
Luxury rentals in Kailua-Kona
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Top-rated luxury holiday rentals in Kailua-Kona
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Oceanview 4BR Villa • Pool, Hot Tub, Beach Club
Escape to Hale Nanea, a designer 4BR, 4.5BA villa in Mauna Lani’s exclusive Laule‘a community. Enjoy indoor-outdoor living with a spacious lanai with sweeping ocean and golf views, an infinity-edge pool with integrated spa, and SONOS sound throughout. The gourmet kitchen features Sub-Zero and Wolf appliances, while four ensuite bedrooms offer spa-like baths and private retreats. Includes access just a short walk away to Mauna Lani Beach Club, plus resort fitness, tennis, and championship golf.

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!

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.

Stunning villa with exquisite, modern interiors
Enjoy luxury living and ultimate relaxation at this gorgeous Villa. The 4 bedroom, 5.5 bath villa is located in the exclusive oceanfront enclave of Pauoa Beach, a short 800 feet from the sparkling blue Pauoa Bay. Over 1000 sq ft of outdoor lanais provide the perfect spot to enjoy breathtaking sunsets or a morning Kona coffee while watching surfers in the distance. Enjoy a beautiful private pool and jacuzzi, with lush landscaping and magnificent views of the Pacific Ocean.

Luxury Oceanfront Estate · Pool · Sunset Beach
Hale Ohia Kai is a rare oceanfront estate on Kona’s Ali’i Drive, just steps from the Pacific. Enjoy panoramic views, an infinity pool, and unforgettable sunsets over Holualoa Bay. The estate includes a main house and three private guest suites, each with its own entrance and en-suite bath—offering a private, resort-like experience for groups and families. Highly requested for special occasions. Walk to Magic Sands Beach. Message us to plan your stay.

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.

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.

Luxurious Hualalai Resort Home w/ Pool, Spa & More
Pohinahina Place is your private resort retreat. With an incredible view of the Pacific Ocean and overlooking the 5th green of the Hualalai Golf Course, this property is located right in the middle of Hualalai Four Seasons Resort. This beautiful oasis is nestled on a cul-de-sac, has a private pool and spa and is a luxurious, serene getaway perfect for all types of groups including families.

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.

PiH: Nohea Kai ~Relax in Luxury, eBikes, Pool, Spa
Mauna Lani Resort -- Immerse yourself in the perfect fusion of island beauty and sophisticated luxury at this stunning 4-bedroom, 3,730-square-foot home. Nestled in the exclusive Nohea Community within Mauna Lani Resort, Nohea Kai offers an extraordinary sanctuary for up to 12 guests, providing the ultimate space to relax and unwind.

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.

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.
Popular amenities for Kailua-Kona luxury holiday rentals
Other great luxury holiday rentals in Kailua-Kona

Holua Kai #27: Oceanfront Villa w/ Pools & Spa

Kahieluana

Panoramic Ocean & Golf Course Views

Mauna Kea Magic: Pool & Waterslide included

Halekailani

Luxury Beachfront Villa w/Paddleboards &Chef Acces

Ocean View Breakfasts from Your Lanai

Hillside Villa 1102 Hualalai
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- Luxury rentals Hawaii County
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- Hapuna Beach
- Waikōloa Beach
- Mauna Kea
- Kohanaiki Private Club Community
- Kilauea
- Waikoloa Beach
- Mauna Lani Beach Club
- Sea Village
- Manini'owali Beach
- Makalawena
- Spencer Beach Park
- Waialea Beach
- Magic Sands Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Big Island Retreat
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout
- Punaluu Black Sand Beach
- Kona Farmer's Market
- Kua Bay
- 49 Black Sand Beach
- Hapuna Beach State Recreation Area
- Captain James Cook Monument
- Kealakekua Bay State Historical Park
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