Resort vacation rentals in Island of Hawai'i

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Top-rated resort rentals in Island of Hawai'i

Guests agree: these resort rentals are highly rated for location, cleanliness, and more.

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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.

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, 101 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

A resort building features warm, earth-toned exterior walls and a distinctive red-tiled roof. Two spacious lanai areas are visible, surrounded by lush green landscaping and palms. A pathway leads towards the entrance, with well-maintained grass and tropical foliage in the foreground.

Resort in Kailua-Kona

4.73 out of 5 average rating, 188 reviews

Club Wyndham Kona Two Bedroom Bungalow

Every detail at Club Wyndham Kona Hawaiian has been designed to re-create the charming traditional island ambiance found back in the 1930s but with all the modern amenities you expect in a tropical resort. This resort is near waterfalls, museums, golf courses, volcanoes and a multitude of shops and restaurants. This suite offers a king bed in each bedroom and a sleeper sofa in the living area. Additional amenities include a kitchen and dining area, whirlpool tub, washer/dryer and lanai.

A lagoon-style pool is surrounded by palm trees and beachfront views. Lounge chairs are evenly arranged along the pool's edge, offering relaxation spots. A twisting waterslide curves into the pool area, adding a playful feature to the serene setting.

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.

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.

Resort in Waikoloa Village

4.86 out of 5 average rating, 21 reviews

Wyndham Paniolo Greens | 2BR/2BA King Suite

This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. There’s plenty to do on-site, including a swimming pool, spa, tennis court, and scenic barbecue areas. This listing is for a 2BR/2BA suite at Club Wyndham Paniolo Greens. Guests will have full access to resort amenities. Suite Details • Size: 1400 Sq Ft • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

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.

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.

Resort in Kailua-Kona

4.74 out of 5 average rating, 23 reviews

2BR Hawaiian Suite w/ all the comforts of home

Grand 2 bedroom suite at Kona Coast Resort w/ lush, tropical gardens amidst the panoramic backdrop of Hawaii's Kona Coast. • 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 $15/night • Name on reservation must match photo I.D

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.

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.

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

The Bay Club at Waikoloa Beach Resort is a spectacular hotel on the Big Island of Hawaii and is designed as an ideal Hawaiian haven in the heart of Waikoloa. Superbly situated adjacent to championship golf courses, the premier location of the Bay Club resort provides an unsurpassed vacation setting.

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.

Resort in Waikoloa Village

5 out of 5 average rating, 6 reviews

Waikoloa Ocean - 1 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 resort pool is showcased, featuring a vibrant blue surface reflecting sunlight. A natural stone waterfall cascades into the pool, surrounded by lush tropical greenery and palm trees. Comfortable lounge chairs are positioned nearby, enhancing the serene atmosphere of the resort setting.

Resort in Waikoloa Village

4.8 out of 5 average rating, 40 reviews

Hilton Ocean Tower - Studio Resort View

Set in the Hilton Waikoloa Village Resort on the Kohala Coast, the Ocean Tower hotel is at the edge of Waiulua Bay. Explore the resort via tram and enjoy a choice of three pools and a four-acre ocean-fed lagoon. Perks include on-site shopping, our full-service spa, and access to Dolphin Quest.

An aerial view of an oceanfront resort showcases multiple white buildings surrounded by lush greenery and palm trees. The coastline is visible, with waves breaking against the rocky shore. A clear blue ocean stretches into the distance under a partly cloudy sky.

Resort in Kailua-Kona

Royal Sea Cliff Resort - 1 Bedroom Deluxe

When it comes to amenities, you can expect to be treated royally, much like the ancient kings of the Hawaiian Islands, at Club Wyndham Royal Sea Cliff. Depending on your mood, you can sit by the ocean on the pool deck (rocky coastline) or choose to swim in either of the two outdoor pools.