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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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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...

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...

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.

Makana Pool House

Kauai
5 Bedrooms
4 Baths
10 Guests

Hawaii Life rentals presents Makana Pool House, a 5 bedroom elegantly designed vacation rental in Princeville with pool, hot tub and aA/C

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.

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...

Kahakai

Perfect Beachfront Oasis on Hanalei Bay
Kauai
4 Bedrooms
 
4 Baths
8 Guests

A charming beachfront oasis on the famous Hanalei Bay, this beautiful traditional home offers four bedrooms and four bathrooms with ample living space inside and out. With breathtaking views of Hanalei Bay ringed by emerald mountains and pristine waterfalls, this home boasts one of the most...

Castle Surf PH#61

Oahu
2 Bedrooms
2 Baths
4 Guests

 

Fifty shades of ocean blue welcomes you at this one of a kind luxury residence. Hawaii Life Vacations presents Penthouse living at its finest. This 1439 sqft oceanfront apartment offers masterful detail and stunning, endless views. Art meets design and ultimate comfort with...

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.

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