Holiday rentals with a pool in Waikoloa Beach Resort

A cozy living area is highlighted by a brown wicker sofa and matching chairs. Decorative pillows with marine designs adorn the sofa. A round coffee table with a woven texture is positioned on a wooden floor, while two lamps provide soft lighting. Large windows offer views of the surrounding area.

4.95 out of 5 average rating, 130 reviews

Lush Tropical Oasis at Waikoloa Shores, Big Island

Enjoy your stay at this serene 2nd floor, newly remodeled, 2 bedrooms 2 baths condominium in one of the best location of Waikoloa Beach Resort. * Elegant & comfortable * Large lanai with lounge chairs & dining table * Lush tropical landscaping with ponds & waterfalls * Next to pool, tennis court, BBQ & fitness center * Walk to beach, shops, restaurants, entertainments & Grand Hilton * Fast WiFi. Cable TV. Central A/C. Washer & dryer * Spectrum Cable and Roku streaming TVs * Private Parking spot

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.

4.95 out of 5 average rating, 155 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.

Superhost

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.

4.89 out of 5 average rating, 115 reviews

Hawaii Big Island Villa | Waikoloa Beach Resort

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!

4.98 out of 5 average rating, 124 reviews

Villa in Puako

Beachfront Kolea, Garden Level, BBQ on Lanai

Welcome to our fully furnished, 2 bed and 2 bath, 1270 square foot condominium. The perfect base camp for a family, up to 6 people max. Kolea Beach Club is steps away from the condo with ample amenities. It includes a large infinity pool facing the beach, a shallow sand bottom keiki pool with a waterfall, large jacuzzi with phenomenal beach views, covered loungers, bathrooms, towel service, a workout hale, and private access to the beach. Between Marriott and Hilton, walk to shops and food.

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.

4.95 out of 5 average rating, 124 reviews

Hali‘i Kai Ocean View | 3BR/3BA | Sleeps 8

Spacious 3BR/3BA ocean-view townhome ideal for families and friends, with 2 king bedrooms plus a flexible 3rd bedroom. Open concept greatroom and fully-equipped gourmet kitchen. Enjoy stunning ocean and mountain views while you relax in the most spacious floor plan at Hali’i Kai. Everything during your stay will be managed personally by us…the owners. No management companies, no “we’ll get back to you’s.” Our only goal is to make your Hawaiian holiday as memorable (and easy) as possible!

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.

4.98 out of 5 average rating, 128 reviews

Beautiful Villa ... walk to most everything!

Location, Location, Location! Fairway Villas is walking distance to most everything you could want. 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. Walk to A-Bay Beach & the grocery store, most restaurants are a short walk, Tommy Bahamas Restaurant, Lava Lava Restaurant, Starbucks, the Hilton Waikoloa Village. Must be 25 years old to book.

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, 167 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

Superhost

A serene pool area is surrounded by palm trees and landscaped gardens. Lounge chairs are positioned around the pool, inviting relaxation. The buildings in the background provide a resort-style ambiance, enhancing the tranquil setting under a clear blue sky.

4.84 out of 5 average rating, 208 reviews

Bright, airy 2 bed, 2 bath, Q sofabed, near pool!

This condo is located within the Waikoloa Beach Resort Area. It is close to the beach (A-Bay--free parking), petroglyphs, restaurants and shopping (King's Court and Queen's Marketplace). You’ll love it because of the location (a 15 min. drive to world class Hupuna Beach), the ambiance, and the relaxing outdoor Lanai with sofa and chairs. It is steps to 1 of 2 pools on the property. It's a good place for solo adventurers, business travelers, couples and families. TA-090-830-2336-01

An outdoor dining area is surrounded by lush greenery, featuring a table with a decorative surface and four cushioned chairs. A bottle of champagne and glasses are prepared on the table, set against a backdrop of colorful foliage and a well-maintained garden.

4.98 out of 5 average rating, 156 reviews

Luxurious 3 bedroom at The Fairways at Mauna Lani

Located amongst the best of the Kohala Coast's resorts, championship golf, and world class beaches. Booking our townhome will provide you with access to the exclusive private beach club located a few minutes drive away. The townhome and community feature all of the amenities you will need for your stay in Hawaii. There is wifi, cable tv, an outdoor propane grill, and incredibly comfortable living spaces. The Fairways is the perfect gateway to all The Big Island has to offer.

The lanai is furnished with a seating area featuring a wooden table and comfortable chairs. A ceiling fan provides airflow, while palm trees frame the sunset view over the horizon. Soft lighting and a calming ambiance are present, creating an inviting outdoor space.

4.95 out of 5 average rating, 103 reviews

Hale Honu -Turtle House Oceanview Luxury Penthouse

Welcome to Hale Hunu – Penthouse Paradise at Vista Waikoloa! This renovated 3rd-floor suite offers ocean, pool, and mountain views from a tiled wraparound lanai. Just a 7-min walk to A-Bay, shops, dining, and more. Enjoy 2BR/2BA, a full kitchen, washer/dryer, Smart TVs, Wi-Fi, and beach gear. Nestled on lush grounds near Hilton Waikoloa, with scenic walking paths. Peaceful, stylish, and perfect for up to 4 guests. Book now and enjoy your Big Island escape!

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, 123 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 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.

4.94 out of 5 average rating, 184 reviews

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

E Komo Mai-Welcome to Hawaii in the beautifully furnished Fairway Villas 2nd floor condo accessed by stairs or elevator. Enjoy the air conditioning or leave windows open for Hawaiian breezes. Picture-perfect lanai facing north is always shaded. This 2 bdrm/2 bath condo sleeps 4 privately. There is a large living room, dining area, and eat in kitchen with all needed amenities. The unit is 1,172 sq ft. Designated parking place.

Popular amenities for Waikoloa Beach Resort rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 279 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

4.89 out of 5 average rating, 154 reviews

Home in Waikoloa Village

Big Family Home, Pool, Views, Yard, Lanai, Clean!

4.88 out of 5 average rating, 133 reviews

A stunning community pool area is surrounded by tropical plants and palm trees. Natural stone features create an inviting space, while the clear water reflects the bright blue sky overhead. The pool's design includes gentle curves and relaxation spots, offering a tranquil atmosphere.

Home in Puako

Mauna Lani Golf Paradise*Beach Cards*Bikes

4.97 out of 5 average rating, 219 reviews

A large lap pool is surrounded by a wooden deck and tropical landscaping. Poolside loungers are positioned for relaxation, with views of the ocean and distant trees. The area is bathed in natural light, creating a serene outdoor atmosphere.

Home in Kailua-Kona

Halia Hale

4.89 out of 5 average rating, 118 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 - Panoramic Ocean & Sunset Views

4.96 out of 5 average rating, 173 reviews

A serene outdoor space features a sparkling turquoise pool and a hot tub, with a stunning sunset in the background. Comfortable seating under an umbrella is arranged nearby, surrounded by lush greenery and palm trees, enhancing the tranquil atmosphere.

Home in Kailua-Kona

Private Pool - 180° Ocean View - Minutes to Beach

4.96 out of 5 average rating, 102 reviews

A cozy seating area is highlighted with a white mattress and colorful throw pillows featuring pineapple designs. The space is sheltered and overlooks a well-maintained pool surrounded by tropical greenery, with warm light and blue skies enhancing the inviting ambiance.

Home in Kailua-Kona

Fully Equipped Lush Kona Home • AC • Pool • Lanai

4.98 out of 5 average rating, 200 reviews

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.

Home in Holualoa

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

Condo rentals with a pool

A serene landscape displays a vibrant sunset with hues of purple and orange reflecting on calm water. Silhouetted palm trees line the shore, and boats can be seen docked in the background, enhancing the tranquil atmosphere.

4.79 out of 5 average rating, 165 reviews

Shores 137 - Large 1 BR, minutes from the beach

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.

4.88 out of 5 average rating, 112 reviews

You Found It. Kolea's Hidden Gem—Read Our Reviews

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, 105 reviews

Flawless ocean view stay @ Hali’i Kai at Waikoloa

Superhost

The resort pool area is illuminated by soft lights, creating a serene ambiance as the sun sets behind palm trees. The pool features rocky edges and gentle steps leading into the water, with vibrant colors reflecting off the water's surface.

4.89 out of 5 average rating, 109 reviews

Pineapple Paradise in Hali'i Kai Waikoloa, Hawaii

A spacious living area features soft cream-colored sofas arranged for comfort. Natural light fills the room through large windows, while a warm, woven pendant light hangs above. A wooden side table holds a cup, complementing the relaxed atmosphere.

4.96 out of 5 average rating, 73 reviews

Hilton Pool • Designer Penthouse • Walk2Beach

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.

5.0 out of 5 average rating, 50 reviews

Golf Course View Waikoloa Colony Villas Townhouse

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.

4.93 out of 5 average rating, 15 reviews

Waikoloa Shores Beach Resort Condo Hale Kai #132

An aerial view of a serene coastal landscape is presented, featuring a sandy shore lined by palm trees. The calm blue water reflects the sky, while boats are anchored in the distance. Lush greenery is visible along the shoreline, creating a tranquil setting.

5.0 out of 5 average rating, 48 reviews

Waikoloa Beach Condo-2BDR/2BA

Other holiday rentals with a pool

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.

4.94 out of 5 average rating, 204 reviews

Spacious Fairways 2BD townhome. Pool/Beach Club!

An infinity pool glistens in the sunlight, surrounded by lush tropical landscaping. Steps lead from the pool area to a relaxing hot tub, both offering views of palm trees and the nearby golf course. The serene setting invites restful moments and leisure activities.

4.81 out of 5 average rating, 169 reviews

Waikoloa Beach Fairway Villas

A spacious lanai features a glass-top table with wicker chairs, offering views of palm trees and lush greenery. In the distance, a glimpse of the ocean can be seen under a clear blue sky. A BBQ grill is positioned nearby, ready for outdoor cooking.

4.9 out of 5 average rating, 111 reviews

The Premier Waikoloa Resort Stay at Halii Kai 17G

4.97 out of 5 average rating, 86 reviews

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.

Home in Puako

Luxury Home w/Pool + Spa | Sleeps 10 | Waikoloa Re

5.0 out of 5 average rating, 23 reviews

Apartment in Puako

Hale Kaileia Kai | Peaceful Ground Floor Getaway

4.97 out of 5 average rating, 39 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.

Apartment in Puako

Luxury Kolea | Beach, Hilton Pool & Golf Passes

4.97 out of 5 average rating, 91 reviews

A community pool is highlighted by clear blue water and surrounded by lush tropical landscaping. Palm trees sway gently in the background, while colorful flowers frame the pool area, creating a serene and inviting atmosphere for relaxation.

Apartment in Puako

Peaceful and clean tropical retreat