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Resort holiday rentals in Island of Hawai'i

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Top-rated resort stays in Island of Hawai'i

Guests agree: These resort stays are highly rated for location, cleanliness and more.

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Superhost
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
4.74 out of 5 average rating, 106 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

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.

Superhost
Resort in Kailua-Kona
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.

Superhost
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 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
4.78 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.

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
5 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.
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.

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 image depicts a resort-style pool area surrounded by palm trees. A circular area with a shallow pool connects to a larger swimming pool. Sun loungers are arranged around the pool, with a backdrop of a multi-story building featuring an outdoor dining area.
Resort in Waikoloa Village

Hilton Kohala Suites - 2 Bedroom Plus

Lush Pool & Golf Retreat on the Kohala Coast – Waikoloa, Big Island Wake up to mountain or golf-course views, whip up a fresh island breakfast in your full kitchen, swim in tranquil cabana-style pools, then relax in your private lanai as hibiscus blooms sway in the breeze.

Resort in Waikoloa Village
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.

Superhost
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

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 Island of Hawai'i resort stays

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-Friendly Resort Stays

Superhost
Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

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
4.5 out of 5 average rating, 4 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
4.57 out of 5 average rating, 7 reviews

Holua Resort at Mauna Loa | 2BR King Bed 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 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

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

Superhost
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

Superhost
A clear blue swimming pool is surrounded by lounge chairs and umbrellas under palm trees. The Bay Club logo is visible on the pool's surface. A spacious patio features seating areas and colorful chaise lounges, providing a relaxing outdoor space with lush greenery.
Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

Superhost
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

Superhost
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

Superhost
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

Superhost
Resort in Kailua-Kona
New place to stay

2BR @ Wyndham Kona Hawaiian Resort

Superhost
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

Superhost
The resort's pool area features a clear blue pool with the logo of The Bay Club displayed at the bottom. Surrounding the pool are lounge chairs in various shades of turquoise, paired with umbrellas providing shade. Palm trees and a spacious deck are visible in the background.
Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

Resort rentals with a gym

Superhost
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.
Resort in Waikoloa Village

Hilton The Bay - 1 Bedroom

Superhost
A large swimming pool is bordered by tropical palm trees and equipped with lounge chairs and umbrellas. The words 'The Bay Club' are displayed in the pool's bottom, while nearby seating areas feature bright orange and turquoise accents against a clear sky.
Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

Superhost
A clear pool reflects the sky, surrounded by lounge chairs and umbrellas. The vibrant pool area is complemented by tropical palm trees. The Bay Club's name adorns the bottom of the pool, while a spacious building stands in the background, featuring balconies for guest enjoyment.
Resort in Waikoloa Village

Hilton The Bay - 1 Bedroom

Superhost
A tranquil pool area is surrounded by palm trees and lounge chairs, with umbrellas providing shade. The water reflects the hotel's logo and the sky’s blue tones. Adjacent, colorful outdoor seating is arranged, enhancing the resort's inviting atmosphere.
Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

Superhost
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.
Resort in Waikoloa Village

Hilton The Bay - 1 Bedroom

Superhost
A clear blue swimming pool is featured, revealing a decorative logo at the bottom. Surrounding the pool, lounge chairs in turquoise are arranged alongside shaded umbrellas. Palm trees sway gently in the background, with a two-story building and vibrant seating visible, enhancing the inviting atmosphere.
Resort in Waikoloa Village

Hilton The Bay - 1 Bedroom

Superhost
A serene outdoor pool area is surrounded by palm trees and lounge chairs. Colorful umbrellas provide shade over some chairs, while a bright orange structure is visible in the background. The pool features a decorative logo at its center, enhancing the inviting atmosphere.
Resort in Waikoloa Village

Hilton The Bay - 2 Bedroom

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

Destinations to explore