Holiday rentals with a pool in Waikoloa Village

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.

4.98 out of 5 average rating, 101 reviews

Beautifully Remodeled 2 BR 2 BA & Stunning Views

This friendly, easily accessible, recently remodeled and cozy 2 BR, 2 BA non-smoking end unit is located on the ground floor with gorgeous views of the golf course and breathtaking sunsets that sleeps comfortably 4 guests with a fully equipped kitchen We are conveniently located within a short walking distance from restaurants, grocery stores and gas station In case you have any additional questions or concerns during your stay, a property manager is available 24/7 WiFi & Cable TV is provided

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, 147 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.

4.89 out of 5 average rating, 114 reviews

A clear blue sky envelops a scenic view of the ocean and distant mountains. The foreground includes a residential area with a house featuring solar panels. Lush greenery and palm trees are visible, enhancing the natural landscape.

Home in Waikoloa Village

Island Views Hale

Close to beaches, shops, restaurants, grocery stores, golf, tennis and swimming. Amazing views of the ocean, sunsets, Maui, the Kohala Coast, Beaches, and Hualalai, Mauna Loa and Mauna Kea mountains. Our home is stocked with clean sheets, clean towels, amenities, washer and dryer inside. Kitchen with cookware, dishes, glasses, utensils. WiFi, Cable, and a 2-car garage stocked with beach gear. Large grass backyard is beautiful and relaxing. You will love the breeze flowing through the home!

4.93 out of 5 average rating, 189 reviews

A clear pool reflects the blue sky and surrounding palm trees, featuring a gently sloping entry. Covered seating areas are visible nearby, with lounge chairs arranged for relaxation. The scene conveys a serene atmosphere ideal for enjoying the outdoors.

Townhouse in Waimea

Spacious Fairways 2BD townhome. Pool/Beach Club!

Desirable 2 Bd 2.5 Bath townhouse in the beautiful Fairways at Mauna Lani! Tastefully decorated and well appointed with everything you need in your home away from home. Resort style pool/hot tub/fitness center onsite. Close proximity to beaches, shopping, restaurants. Beach Club Access to All of Our Guests!! We leave our access card for our guests to use during your stay- private gated parking, free cabana/beach chair use. AMAZING BEACH for relaxing, snorkeling, and water recreation!

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.

4.94 out of 5 average rating, 156 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.

4.83 out of 5 average rating, 105 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.

4.97 out of 5 average rating, 172 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.

4.94 out of 5 average rating, 117 reviews

A private lanai is presented with a dining table set for two, featuring woven chairs and vibrant cushions. The setting overlooks the ocean, with a sunset in the background casting warm hues across the sky, and the lush landscape of palm trees visible below.

Apartment in Keauhou

Romantic Sunset Condo Kona Luxe - Steps to Beach!

Welcome to locally owned Hale Hoku o Kahalu'u (The Star of Kahalu'u) in Keauhou-Kona. Stay in the newly renovated "luxe" condo in paradise just steps away from Kahalu'u beach park, Hawaii Island's best for snorkeling and surfing. Enjoy nightly sunsets from your private lanai (patio) in this spacious one bedroom, one bath abode. This is the perfect escape for couples seeking a true sense of Kona with a touch of vintage Hawaii just south of town, and close to all the amenities.

Apartment 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.

4.96 out of 5 average rating, 159 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.

4.89 out of 5 average rating, 112 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.

4.98 out of 5 average rating, 255 reviews

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.

Home in Waikoloa Village

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.

4.95 out of 5 average rating, 150 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

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 103 reviews

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.

Home in Holualoa

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.

4.98 out of 5 average rating, 176 reviews

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

4.97 out of 5 average rating, 115 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, 165 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, 170 reviews

Private Pool - 180° Ocean View - Minutes to Beach

4.98 out of 5 average rating, 203 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

4.93 out of 5 average rating, 260 reviews

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC

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, 116 reviews

HAVEN: Poolside Sanctuary with Heavenly Views

Apartment rentals with a pool

A modern kitchen is equipped with stainless steel appliances, including an oven, microwave, and dishwasher. The spacious countertop features a sink with a stylish faucet. Pendant lights hang above, casting a warm glow on the white cabinetry and sparkling backsplash, while a dining area is visible in the background.

5 out of 5 average rating, 24 reviews

Hilton Pool Pass Waikoloa Beach Resort Ocean View

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, 39 reviews

Golf Course View Waikoloa Colony Villas Townhouse

4.92 out of 5 average rating, 250 reviews

A modern living area is presented with a comfortable sofa and armchair, complemented by a light wooden coffee table. A large television is positioned opposite the seating. Floor-to-ceiling windows provide views of the ocean, allowing natural light to fill the space.

Apartment in Kailua-Kona

Blissful paradise with epic view- Hale Mahana

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, 127 reviews

Spectacular Ground Floor Condo Sleeps 5

A tranquil pool area is surrounded by lush greenery and tropical plants. Sun loungers are positioned on the deck, and gentle waves can be seen in the distance. Bright flowers add a pop of color alongside palm trees swaying under a clear blue sky.

4.86 out of 5 average rating, 96 reviews

Walk to Sand from Lux Condo w/Hilton Pool Pass

The image features a lagoon-style pool surrounded by tropical landscaping. Gentle lights illuminate the water, reflecting the vibrant colors of the sunset. Palm trees are visible in the background, and the ocean horizon adds a serene touch to the scene.

4.96 out of 5 average rating, 108 reviews

Ocean View Paradise! 5 star Reviews!

4.84 out of 5 average rating, 157 reviews

Waikoloa Condo on The Big Island HI

Superhost

A sparkling saltwater swimming pool is surrounded by palm trees and lush greenery. Lounge chairs line each side of the pool, inviting relaxation. The clear blue water reflects the sunny sky, creating a calming atmosphere for guests.

4.76 out of 5 average rating, 29 reviews

Walk to beach! Pool, AC, Views!

Other holiday rentals with a pool

4.97 out of 5 average rating, 34 reviews

A well-lit living area features a light wood floor and comfortable turquoise sofas arranged around a wooden coffee table. Large windows with wooden shades frame the view of the lush outdoor greenery. Two stylish lamps provide additional lighting, enhancing the space's welcoming ambiance.

Townhouse in Waimea

Mauna Lani Beach Club Pass! 2102 Fairways at

Aerial view of a crescent-shaped beach with golden sand and clear turquoise waters. Palm trees are positioned along the shoreline, providing shade. A small beach area is visible with loungers, and boats can be seen on the water, enhancing the coastal scenery.

5 out of 5 average rating, 7 reviews

Waikoloa Shores Beach Resort Condo Hale Kai #132

Apartment in Waikoloa Beach Resort

An outdoor dining area features a wooden table set for a meal, surrounded by six wooden chairs. The space is framed by arches, offering a view of a vibrant sunset with golden and orange hues, and lush greenery is visible beyond. Tropical plants adorn the area.

4.93 out of 5 average rating, 14 reviews

Spacious Tranquil Sunset Villa. BIG golf discounts

5 out of 5 average rating, 27 reviews

An infinity pool is surrounded by palm trees and tropical landscaping, including vibrant blooming flowers. Comfortable lounge chairs are arranged around the pool, offering a relaxing atmosphere. Steps lead down to the water, creating a welcoming space for relaxation and enjoyment.

Flat in Waikoloa Village

Luxury Kolea | Beach, Hilton Pool & Golf Passes

5 out of 5 average rating, 15 reviews

A sandy beach stretches along the coastline, dotted with tall palm trees swaying in the gentle breeze. The ocean's waves lap softly against the shore under a clear blue sky, creating a serene seascape that invites relaxation.

Townhouse in Waimea

The Surf House