Resort holiday rentals in Hawaii County

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Top-rated resort rentals in Hawaii County

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The image captures a spacious resort area featuring multiple swimming pools that curve gracefully through lush landscaping. Palm trees surround the pools, and views of Anaehoomalu Bay can be seen in the background, highlighting a serene ocean ambiance.

Resort in Waikoloa Village

Marriott Waikoloa Ocean - Stunning one bedroom

We are able to offer reservations in weekly increments with arrivals and departures, Fridays, Saturdays, and Sundays Marriott's Waikoloa Ocean Club mirrors the natural beauty and rich culture that defines Big Island. Sharing the grounds with Waikoloa Beach Marriott Resort & Spa, Marriott's newest Vacation Club property opened in 2017. Guests will enjoy the Hawaii Call Restaurant & Lounge, Mandara Spa, Sunset Luau, a total of three swimming pools, two children's pools, a fitness center and more!

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Resort in Kailua-Kona

Newly Renovated King Room in Oceanfront Resort

Discover our newly renovated Outrigger Kona Resort & Spa with island inspired décor and furnished lanais overlooking Keauhou Bay, the lava cliffs, mountains, and beautifully landscaped grounds. The oceanfront pool and water slide offer family-friendly fun for both kids and adults. Immerse in the vibrant history and traditions of Hawai‘i Island with our activities from cultural tours to getting up close with manta rays, as well as Kona’s premier oceanfront lū‘au experience.

A spacious sleeping area features a neatly made bed with a light coverlet and decorative pillows. Above the bed, the word 'KONA' is displayed on a shelf. A full-length mirror and soft lighting enhance the serene aesthetic of the room.

Resort in Kailua-Kona

4.63 out of 5 average rating, 160 reviews

Modern and Renovated Ocean Front Condo in Kona!

🌊 Get Lost in Paradise — Steps from the Ocean! Experience the best of Kona in this beautifully upgraded unit, just steps from the sparkling oceanfront. Located only 15 minutes from Kona International Airport, this is the perfect spot to relax, explore, or work remotely with fast, reliable internet. Enjoy the vibrant Kona Town right next door — featuring open-air eateries, live music, and an outdoor market for local flavors and culture.

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An outdoor swimming pool is surrounded by a paved area and is enclosed by a white fence. Lounge chairs are positioned along the edge, and tropical palm trees create a lush backdrop under a clear blue sky.

Resort in Kailua-Kona

4.64 out of 5 average rating, 11 reviews

Holua Resort at Mauna Loa | 2BR King Bed Suite

Spectacular natural beauty welcomes you the moment you arrive. Stay in spacious villas featuring private lanais with stunning views, then enjoy 18 holes of championship golf or watch the sea turtles at nearby Kahalu'u Beach Park. Holua Resort at Mauna Loa | 2BR/2BA King Bed Suite • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests Beds • Bedroom 1: 1 King Bed • Bedroom 2: 1 King Bed or 2 Twin Beds • Living Area: 1 Sleeper Sofa

The resort's exterior features a unique round structure with a vibrant blue, multi-tiered roof. Lush tropical landscaping includes palm trees and colorful plants, framing the building. Water features are visible in the foreground, enhancing the serene setting.

Resort in Kailua-Kona

4.78 out of 5 average rating, 45 reviews

Club Wyndham Mauna Loa Village One-Bedroom Condo

Escape to a serene Big Island oasis at Club Wyndham Mauna Loa Village. Nestled amidst the striking greens of 18 holes of championship golf you will enjoy six swimming pools and six hot tubs all within a 5 minute walk to Keauhou Bay. This one- bedroom suite ranges in size from 970to 1,024sq. ft. with private lanais, a fitness facility, water features, gas bbq grills, and a full service activities desk.

Resort in Kailua-Kona

Kona Hawaiian Resort - 2bd/2ba-2King beds/Sofa bed

On the Big Island’s west coast, you’ll find this delightful retreat built to capture the natural wonder of Kailua-Kona. Beautifully designed to capture the charm of the 1930s, you’ll want for no modern amenity. Outdoor pools and the nearby beach are just the beginning of what’s within reach. Maximum occupancy of 6 person strictly enforced. No exceptions!

Guest favourite

A tranquil pool area is framed by tropical landscaping, featuring a mixture of palm trees and vibrant greenery. Natural stone accents surround the pool, and comfortable lounge chairs are arranged nearby. Tiki hut structures provide shaded seating, enhancing the relaxed atmosphere of the space.

Resort in Kailua-Kona

5 out of 5 average rating, 12 reviews

Kona Hawaiian Resort-2 bedroom

Kona Hawaiian Resort bungalows are located near the action. Just a short walk to restaurants, shopping, and the beach. Come relax by the pool or watch the waves crash on the black shores of Kona. These spacious 2 bedroom bungalows are nestled among the trees and give you the privacy you want. Enjoy breakfast on your balcony and listen to the birds chirp.

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Resort in Kailua-Kona

New place to stay

2BR @ Wyndham Mauna Loa Village

Tucked along Hawaii’s scenic Kona Coast, Club Wyndham Mauna Loa Village offers a peaceful tropical retreat beside the Kona Country Club. Enjoy multiple pools, hot tubs, and tennis courts surrounded by lush gardens. Just minutes from Keauhou Bay, beaches, snorkeling, dining, and shopping, it’s the perfect base to explore the Big Island.

Resort in Waimea

Hilton Kings' Land - 1 Bedroom Plus

Lavish Lagoon-Style Pool Escape with Golf Views – Waikoloa Village Begin your morning on your private lanai, overlooking lush golf fairways. Explore lava-rock waterfalls and waterslides at the resort pool, then ride the shuttle to nearby Hilton Waikoloa Village. Finish your day with starlit BBQ.

The image captures the resort's beachfront location along Anaehoomalu Bay, featuring a sandy beach bordered by lush greenery and palm trees. The calm turquoise waters create a tranquil setting, with the resort buildings visible in the background against a clear blue sky.

Resort in Waikoloa Village

5 out of 5 average rating, 6 reviews

Waikoloa Ocean - 1 Bedroom

Ocean‑view Villa with Kitchen & Pools – Waikoloa, Big Island Wake to sea breezes over ʻAnaehoʻomalu Bay, sip coffee on your lanai, stroll to the beach or pool, snorkel or BBQ, then catch sunset views from your balcony before resort Luau or dinner.

A clear, inviting pool reflects the sky, framed by lush palm trees and lounge chairs. The adjacent building features spacious balconies and colorful outdoor furniture, creating a relaxed atmosphere. Umbrellas provide shade, enhancing comfort for guests enjoying the tranquil surroundings.

Resort in Waikoloa Village

5 out of 5 average rating, 3 reviews

Hilton The Bay - 1 Bedroom

Resort-Style Villas with Pool, Golf & Island Views – Waikoloa, HI Start your morning with a tropical breeze on your lanai, tee off at the nearby golf courses, unwind by the pool, then enjoy Hawaiian-inspired cuisine as sunset paints the sky.

A sparkling swimming pool is framed by tall palm trees, providing a refreshing retreat. Nearby lounge chairs and an inviting hot tub complement the outdoor space. The building's balcony overlooks the pool area, enhancing the relaxed atmosphere of the resort.

Resort in Kailua-Kona

Wyndham Mauna Loa Village - 2 Bedroom Condo

Tropical Golf-Course Oasis & Lagoon Views – Kailua-Kona, HI Start with coffee on your lanai beside a peaceful lagoon, tee off at the nearby golf club, lounge by sparkling pools, snorkel Kona’s clear waters, and unwind with a sunset breeze.