
Luxury rentals in Hawaiian Islands
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Top-rated luxury holiday rentals in Hawaiian Islands
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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.
4.96 out of 5 average rating, 83 reviews
NEW 4B Premium Villa Mauna Lani Beach, Hilton Pass
Experience completely reimagined luxury retreat in Ka Milo at Mauna Lani. No expense spared - stunning ocean view villa (3 of 4 BRs on 1st flr) features brand-new spa-inspired bathrooms, modern Hawaiian decor, and unique golf-inspired murals. Vaulted ceilings and bright open spaces create an airy feel, while the chef’s kitchen and indoor/outdoor design elevate island living. Steps to pools, hot tubs, fitness center, beaches, golf, dining, shopping. Private Beach Club access +Hilton Pool Pass
5.0 out of 5 average rating, 9 reviews
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 ...
5.0 out of 5 average rating, 4 reviews
30th Floor Luxury | Largest Lanai | Ocean Views
Designer-renovated in 2025, this exceptional 1,300 sq ft residence is the most premium Airbnb unit in Waikiki Beach Tower. Located on the 30th floor with free valet parking, the condo offers sweeping views of Waikiki Beach, the city skyline, and the mountains beyond. Featuring the largest private lanai in the building with an outdoor dining table for six, this rare condo offers space rarely found in Waikiki. Relax above the beach watching surfers and city lights.
4.89 out of 5 average rating, 38 reviews
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.
5.0 out of 5 average rating, 21 reviews
*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
4.99 out of 5 average rating, 154 reviews
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.
5.0 out of 5 average rating, 10 reviews
Luxury Estate | Infinity Pool & Spa | Sleeps 22
Magnificent, spectacular, and amazing describe Jasmine Villa, a brand-new 2024 Kukuiʻula retreat. This luxurious home offers sweeping views of the ocean, Kukuiʻula golf course, Hā‘upu mountains, sunrise, and full moonrise. Watch the Milky Way and meteor showers from the lanai, sun deck, or firepit. A perfect blend of comfort and natural beauty in one of Kauaʻi’s most exclusive communities.
5.0 out of 5 average rating, 18 reviews
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.
5.0 out of 5 average rating, 9 reviews
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".
4.98 out of 5 average rating, 63 reviews
Oceanfront Kona Villa w/ Sauna | 4 Beds • Sleeps 8
Oceanfront Kona Villa w/ Sauna | Sleeps 8 vrKCV - Hale Kai O"Kona 6 - Kona Seaside Yacht Villa, Professionally Managed by Kona Coast Vacations
5.0 out of 5 average rating, 6 reviews
Luxury Beachfront home on Hanalei Bay with A/C
Hawaii Life Rentals Presents Pinetrees Hanalei Beach House Located directly on the World-Famous Hanalei Bay on the Northshore of Kauai.
5.0 out of 5 average rating, 6 reviewsPopular amenities for Hawaiian Islands luxury holiday rentals
Other great luxury holiday rentals in Hawaiian Islands

6BR Kukuiula Estate with Private Pool & Spa
4.97 out of 5 average rating, 30 reviews
Kauai Villa | Stunning Views, Private Pool & Spa
5.0 out of 5 average rating, 23 reviews
Ridge 1921-22: Rare 3BR Luxury Villa w/Ocean Views
4.97 out of 5 average rating, 37 reviews
Mauna Lani Luxury| Beach Club, Pool & 2 Golf Carts
5.0 out of 5 average rating, 36 reviews
Hapuna Beach Paradise 2 BD Penthouse Luxury Resort
5.0 out of 5 average rating, 25 reviews
Kaunaoa 10B Luxury Mauna Kea Golf and Ocean Villa
5.0 out of 5 average rating, 4 reviews
Spectacular View Home for 24! Ocean golf mountain!
4.91 out of 5 average rating, 46 reviews
Kapiolani Ocean Villa: Pool, Spa & AC • Sleeps 20+
4.94 out of 5 average rating, 16 reviewsDestinations to explore
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