Vacation rentals with a pool in Waikoloa Village

4.99 out of 5 average rating, 275 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

🌴 Guest Favorite - Top 10% on the Big Island 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 BBQ 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.

4.95 out of 5 average rating, 154 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.

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, 156 reviews

Corner Lanai·Golf Views·Pool·Top 10% Island

Guest Favorite - Top 10% on the Big Island Wake up to golf course views from your private lanai in this bright, renovated corner-unit condo — best-positioned in Fairway Terrace, flooded with natural light. Modern furnishings, fully stocked kitchen & king bed. A/C or open the windows to catch Waikoloa’s evening breezes. Steps from a resort-style pool, hot tub, and gym. Hapuna Beach and A-Bay are 20 min away — world-class snorkeling, surf, and sunsets. Shopping and dining are minutes away.

4.94 out of 5 average rating, 200 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 Puako

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, 162 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

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, 191 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.

4.97 out of 5 average rating, 136 reviews

Townhouse in Puako

Tropical Waikoloa Beach Resort Home•No Resort Fee

Relax in this spacious two-bedroom townhome featuring soaring ceilings, tropical décor, resort-style pools, and a prime location just minutes from beaches, golf, shopping, and dining. The layout is open, fresh and bright. This is truly a home with all of the comforts that you will need. Whether you're planning a family vacation, couples getaway, or extended island stay, you'll enjoy all the comforts of home in one of the Big Island's most desirable beach resort communities.

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, 168 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, 156 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 Puako

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, 100 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!

4.89 out of 5 average rating, 154 reviews

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.

Home in Waikoloa Village

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

Beautiful view home 4 bedrooms, Heated Pool! Big private yard, gourmet kitchen, 2 car garage, BBQ. Each bedroom leads out to the lanai(s) through French doors. Comfortably sleeps 8 in beds but can accommodate up to 10 maximum. Less than 10 minutes to awesome beaches, shopping, and restaurants. We now offer air-conditioning for a nominal fee. Please let us know if you would like to add this option to your reservation, the cost is $20/night.

The exterior of a three-story condominium is showcased, surrounded by lush greenery and tropical plants. A well-manicured lawn leads to a ground-level patio with large windows, offering a view of the inviting space within. Sunlight illuminates the façade, enhancing its architectural features.

4.93 out of 5 average rating, 273 reviews

Great! 2BR/1.5BA Ground Floor Near A-Bay & Shops

Welcome to Unit 118 at The Shores at Waikoloa Beach Resort! This rare 2-bedroom, 1.5-bath ground-floor condo offers easy access and close parking—no stairs needed. Just minutes from A-Bay Beach, Queens’ Marketplace, Kings’ Shops, golf, dining, and the Hilton & Marriott resorts. Enjoy the resort-style pool, jacuzzi, fitness center, and tropical lagoons. Only 20 miles from Kona Airport—book your perfect island escape today!

Popular amenities for Waikoloa Village rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 132 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, 109 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

4.89 out of 5 average rating, 116 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

4.97 out of 5 average rating, 193 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]

4.97 out of 5 average rating, 123 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, 174 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

4.94 out of 5 average rating, 129 reviews

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.

Home in Holualoa

HAVEN: Poolside Sanctuary with Heavenly Views

4.97 out of 5 average rating, 215 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

Condo rentals with a pool

A serene view of lush greenery features tall palm trees framing the horizon. The image captures the ocean in the distance under a soft sunset sky, highlighting the tranquil atmosphere. Paved pathways and manicured lawns are visible, adding to the natural beauty of the landscape.

4.91 out of 5 average rating, 104 reviews

Large 2/2 penthouse with great views in Waikoloa

5 out of 5 average rating, 39 reviews

Golf Pkg, Min from the beach Shores Waikoloa

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, 86 reviews

Pristine Ocean View Unit at Stunning Hali’i Kai!

A spacious living area is furnished with a light beige sofa and a complementary love seat adorned with decorative pillows. A dark wood coffee table sits atop a geometric area rug, surrounded by large windows providing natural light and views of greenery.

4.92 out of 5 average rating, 107 reviews

Ka Hale O Malie

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, 103 reviews

Flawless ocean view stay @ Hali’i Kai at Waikoloa

4.93 out of 5 average rating, 84 reviews

NEW OceanView Retreat/NEW AC/Lanai/Best Beaches

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, 124 reviews

Beautiful Villa ... walk to most everything!

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, 119 reviews

Ocean View Paradise! 5 star Reviews!

Other vacation rentals with a pool

4.95 out of 5 average rating, 21 reviews

2BR Condo | Ocean & Mountain Views, Pool & Hot Tub

5 out of 5 average rating, 9 reviews

Home in Puako

3-Bedroom Resort Luxury Townhome

4.86 out of 5 average rating, 14 reviews

Tropical condo with pools, lanai & BBQ

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

An oceanfront lanai features a comfortable seating area with a coffee table, offering views of the coastline. The space is shaded by a wooden roof, with the calm blue ocean visible in the background. Decorative pillows adorn the seating, creating an inviting atmosphere.

5 out of 5 average rating, 9 reviews

Privacy + Luxury • Oceanfront • Panoramic View

5 out of 5 average rating, 81 reviews

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.

Guesthouse in Puako

Ohana With Private Pool & Jacuzzi

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.