TOP 30 Best Oceanfront luxury accommodations in Kailua, Hawaii

Kailua Pier is a historic and picturesque tourist attraction located at Kaahumanu Place in Kailua-Kona, Hawaii, United States. This iconic pier offers stunning views of the crystal-clear waters of the Pacific Ocean and serves as a hub for various water-based activities such as snorkeling, diving, fishing, and boat tours. Visitors can also enjoy a leisurely stroll along the pier, taking in the sights and sounds of the bustling harbor. With its vibrant atmosphere and breathtaking scenery, Kailua Pier is a must-visit destination for anyone exploring the beautiful island of Hawaii.

Tropical Oceanfront Beauty is a stunning lodging located in the picturesque town of Kailua-Kona, Hawaii. Situated right on the oceanfront, guests can enjoy breathtaking views of the crystal-clear waters and lush tropical surroundings. The institution offers a peaceful and serene atmosphere, perfect for those looking to relax and unwind in paradise. With comfortable accommodations and top-notch amenities, Tropical Oceanfront Beauty is the ideal destination for a dream vacation in Hawaii.

Kona View House 4BR Luxury Vacation Rental is a stunning lodging option located at 77-6434 Kilohana Street in Kailua-Kona, Hawaii. This institution offers luxurious accommodations with breathtaking views of the ocean and surrounding landscape. Whether you are looking for a relaxing getaway or an adventurous vacation, Kona View House has everything you need to make your stay unforgettable. Book your stay with this top-notch real estate and travel agency today and experience the beauty of Hawaii in style.

Welcome to Kailua Bay Resort #3301, a charming two-bedroom condo located in Kailua-Kona, Hawaii. This cozy lodging is perfect for families or small groups looking for a comfortable and convenient place to stay while exploring the beautiful island of Hawaii. The resort is situated at 75-5669 Kuakini Highway, just a short distance from the beach and other popular attractions. Enjoy the stunning ocean views from your private balcony, relax by the pool, or take a short walk to the nearby shops and restaurants. Experience the true essence of Hawaiian hospitality at Kailua Bay Resort #3301.

Kailua Beachside Cottages is a charming real estate and travel agency located at 204 South Kalaheo Avenue in beautiful Kailua, Hawaii. Our agency specializes in offering luxurious beachside cottages for rent, providing guests with the perfect vacation getaway in paradise. With stunning ocean views, white sandy beaches, and a variety of amenities, our cottages are the perfect choice for a relaxing and rejuvenating vacation experience. Whether you're looking for a romantic retreat, a family-friendly vacation, or a solo adventure, Kailua Beachside Cottages has the perfect accommodation for you. Book your stay with us today and experience the beauty and tranquility of Kailua Beach.

Kailua Village Condos is a charming accommodation located at 75-5766 Kuakini Highway in the beautiful town of Kailua-Kona, Hawaii. These condos offer a comfortable and convenient stay for visitors looking to experience the beauty and culture of the Big Island. With stunning ocean views and easy access to local attractions, Kailua Village Condos provide the perfect home base for exploring all that Hawaii has to offer. Whether you're looking for a relaxing beach getaway or an adventure-filled vacation, Kailua Village Condos has everything you need for a memorable stay in paradise.

Park Royal Luxury Condos in Kailua-Kona offers upscale accommodation along Ali‘i Drive in the beautiful town of Kailua-Kona, Hawaii. These luxurious condos provide guests with a comfortable and stylish retreat, complete with modern amenities and stunning ocean views. Whether you are looking for a romantic getaway or a family vacation, Park Royal Luxury Condos offer the perfect blend of relaxation and convenience. Enjoy easy access to nearby beaches, shopping, dining, and outdoor activities while staying in this elegant lodging establishment. Experience the best of Hawaiian hospitality at Park Royal Luxury Condos in Kailua-Kona.

Hualālai Four Seasons Resort and Golf Course is a luxurious retreat located in Kailua-Kona, Hawaii. Situated at 100 Kaupulehu Drive, this stunning resort offers world-class amenities and unparalleled service in a breathtaking tropical setting. Guests can enjoy a round of golf on the championship course, relax at the spa, or indulge in gourmet dining options. With stunning ocean views and top-notch accommodations, Hualālai Four Seasons Resort and Golf Course is the perfect destination for a relaxing getaway in paradise.

Honu Kai Bed & Breakfast is a charming lodging located in the heart of Kailua-Kona, Hawaii. Situated at 74-1529 Hao Kuni Street, this cozy bed and breakfast offers a relaxing atmosphere and comfortable accommodations for guests looking to experience the beauty of the Hawaiian islands. With a prime location near the beach, guests can enjoy stunning ocean views and easy access to a variety of outdoor activities. The friendly staff at Honu Kai Bed & Breakfast are dedicated to providing a memorable stay for all guests, making it the perfect choice for a relaxing getaway in paradise.

Kahaluu Beach Villas at Kahaluu Beach offers a luxurious and relaxing lodging experience in the beautiful town of Kailua-Kona, Hawaii. Located at 78-6721 Ali‘i Drive, this institution provides guests with spacious villas just steps away from the pristine Kahaluu Beach. Enjoy stunning ocean views, comfortable accommodations, and easy access to a variety of water activities such as snorkeling and surfing. Immerse yourself in the natural beauty of Hawaii while staying at Kahaluu Beach Villas.

Keiki Ponds is a charming lodging institution situated at 75-5572 Kona Bay Drive in the beautiful coastal town of Kailua-Kona, Hawaii, United States. This tranquil retreat offers a unique blend of Hawaiian hospitality and modern comfort, providing guests with a relaxing and rejuvenating experience. Nestled in a tropical setting with stunning views of the Pacific Ocean, Keiki Ponds is the perfect destination for those seeking a peaceful getaway. With spacious accommodations, friendly staff, and a range of amenities, guests can unwind and enjoy the beauty of Hawaii's Big Island. Whether you're looking for a romantic escape or a family vacation, Keiki Ponds promises a memorable stay in paradise.

Located on the stunning Ka'upulehu coastline in Kailua-Kona, Hawaii, the Four Seasons Resort Hualalai offers oceanfront splendor in perfect harmony with nature. This luxurious lodging option guarantees the best available room rate and provides a flexible booking option for guests. Start each day with a signature Four Seasons breakfast and enjoy unlimited golf on the Jack Nicklaus course, along with daily breakfast for two. The resort is situated on the site of an ancient Hawaiian fishing village, where the ancestors were able to sustain life using natural resources. It is important for guests to understand the value of preserving the land and sea, so future generations can also experience the beauty and 'aloha' of this place. Experience the beauty of Hawaii at the Four Seasons Resort Hualalai.

Mango Sunset BnB Inn at Lyman Kona Coffee Farms is a charming bed and breakfast located in the heart of the Kona Coffee Belt on the Big Island of Hawaii. Situated at 73-4261 Hawaiʻi Belt Road in Kailua-Kona, this cozy inn offers guests a tranquil retreat surrounded by lush coffee fields and stunning ocean views. The comfortable accommodations, warm hospitality, and delicious breakfasts made with locally-grown ingredients make this BnB a perfect choice for a relaxing getaway. Whether you're looking to explore the nearby coffee farms, relax on the beautiful beaches, or simply unwind in the peaceful surroundings, Mango Sunset BnB Inn is the ideal place to experience the beauty and tranquility of Hawaii.

Beach Cottage is a charming lodging located in the beautiful town of Kailua, Hawaii. Nestled in a picturesque setting, this institution offers a tranquil and relaxing atmosphere for guests to enjoy. The cozy cottages are just steps away from the pristine white sandy beaches and crystal-clear waters of Hawaii. With its warm hospitality and breathtaking views, Beach Cottage provides the perfect escape for those looking to unwind and rejuvenate in paradise. Whether you're seeking a romantic getaway or a family vacation, this institution offers a unique and unforgettable experience in one of the most stunning locations in the United States.

Kona Sugar Shack Villa is a charming real estate and travel agency located at 77-6483 Ali‘i Drive in the beautiful town of Kailua-Kona, Hawaii. Our agency specializes in luxury vacation rentals and real estate properties in the stunning Hawaiian Islands. Whether you are looking for a dream vacation rental or interested in investing in a piece of paradise, our dedicated team is here to assist you every step of the way. Experience the magic of Hawaii with Kona Sugar Shack Villa.

Boss Frog's Snorkel, Bike & Beach Rentals is a one-stop shop for all your outdoor adventure needs in Kailua-Kona, Hawaii. Located on Ali‘i Drive, this store and travel agency offers a wide range of rental equipment, including snorkeling gear, bikes, and beach essentials. Whether you're looking to explore the crystal-clear waters of the Pacific Ocean, cruise along the scenic coastline on a bike, or simply relax on the sandy beaches, Boss Frog's has everything you need for a fun-filled day in paradise. Their friendly and knowledgeable staff are always ready to help you plan your perfect Hawaiian adventure.

Club Wyndham Kona Hawaiian Resort is a luxurious lodging institution located in the heart of Kailua-Kona, Hawaii. Situated at 75-5961 Ali‘i Drive, this resort offers guests a true Hawaiian experience with stunning ocean views and easy access to nearby attractions. The resort features spacious and well-appointed suites, a beautiful outdoor pool, on-site dining options, and a range of amenities to ensure a comfortable stay. Whether you're looking to relax on the beach, explore the local culture, or simply unwind in a tropical paradise, Club Wyndham Kona Hawaiian Resort is the perfect destination for your Hawaiian getaway.

Aliʻi Cove is a luxurious oceanfront condominium complex located at 75-5919 Ali‘i Drive in Kailua-Kona, Hawaii. This stunning property offers breathtaking views of the Pacific Ocean and is just steps away from the pristine white sandy beaches of Hawaii. The resort-style amenities include a sparkling swimming pool, hot tub, BBQ area, and well-manicured tropical gardens. Each spacious condo is elegantly furnished and equipped with modern amenities to ensure a comfortable and relaxing stay. Whether you're looking for a romantic getaway or a fun-filled family vacation, Aliʻi Cove is the perfect destination for your Hawaiian escape.

Hawaii Nautical - Kona is a premier ocean-activity provider located at 352-429 Kealakehe Parkway, Kailua-Kona, Hawaii, United States. They offer a variety of experiences such as sunset cocktail cruises, whale-watching tours, tradewinds sails, and luxury yacht charters. With a fleet of high-end vessels and a team of experienced professionals, they provide top-notch amenities and customized itineraries for a seamless and unforgettable journey on the open sea. Hawaii Nautical is also the first Dolphin SMART-recognized operator in Hawaii, promoting proper viewing of dolphins and conservation efforts. Book your adventure with Hawaii Nautical - Kona for a memorable experience on the beautiful waters of Hawaii.

Located in a scenic cove on the west side of Hawaii's Big Island, Aston Kona by the Sea is a charming oceanfront condo resort offering a peaceful retreat for guests. The spacious accommodations provide stunning views of the coastline, perfect for relaxing under swaying coconut trees or exploring the nearby town of Kailua-Kona with its shops, restaurants, and nightlife. The resort is also a great starting point for snorkeling, surfing, and exploring must-see attractions like Hawaii Volcanoes National Park and Kona coffee farms. Each suite at Aston Kona by the Sea features a full kitchen and a private balcony with either partial or full ocean views. Guests can enjoy lounging by the saltwater pool, cooking meals on the outdoor barbecue, and watching breathtaking sunsets from the oceanfront lawn. Special promotions, packages, and membership discounts are available to help guests make the most of their stay.

Kona Magic Sands is a beachfront institution located at 77-6452 Ali‘i Drive in Kailua-Kona, Hawaii. This stunning property offers guests a magical experience with its pristine white sandy beach and crystal-clear turquoise waters. The resort features luxurious accommodations, top-notch amenities, and breathtaking ocean views. Guests can enjoy swimming, snorkeling, sunbathing, and beachcombing right outside their doorstep. With its convenient location near popular attractions, restaurants, and shopping, Kona Magic Sands is the perfect destination for a relaxing and unforgettable Hawaiian getaway.

Kona Isle is a beautiful oceanfront condominium complex located at 75-6100 Ali‘i Drive in Kailua-Kona, Hawaii. With stunning views of the Pacific Ocean and easy access to the beach, this tropical paradise offers a relaxing and luxurious vacation experience. The resort features a pool, BBQ area, and lush gardens for guests to enjoy. Each unit is tastefully decorated and fully equipped with modern amenities, making it the perfect home away from home. Whether you're looking to relax on the beach, explore the island, or simply unwind by the pool, Kona Isle is the ideal destination for your Hawaiian getaway.

Hale Kona Kai is a charming boutique complex located at 75-5870 Kahakai Road in Kailua-Kona, Hawaii. Offering the best of Kona vacation rentals, this institution consists of 36 one-bedroom oceanfront condos. Situated on a quiet side street just a short walk from town and Honl’s beach, Hale Kona Kai is conveniently located near popular attractions such as the Royal Kona Resort and Huggos. Guests can enjoy a range of amenities including an oceanfront heated saltwater pool, BBQ area, central air conditioning, elevator, and free reserved parking. The on-site office is staffed by friendly Casago Kona members who are always ready to assist guests.

North Beach is a stunning natural feature located in Kailua, Hawaii, United States. This picturesque beach offers pristine white sands, crystal clear waters, and breathtaking views of the surrounding tropical landscape. Visitors can enjoy sunbathing, swimming, and beachcombing along the shore, or take part in water sports such as surfing, snorkeling, and kayaking. North Beach is the perfect destination for those seeking a tranquil and idyllic escape in the heart of paradise.

Fort Hase Beach is a stunning beach located in Kailua, Hawaii, United States. With its pristine white sands and crystal-clear turquoise waters, this beach is a popular destination for locals and tourists alike. The beach is named after the nearby Fort Hase, a historic military fort that once stood on the site. Visitors can enjoy swimming, sunbathing, and beachcombing at Fort Hase Beach, as well as taking in breathtaking views of the surrounding mountains and ocean. The beach is also a great spot for water sports such as kayaking and paddleboarding. Whether you're looking for relaxation or adventure, Fort Hase Beach has something for everyone.

Royal Sea Cliff Kona by Outrigger is a luxurious lodging institution located on Ali‘i Drive in Kailua-Kona, Hawaii. Situated right by the stunning coastline, guests can enjoy breathtaking ocean views and easy access to the beach. The resort offers spacious and elegantly furnished accommodations, as well as a range of amenities including a swimming pool, hot tub, fitness center, and on-site dining options. Whether you're looking for a relaxing getaway or an adventurous vacation, Royal Sea Cliff Kona by Outrigger provides the perfect setting for a memorable stay in paradise.

Kona Reef Resort is a charming lodging option situated on Ali‘i Drive in Kailua-Kona, Hawaii. This oceanfront resort offers stunning views of the Pacific Ocean and is just steps away from the beach. Guests can enjoy spacious accommodations with modern amenities, including fully equipped kitchens, private lanais, and a refreshing outdoor pool. The resort is conveniently located near popular attractions, shopping, and dining options, making it the perfect choice for a relaxing Hawaiian getaway. Experience the beauty and tranquility of the Big Island at Kona Reef Resort.

Banyans Hawaii is a charming lodging institution located on Ali‘i Drive in Kailua-Kona, Hawaii. Nestled in a tropical paradise, this accommodation offers a tranquil and relaxing retreat for guests looking to unwind and rejuvenate. The property features comfortable rooms with modern amenities, stunning ocean views, and easy access to the beach. Guests can enjoy the lush gardens, outdoor pool, and on-site dining options. Whether you're seeking a romantic getaway or a family vacation, Banyans Hawaii provides a peaceful oasis in the heart of Hawaii.

Kanaloa at Kona by Outrigger® is a luxurious lodging institution located at 78-261 Manukai Street in Kailua-Kona, Hawaii, United States. Nestled amidst lush tropical gardens and overlooking the sparkling waters of the Pacific Ocean, this resort offers a serene and tranquil setting for guests to unwind and relax. With spacious and well-appointed accommodations, a variety of amenities including multiple swimming pools, tennis courts, and barbecue areas, as well as easy access to nearby beaches and attractions, Kanaloa at Kona by Outrigger® is the perfect destination for a memorable Hawaiian getaway. Whether you're seeking a romantic retreat, a family vacation, or a peaceful escape, this resort provides the ultimate in comfort, convenience, and hospitality.

Courtyard by Marriott King Kamehameha's Kona Beach Hotel is a luxurious lodging institution situated at 75-5660 Palani Road in the beautiful coastal town of Kailua-Kona, Hawaii. This hotel offers stunning views of the Pacific Ocean and is just steps away from the sandy beaches of Kona. With modern amenities, spacious rooms, and exceptional service, guests can enjoy a comfortable and relaxing stay in paradise. Whether you're looking to explore the island's natural wonders or simply unwind by the pool, Courtyard by Marriott King Kamehameha's Kona Beach Hotel is the perfect destination for a Hawaiian getaway.