Resort holiday rentals in Hawaii County

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Top-rated resort stays 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!

Resort in Kailua-Kona

4.75 out of 5 average rating, 114 reviews

CONTEMPORARY Studio by the Ocean!!

🌊 Escape to Paradise on Historic Alii Drive 🌺 Welcome to your beachside retreat in the heart of Kona! Just one minute from the oceanfront and located along the iconic Alii Drive, this beautifully renovated unit offers the ultimate Hawaiian getaway. Unbeatable location — walk to the beach, shops, and restaurants Fully upgraded with a kitchenette (includes pots, pans, dishware, and wine glasses) High-speed internet — perfect for remote work Only 15 minutes from Kona International Airport

The outdoor pool area is surrounded by lounge chairs and tropical plants, providing a relaxing environment. A covered seating area is visible nearby, and the bright sky reflects on the water's surface, enhancing the peaceful atmosphere of the resort.

Resort in Kailua-Kona

Kona, Hawaii 2 Bedroom (sleeps 6) at WorldMark

This 2 Bedroom Suite (Sleeps 6) is located at the Worldmark Resort on Ali'i Drive in Kailua-Kona! Main bedroom with king size bed, second bedroom has two twin beds, large living room with comfortable queen size murphy bed. Full kitchen with all amenities provided. Excellent location rightacross the street from the ocean. Short walk to Kona town with everything from restaurants, bar/nightlife, shopping, activities, etc. You will love the great location of this resort! TA-068-004-5056-01

A resort building features warm, earth-toned exterior walls and a distinctive red-tiled roof. Two spacious lanai areas are visible, surrounded by lush green landscaping and palms. A pathway leads towards the entrance, with well-maintained grass and tropical foliage in the foreground.

Resort in Kailua-Kona

4.76 out of 5 average rating, 251 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.

Guest favourite

A serene outdoor swimming pool is framed by palm trees and lush landscaping. Lounge chairs are placed around the pool area, inviting relaxation. A small spa is also seen beside the pool, surrounded by a protective fence ensuring safety.

Resort in Kailua-Kona

5 out of 5 average rating, 12 reviews

Holua Resort at Mauna Loa | 1BR 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 | 1BR King Bed Suite • Size: 780 - 834 • Kitchen: Full • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

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.

Superhost

Resort in Kailua-Kona

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

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.

Resort in Waikoloa Village

Hilton Kohala Suites - 2 Bedroom Plus

Lush Pool & Golf Retreat on the Kohala Coast – Waikoloa, Big Island Wake up to mountain or golf-course views, whip up a fresh island breakfast in your full kitchen, swim in tranquil cabana-style pools, then relax in your private lanai as hibiscus blooms sway in the breeze.

Outrigger Kona Resort and Spa

4.82 out of 5 average rating, 11 reviews

Outrigger Kona Resort and Spa

Resort view room with one king bed offers tropical resort views, balcony with outdoor seating, wifi, flat screen TV, mini refrigerator, coffee and tea maker, work desk, in room safe, premium bath amenities, and calming decor, ideal for a relaxing and convenient stay.

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.

Superhost

Resort in Waikoloa Village

4.88 out of 5 average rating, 48 reviews

Hilton Ocean Tower - Studio Resort View

Lagoon-Style Pools & Ocean-View Suites in Waikoloa, Big Island Wake to trade-wind breezes, swim in lagoon-style pools, hop on the tram to explore resort gardens, lounge on your balcony, then dine and stargaze under Hawaiian skies.