Luxury rentals in Hawaiian Islands

NEW Luxury Villa | Mauna Lani Beach Club | Sunset

Completely upgraded island retreat in Mauna Lani! Beach Club access included! This stunning 3BR villa feels brand new with designer finishes throughout, elevated decor, luxurious furnishings, and bright open spaces with soaring ceilings. Enjoy multiple oversized lanais for morning coffee or sunset cocktails, a chef’s kitchen, spa-inspired bathrooms, and indoor/outdoor island living. Just steps to the resort pool, hot tub, fitness center, and a short drive to beaches, golf, dining, and shopping.

Cleanliness · Kitchen · Family · Beach · Amenities · Decor · Hospitality · Condition · Location · Outdoor spaces · Comfort · Nearby · Pool · Hot tub · Sleep quality · Bathroom · Quiet · Indoor spaces · Parking · Laundry · Backyard · Value

Private Oceanfront Estate Pool & Spa

Hale Ohia Kai is a private oceanfront estate directly above Holualoa Bay, with panoramic Pacific views, spectacular sunsets, and a pool and spa approximately 40 feet from the water. Designed for relaxed indoor-outdoor living, the estate features a spacious main house and three private guest suites, each with its own entrance and en-suite bathroom. Ideal for families, couples traveling together, and multigenerational groups. Walk to Magic Sands Beach, with Kona and Keauhou just minutes away.

View · Hospitality · Location · Pool · Layout · Family · Accuracy · Indoor spaces · Beach · Amenities · Outdoor spaces · Cleanliness · Kitchen · Comfort · Hot tub · Noise · Sleep quality · Quiet · Walkability · Condition · Decor · Nearby · Value · Bathroom · Grill · Getting around · TV · Parks · Hiking · Laundry · Access · Air conditioning

Pali Nui: Dramatic New Kukui'ula Estate

Spectacular resort-style luxury meets irresistible tropical charm in this beautiful, spacious, artistically appointed new 6BR/6.5BA villa. Delightful features abound: a magical swimming lagoon, "volcano spa", chef's-dream kitchen, alfresco showers & more! Jaw-dropping, breathtaking, spectacular: sometimes even the highest superlatives can seem like low-key understatement. Pali Nui - this uniquely gorgeous new Kukui'ula villa - is distinctively designed and stylishly curated, with artful ...

Hospitality · Location · Nearby · Family · Decor · View · Beach · Outdoor spaces · Access · Value · Indoor spaces

PiH: Mauna Kea Beach Escape, HapunaPark Waterslide

Mauna Kea Beach Escape is a brand new luxurious 4 bedroom, 4.5 bathroom. The home overlooks the world-renowned Hapuna Golf Course with stunning views of the Pacific Ocean. Guests enjoy access to the beautiful Hapuna Estates Amenity center, including its pool, spa, resort waterslide, fitness center, club house and 2 covered Hales. Enjoy the large private backyard with private pool and spa. All bedrooms have private bathrooms and the fourth bedroom is a detached  2nd story studio suite. 

Family · Pool · View · Beach · Hospitality · Location · Getting around · Sleep quality · Comfort · Nearby · Accuracy · Outdoor spaces · Bathroom · Kitchen · Quiet · Indoor spaces · Cleanliness · Amenities

Luxury Estate | Infinity Pool & Spa | Sleeps 22

Magnificent, spectacular, and brand-new 2024 Kukuiʻula retreat, Jasmine Villa offers luxury island living in one of Kauaʻi’s most exclusive communities. Enjoy sweeping ocean views, Kukuiʻula Golf Course, Hā‘upu Mountains, sunrise, and full moonrise. Experience stargazing like the Milky Way and meteor showers from the lanai, sun deck, or firepit. A perfect blend of modern comfort, privacy, and natural beauty, ideal for a luxury Kauaʻi vacation and unforgettable island experience.

Hospitality · Family · View · Outdoor spaces · Pool · Kitchen · Comfort · Decor · Bathroom · Grill · Indoor spaces · Laundry · Cleanliness · Beach · Sleep quality · Accuracy · Layout · Nearby · Getting around · Condition · Location · Amenities

Ridge 1921-22: Rare 3BR Luxury Villa w/Ocean Views

Welcome to Kapalua Ridge Villa 1921-22, a featured residence in our Luxury Collection and a rare three-bedroom, three-bath Platinum-Level townhouse with breathtaking ocean, island and coastline views. Beautifully renovated with sophisticated island interiors and professionally commissioned artwork, this exceptional Kapalua retreat offers spacious indoor-outdoor living and comfortably accommodates up to eight guests within the prestigious Kapalua® Resort.

View · Location · Beach · Hospitality · Family · Cleanliness · Nearby · Walkability · Accuracy · Kitchen · Pool · Condition · Amenities · Decor · Bathroom · Indoor spaces · Getting around · Sleep quality · Quiet · Comfort · Parking · Access · Air conditioning · Grill · Layout

Mele Kai Kona - Luxe Oceanfront Property with Pool

As close to the ocean as you can get, located in between two popular beaches in the heart of Kailua-Kona. The sundrenched interior is rich with coastal influence and a refreshing salted breeze. Beyond sky-high windows, the crystalline Kona Coast provides a striking vista. Pop open a bottle of icy champagne on the terrace as the sky transforms with an array of vivid hues. Copyright © Luxury Retreats. All rights reserved.

Hospitality · View · Location · Family · Beach · Kitchen · Bathroom · Comfort · Layout · Indoor spaces · Sleep quality · Decor · Pool · Outdoor spaces · Grill · Nearby · Laundry · Access · TV · Wifi · Parking · Cleanliness · Walkability · Condition · Biking · Amenities

*Fully Remodeled* Modern Island Style*

I am looking forward to hosting you at the Palms at Wailea 606 and making your vacation fun and enjoyable. The Palms is an upscale community that offers you great shopping, dining, golfing, world-class resorts, and beaches all within a few minutes. I offer you a clean, comfortable and memorable stay on the island. I want to make your Maui dreams come true! Mahalo and looking forward to seeing you! -Aini

Hospitality · Cleanliness · Location · Beach · Comfort · Kitchen · Family · Nearby · Amenities · Walkability · Accuracy · Indoor spaces · Sleep quality · Condition · Pool · Check-in · Decor · Checkout · Air conditioning · Bathroom · Noise · Quiet · Getting around · View · Value · Grill · Long stay · Hot tub · Parking · Outdoor spaces · Layout · Laundry · TV · Wifi · Shared spaces

Mauna Lani Luxury 3 BR Bliss : Pool, Beach Club

Located in the prestigious Mauna Lani resort on the Big Island of Hawaii. With 3 bedrooms and 3 en-suite bathrooms, this home can accommodate up to 6 guests comfortably. Enjoy the private pool & hot tub surrounded by nature. Not to mention, all of your family and friends can be under one roof! Enjoy drinks on the beach, hike the King's Trail and go to dinner at the world renowned Canoe House.

Beach · Location · Hospitality · Kitchen · Pool · Hot tub · Quiet · Family · Walkability · Biking · Outdoor spaces · Bathroom · Grill · Comfort · Indoor spaces · Parking · Cleanliness · Getting around · Backyard · Condition · View · Sleep quality · Access · Air conditioning · Amenities

Oceanview Estate w/ Infinity Pool & AC | Kona

STVR-19-345633/NUC-19-0299, Set within the gated enclave of Keauhou Estates, Hale Nai'a is a striking oceanview retreat where architecture, art, and horizon-wide vistas take center stage. From its dramatic entry to the infinity-edge pool overlooking Keauhou Bay, this private home delivers a confident sense of island living designed for connection, comfort, and unforgettable sunsets.

View · Hospitality · Pool · Comfort · Backyard · Accuracy · Location · Sleep quality · Cleanliness

Luxury Home with Pool: Mehana Makai, Kukui'ula

Modern elegance meets tropical ease in this stunning, spacious (4BR/4.5BA) upscale Kukui'ula neighborhood. Close to Poipu's finest beaches, restaurants, and shopping! Unwind either poolside in a chaise lounger or hammock, at the heated pool's swim-up bar or under the swinging bed in the "Pai Pai".

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Hapuna Beach Paradise 2 BD Penthouse Luxury Resort

Elevate your Hawaiian island getaway at Hapuna Beach Paradise™, a luxurious beachfront retreat on the Kohala Coast. This 5 star penthouse offers breathtaking sunsets and stunning unobstructed views of Hapuna Beach—voted the #1 beach in the USA by Forbes and TripAdvisor.

Hospitality · View · Location · Beach · Comfort · Family · Sleep quality · Kitchen · Accuracy · Indoor spaces · Cleanliness · Amenities · Outdoor spaces · Bathroom · Nearby · Pool · Decor · Hiking · Condition · Noise · Value · Check-in