Resort holiday rentals in Kailua-Kona

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, 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!

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.

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.

4.62 out of 5 average rating, 158 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.

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 @ 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 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.

4.78 out of 5 average rating, 41 reviews

Club Wyndham Mauna Loa Village One-Bedroom Condo

Escape to a serene Big Island oasis at Club Wyndham Mauna Loa Village. Nestled amidst the striking greens of 18 holes of championship golf you will enjoy six swimming pools and six hot tubs all within a 5 minute walk to Keauhou Bay. This one- bedroom suite ranges in size from 970to 1,024sq. ft. with private lanais, a fitness facility, water features, gas bbq grills, and a full service activities desk.

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

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

New place to stay

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

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 for no modern amenity. Outdoor pools and the nearby beach are just the beginning of what’s within reach. Maximum occupancy of 6 person strictly enforced. No exceptions!

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.

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.

The resort's exterior features well-manicured gardens and vibrant tropical landscaping. Multiple two-story buildings are visible, with balconies extending above the lush greenery. Palm trees and flowering plants enhance the inviting atmosphere, under a bright blue sky with scattered clouds.

4.91 out of 5 average rating, 65 reviews

Posh 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 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.

5 out of 5 average rating, 4 reviews

Waikoloa Ocean - 2 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.

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.

5 out of 5 average rating, 3 reviews

Hilton The Bay - 2 Bedroom

Resort-Style Villas with Pool, Golf & Island Views – Waikoloa, HI Start your morning with a tropical breeze on your lanai, tee off at the nearby golf courses, unwind by the pool, then enjoy Hawaiian-inspired cuisine as sunset paints the sky.

Popular amenities for resort rentals in Kailua-Kona

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly resort rentals

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.

4.78 out of 5 average rating, 27 reviews

Wyndham Paniolo Greens | 2BR/2BA King 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.

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.

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.

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.

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.

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 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.

4.67 out of 5 average rating, 3 reviews

Holua Resort at Mauna Loa | 1BR King Bed Suite

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

Resort rentals with a pool

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.

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.

Partial Ocean View Studio @ Hilton Ocean Tower

An outdoor swimming pool is surrounded by palm trees and lush greenery. Loungers are arranged on the pool deck. A shaded seating area is visible beside the pool, offering relaxation options.

Holua Resort at Mauna Loa | 2BR King Bed Suite

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.

Holua Resort at Mauna Loa | 1BR King Bed 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.

2BR @ Hilton Kohala Suites Waikoloa

2BR @ Wyndham Kona Hawaiian Resort

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.

4.74 out of 5 average rating, 109 reviews

CONTEMPORARY Studio by the Ocean!!

An outdoor swimming pool is bordered by lounge chairs and shaded umbrellas, surrounded by palm trees. The modern resort buildings are visible in the background, complementing the serene atmosphere of the tropical setting.

4.25 out of 5 average rating, 4 reviews

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

Resort rentals with a gym

A spacious bedroom features a large bed with crisp white linens and a green accent throw. A seating area is provided with a chair and dresser. Light fills the room through a sliding glass door that opens to a balcony overlooking lush gardens.

4.91 out of 5 average rating, 32 reviews

Perfect 2 Bedroom Suite for Group Visits to Kona

A tropical resort showcases a distinguished architectural design with a blue metal roof, surrounded by lush greenery and palm trees. Water features are nestled among vibrant plants, creating a serene atmosphere under a clear blue sky.

4.64 out of 5 average rating, 66 reviews

Club Wyndham Mauna Loa Village Two-Bedroom Condo

The image captures the resort's beachfront location along Anaehoomalu Bay, featuring a sandy beach bordered by lush greenery and palm trees. The calm turquoise waters create a tranquil setting, with the resort buildings visible in the background against a clear blue sky.

5 out of 5 average rating, 6 reviews

Waikoloa Ocean - 1 Bedroom

A tranquil swimming pool reflects sunlight, showcasing a smooth, clear surface. A cascading waterfall is visible against a backdrop of lush greenery and palm trees. The area is bordered by rocks, enhancing the natural setting within the resort.

5 out of 5 average rating, 4 reviews

Hilton Ocean Tower - Studio - Resort View

A vibrant pool area features clear blue water reflecting sunlight. A natural rock waterfall cascades into the pool, surrounded by lush tropical greenery and swaying palm trees. The tranquil atmosphere is enhanced by the scenic backdrop of the resort.

5 out of 5 average rating, 3 reviews

Hilton Ocean Tower - Studio - Resort View

An inviting pool is surrounded by lush tropical landscaping and tall palm trees. A waterfall cascades over dark rock formations into the clear, blue water, creating a serene atmosphere under a bright blue sky.

4.75 out of 5 average rating, 8 reviews

Hilton Ocean Tower - Studio - Resort View

Guest favourite

A serene pool area features clear turquoise water, reflecting sunlight. A waterfall cascades over dark rocks, surrounded by lush tropical plants and palm trees. Lounge chairs are positioned along the pool's edge, providing a place to relax. The vibrant blue sky enhances the inviting atmosphere.

4.94 out of 5 average rating, 16 reviews

Hilton Ocean Tower - Studio - Resort View

A spacious outdoor patio is featured, equipped with a large wooden dining table surrounded by several metal chairs. Lush tropical gardens and palm trees are visible, providing a scenic view of the coastline beyond.