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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Hilton Grand Vacations Club Kings' Land Waikoloa

Our Kings' Land resort is perched among oceanfront golf courses designed by Robert Trent Jones, Jr. Discover sand-bottomed pools, waterfalls, lava-rock scenery, and a lush lawn event area. Visit the concierge for assistance with tee times and excursions including swimming with dolphins or manta rays, horseback riding, tours of Kilauea Volcano or plantations for a nominal fee. Perks include a free shuttle to Hilton Waikoloa Village, where guests can enjoy a salt water lagoon and full-service spa.

New place to stay

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, 123 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, 36 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 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!

Guest favorite

A spacious outdoor area is surrounded by lush tropical foliage, featuring a patio with a wooden bench. A gazebo is visible, showcasing a barbecue grill under a blue tiled roof, offering a relaxing spot for guests to enjoy the landscaped environment.

5.0 out of 5 average rating, 5 reviews

Resort@ Mauna Loa Village-Kona- 1Bd Deluxe Suite

Escape to the tropical beauty of Hawaii’s Big Island at Mauna Loa Village. Set along the stunning Kona Coast, this peaceful resort features spacious villa-style accommodations surrounded by lush gardens and swaying palms. Relax by sparkling pools, play a round of golf, or explore nearby beaches, snorkeling, coffee farms, and Hawaiʻi Volcanoes National Park. It’s the perfect retreat for couples, families, and island adventurers alike!!!

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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.

4.88 out of 5 average rating, 8 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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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.

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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5.0 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.

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Popular amenities for Kailua-Kona resort rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly resort rentals

Ironman Special: 10/7-10/14 Oceanside Sleeps 6

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

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

New place to stay

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

Kona • Island Family Trip • Pool + Views • 2Br

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 shaded outdoor seating area is depicted, featuring comfortable couches adorned with colorful cushions. In the background, the ocean is visible along with palm trees. Two guests are engaged in conversation, suggesting a relaxed atmosphere complemented by soft lighting.

Marriott's Waikoloa Ocean Club One-Bedroom Suite

Resort rentals with a pool

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.

4.76 out of 5 average rating, 17 reviews

Holua Resort at Mauna Loa | 2BR King Bed Suite

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An outdoor swimming pool is surrounded by palm trees, with lounge chairs lining the edges. A shaded bar area and dining space are visible in the background, providing a relaxed atmosphere. The pool is designed with varying depths, featuring a gradual slope at one end.

5.0 out of 5 average rating, 8 reviews

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

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Resort in Waikoloa Village

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.

Wyndham Paniolo Greens | 2BR/2BA King Suite

ValueFamilyIndoor spaces

4.76 out of 5 average rating, 33 reviews

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

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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 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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Resort in Waikoloa Village

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.

Wyndham Paniolo Greens | 2BR/2BA King Suite

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4.67 out of 5 average rating, 6 reviews

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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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.

Resort in Waikoloa Village

Private Tropical resort in Kona

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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

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Wyndham Mauna Loa Village 1BR – Near Kona Coast

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.

4.33 out of 5 average rating, 6 reviews

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.

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 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

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.