Resort vacation rentals in Kailua-Kona

An outdoor swimming pool is surrounded by palm trees, with lounge chairs lining the edges. A shaded bar area and dining space are visible in the background, providing a relaxed atmosphere. The pool is designed with varying depths, featuring a gradual slope at one end.

5.0 out of 5 average rating, 8 reviews

Wyndham Kona Coast Resort|1BR/1BA King Balc Suite

Nestled along the scenic Kona coastline of Hawaii’s Big Island, this resort is just a few miles away from pristine Keauhou Bay, the Hulihee Palace, and two historic national parks. Get ready for panoramic views of sapphire blue waters and endless activities like snorkeling, volleyball, and tennis. We understand the importance of an ocean view for your stay, and we will do our utmost to fulfill your request. Although we cannot guarantee it, our team will work diligently to ensure you have the mo

LocationFamilyCleanliness

Resort in Kailua-Kona

4.67 out of 5 average rating, 170 reviews

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.

LocationFamilyTV

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.

A resort building features warm, earth-toned exterior walls and a distinctive red-tiled roof. Two spacious lanai areas are visible, surrounded by lush green landscaping and palms. A pathway leads towards the entrance, with well-maintained grass and tropical foliage in the foreground.

4.76 out of 5 average rating, 272 reviews

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.

LocationFamilyQuiet

A serene outdoor pool area is surrounded by lush tropical vegetation, featuring a thatched-roof hut nearby. Comfortable lounge chairs are positioned along the pool, which reflects the sky. Palm trees gently sway overhead, creating a relaxing atmosphere in this resort-like setting.

4.89 out of 5 average rating, 9 reviews

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~

ValueLocationBeach

5.0 out of 5 average rating, 3 reviews

A seaside view showcases vibrant turquoise waters against a backdrop of palm trees and coastal buildings. A wooden railing frames the scene, while a patterned canopy adds shade. The outdoor dining area is visible, enhancing the relaxed atmosphere with ocean breezes.

Resort in Kailua-Kona

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~

LocationCheck-inWalkability

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.

Guest favorite

A tranquil pool area is framed by tropical landscaping, featuring a mixture of palm trees and vibrant greenery. Natural stone accents surround the pool, and comfortable lounge chairs are arranged nearby. Tiki hut structures provide shaded seating, enhancing the relaxed atmosphere of the space.

5.0 out of 5 average rating, 12 reviews

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.

FamilyValueCleanliness

5.0 out of 5 average rating, 3 reviews

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.

LocationFamilyPool

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.

Ocean Front resort. Pools, waterslides and lagoon

This 2 bedroom 2 bath is steps away from the beach and located within the desirable Hilton Village. This room is a perfect Hawaii destination with immaculate amenities and space for the whole family. A full kitchen gives you flexibility and convenience.

5.0 out of 5 average rating, 6 reviews

Waikoloa Ocean - 1 Bedroom

Ocean‑view Villa with Kitchen & Pools – Waikoloa, Big Island Wake to sea breezes over ʻAnaehoʻomalu Bay, sip coffee on your lanai, stroll to the beach or pool, snorkel or BBQ, then catch sunset views from your balcony before resort Luau or dinner.

LocationFamilyBeach

Popular amenities for Kailua-Kona resort rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly resort rentals

Two Bedroom Deluxe Suite Hawaii

Kona Hawaiian Resort - 2bd/2ba-2King beds/Sofa bed

Resort in Kailua-Kona

Kona • Couples Island Retreat • Pool + Ocean

The outdoor pool area is surrounded by lounge chairs and tropical plants, providing a relaxing environment. A covered seating area is visible nearby, and the bright sky reflects on the water's surface, enhancing the peaceful atmosphere of the resort.

Kona, Hawaii 2 Bedroom (sleeps 6) at WorldMark

Ironman Special: 10/7-10/13 Oceanside Sleeps 6

Hilton Kohala Suites - 2 Bedroom Plus

The image displays a coastal property featuring multiple white buildings set against a backdrop of palm trees. Rocky shorelines meet the ocean waves, enhancing the natural beauty of the Kona Coast under a soft evening sky.

Royal Sea Cliff at Kona, Hawaii 1 bedroom deluxe.

A bright living area features green walls and large windows framed by sheer curtains. Two comfortable armchairs and a sofa surround a circular table, while a textured lamp adds light. A colorful patterned rug enhances the overall vibrant ambiance.

Private Tropical resort in Kona

ValueViewBathroom

Resort rentals with a pool

An outdoor swimming pool is surrounded by a paved area and is enclosed by a white fence. Lounge chairs are positioned along the edge, and tropical palm trees create a lush backdrop under a clear blue sky.

4.75 out of 5 average rating, 16 reviews

Holua Resort at Mauna Loa | 2BR King Bed Suite

FamilyLocationCheck-in

An outdoor swimming pool is surrounded by stone decking and lounge chairs. Palm trees provide shade, and nearby, the modern resort buildings reflect a coastal design. The sky is partly cloudy, contributing to a relaxed, inviting atmosphere.

4.83 out of 5 average rating, 6 reviews

Wyndham Royal Sea Cliff | 1BR/1BA King Balc Suite

LocationValueCleanliness

Resort in Waikoloa Village

A shimmering outdoor swimming pool is surrounded by lounge chairs under yellow umbrellas. Lush tropical trees frame the scene, while a building offers amenities in the background. The patio is paved with natural stone, contributing to a relaxed poolside atmosphere.

4.78 out of 5 average rating, 32 reviews

Wyndham Paniolo Greens | 2BR/2BA King Suite

FamilyValueAmenities

An outdoor swimming pool is surrounded by lounge chairs, with palm trees providing shade. The pool area features a stone deck, and modern resort buildings are visible in the background. Clear skies with subtle clouds create a serene tropical atmosphere.

4.75 out of 5 average rating, 8 reviews

Wyndham Royal Sea Cliff | 2BR/2BA King Balc Suite

LocationBeachLaundry

The outdoor pool area is surrounded by lush palm trees and tropical foliage. A thatched-roof hut provides shade, while wooden lounge chairs invite relaxation. Natural rock formations outline the pool, which reflects the soft colors of the sky at dusk.

4.6 out of 5 average rating, 5 reviews

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

LocationFamilyCheck-in

A serene outdoor swimming pool is framed by palm trees and lush landscaping. Lounge chairs are placed around the pool area, inviting relaxation. A small spa is also seen beside the pool, surrounded by a protective fence ensuring safety.

4.67 out of 5 average rating, 18 reviews

Holua Resort at Mauna Loa | 1BR King Bed Suite

LocationValueBeach

Resort in Waikoloa Village

A swimming pool area is surrounded by lounge chairs and yellow umbrellas. The pool is bordered by a stone patio, and a poolside bar with a roofed structure is visible in the background. Lush greenery lines the perimeter, providing a tranquil setting.

4.58 out of 5 average rating, 19 reviews

Wyndham Paniolo Greens | 2BR/2BA King Suite

ValueLocationPool

An inviting outdoor pool is surrounded by lounge chairs and shade umbrellas. Tall palm trees sway nearby, with modern multi-story resort buildings in the background. The tranquil setting provides a peaceful atmosphere for relaxation.

4.8 out of 5 average rating, 5 reviews

Wyndham Royal Sea Cliff | 2BR/2BA King Balc Suite

LocationNearbyWalkability

Resort rentals with a gym

A multi-story building is shown, featuring expansive balconies that overlook a landscaped area. The structure is complemented by vibrant greenery and colorful flowers in the foreground, creating a serene outdoor setting. The clear blue sky enhances the inviting appearance of the resort.

Resort in Waikoloa Village

WYDHAM Paniolo Greens HI

AccuracyHospitality

Wyndham Mauna Loa Village 1BR – Near Kona Coast

The outdoor swimming pool is framed by palm trees and a stone patio. A designated children's area is visible, along with a bar area beneath a canopy. Lounge chairs are arranged around the pool, creating a relaxing environment. Soft clouds are seen in the blue sky above.

Wyndham Kona Coast Resort|2BR/2BA Queen Balc Suite

Accuracy

An outdoor swimming pool is surrounded by lounge chairs and palm trees, creating a relaxing environment. The resort buildings rise in the background, with balconies accessible from each unit. Umbrellas provide shade for guests enjoying the poolside area under a clear sky.

Wyndham Royal Sea Cliff | 1BR/1BA King Balc Suite

An inviting outdoor swimming pool is surrounded by palm trees and features a stone deck. A swim-up bar with shaded seating areas is visible in the background, enhancing the resort’s tropical ambiance. The sky reflects soft hues, suggesting a serene atmosphere.

Wyndham Kona Coast Resort|1BR/1BA King Balc Suite

LocationSleep qualityCondition

An outdoor swimming pool is framed by palm trees and lounge chairs, inviting relaxation. The pool area is surrounded by stone flooring and features a light blue tile trim. The resort buildings are visible in the background, complemented by a bright, clear sky.

Wyndham Royal Sea Cliff | 1BR/1BA King Balc Suite

An outdoor swimming pool is framed by lounge chairs and umbrellas, surrounded by palm trees. The modern resort buildings are visible in the background, with a clear blue sky overhead. The setting offers a serene environment for relaxation.

Wyndham Royal Sea Cliff | 1BR/1BA King Balc Suite

An outdoor swimming pool is surrounded by a secure fence and manicured landscaping. Several lounge chairs are positioned near the pool, which features a hot tub area. Sunlight filters through palm trees, creating a relaxing atmosphere.