Resort vacation rentals in Kailua-Kona

4.33 out of 5 average rating, 3 reviews

Amazing Kona 2BR Mauna Loa Village Pool HotTub BBQ

##Please verify availability first. Mahalo! Escape to a serene Big Island oasis at Mauna Loa Village (a beautiful timeshare resort). Located just next door to the Kona Country Club, which features a championship golf course. This tantalizing Kailua-Kona resort is a quiet oasis tucked away from the town traffic and crowds, yet only two blocks from shopping, restaurants, and movie theaters. Plus, there's a wide array of golf courses, beaches, as well as hiking/biking/horseback riding trails nearby

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4.67 out of 5 average rating, 3 reviews

Kailua-Kona Resort @ Holua Mauna Loa- 2 Bd Suite

Discover the beauty of Hawaii's Big Island at Holua Resort at Mauna Loa Village. Nestled along the scenic Kona Coast, this peaceful retreat offers spacious villa-style accommodations surrounded by lush tropical landscapes. Enjoy sparkling pools, tennis courts, and nearby championship golf, or explore pristine beaches, snorkeling, coffee farms, and volcanic wonders. The perfect home base for relaxing and experiencing the island’s natural beauty and aloha spirit!! *Kamaʻāina discounts available~

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Resort in Kailua-Kona

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

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4.76 out of 5 average rating, 124 reviews

A resort pool area is visible with clear blue water and a rock feature. Lounge chairs are arranged around the pool, and palm trees are scattered throughout the landscape. The two-story building provides a backdrop, featuring multiple balconies and flower gardens.

4.81 out of 5 average rating, 37 reviews

Shell Kona Coast Resort Ohana Suite Honu

Shell Kona Coast Resort offers spectacular views of palm trees and calm waters. This resort is situated on the ocean, giving you access to the magical setting where the land meets the sea. This resort features swimming pools, hot tubs and a sauna, plus you can try Hawaiian dining at Sunset Terrace restaurant. This suite offers a king bed in the master and guest bedroom and a sleeper sofa in the living room. Additional amenities include a kitchen, dining area, washer/dryer, and lanai.

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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.

Studio Suite | Hilton Ocean Tower Waikoloa

Stay at Hilton Ocean Tower Waikoloa Village and experience one of Hawaii's premier resort destinations along the Kohala Coast. This expansive oceanfront resort offers the perfect blend of island beauty, relaxation, and resort-style amenities. Enjoy multiple pools, waterslides, a saltwater lagoon, on-site dining, tennis courts, and more while exploring the resort's 62-acre tropical property. Enjoy free WiFi and no resort fees during your stay.

View

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.

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. 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!

5.0 out of 5 average rating, 3 reviews

A seaside view showcases vibrant turquoise waters against a backdrop of palm trees and coastal buildings. A wooden railing frames the scene, while a patterned canopy adds shade. The outdoor dining area is visible, enhancing the relaxed atmosphere with ocean breezes.

Resort in Kailua-Kona

Kona 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~

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Tropical 1bd - Check-in's Fri, Sat & Sun ONLY!

Club Wyndham Mauna Loa Village, located in Kailua-Kona next to the Kona Country Club, is a quiet, tranquil oasis set away from the town traffic and crowds, yet conveniently located to everything. Guests will enjoy the eight outdoor swimming pools, eight hot tubs, and 11 tennis courts. Have a family barbecue at the poolside grills or plan an excursion with the concierge desk. Enjoy golf and fishing nearby.

New place to stay

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.

4.89 out of 5 average rating, 9 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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Guest favorite

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.

5.0 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.

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5.0 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.

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Outrigger Kona Resort and Spa, Resort view 1 king.

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.

Popular amenities for Kailua-Kona resort rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly resort rentals

Hilton Grand Vacations Club Kings' Land Waikoloa

New place to stay

Kona Hawaiian Resort - 2bd/2ba-2King beds/Sofa bed

Wyndham Mauna Loa Village - 2 Bedroom

Cleanliness

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.

Kona, Hawaii 2 Bedroom (sleeps 6) at WorldMark

Wyndham Royal Sea Cliff - 1 Bedroom Deluxe

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Hilton Kohala Suites - 2 Bedroom Premier

The image displays a coastal property featuring multiple white buildings set against a backdrop of palm trees. Rocky shorelines meet the ocean waves, enhancing the natural beauty of the Kona Coast under a soft evening sky.

Royal Sea Cliff at Kona, Hawaii 1 bedroom deluxe.

A serene outdoor pool is framed by lush tropical landscaping and palm trees, offering a relaxing atmosphere. Comfortable wooden lounge chairs are positioned nearby. A thatched-roof structure is visible in the background, adding to the inviting setting.

4.81 out of 5 average rating, 21 reviews

Wyndham Kona Hawaiian | 2BR/2BA King Bed Suite

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Resort rentals with a pool

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.

4.84 out of 5 average rating, 37 reviews

Wyndham Paniolo Greens | 2BR/2BA King Suite

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The outdoor pool area is surrounded by lush palm trees and tropical foliage. A thatched-roof hut provides shade, while wooden lounge chairs invite relaxation. Natural rock formations outline the pool, which reflects the soft colors of the sky at dusk.

4.6 out of 5 average rating, 5 reviews

Wyndham Kona Hawaiian | 2BR/2BA King Bed Suite

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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.

4.75 out of 5 average rating, 8 reviews

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

LocationCheck-inLong stay

An outdoor swimming pool is surrounded by a secure fence and manicured landscaping. Several lounge chairs are positioned near the pool, which features a hot tub area. Sunlight filters through palm trees, creating a relaxing atmosphere.

4.67 out of 5 average rating, 3 reviews

Holua Resort at Mauna Loa | 2BR King Bed Suite

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A shimmering outdoor swimming pool is surrounded by lounge chairs under yellow umbrellas. Lush tropical trees frame the scene, while a building offers amenities in the background. The patio is paved with natural stone, contributing to a relaxed poolside atmosphere.

4.76 out of 5 average rating, 33 reviews

Wyndham Paniolo Greens | 2BR/2BA King Suite

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An outdoor swimming pool is surrounded by palm trees and tropical foliage, offering a relaxing atmosphere. A few lounge chairs are positioned around the pool area, and a small spa is visible next to the pool. A gazebo is present in the background.

4.75 out of 5 average rating, 4 reviews

Holua Resort at Mauna Loa | 1BR King Bed Suite

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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.

4.67 out of 5 average rating, 6 reviews

Wyndham Paniolo Greens | 2BR/2BA King Suite

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A swimming pool area is surrounded by lounge chairs and yellow umbrellas. The pool is bordered by a stone patio, and a poolside bar with a roofed structure is visible in the background. Lush greenery lines the perimeter, providing a tranquil setting.

4.58 out of 5 average rating, 19 reviews

Wyndham Paniolo Greens | 2BR/2BA King Suite

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Resort rentals with a gym

A bright living area features green walls and large windows framed by sheer curtains. Two comfortable armchairs and a sofa surround a circular table, while a textured lamp adds light. A colorful patterned rug enhances the overall vibrant ambiance.

Private Tropical resort in Kona

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Wyndham Mauna Loa Village 1BR – Near Kona Coast

A multi-story building is shown, featuring expansive balconies that overlook a landscaped area. The structure is complemented by vibrant greenery and colorful flowers in the foreground, creating a serene outdoor setting. The clear blue sky enhances the inviting appearance of the resort.

WYDHAM Paniolo Greens HI

HospitalityAccuracy

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.

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

The outdoor swimming pool is framed by palm trees and a stone patio. A designated children's area is visible, along with a bar area beneath a canopy. Lounge chairs are arranged around the pool, creating a relaxing environment. Soft clouds are seen in the blue sky above.

Wyndham Kona Coast Resort|2BR/2BA Queen Balc Suite

Accuracy

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.

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

An inviting outdoor swimming pool is surrounded by palm trees and features a stone deck. A swim-up bar with shaded seating areas is visible in the background, enhancing the resort’s tropical ambiance. The sky reflects soft hues, suggesting a serene atmosphere.

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

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An outdoor swimming pool is framed by lounge chairs and umbrellas, surrounded by palm trees. The modern resort buildings are visible in the background, with a clear blue sky overhead. The setting offers a serene environment for relaxation.