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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 42 results matching your search criteria
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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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Wailea Luxury Residence Hoolei 23-3

Maui
3 Bedrooms
3.5 Baths
6 Guests

Hawaii Life Vacations presents the best Deluxe Ocean View residence #23-3 at Ho’olei in the heart of the Wailea Resort in South Maui. Handsomely adorned with high-end Bassman Blaine designer furnishings throughout, this home emanates luxury discernment.

Hale Nalu

Beachfront on Hanalei Bay
Kauai
3 Bedrooms
 
2 Baths
6 Guests

This beautiful beachfront Hanalei Bay home is located steps from the sand on Kauai's majestic north shore. It features 3 bedrooms, 2 bathrooms and ample living space both inside and out. Located just minutes from Hanalei town, you will never want to leave this perfect location.

Amenities

Master

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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...

Kilauea Lakeside Estate

Kauai
3 Bedrooms
3 Baths
6 Guests

Hawaii Life Rentals Presents Kilauea Lakeside Estate
Beautiful and Secluded Hawaii Retreat. This gated, botanical garden retreat consists of a 4-acre peninsula surrounded by a private 20-acre freshwater lake. Very secluded pool and spa.

Mahana 1119

Maui
2 Bedrooms
2 Baths
6 Guests



Mahana Residence #1119 proudly presented by The Stice Team of Hawaii Life Vacations is the most jaw-dropping direct beachfront 2d./2ba. home that you have ever seen. This tastefully remodeled residence is easily the most elegant home in all of the Mahana and...

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...

Royal Kailua

Stunning Beachfront Home in Kailua
Oahu
8 Bedrooms
 
8 Baths
16 Guests

Fully furnished beach and ocean front executive home to include: 8 bedrooms, 8 full bathrooms, 3 half baths, multi-level interior, no elevator, 2 structures, main 2 story 5 bedrooms, 5 full baths plus 2 half baths, separate single story cottage, 3 bedrooms, 3 full baths and 1 half bath,...

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.

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...

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