Resort vacation rentals in Kailua-Kona

Wyndham Royal Sea Cliff | 1BR/1BA King Balc Suite

Nearby Pu‘uhonua o Hōnaunau, an ancient sanctuary whose name means "the place of refuge," could easily describe this resort. Oceanfront, modern, and conveniently tucked outside Kailua-Kona, tranquility reigns. It’s the ideal home-base for all of your island adventures. We understand the importance of an ocean view for your stay, and we will do our utmost to fulfill your request. Although we cannot guarantee it, our team will work diligently to ensure you have the most enjoyable experience possi

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.

Ironman Week•2BR/2BA•Walk to Kailua Pier•Oct 4-11

Stay at Club Wyndham Kona Hawaiian Resort during Ironman World Championship Week! This newly renovated 2BR/2BA villa sleeps 6 and is about a 25-minute walk (1.4 miles) along scenic Aliʻi Drive to Kailua Pier—ideal for athletes and spectators who want to avoid race-day parking. Enjoy a full kitchen with stainless steel appliances, private lanai, A/C, in-unit washer/dryer, plus resort pools, hot tubs, BBQs, lush tropical grounds, and nearby beaches, dining, shopping, and breathtaking Kona sunsets.

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

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.

Kailua-Kona, Hawaii-Kona Hawaiian Resort 2 BD Dlx

We welcome you to come and experience the charm of Kona Hawaiian Resort, where vintage island style meets modern comfort in the heart of Kailua-Kona. Relax by the outdoor pools and whirlpools, then explore nearby beaches, golf, shopping, dining, coffee farms, and local museums. Venture out to waterfalls, volcanoes, whale watching, snorkeling, and unforgettable Big Island adventures, all just minutes from your tropical retreat. *Kamaʻāina discounts available~ Mahalo~

Studio Suite | Hilton Ocean Tower Waikoloa

Stay at Hilton Ocean Tower Waikoloa Village and experience one of Hawaii's premier resort destinations along the Kohala Coast. This expansive oceanfront resort offers the perfect blend of island beauty, relaxation, and resort-style amenities. Enjoy multiple pools, waterslides, a saltwater lagoon, on-site dining, tennis courts, and more while exploring the resort's 62-acre tropical property. Enjoy free WiFi and no resort fees during your stay.

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!

Kona @ the Hawaiian Resort- 2Bd Dlx

Authentically Hawaiian in this charming Resort @ Kona Hawaiian. You'll have a great time at this comfortable place to stay. 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 no modern amenity. Outdoor pools and the nearby beach are just the beginning of what’s within reach..~ Mahalo~

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.

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.

Resort view 1 king bed

Resort view room with one king bed offers tropical resort views, balcony with outdoor seating, wifi, flat screen TV, mini refrigerator, coffee and tea maker, work desk, in room safe, premium bath amenities, and calming decor, ideal for a relaxing and convenient stay.