Beachfront holiday rentals in Kailua-Kona

4.92 out of 5 average rating, 131 reviews

A spacious living area is shown with a light-colored rug and comfortable seating, complemented by ceiling fans. Large glass doors open to an outdoor space, revealing views of the adjacent garden and ocean. Natural light brightens the room, enhancing its airy feel.

Townhouse in Keauhou

Seahorse Luxury Suite at Seaspray Ocean View

A private oasis across from the desirable Kahaluʻu Beach Park. This two bedroom luxury suite is bright & airy with a private lanai & your own KOI pond. A private guest only pool deck includes a barbecue and dining area for outside entertainment. The living room is a great place to relax with ocean views and the sounds of ocean waves. The chef of the family will appreciate a fully stocked modern kitchen. The whole group will enjoy everything Kona has to offer from this centrally located Oasis.

The oceanfront lanai features a dining table with four wooden chairs, overlooking a sunset-lit ocean. Two lounge chairs are placed nearby. Palm trees frame the scene, and string lights provide a soft glow, enhancing the serene atmosphere.

4.99 out of 5 average rating, 127 reviews

Ocean-front penthouse, sunsets, whales, surfers!

*Gorgeous views from oceanfront lanai *See whales, surfers, turtles from lanai *Beach/snorkel/surf right outside *4th Floor Penthouse w/ A/C *Stocked kitchen incl air fryer *Covered parking *Oceanfront Gas grill *Da Poke Shack in complex *Pack 'N Play/High Chair *Shared Pool w/ hot tub *Completely remodeled w/ split air unit & double vanity in master

4.87 out of 5 average rating, 225 reviews

Apartment in Kailua-Kona

Right-On-Ocean, AC-Walkable-Boutique-Pool-Elevator

Directly-On-The-Ocean! Not a peekaboo--a full on view of the ocean in a quiet boutique complex IN town-but not on busy Ali'i Drive. Lanai ocean waves with surfers next door. KING bedroom ocean view! Central AC! NEW king bedroom w/luxury linens. Fully-stocked kitchen. All beach gear: cooler&ice, chairs, towels, umbrella, toys. Gated-saltwater oceanfront pool & lounges. Covered/reserved free parking. Elevator. THE best location, with Honls Beach next door and Kona two blocks away~it's Konamazing!

4.94 out of 5 average rating, 208 reviews

Apartment in Kailua-Kona

True Oceanfront, Top-Floor, Downtown, A/C, Parking

Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a boutique complex, meaning no noise from the street or guests above. After a busy day at the beach and a night on the town, you'll appreciate the peace and quiet of your own space with only the sound of the ocean to lull you to sleep.

4.94 out of 5 average rating, 142 reviews

The two-story villa is surrounded by lush landscaping, showcasing a blend of tropical plants. Floor-to-ceiling windows and sliding doors invite natural light, revealing comfortable outdoor seating areas designed for relaxation. The architecture reflects a harmonious integration with the vibrant surroundings.

Villa in Holualoa

Oceanfront Kona Villa w/ Sunset Views |Pool|Tennis

Featured on Season 1, Episode 20 of Staycation! Welcome to Barefoot Kona, a direct oceanfront luxury villa in the exclusive, gated Aliʻi Point community. Enjoy front-row Hawaiian sunsets, watch dolphins pass from your lanai, and take advantage of private resort amenities—an oceanfront heated pool, hot tub, and tennis/pickleball court. Nestled between Magic Sands Beach and Kailua Village for easy dining, shopping, and snorkeling, all within a secure, gated community with peaceful island vibes.

Guest house in Kailua-Kona

A covered outdoor patio area is shown, featuring casual seating and potted plants. A view of the ocean and surrounding palm trees is visible through the open space. The tiled flooring adds a functional element to the area, enhancing the outdoor experience.

Kimo’s Getaway

A private property secluded from a neighborhood in the lively town of Kailua Kona. Surrounded by palms except makai where the ocean greets you. Plenty of off street private parking. Two beautifully appointed bedrooms, one with a queen bed the other with two twins that can be made into king upon request. Full sized, fully equipped kitchen. You are walking distance to Honl's beach and to downtown Kailua Kona. The unit is the downstairs of a duplex, so no stairs. Infants are considered guests.

4.91 out of 5 average rating, 316 reviews

4.97 out of 5 average rating, 149 reviews

Lush greenery surrounds a well-maintained lawn that leads to a vibrant blue ocean. Palm trees and tropical plants enhance the natural setting, with gentle waves seen in the distance. The scene captures the essence of a serene waterfront environment.

Guest house in Keauhou

Kona Ocean Front Cottage on Keauhou Bay

Waterfront cottage on private, gated 1 acre estate. Close as you can get to an over the water bungalow in Hawaii. Direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walk to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. Queen bed. Living room with 50 in TV. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower. Couples and solo travellers only. No smoking.

4.94 out of 5 average rating, 198 reviews

A bright and airy living room is showcased, featuring a comfortable blue sofa and armchairs. Large glass doors open to the outdoor seating area, revealing views of the ocean. Decorative items are neatly arranged on the built-in shelves, enhancing the space.

Home in Keauhou

Kona Surf Snorkel Paradise, Beachfront, Hot Tub

Incredible views of the bay and surfers! Modern house(built 2014) with A/C all rooms. It’s across the street from Kahalu’u Beach. This is the BEST snorkeling and surfing spot in Kona. Surfboards,The Kona Trolley stop, and food trucks are steps away. The house has a hot tub, 4 brms, one upstairs, 3 downstrs, There’s one full bath en-suite upstairs with toilet, tub and shower. There is a toilet downstairs with very private outdoor shower. Plus one bdrm has a sink/vanity & 2nd outdoor shower.

An aerial view captures the oceanfront location of Kona Bali Kai, showcasing the building's layout against the vibrant blue water. Waves crash against the rocky shore, while palm trees frame the scene, highlighting the unique coastal setting.

4.88 out of 5 average rating, 484 reviews

☀ Live on the Ocean along Famous Ali'i Drive + ☀

Kona Bali Kai - Direct Ocean Front! Watch Whales, Turtles, Surfers, Dolphins, Beautiful Sunsets & morning coffee from your private balcony. Large 2 bedroom, 2 bathroom with washer and dryer inside. Wake up to sparkeling ocean views & sounds of surf from your bedroom & living room. Enjoy pool, hot tub, guest services, & world renown "Da Poke Shack" right downstairs! One of a kind experience! Free covered parking, all taxes & fees included in price! 2nd floor, Easy access, no hassle check in!

An expansive view of the ocean features vibrant blue waters and gentle waves lapping against dark rocky formations. Lush palm trees sway in the breeze, framing the scene. The sky is clear, showcasing a bright and inviting atmosphere against the natural coastal landscape.

4.99 out of 5 average rating, 128 reviews

Exceptional Oceanfront Luxury Condo, Stunning View

🌊Absolute direct oceanfront top floor, two-bedroom condo located in the heart of Kailua-Kona, Hawaii. Step inside to stunning ocean views from floor-to-ceiling windows and your private oceanfront balcony — welcome to paradise! 🌴 🌬AC in all spaces, elevator access (zero steps!), fully updated with high-quality furnishings throughout. From the balcony, watch sea turtles in the tide pools below, spot dolphins just offshore, and enjoy spectacular sunsets — all just steps from the ocean.

An oceanfront sandy beach area is framed by palm trees, with lounge chairs arranged for relaxation. The ocean is visible in the background, with calm waves lapping at the shore. A gated pool area is nearby, enhancing the serene coastal setting.

4.96 out of 5 average rating, 185 reviews

Updated condo with ocean views & air conditioning

Kick back and relax at this renovated condo with partial ocean views, an oceanfront saltwater pool, and lusciously landscaped grounds. This air-conditioned unit boasts a central location just 1.3 miles from the heart of downtown Kona. Conveniently located between downtown Kona and the world-famous Magic Sands beach, this is the perfect home base to explore everything Hawaii Island has to offer. Enjoy the shared BBQs and private sandy beach area as you soak up Kona's sensational sunsets.