
Luxury rentals in Kailua-Kona
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Top-rated luxury holiday rentals in Kailua-Kona
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Kaunaoa 10B Luxury Mauna Kea Golf and Ocean Villa
Limited-Time Intro Rates Reserve Your Stay in Mauna Kea Located in Kaunaʻoa at the Mauna Kea Resort, this luxury villa overlooks the Mauna Kea Golf Course with ocean views, a spacious private lanai, pool, and spa. The 4-bedroom, 4.5-bath home sleeps up to 10 (8 adults max + 2 children under 12), offering seamless indoor-outdoor living. Guests enjoy exclusive Kaunaʻoa amenities and optional access to The Westin Hapuna Beach Resort, including beaches, pools, golf, tennis, and fitness facilities.
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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.
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Luxe- Access to Mauna Kea & Hapuna Beach included!
Luxury Hawaiian Retreat – Private Pool, Hot Tub & Exclusive Beach Access! Escape to this brand-new 4-bedroom oasis just minutes from famous beaches. Enjoy a private pool, hot tub, outdoor lounge, BBQ, and stunning golf course views. The chef’s kitchen, spacious dining, full laundry room, and resort-style amenities make for a perfect stay. Includes exclusive FREE beach access to Mauna Kea & Hapuna, pools, fitness centers, golf discounts, and more. Book now for the ultimate Big Island getaway!
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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
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Mauna Lani Luxury| Beach Club, Pool & 2 Golf Carts
Hale Mele 2 is a spacious 5,100 sq/ft Mauna Lani Retreat with breathtaking volcano and golf course views from a 270° balcony. Relax in the private pool and hot tub, unwind on the tropical balcony, explore the resort with 2 golf carts and e-bikes, and enjoy exclusive Beach Club access. Perfect for families or groups, this elegant home blends Hawaiian serenity, adventure, and resort-style amenities, offering indoor/outdoor living, lush landscaping, and unforgettable island experiences.
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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.
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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.
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PiH: Champion View-Private pool +Hilton Day Passes
Champion View Retreat is a single-level 4 bedroom plus bonus room, 4.5 bathroom located in the prestigious Champion Ridge gated community. The home overlooks the world-renowned Mauna Lani North course with the Pacific Ocean beyond. Enjoy the large private backyard with private infinity pool and spa PLUS access to the Mauna Lani Beach Club PLUS free Hilton Resort Pool and Waterslide Passes
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Oceanview Estate w/ Infinity Pool & AC | Kona
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.
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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.
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Ultra Luxurious New Home - Four Seasons Hualalai
Welcome to your ultimate vacation retreat in the Hualalai Resort Community! Step into luxury and relaxation with this brand-new, meticulously crafted 6,000 square foot, 6-bedroom home boasting the finest finishes and unparalleled comfort.
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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
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Popular amenities for Kailua-Kona luxury holiday rentals
Other great luxury holiday rentals in Kailua-Kona

Stunning Oceanfront Penthouse - Steps from Beach
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Spacious 8BR w/Ocean Views, Sleeps 16
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Hillside Villa 1102 Hualalai
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Puako Hylton
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Four Seasons Hualalai Resort - Hillside Villas
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Luxurious Hualalai Resort Home w/ Pool, Spa & More
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Island Oasis: Ocean Views w/Heated Pool/Spa, Green
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Holua Kai #27: Oceanfront Villa w/ Pools & Spa
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Destinations to explore
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- Luxury rentals Hawaii County
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- Luxury rentals United States
- Hapuna Beach
- Waikōloa Beach
- Mauna Kea
- Kohanaiki Private Club Community
- Waikoloa Beach
- Mauna Lani Beach Club
- Kilauea
- Sea Village
- Spencer Beach Park
- Manini'owali Beach
- Makalawena
- Puʻuhonua o Hōnaunau National Historical Park
- Magic Sands Beach Park
- Waialea Beach
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout
- Punaluu Black Sand Beach
- Kona Farmer's Market
- Kua Bay
- Hapuna Beach State Recreation Area
- 49 Black Sand Beach
- Captain James Cook Monument
- Kealakekua Bay State Historical Park
- Kailua Pier
- Things to do Kailua-Kona
- Water sports Kailua-Kona
- Outdoors Kailua-Kona
- Things to do Hawaii County
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- Wildlife Hawaii County
- Art workshops Hawaii County
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