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.

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

Value · Location · Hiking

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.

Value · Family · Hot tub

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.

View

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~

Location · Cleanliness · Walkability

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

Location · Quiet · Cleanliness

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.

Location · Family · Hot tub

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 · Cleanliness

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.

Quiet · Hospitality · 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.