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Resort vacation 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!

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
4.73 out of 5 average rating, 191 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.

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Resort in Kailua-Kona
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Wyndham Mauna Loa Village 1BR – Near Kona Coast

Escape to the beauty of Kailua-Kona at Club Wyndham Mauna Loa Village. This spacious 1 Bedroom Deluxe Suite features a full kitchen, washer and dryer, living room, and private lanai overlooking tropical gardens. Enjoy six outdoor pools, hot tubs, tennis courts, and nearby golf courses. Located minutes from beaches, dining, and historic Kona sites, this peaceful resort is perfect for couples or small families seeking a relaxing Hawaiian getaway.

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
4.62 out of 5 average rating, 156 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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The resort is positioned along the coastline, surrounded by lush greenery and clear turquoise waters. A series of pools and pathways can be observed, connecting various amenities. The landscape showcases palm trees and gently rolling hills, emphasizing the serene oceanfront environment.
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.

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, 3 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

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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.

A spacious living area is showcased, featuring a comfortable seating arrangement with two armchairs and a sofa. A wooden coffee table is centered in front. Large windows allow natural light, with views of the patio visible beyond. A television is mounted on a wooden console.
Resort in Kailua-Kona
4.97 out of 5 average rating, 34 reviews

Charming One Bedroom Unit on 22 Lush Acres

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

A serene resort pool area surrounded by lush tropical landscaping features a rocky waterfall and various interconnected swimming pools. Sun loungers and umbrellas create inviting spaces for relaxation, while palm trees sway gently in the background under a clear blue sky.
Resort in Waimea

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.

The entrance of the resort is framed by a large tree and a well-kept lawn. Warm wooden accents give a welcoming appearance to the open lobby area, while large windows allow glimpses of the surroundings.
Resort in Waikoloa Village
5 out of 5 average rating, 4 reviews

Waikoloa Ocean - 2 Bedroom

Marriott's Waikoloa Ocean Club is a paradise in paradise, where the ancient love story between the goddess Pele and Kamapuaʻa comes to life and inspires every detail. Whether you’re seeking adventure or looking for relaxation, Marriott’s Waikoloa Ocean Club, is a truly unique vacation destination.

The image depicts a resort-style pool area surrounded by palm trees. A circular area with a shallow pool connects to a larger swimming pool. Sun loungers are arranged around the pool, with a backdrop of a multi-story building featuring an outdoor dining area.
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.

Popular amenities for Hawaii County resort rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly resort rentals

An outdoor swimming pool is surrounded by lounge chairs and palm trees, creating a relaxing environment. The resort buildings rise in the background, with balconies accessible from each unit. Umbrellas provide shade for guests enjoying the poolside area under a clear sky.
Resort in Kailua-Kona

Wyndham Royal Sea Cliff | 1BR/1BA King Balc Suite

A spacious outdoor swimming pool is surrounded by palm trees, with inviting lounge areas and a bar in the background. Sunlight reflects off the water, and an accessible ramp leads into the pool, enhancing ease of access.
Resort in Kailua-Kona
4.33 out of 5 average rating, 6 reviews

Wyndham Kona Coast Resort|1BR/1BA King Balc Suite

An outdoor swimming pool is surrounded by palm trees and tropical plants, featuring a shallow area and a set of stairs for easy entry. Lounge chairs are placed along the poolside, inviting relaxation in a serene environment.
Resort in Kailua-Kona
4.5 out of 5 average rating, 4 reviews

Holua Resort at Mauna Loa | 2BR King Bed Suite

An outdoor swimming pool is surrounded by lounge chairs, with orange umbrellas providing shade. A poolside building is visible, showcasing large windows. Lush trees are seen in the background, creating a serene environment.
Resort in Waikoloa Village
4.67 out of 5 average rating, 6 reviews

Wyndham Paniolo Greens | 2BR/2BA King Suite

An outdoor swimming pool is surrounded by lounge chairs, with palm trees providing shade. The pool area features a stone deck, and modern resort buildings are visible in the background. Clear skies with subtle clouds create a serene tropical atmosphere.
Resort in Kailua-Kona
4.75 out of 5 average rating, 8 reviews

Wyndham Royal Sea Cliff | 2BR/2BA King Balc Suite

An outdoor swimming pool is surrounded by stone decking and lounge chairs. Palm trees provide shade, and nearby, the modern resort buildings reflect a coastal design. The sky is partly cloudy, contributing to a relaxed, inviting atmosphere.
Resort in Kailua-Kona
4.83 out of 5 average rating, 6 reviews

Wyndham Royal Sea Cliff | 1BR/1BA King Balc Suite

An outdoor swimming pool is surrounded by a fence and several palm trees. Poolside lounge chairs are arranged neatly, and a small gazebo is positioned nearby. Sunlight reflects off the clear water, creating a refreshing atmosphere.
Resort in Kailua-Kona
4.67 out of 5 average rating, 3 reviews

Holua Resort at Mauna Loa | 1BR King Bed Suite

An outdoor swimming pool is surrounded by lounge chairs and umbrella-covered tables, providing a relaxed setting. Palm trees are seen in the background, lining the resort's terrace, while a clear sky complements the modern architecture of the adjacent building.
Resort in Kailua-Kona
4.5 out of 5 average rating, 8 reviews

Wyndham Royal Sea Cliff | 2BR/2BA King Balc Suite

Resort rentals with a pool

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Resort in Waikoloa Village

Studio @ Hilton Ocean Tower Waikoloa Village

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Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

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An aerial view showcases the Hilton Ocean Tower Waikoloa Village surrounded by lush greenery and clear blue waters. The ocean is visible in the background, while the resort's circular structure is complemented by palm trees and landscaped gardens. Multiple pools can be seen within the resort grounds.
Resort in Waikoloa Village

Partial Ocean View Villa @ Hilton Ocean Tower

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A clear blue swimming pool is surrounded by lounge chairs and umbrellas under palm trees. The Bay Club logo is visible on the pool's surface. A spacious patio features seating areas and colorful chaise lounges, providing a relaxing outdoor space with lush greenery.
Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

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Lush greenery and tropical palm trees frame the spacious grounds of Hilton Ocean Tower Waikoloa Village. A view of the ocean is visible in the background, complementing the vibrant landscaping and well-kept lawns, providing a serene backdrop for guests.
Resort in Waikoloa Village

Partial Ocean View Studio @ Hilton Ocean Tower

An outdoor swimming pool is surrounded by a safety fence and palm trees. Lounge chairs are positioned around the pool area, with a small shaded gazebo in the background. Clear blue waters reflect the sky, creating a welcoming atmosphere for relaxation.
Resort in Kailua-Kona

Holua Resort at Mauna Loa | 1BR King Bed Suite

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A spacious pool area features a central hot tub with waterfalls surrounded by lounge chairs. Lush palm trees frame the scene, providing a tropical atmosphere. The well-maintained resort buildings are visible in the background, highlighting the inviting outdoor environment.
Resort in Waikoloa Village

2BR @ Hilton Kohala Suites Waikoloa

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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

Hilton The Bay - 1 Bedroom

Resort rentals with a gym

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The inviting swimming pool area is surrounded by vibrant palm trees and offers lounge chairs and umbrellas for relaxation. The Bay Club logo is imprinted on the pool's surface, complementing the warm atmosphere of the resort.
Resort in Waikoloa Village

Hilton The Bay - 1 Bedroom

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A clear pool reflects the sky, surrounded by lounge chairs and umbrellas. The vibrant pool area is complemented by tropical palm trees. The Bay Club's name adorns the bottom of the pool, while a spacious building stands in the background, featuring balconies for guest enjoyment.
Resort in Waikoloa Village

Hilton The Bay - 1 Bedroom

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A tranquil pool area is surrounded by palm trees and lounge chairs, with umbrellas providing shade. The water reflects the hotel's logo and the sky’s blue tones. Adjacent, colorful outdoor seating is arranged, enhancing the resort's inviting atmosphere.
Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

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The inviting pool area features clear blue water with the words 'The Bay Club' elegantly displayed on the bottom. Lounge chairs and umbrellas surround the pool, while palm trees add a tropical ambiance to the space. A cozy seating area is situated nearby.
Resort in Waikoloa Village

Hilton The Bay - 1 Bedroom

An outdoor swimming pool is framed by palm trees and lounge chairs, inviting relaxation. The pool area is surrounded by stone flooring and features a light blue tile trim. The resort buildings are visible in the background, complemented by a bright, clear sky.
Resort in Kailua-Kona

Wyndham Royal Sea Cliff | 1BR/1BA King Balc Suite

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A spacious pool area is highlighted by vibrant lounge chairs arranged around the water. Umbrellas provide shaded seating options, while palm trees frame the scene. The resort's name is depicted at the bottom of the pool, adding a welcoming touch to the inviting environment.
Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

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A refreshing outdoor swimming pool is framed by palm trees and lounge chairs. The pool displays the name 'The Bay Club' at its bottom. Nearby, colorful umbrellas provide shade over a seating area. The hotel's second level features balconies overlooking the pool.
Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

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The resort's pool area features a clear blue pool with the logo of The Bay Club displayed at the bottom. Surrounding the pool are lounge chairs in various shades of turquoise, paired with umbrellas providing shade. Palm trees and a spacious deck are visible in the background.
Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

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