Holiday rentals with a pool in Waikoloa Beach Resort

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, 125 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

Guest house in Waikoloa Village

A private outdoor area is showcased with a clear swimming pool and a jacuzzi, both surrounded by a stone patio. A gazebo is positioned nearby, with comfortable seating visible. Lush greenery borders the space, and the sky is partially covered by clouds.

5 out of 5 average rating, 68 reviews

Ohana With Private Pool & Jacuzzi

Unwind in your private, luxurious & spacious ohana. Step outside to your own swimming pool, jacuzzi, & gazebo. Enjoy the view of Mauna Kea. Grill a farm-to-table style meal & enjoy dinner alfresco. The ohana is equipped as a suite with a sitting area, king size bed, 55” TV, kitchenette (microwave/freezer-fridge drawer/sink/outdoor grill w/side burner), walk-in closet, washer & dryer, & bathroom. The pool lanai is enclosed within a rock wall, featuring loungers, sitting area, table, & grill.

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, 143 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.

4.91 out of 5 average rating, 106 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 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.

4.8 out of 5 average rating, 153 reviews

Large 1 BR, minutes from the beach in Waikoloa

Unit 137 at the Shores at Waikoloa is beautiful! It is walking minutes from Anaeho’omalu Bay which boasts a stunningly scenic sand beach, especially at sunset. 'A' bay is also steps from the Marriott and the Lava Lava beach club. Our condo is equally close to the shops and restaurants at the Kings and Queen malls. Golf at the King's course is just across the way in Waikoloa or you can head up to the Village a few miles and play up there. This is a very walkable area and worth exploring.

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, 109 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.

4.93 out of 5 average rating, 184 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.

4.93 out of 5 average rating, 153 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

Townhouse in Waikoloa Village

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.

4.88 out of 5 average rating, 192 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

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, 163 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.

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, 156 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

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, 105 reviews

Ocean View Paradise! 5 star Reviews!

Our townhome features an open concept greatroom, fully-equipped gourmet kitchen w/new amenities, 3 bedrooms (2 with kingsize beds). Great for families! 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!

Popular amenities for Waikoloa Beach Resort rentals with a pool

Kitchen

Wifi

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

4.99 out of 5 average rating, 102 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 Kailua-Kona

Exceptional Oceanview Home - Pool & Stunning View

4.99 out of 5 average rating, 168 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 Kailua-Kona

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

4.96 out of 5 average rating, 165 reviews

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.

Home in Kailua-Kona

Private Pool - 180° Ocean View - Minutes to Beach

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

The image showcases a spacious home with a covered second-floor balcony overlooking a heated pool. Lush greenery surrounds the well-maintained lawn, while a few lounge chairs are situated near the water's edge, inviting relaxation. Palm trees and tropical foliage frame the scene.

4.89 out of 5 average rating, 146 reviews

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

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, 249 reviews

Ocean, Sunset, Mountain & Celestial Views

Apartment rentals with a pool

An outdoor pool area is surrounded by lush vegetation, with palm trees swaying nearby. The infinity edge pool features rocky accents and an elevated waterfall spa. Several umbrella-covered seating areas are visible, providing shaded relaxation options for guests.

4.91 out of 5 average rating, 94 reviews

Summer Discounts at Fairway Villas Waikoloa!

Apartment in Waikoloa Beach

A dining table is set on a private lanai, showcasing a centerpiece of tropical fruits, including a pineapple and limes, against a backdrop of a tranquil lake and palm trees. The serene view extends to modern buildings across the water.

4.99 out of 5 average rating, 71 reviews

Golf Pkg, Waikoloa Beach, Serene Tropical Escape

Apartment in Waikoloa beach

A vibrant display of five surfboards stands prominently, each painted in bright colors of green, blue, yellow, orange, and red. The word 'ALOHA' is boldly featured in large white letters across the surfboards, creating a cheerful greeting.

4.97 out of 5 average rating, 31 reviews

Sand inToes. Toes in Sand. Aloha Condo. Views.

Apartment in Waikoloa Beach Resort

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.

4.93 out of 5 average rating, 46 reviews

Hilton Pool Pass, Lux Penthouse, Views, Walk2Beach

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, 100 reviews

Beautifully Remodeled 2 BR 2 BA & Stunning Views

4.95 out of 5 average rating, 239 reviews

Apartment in Kailua-Kona

Oceanfront Gem, Walk to Beach/Town, AC, Elevator

4.87 out of 5 average rating, 119 reviews

A lagoon-style pool is surrounded by lush tropical landscaping, featuring palm trees and colorful flowers. The sparkling water is inviting, and the pool area includes rocky accents and lounging chairs, offering a relaxed atmosphere for guests to enjoy the outdoor space.

Apartment in Waimea

Mauna Lani Golf Villa! Club Access, AC, Pool, Spa!

A scenic view of a heated infinity-edge saltwater pool and hot tub is presented, surrounded by lush tropical landscaping. Palm trees sway gently in the breeze, and distant mountains can be seen under a bright sky with scattered clouds.

4.96 out of 5 average rating, 56 reviews

Fairway Villas~ Waikoloa Beach Resort Ground Floor

Other holiday rentals with a pool

A spacious lounge area is highlighted by a light-colored sectional couch, positioned to offer views through large windows. Natural light fills the space, with a textured area rug beneath a wooden coffee table. Greenery is present, enhancing the connection to the outside landscape.

4.9 out of 5 average rating, 63 reviews

NEW Sweeping Ocean View Retreat/Golf/Pool/PB Court

4.98 out of 5 average rating, 58 reviews

Luxury Waikoloa Beach Condo: Pool, Beaches, Golf

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!

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!

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