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Resort vacation rentals in Island of Hawai'i

Find and book unique resort rentals on Airbnb

Top-rated resort rentals in Island of Hawai'i

Guests agree: these resort rentals are highly rated for location, cleanliness, and more.

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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 cozy sleeping area features a headboard with soft, neutral tones. Two decorative pillows add a touch of color, while warm lighting enhances the peaceful ambiance. The wall above is adorned with the letters 'HILO,' providing a distinctive local touch.

Resort in Kailua-Kona

4.73 out of 5 average rating, 98 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 resort building features multiple stories with well-maintained landscaping including vibrant trees and shrubs. Staircases lead to elevated entrances, and a neatly manicured lawn extends in front, providing a welcoming outdoor space.

Resort in Waikoloa Village

4.71 out of 5 average rating, 667 reviews

Paniolo Greens at Waikoloa Ohana Suite

15 minutes away from Kohala Coast and sandy white beaches - Paniolo Greens is surrounded by golf courses, tropical restaurants, shopping, and beachfront bars. Back at the resort, experience fun at the swimming pool with a sun deck, children's pool, or attend hula dancing and lei making classes. This suite offers a king bed in the master bedroom, queen bed in the guestroom and a sleeper sofa in the living room. Additional amenities include a kitchen and dining area, washer/dryer, and a lanai.

A lagoon-style pool is surrounded by palm trees and beachfront views. Lounge chairs are evenly arranged along the pool's edge, offering relaxation spots. A twisting waterslide curves into the pool area, adding a playful feature to the serene setting.

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.

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

4.89 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

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.

The exterior of a multi-story building is shown against a clear blue sky, featuring spacious balconies and large windows. Lush green grass and tropical foliage, including vibrant hibiscus flowers, frame the scene, creating a serene atmosphere typical of a coastal retreat.

Resort in Waikoloa Village

Paniolo Greens- 2 bedroom sleeps 6

Boasting a "home on the range" feel surrounded by striking mountain and ocean views, Paniolo Greens is a Big Island resort with big aspirations. Located on the brilliant Kohala Coast, the resort is a lush, tropical retreat ideal for family vacations, romantic getaways, golf getaways and group outings. Guests enjoy spacious, fully furnished villas with such features as private lanais, fully equipped kitchens.

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.

An open living area features vaulted wooden ceilings and a spacious dining table surrounded by six chairs. Nearby, a seating area includes a sofa and armchairs, with natural light streaming through large windows. Tropical artwork adds a touch of color to the room.

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

A sparkling pool is framed by palm trees and lounge chairs in a vibrant setting. Colorful umbrellas provide shade, while the resort building is visible in the background. The reflection of the sky on the water enhances the serene ambiance of the pool area.

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.

A resort pool is showcased, featuring a vibrant blue surface reflecting sunlight. A natural stone waterfall cascades into the pool, surrounded by lush tropical greenery and palm trees. Comfortable lounge chairs are positioned nearby, enhancing the serene atmosphere of the resort setting.

Resort in Waikoloa Village

4.91 out of 5 average rating, 32 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.

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Popular amenities for Island of Hawai'i resort rentals

Free parking on premises

Air conditioning

Family-friendly resort rentals

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

Holua Resort at Mauna Loa | 1BR King Bed Suite

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

4.67 out of 5 average rating, 3 reviews

Holua Resort at Mauna Loa | 2BR King Bed Suite

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

4.67 out of 5 average rating, 3 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

4.6 out of 5 average rating, 5 reviews

Wyndham Paniolo Greens | 2BR/2BA King 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 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

Resort in Kailua-Kona

4.91 out of 5 average rating, 64 reviews

Posh 1BR Suite at Exclusive Kona Coast Resort

Resort in Kailua-Kona

4.89 out of 5 average rating, 47 reviews

Memorable Hawaii Getaway on the Kona Coast

Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

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

The image showcases a scenic view of lush tropical gardens and traditional Hawaiian-style buildings, including a roof with bright red shingles. The vibrant green palm trees accentuate the landscape, while the ocean glimmers in the distance under a clear sky.

Resort in Kailua-Kona

2BR @ Wyndham Kona Hawaiian Resort

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 in Kailua-Kona

4.74 out of 5 average rating, 23 reviews

2BR Hawaiian Suite w/ all the comforts of home

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

Resort rentals with a gym

A resort pool area features an inviting swimming pool surrounded by lounge chairs. Lush tropical plants and palm trees create a serene environment, while the building's multiple levels provide a picturesque backdrop against a partly cloudy sky.

Resort in Kailua

4.79 out of 5 average rating, 53 reviews

Shell Kona Coast Resort One Bedroom Villa Honu

Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

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

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

Resort in Waikoloa Village

Hilton The Bay - 1 Bedroom

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

4.81 out of 5 average rating, 31 reviews

Club Wyndham Mauna Loa Village One-Bedroom Condo

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

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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