Resort vacation rentals in Kailua-Kona

OCEAN FRONT Kona Studio with Ocean View.

ALOHA! We invite you to sit back, relax in this spectacular view from our lanai. Absolute BEST location with direct ocean front view at historical Alii Drive. This unit has a tropical theme and is 15 minutes from the Kona airport and 1 minute walk to the ocean!! FAST INTERNET - for those of you decided to escape to paradise to work!! Kitchenette with pots and pans, plates and cups and wine glasses. Kona Town right next door with open air. eateries, live music, outdoor market next. door.

Value · Family · Getting around

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.

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.

Family · Value · Outdoor spaces

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~

Value · Family · View

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 · Amenities · Indoor spaces

Holua Resort at Mauna Loa | 2BR 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 | 2BR/2BA King Bed Suite • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests Beds • Bedroom 1: 1 King Bed • Bedroom 2: 1 King Bed or 2 Twin Beds • Living Area: 1 Sleeper Sofa

Location · Family · Pool

Tropical 1bd - Check-in's Fri, Sat & Sun ONLY!

Club Wyndham Mauna Loa Village, located in Kailua-Kona next to the Kona Country Club, is a quiet, tranquil oasis set away from the town traffic and crowds, yet conveniently located to everything. Guests will enjoy the eight outdoor swimming pools, eight hot tubs, and 11 tennis courts. Have a family barbecue at the poolside grills or plan an excursion with the concierge desk. Enjoy golf and fishing nearby.

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.

Family · Value · Laundry

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.

Family · Location · Pool

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.