Holiday rentals with a pool in Waikoloa Village

A spacious living area is complemented by large windows that provide views of the surrounding greenery. Comfortable seating includes an orange sofa, accent chairs, and a wooden dining set. A ceiling fan and light fixture are visible, adding to the inviting ambiance of the room.

4.94 out of 5 average rating, 124 reviews

Spectacular Ground Floor Condo Sleeps 5

This is an amazing 1 bedroom 1 bath ground floor unit with plenty of space. It has been fully renovated with beautiful furnishings inside and out. A golf course surrounds the property and we have a beautiful pool, barbecues, spa, tennis courts, and fitness center. We are Covid safe. Our cleaning service uses hospital grade disinfecting products. The experienced cleaning crew is meticulous to prepare our condo by cleaning all surfaces and appliances before our guest checks in. TA-171-306-803201

Lush green lawn stretches out under clear blue skies, framed by swaying palm trees. In the background, manicured homes line a serene body of water, with hints of distant mountains adding depth to the landscape.

4.96 out of 5 average rating, 142 reviews

Casa Chilin-Waikoloa Beach Resort

Aloha and thank you for considering our home for your visit to the Big Island of Hawaii. Our recently remodeled 2bd/2bath home is walking distance from Shopping (Kings/ Queens Shops), Dining, Entertainment, A’ Bay Beach, Historic Sites. The home is stocked with all your basic necessities. 1 covered parking spot included, steps from home. Great location for couples, groups, families with kids, everyone is welcome! Enjoy the sunset and trade wind breeze from the lanai. Washer and dryer in unit.

Townhouse in Waikoloa Village

The resort pool area is surrounded by lush tropical landscaping, featuring tall palm trees and vibrant foliage. Loungers are positioned near the pool, providing a relaxing atmosphere. Soft clouds are visible in the sky, creating a serene outdoor environment.

4.9 out of 5 average rating, 105 reviews

Hawaii Big Island Waikoloa Beach Luxury Villa

Our spacious 3 bedroom, 2 1/2 bath villa is the perfect place to call home as you enjoy the Big Island of Hawaii. Located in the Waikoloa Beach Resort area on the sunny Kohala Coast, you will find yourself perfectly situated within all the conveniences while being in a tranquil and private setting. This beautifully appointed villa offers all the comfort and amenities of resort living. A few minutes drive out or a lovely walk away, you will find cafes, shops & restaurants. Welcome to Paradise!

A scenic view of the heated saltwater infinity pool is presented, surrounded by palm trees and lush greenery. Guests can be seen enjoying the pool area, while a golf course and tranquil water feature are visible in the background under a clear sky.

4.99 out of 5 average rating, 108 reviews

Beautiful Villa ... walk to most everything!

Location, Location, Location! Fairway Villas is walking distance to most everything you could want in a Hawaiian Vacation. Located in beautiful Waikoloa, this condo is arguably the best unit in the entire complex. You have beautiful views of Mauna Kea, the heated saltwater infinity pool, the golf course and palm trees. You can walk to the grocery store, most restaurants in Waikola within 5 to 10 minutes, A-Bay Beach, Lava Lava Restaurant & Bar, Starbucks, the Hilton Waikoloa Village, etc.

The Ocean Club grounds are depicted, featuring lush tropical landscaping and a lagoon-style pool surrounded by seating areas. Palm trees sway gently in the breeze, with a sunset sky adding a warm glow. Private cabanas offer shaded relaxation spots near the tranquil waters.

4.93 out of 5 average rating, 152 reviews

Newer Luxury Townhouse - Exceptional Value

Hali'i Kai is the nicest ocean front condo resort property in Waikoloa Beach and arguably along the entire Kohala Coast. The grounds & amenities are very nice and appealing to the most discerning of guests. - Ocean Club with its lagoon style pool - Sand bottom hot tub - Ocean front fitness center - Resort bar & restaurant - Tennis and basketball - Beach toys, umbrellas, chairs - Amazing beaches - 2 Pro golf courses - Outdoor shopping - More than 15 restaurants - Great snorkeling

A modern living area is featured, with a gray sofa and round coffee table at its center. A large television stands on a wooden console. Soft light enters through sheer curtains, illuminating decorative elements such as a potted plant and wall art.

4.82 out of 5 average rating, 101 reviews

Newly renovated, top floor 2 BR condo w/ pool/spa

Recharge and connect with loved ones in this family-friendly condo in Fairway Terrace at Waikoloa Village. Take in the majestic beauty of all the Big Island has to offer without breaking the bank. Our vacation home is newly-remodeled and furnished to make your stay peaceful and hassle-free. Condo is steps to pool, spa & rec room amenities, with easy & close golf course access. Short drive to Waikoloa resorts & beaches for a fraction of the cost. Your island retreat awaits you!

The cozy sleeping area features a queen bed dressed in crisp white linens, flanked by two bedside tables with lamps. A decorative throw lies across the bed, and plants add a touch of greenery to the room. Natural light filters through the sliding glass doors.

4.96 out of 5 average rating, 160 reviews

Honua Studio *Ocean Views on the Golf Course!

Unwind at Honua Studio in Waikoloa Village, nestled above the Robert Trent Jones golf course. Our cozy retreat offers air-conditioned comfort for those warm Hawaiian nights and a comfortable queen bed, perfect for a couples retreat. Take in the sweeping views of the ocean, golf course, and, on clear days, the distant allure of Maui. Embrace the easygoing vibe, soak up the beauty, and make memories at your own pace. Ready for a relaxed escape? Book your spot at Honua Studio now.

Condo in Waikoloa Beach Resort

A comfortable living area features a beige sofa, complemented by colorful cushions. A wooden coffee table sits at the center, with a decorative bowl on top. In the background, a modern kitchen and dining space are visible, creating an open and inviting layout.

4.95 out of 5 average rating, 155 reviews

Enjoy lush tropical lifestyle in Waikoloa Resort

Enjoy your stay at this serene ground floor, remodeled in 2023, 1 bedroom 1 bath corner unit condominium in one of the best location of Waikoloa Beach Resort. * Lush tropical landscaping with ponds and waterfalls * Next to pool, tennis court, BBQ and fitness center * Walk to beach, shops, restaurants, entertainments and Grand Hilton * Free fast WiFi. Central A/C. Washer and dryer. * Spectrum Cable and Roku streaming TVs * Private Parking spot 50 yards from the front door

Townhouse in Waikoloa Village

A sunlit living area features a spacious couch adorned with cushions and a coffee table. Large windows invite natural light, while tropical artwork enhances the ambiance. The dining area includes a high-top table with chairs, and sliding doors lead to an outdoor patio surrounded by greenery.

4.9 out of 5 average rating, 107 reviews

Bright, Spacious, 3 bedroom 3 bathroom Townhome

Welcome to Fairway Villas! A beautifully landscaped oasis located within the Waikoloa Beach Resort area. The Fairway Villas are centrally located and set along side a pristine golf course, a lake, and the lava petroglyph trails. It is a short walk to 2 fun shopping centers, restaurants, and a convenient gourmet grocery store. The beach is also a short walk (or drive) from our townhome condo. You will be staying at our 2 story 3 bedroom 3 bathroom Condo.

An open living area is displayed, featuring a comfortable sofa and armchair with tropical print. A wooden coffee table is centered in the space. Large windows provide views of the outdoor patio, where a dining set is visible, and natural light fills the room.

4.98 out of 5 average rating, 103 reviews

Fairway Villas F33, Penthouse 2 bedroom & Loft

Enjoy island living in our spacious top-floor condo at Fairway Villas F33, located in beautiful Waikoloa Beach Resort. Perfect for families or couples, this 1,237 sq. ft. retreat features 2 bedrooms + loft bedroom, 2 bathrooms, elevator access, and a private lanai with peaceful golf course views. Relax by the infinity pool and hot tub, stay active in the fitness center, or walk to A-Bay Beach, Queens’ Marketplace, and King’s Shops for dining and shopping.

A panoramic view of the ocean stretches across the horizon, framed by scattered clouds in a clear blue sky. Lush greenery and rooftops are visible in the foreground, with tall trees adding height to the landscape, creating a serene scene.

4.98 out of 5 average rating, 248 reviews

Ocean, Sunset, Mountain & Celestial Views

Enjoy stunning ocean, mountain, sunset, and starry views from nearly every room in this cozy, family-friendly three-bedroom, two-bathroom Waikoloa Village, Hawaii home. The house includes everything you'll need on your paradise escape including a fully equipped kitchen, beach gear such as boogie boards, snorkels, coolers, umbrellas, towels and Wi-Fi. We also provide bath towels, bed linens, soaps/shampoos, coffee, children's toys, and a barbecue grill.

A clear view of a community pool surrounded by palm trees, with lounge chairs set up on the side. The sun shines brightly on the water, creating a refreshing atmosphere. In the background, a clubhouse structure is visible, enhancing the poolside experience.

4.94 out of 5 average rating, 144 reviews

Condo with A/C, Pool, Spa & Golf Course Views

Unwind in this chic, newly renovated corner-unit condo in Waikoloa Village’s Fairway Terrace, featuring abundant natural light, modern furnishings, and serene golf course views from a private lanai. Perfectly equipped for comfort, it offers access to a community pool, spa, and gym. Just 20 minutes from top beaches, and close to shopping, dining, and activities, this bright, tranquil retreat is ideal for relaxing after a day of island adventures.

Popular amenities for Waikoloa Village rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 114 reviews

An inviting outdoor space features a private pool surrounded by lush tropical plants. The soft glow of pool lighting highlights the stone patio, while lounge chairs are positioned for relaxation. Tall palm trees are visible against a colorful evening sky.

Home in Keauhou

Mollie’s Paradise Resort Home & Private Pool

The image captures a panoramic view of a private heated swimming pool surrounded by lush greenery. Lounge chairs are positioned around the pool, and a shaded gazebo adds to the outdoor space. In the background, the vibrant blue ocean stretches under a clear sky.

4.99 out of 5 average rating, 102 reviews

Exceptional Oceanview Home - Pool & Stunning View

The spacious home features natural wood accents, a wide balcony, and large windows that reflect the tropical landscape. Surrounding gardens with lush greenery create a serene atmosphere, while a small pond with a waterfall adds a soothing element to the exterior.

4.99 out of 5 average rating, 167 reviews

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

4.96 out of 5 average rating, 113 reviews

A private outdoor space features a pool surrounded by tropical greenery and stone pathways. The two-story home is visible in the background, showcasing a deck with shaded seating. Solar panels are installed on the roof, and the ocean is seen in the distance under a clear sky.

Home in Keauhou

Kahaluu Bay Get-Away

4.91 out of 5 average rating, 160 reviews

The exterior of a modern split-level home is showcased, featuring a spacious pool in the foreground. Tropical palm trees surround the property, while a shaded seating area with an umbrella is visible beside the pool. The expansive deck offers steps leading to the entrance of the home.

Home in Keauhou

Tropical Oasis Home with Pool and Steps to Beach

A serene pool area reflects the vibrant colors of a sunset, with palm trees lining the background. Floating pool loungers are visible, adding a sense of relaxation. The surrounding scenery showcases a tranquil atmosphere, enhancing the peaceful ambiance of the private outdoor space.

4.96 out of 5 average rating, 165 reviews

Private Pool - 180° Ocean View - Minutes to Beach

4.97 out of 5 average rating, 196 reviews

A panoramic view of a lush outdoor space features a vibrant rainbow arching over the landscape. Tropical plants surround a solar heated pool, with lounge chairs positioned nearby. The tranquil setting offers glimpses of the ocean in the background, enhancing the serene atmosphere.

Home in Captain Cook

Tiny House Hawaii

An expansive saltwater pool is framed by a wooden deck, offering views of the ocean and colorful sunset skies. Tropical foliage partially obscures the scene, adding a serene touch. The tranquil surroundings invite relaxation and peaceful moments.

4.95 out of 5 average rating, 111 reviews

HAVEN: Poolside Sanctuary with Heavenly Views

Condo rentals with a pool

Aerial view captures the Hali'i Kai community, nestled along the coastline, featuring spacious villas surrounded by lush landscapes and golf course greens. Waves crash against the rocky shore, while a pool area can be seen amidst the property, providing a tranquil and scenic retreat.

5 out of 5 average rating, 10 reviews

Upgraded Ocean Front 2-Bedroom Suite Halii Kai 14C

A well-maintained townhouse community is showcased, lined with palm trees and vibrant landscaping. The two-story buildings feature a mix of garage doors and windows, creating a welcoming entrance. A paved driveway leads up to the residences, framed by lush green grass.

5 out of 5 average rating, 34 reviews

Golf Course View Waikoloa Colony Villas Townhouse

An oceanfront pool area is surrounded by lush tropical landscaping and swaying palm trees. The clear blue water reflects the sky, while a nearby restaurant and bar offer shaded seating under a roof. Comfortable lounge chairs are positioned around the pool, inviting relaxation.

4.98 out of 5 average rating, 81 reviews

Pristine Ocean View Unit at Stunning Hali’i Kai!

A scenic view of the ocean is framed by lush greenery and vibrant tropical plants. The rocky shoreline contrasts with the blue waters and the clear sky above. Palm trees sway gently, enhancing the serene coastal atmosphere.

4.99 out of 5 average rating, 94 reviews

Flawless ocean view stay @ Hali’i Kai at Waikoloa

A table on the lanai is set with three wine glasses, a bottle of white wine, and a platter featuring cheese and grapes. The backdrop showcases a vibrant sunset illuminating the sky, creating a serene evening atmosphere.

4.95 out of 5 average rating, 20 reviews

Luxury Ocean View Oasis with Golf & Tennis Access

5 out of 5 average rating, 43 reviews

A spacious lanai is furnished with a round table and four black wicker chairs, providing a comfortable space for dining. A sectional bench with patterned cushions enhances the area. Lush greenery and ocean views are visible through large windows, with palm trees swaying softly in the background.

Condo in Keauhou

Brand new Luxury Oceanfront Living in Kona with AC

A spacious living area features large windows that offer views of the golf course. A wooden coffee table sits in front of a couch adorned with a dark throw. Light hardwood flooring reflects natural light, enhancing the open layout.

5 out of 5 average rating, 16 reviews

Golf Course and Ocean Views

A spacious living area is furnished with comfortable seating arrangements, featuring two large sofas and a glass coffee table. Natural light filters in through the sliding doors, which offer views of the outside lanai surrounded by lush greenery.

4.95 out of 5 average rating, 173 reviews

Hale Le'ale'a - relaxing fun, perfect to de-stress

Other holiday rentals with a pool

Apartment in Waikoloa Village

4.9 out of 5 average rating, 51 reviews

Waikoloa Condo: Beach, Family fun with swimming a

A spacious lanai offers a view of the lush golf course and the distant Pacific Ocean. Two lounge chaises and a dining table with two chairs are arranged comfortably on the tiled surface, inviting relaxation and outdoor dining. Soft sunlight casts gentle shadows across the scene.

4.97 out of 5 average rating, 33 reviews

Best Ocean and Mountain View!

A modern kitchen features sleek stainless steel appliances and quartz countertops. The space is complemented by a decorative backsplash and stylish light fixtures. A spacious island with bar seating provides an inviting area for casual dining. Ample cabinetry and storage are also present.

4.93 out of 5 average rating, 42 reviews

Boho Island Paradise - Remodeled 2BR/2BA

A spacious home with a modern design features solar panels on the roof, surrounded by lush landscaping. The backyard showcases a large swimming pool and spa, accompanied by chaise lounge seating. Nearby, vibrant tropical flowers enhance the serene outdoor environment.

4.96 out of 5 average rating, 85 reviews

Gorgeous Private Home with Pool and Spa in Waikolo

The open living area features a spacious layout with a comfortable brown armchair, elegant side tables, and a decorative coffee table holding a vase with sunflowers. Light streams in through large windows, illuminating the ceiling and staircase that leads to the upper level.

5 out of 5 average rating, 17 reviews

2 - bedroom Waikoloa Townhouse

A living room is furnished with a comfortable blue sofa adorned with decorative pillows, and complemented by a coffee table and a decorative bowl. Natural light flows in through sliding glass doors, leading to an outdoor patio area. A ceiling fan enhances airflow in the space.

5 out of 5 average rating, 39 reviews

Vibe by the Ocean, Halii Kai Waikoloa Beach

Palm trees stand silhouetted against a vibrant sunset, creating a tranquil atmosphere. Lounge chairs are visible along the shoreline, offering a place to relax while overlooking the ocean. The image includes a graphic indicating access to the Hilton Pool Pass for guests.

4.95 out of 5 average rating, 82 reviews

Views! 1/2 mi to beach! Hilton Pass - entire stay!

A comfortable living area is furnished with a woven sofa and armchairs, complemented by a glass coffee table. Large sliding doors allow natural light to fill the space, revealing views of the golf course and lush surroundings.