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!

A lanai features a small table with two blue chairs, offering a direct view of the ocean and surrounding palm trees. A decorative flower pot sits at the center of the table, enhancing the tropical ambiance. The space is shaded and overlooks a green landscape.

4.68 out of 5 average rating, 155 reviews

OCEAN FRONT Kona Studio with Spectacular View.

ALOHA! We invite you to sit back, relax in this spectacular view from our lanai. Absolute BEST location with direct ocean front view at historical Alii Drive. This unit has a tropical theme and is 15 minutes from the Kona airport and 1 minute walk to the ocean!! FAST INTERNET - for those of you decided to escape to paradise to work!! Kitchenette with pots and pans, plates and cups and wine glasses. Kona Town right next door with open air. eateries, live music, outdoor market next. door.

The exterior of the resort suite is visible, showcasing a two-story building with a blue roof and white railings on the balcony. Lush greenery and vibrant red blooms surround the property, creating a serene environment, while palm trees offer a tropical backdrop.

4.56 out of 5 average rating, 75 reviews

Shell Holua Resort Ohana Suite

The Big Island's spectacular western coast is known for excellent weather and sparkling waters. Whether you want to relax in the sun, enjoy time with the family or play golf under palm trees, Holua Resort at the Mauna Loa Village provides the perfect setting for all your plans. This suite offers a king bed in the master bedroom, one king OR two twins in the guest bedroom and a sleeper sofa in the living room. Also includes a kitchen, dining area, washer/dryer, and a private lanai.

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.

New place to stay

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.

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.

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

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

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.

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.

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.

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.

The exterior of the resort is displayed, featuring a two-story building with a blue roof and a variety of tropical plants. A tranquil waterway reflects the vibrant landscaping, creating a serene atmosphere. Palm trees frame the scene, adding a touch of greenery.

Wyndham Mauna Loa Village - 2 Bedroom Condo

Tropical Golf-Course Oasis & Lagoon Views – Kailua-Kona, HI Start with coffee on your lanai beside a peaceful lagoon, tee off at the nearby golf club, lounge by sparkling pools, snorkel Kona’s clear waters, and unwind with a sunset breeze.

Popular amenities for resort rentals in Kailua-Kona

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly resort rentals

The outdoor swimming pool is surrounded by palm trees and features a patio area with shaded seating. The pool's clear blue water reflects the sky, with a gradual slope leading to a shallow end marked by a 3-foot depth sign.

4.8 out of 5 average rating, 5 reviews

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

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.

Holua Resort at Mauna Loa | 1BR King Bed 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 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 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.

4.67 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.

4.67 out of 5 average rating, 6 reviews

Wyndham Paniolo Greens | 2BR/2BA King 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

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.

4.5 out of 5 average rating, 8 reviews

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

Resort rentals with a pool

Studio @ Hilton Ocean Tower 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.

Partial Ocean View Villa @ Hilton Ocean Tower

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.

Hilton The Bay - 1 Bedroom

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 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 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

New place to stay

2BR @ Wyndham Kona Hawaiian Resort

Resort rentals with a gym

A refreshing outdoor pool is surrounded by palm trees and lounge chairs in inviting turquoise. Cozy seating areas with umbrellas are positioned nearby. The two-story resort building is visible in the background, providing a scenic view common to the tropical environment.

Hilton The Bay - 1 Bedroom

Hilton The Bay - 2 Bedroom

Hilton The Bay - 2 Bedroom

Hilton The Bay - 1 Bedroom

Hilton The Bay - 2 Bedroom

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

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.

Holua Resort at Mauna Loa | 2BR King Bed Suite

An enticing pool area is surrounded by lush palm trees and vibrant lounge chairs. An orange seating area is positioned nearby, and shaded umbrellas provide a comfortable spot for relaxation. The building's balcony overlooks the pool, contributing to the resort-style atmosphere.