

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.

Hale Moli

Kauai
3 Bedrooms
3.5 Baths
6 Guests

Hawaii Lfe Rentals Presents Hale Moli - Luxury resort amenities and five star location. A completely renovated home located on the famed 7th hole of the Makai Golf Course in Princeville. Breathtaking sunset views in a meticulously crafted home.

Plantation Beach Estate

Sandy Beach Plantation Style Estate in Lahaina
Maui
6 Bedrooms
 
6 Baths
12 Guests

This amazing estate is situated just a few minutes stroll to the harbor and downtown Lahaina rich with island history and culture!

The Estate's superior quality extends from the granite countertops throughout, the beautiful hardwood Tiger flooring in the master bedroom suites to the special tile...

Anini Beachfront Vacation Rental

Anini Beachfront Estate
Kauai
4 Bedrooms
 
4.5 Baths
8 Guests

With a spectacular oceanfront setting, this airy modern home lets you take full advantage of one of Kauai’s most beautiful beaches. Just steps from the door, the calm turquoise waters of Anini Beach offer year-round snorkeling and paddle-boarding. Expansive glass walls open to the sights and sounds

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