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, 132 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.

4.95 out of 5 average rating, 149 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, 108 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, 118 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. Walk to A-Bay Beach & the grocery store, most restaurants are a short walk, Tommy Bahamas Restaurant, Lava Lava Restaurant & Bar, Starbucks, the Hilton Waikoloa Village, etc.

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, 157 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.

4.93 out of 5 average rating, 193 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!

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.

Townhouse in Waikoloa Village

4.85 out of 5 average rating, 199 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.

4.97 out of 5 average rating, 178 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.

4.96 out of 5 average rating, 162 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

4.98 out of 5 average rating, 155 reviews

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.

Townhouse in Waimea

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.

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, 110 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 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, 154 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 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, 124 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, 105 reviews

Exceptional Oceanview Home - Pool & Stunning View

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.

4.89 out of 5 average rating, 115 reviews

Island Views Hale

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, 180 reviews

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

4.97 out of 5 average rating, 119 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

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, 173 reviews

Private Pool - 180° Ocean View - Minutes to Beach

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, 123 reviews

HAVEN: Poolside Sanctuary with Heavenly Views

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, 150 reviews

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

Condo rentals with a pool

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, 9 reviews

Waikoloa Shores Beach Resort Condo Hale Kai #132

5 out of 5 average rating, 14 reviews

A scenic view of the coast showcases a sandy beach bordered by clear turquoise waters. Palm trees dot the shoreline, and blue beach umbrellas are positioned on the sand. The distant landscape features green hills and a blue sky with scattered white clouds.

Condo in Waimea

Aloha at Mauna Lani with Private beach Club Access

The open-concept living area features large windows framing scenic views of lush greenery and the golf course. Comfortable sofas and a wooden coffee table create a relaxed atmosphere for gathering. Natural light fills the space, highlighted by bright, flowing curtains.

5 out of 5 average rating, 16 reviews

Hilton Pool Pass incl - Spacious & Relaxing Resort

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 out of 5 average rating, 45 reviews

Waikoloa Beach Condo-2BDR/2BA

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, 99 reviews

Flawless ocean view stay @ Hali’i Kai at Waikoloa

5 out of 5 average rating, 12 reviews

Fairway Villas At Waikoloa Beach Resort#I24: Gorge

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, 101 reviews

Walk to Sand from Lux Condo w/Hilton Pool Pass

Condo 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.

4.95 out of 5 average rating, 59 reviews

Hilton Pool, Designer Penthouse, Walk2Beach

Other holiday rentals with a pool

Apartment in Waikoloa Village

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.

5 out of 5 average rating, 32 reviews

Luxury Kolea | Beach, Hilton Pool & Golf Passes

4.96 out of 5 average rating, 25 reviews

A spacious lanai features comfortable seating arrangements with soft cushions and a low coffee table. Lush tropical foliage surrounds the area, enhancing the serene ambiance. The outdoor space offers a view of well-maintained greenery, ideal for relaxation or outdoor dining.

Condo in Puako

Luxury Vacation Retreat at Mauna Lani Point J107

Apartment in Waikoloa Village

4.89 out of 5 average rating, 56 reviews

Waikoloa Condo: Beach, Family fun with swimming a

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, 19 reviews

2 - bedroom Waikoloa Townhouse

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, 93 reviews

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

4.99 out of 5 average rating, 80 reviews

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.

Condo in Waikoloa Beach

Golf Pkg, Waikoloa Beach, Serene Tropical Escape

An outdoor view of the home reveals a large pool surrounded by a spacious patio. Lounge chairs are positioned nearby, and a dining area is visible under the extended roof. The glass sliding doors lead into the interior, enhancing the open-air feel.

4.95 out of 5 average rating, 19 reviews

Ainamalu 3 Bdrm Home with Pool in Waikoloa Resort!