Resort vacation rentals in Kailua-Kona

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.

Shell Kona Coast Resort Ohana Suite Honu

Shell Kona Coast Resort offers spectacular views of palm trees and calm waters. This resort is situated on the ocean, giving you access to the magical setting where the land meets the sea. This resort features swimming pools, hot tubs and a sauna, plus you can try Hawaiian dining at Sunset Terrace restaurant. This suite offers a king bed in the master and guest bedroom and a sleeper sofa in the living room. Additional amenities include a kitchen, dining area, washer/dryer, and lanai.

Family · Value · Sleep quality

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!

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.

Value · Location · Laundry

Resort@ Mauna Loa Village-Kona- 1Bd Deluxe Suite

Escape to the tropical beauty of Hawaii’s Big Island at Mauna Loa Village. Set along the stunning Kona Coast, this peaceful resort features spacious villa-style accommodations surrounded by lush gardens and swaying palms. Relax by sparkling pools, play a round of golf, or explore nearby beaches, snorkeling, coffee farms, and Hawaiʻi Volcanoes National Park. It’s the perfect retreat for couples, families, and island adventurers alike.

Location · Cleanliness · Sleep quality

2BR @ Wyndham Kona Hawaiian Resort

Unwind at Club Wyndham Kona Hawaiian Resort, a charming hideaway just steps from the beach in beautiful Kailua‑Kona on Hawaii’s Big Island. Palm‑lined paths and lush gardens surround two outdoor pools and spa tubs, while a picnic and BBQ area invites relaxed gatherings. With easy access to the waterfront, shops and local dining, you’ll be perfectly placed to soak in island life.

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.

Value · Family · Cleanliness

Wyndham Kona Hawaiian | 2BR/2BA King Bed Suite

Enjoy your time in Kailua-Kona with this beautiful condo! Located on the Big Island's west coast, it presents a unique blend of 1930s architecture and contemporary comforts. Featuring outdoor swimming pools and convenient beach access, it's a perfect location for an unforgettable holiday. You'll find yourself immersed in the beauty of the Kona coast.

Location · Family · Check-in

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.

Location · Family · Hospitality

Kailua-Kona, Hawaii Kona Resort 2 Bedroom Suite

Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island! This resort is an ideal destination for your island paradise vacation. And it's close to all that Kailua-Kona has to offer. Venture out to explore or indulge in sweet relaxation.

Cleanliness · Kitchen · Beach

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.