Resort holiday rentals in Hawaii County

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Top-rated resort rentals in Hawaii County

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Superhost

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!

Resort in Kailua-Kona

4.73 out of 5 average rating, 182 reviews

Club Wyndham Kona Two Bedroom Bungalow

Every detail at Club Wyndham Kona Hawaiian has been designed to re-create the charming traditional island ambiance found back in the 1930s but with all the modern amenities you expect in a tropical resort. This resort is near waterfalls, museums, golf courses, volcanoes and a multitude of shops and restaurants. This suite offers a king bed in each bedroom and a sleeper sofa in the living area. Additional amenities include a kitchen and dining area, whirlpool tub, washer/dryer and lanai.

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.

Resort in Waikoloa Village

4.89 out of 5 average rating, 19 reviews

Wyndham Paniolo Greens | 2BR/2BA King Suite

This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. There’s plenty to do on-site, including a swimming pool, spa, tennis court, and scenic barbecue areas. This listing is for a 2BR/2BA suite at Club Wyndham Paniolo Greens. Guests will have full access to resort amenities. Suite Details • Size: 1400 Sq Ft • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

Resort in Kailua-Kona

4.61 out of 5 average rating, 150 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.

Superhost

Resort in Waikoloa Village

Studio @ Hilton Ocean Tower Waikoloa Village

Experience paradise at Hilton Ocean Tower Waikoloa Village, perched along the Kohala Coast in Waikoloa Village. Steps from beautiful A-Bay beach and part of Hilton Waikoloa Village's 62-acre oceanfront playground. Access to multiple pools, lagoon, dolphin encounters, and waterslides. Minutes from world-class golf, shopping, and dining. Perfect base for exploring Big Island's volcanoes, beaches, and cultural sites.

Guest favourite

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.

Guest favourite

Resort in Kailua-Kona

4.92 out of 5 average rating, 72 reviews

Gorgeous 1BR Suite at Exclusive Kona Coast Resort

Kona Coast Resort is the perfect spot for your Hawaiian vacation or short term stay! • Must be 21+ to book • Must provide $250 fully refundable deposit to the resort at check in for incidentals (credit card only) • Resort tax of $11.47/night payable at check in • A/C is optional $10/night • Name on reservation must match photo I.D

Superhost

Resort in Waikoloa Village

5 out of 5 average rating, 3 reviews

Hilton The Bay - 2 Bedroom

The Bay Club at Waikoloa Beach Resort is a spectacular hotel on the Big Island of Hawaii and is designed as an ideal Hawaiian haven in the heart of Waikoloa. Superbly situated adjacent to championship golf courses, the premier location of the Bay Club resort provides an unsurpassed vacation setting.

Guest favourite

Resort in Waikoloa Village

4.81 out of 5 average rating, 36 reviews

Hilton Ocean Tower - Studio Resort View

Set in the Hilton Waikoloa Village Resort on the Kohala Coast, the Ocean Tower hotel is at the edge of Waiulua Bay. Explore the resort via tram and enjoy a choice of three pools and a four-acre ocean-fed lagoon. Perks include on-site shopping, our full-service spa, and access to Dolphin Quest.