Resort holiday rentals in Hawaii County

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Top-rated resort stays in Hawaii County

Guests agree: These resort stays are highly rated for location, cleanliness and more.

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Resort in Kailua-Kona
4.67 out of 5 average rating, 170 reviews

OCEAN FRONT Kona Studio with Ocean View.

ALOHA! We invite you to sit back, relax in this spectacular view from our lanai. Absolute BEST location with direct ocean front view at historical Alii Drive. This unit has a tropical theme and is 15 minutes from the Kona airport and 1 minute walk to the ocean!! FAST INTERNET - for those of you decided to escape to paradise to work!! Kitchenette with pots and pans, plates and cups and wine glasses. Kona Town right next door with open air. eateries, live music, outdoor market next. door.

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, 272 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.

Superhost
An outdoor swimming pool surrounded by lounge chairs is featured, with vibrant yellow umbrellas providing shade. Lush trees line the background, and a clubhouse is visible to one side, enhancing the tropical atmosphere of the resort.
Resort in Waikoloa Village
4.82 out of 5 average rating, 34 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

Superhost
A serene outdoor pool area is surrounded by lush tropical vegetation, featuring a thatched-roof hut nearby. Comfortable lounge chairs are positioned along the pool, which reflects the sky. Palm trees gently sway overhead, creating a relaxing atmosphere in this resort-like setting.
Resort in Kailua-Kona
4.89 out of 5 average rating, 9 reviews

Kailua-Kona, Hawaii-Kona Hawaiian Resort 2 BD Dlx

We welcome you to come and experience the charm of Kona Hawaiian Resort, where vintage island style meets modern comfort in the heart of Kailua-Kona. Relax by the outdoor pools and whirlpools, then explore nearby beaches, golf, shopping, dining, coffee farms, and local museums. Venture out to waterfalls, volcanoes, whale watching, snorkeling, and unforgettable Big Island adventures, all just minutes from your tropical retreat. *Kamaʻāina discounts available~ Mahalo~

Superhost
Resort in Kailua-Kona
5 out of 5 average rating, 3 reviews

Kona @ the Hawaiian Resort- 2Bd Dlx

Authentically Hawaiian in this charming Resort @ Kona Hawaiian. You'll have a great time at this comfortable place to stay. 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 no modern amenity. Outdoor pools and the nearby beach are just the beginning of what’s within reach..~ Mahalo~

Superhost
Resort in Kailua-Kona

2BR @ Wyndham Kona Hawaiian Resort

Unwind at Club Wyndham Kona Hawaiian Resort, a charming hideaway just steps from the beach in beautiful Kailua‑Kona on Hawaii’s Big Island. Palm‑lined paths and lush gardens surround two outdoor pools and spa tubs, while a picnic and BBQ area invites relaxed gatherings. With easy access to the waterfront, shops and local dining, you’ll be perfectly placed to soak in island life.

Resort in Kailua-Kona
New place to stay

Two Bedroom Deluxe Suite Hawaii

Escape to paradise at Kona Hawaiian Resort on the Big Island of Hawaii. Enjoy spacious condo-style accommodations, tropical gardens, pools, hot tubs, tennis courts, and BBQ areas. Just minutes from beaches, shopping, dining, and downtown Kailua-Kona, it’s the perfect home base for snorkeling, island adventures, or simply relaxing in the Hawaiian sunshine. 🌴☀️

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.

Resort in Waimea
5 out of 5 average rating, 3 reviews

Hilton Kings' Land - 2 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.

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.

Resort in Waikoloa Village
New place to stay

Ocean Front resort. Pools, waterslides and lagoon

This 2 bedroom 2 bath is steps away from the beach and located within the desirable Hilton Village. This room is a perfect Hawaii destination with immaculate amenities and space for the whole family. A full kitchen gives you flexibility and convenience.

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.

Popular amenities for Hawaii County resort stays

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