Kailua-Kona vacation rentals, Kailua-Kona 38, Top Villas

Luxury Kailua-Kona Vacation Rentals

Experience the beauty of Kailua-Kona in Hawaii, with our handpicked collection of luxury vacation rentals - ranging from luxurious villas and stylish townhomes to scenic Four Seasons condo rentals, with access to exclusive on-resort amenities.

Perfect for unforgettable honeymoons, group getaways, and family trips, each of our Kailua-Kona vacation rentals with optional Concierge are designed for carefree relaxation. Enjoy unwinding and entertaining in private hot tubs, swimming pools, and on scenic alfresco dining areas. Our most exclusive Kailua Kona villas and vacation rentals also offer direct beach access, putting the island’s breathtaking shores right at your doorstep.

Kailua-Kona vacation rentals, Top Villas

Things to do

  • Things to do Kailua-Kona, Magic Sands Beach, Top Villas
    Relax at Magic Sands Beach
    This lively sandy beach is perfect for sunbathing, bodyboarding, and catching the occasional powerful shore break. Grab a bite at a nearby oceanfront café and enjoy the laid-back island vibes of this Hawaiian treasure.

  • Hawaii things to do, Top Villas
    Enjoy Historic Kailua Village
    Stroll through this charming waterfront town, where history meets modern island life with boutiques, restaurants, and cultural landmarks like Hulihe‘e Palace. Don't miss a Kona sunset along Ali‘i Drive!

  • Things to do Kailua-Kona, Pu'uhonua O Honaunau National Historical Park
    Visit Pu‘uhonua o Hōnaunau National Park
    Step back in time at this sacred historical site, once a place of refuge for ancient Hawaiians seeking forgiveness under the kapu system. Wander through royal grounds, explore lava rock temples, and admire the stunning coast.

  • Things to do Kailua-Kona, Volcano National Park, Hawaii, Top Villas
    Visit Hawai‘i Volcanoes National Park
    Witness the raw power of nature with steaming craters, lava tubes, and dramatic landscapes shaped by Kīlauea and Mauna Loa. Hike scenic trails or take a drive along Crater Rim Road for breathtaking views.

  • Things to do Kailua-Kona, Snorkeling, Top Villas
    Snorkel at Kealakekua Bay
    Explore the crystal-clear waters of this marine sanctuary, home to vibrant coral reefs, tropical fish, and spinner dolphins. Don't miss the iconic Captain Cook Monument, best reached by kayak or boat tour.

  • Things to do Kailua-Kona, swim with rays, Hawaii, Top Villas
    Swim with Manta Rays
    Experience one of the most magical nighttime dives or snorkels as graceful manta rays glide beneath you, drawn to the glow of underwater lights. This bucket-list encounter is unique to the Big Island.

  • An ariel shot of a humpback whale and calf in the ocean
    Go Whale Watching
    From December to April, take a scenic boat tour and spot majestic humpback whales breaching and playing in the warm Hawaiian waters. Join a guided boat tour for an up-close look at these gentle giants.

  • Things to do Kailua-Kona, Kona coffee farm, Top Villas
    Tour a Kona Coffee Farm
    Wander through lush coffee plantations and see how world-famous Kona coffee is grown, harvested, and roasted. Enjoy fresh tastings with ocean views and bring home some of the finest coffee beans in the world.

  • Sunset cruise in Kailua-Kona, Hawaii
    Take a Sunset Cruise
    Sail along the stunning Kona Coast as the sun dips into the Pacific, painting the sky with brilliant hues. Enjoy cocktails, live music, and even dolphin sightings on this unforgettable sightseeing experience.

Luxury Vacation Rentals

Award winning portfolio of the best vacation homes and villas in the world’s top destinations

Travel Planners

Experienced vacation rental and villa experts to help you find the perfect home

Concierge & Support

Enjoy 5-star hotel concierge services and dedicated local support with every stay

Kailua Kona Concierge services, Top Villas

Kailua-Kona Concierge Services

Elevate your vacation on Big Island, with our optional Concierge Services. Designed to take your stay in Kailua-Kona to 5-star heights.

Experience the convenience and seamless service of hassle-free car hire, airport transportation, pre-arrival groceries, welcome hampers, private chefs, guided tours, boat rentals and more.

Kailua-Kona vacation rentals oceanfront, Top Villas

Kailua-Kona Vacation Rentals - Oceanfront

Soak up the ultimate escapism along the Kona coast, with our Kailua-Kona vacation rentals oceanfront or in scenic settings, with direct ocean views. Listen to the sound of the waves and bask in a Hawaiian sunset, with your family and friends. Savor an unforgettable vacation base on Big Island and enjoy the panoramic ocean views from your sunlounger, dining area, pool or hot tub. Those looking to experience the surrounding beaches can feel the sand between their toes in effortless fashion, whilst those looking to explore the most popular snorkeling spots can do so with absolute ease.

Book with Confidence

With over 100,000 happy guests every year, you can book your next stay with us with total confidence.

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Kailua-Kona pool villas, Four Seasons Hualalai 2, Top Villas

Kailua-Kona Pool Villas

Discover the ultimate island escape with our Kailua-Kona pool villas, set in breathtaking locations, either oceanfront or overlooking lush landscaped resort grounds and golf fairways. Designed for relaxation and entertaining, our luxurious Kona coast villas feature private swimming pools, hot tubs, and poolside dining areas, perfect for soaking up the Hawaiian sun. Whether you’re savoring a sunset cocktail by the water or unwinding in a serene garden setting, our pool villas offer an idyllic retreat on Big Island.