Vacation rentals with a pool in Waikoloa Village

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Waikoloa Village

  • Total vacation rentals

    Explore 380 vacation rentals in Waikoloa Village

  • Nightly prices starting at

    Waikoloa Village vacation rentals start at G$16,740 GYD per night before taxes and fees

  • Verified guest reviews

    Over 9,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    340 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wi-Fi availability

    380 of Waikoloa Village vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Waikoloa Village rentals

  • 4.8 Average rating

    Waikoloa Village stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Waikoloa Village

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Condo in Puako
4.99 out of 5 average rating, 104 reviews

Flawless ocean view stay @ Hali’i Kai at Waikoloa

Come and unwind at this stunning 3 bdrm/2 bath condo with a flawless ocean view. Surround yourself with the Hawaiian style decor giving you all the Island vibes you are searching for. Fully stocked kitchen for all your cooking needs and beach equipment to go catch a golden tan. You can also enjoy all the amenities Hali’i Kai has to offer, whether it’s playing tennis, swimming in the 4 tier lava bottom pool, lounging in the hot tub or dining at the ocean front bar and grill, Hali’i Kai has it all

Top guest favorite
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
4.99 out of 5 average rating, 275 reviews

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.

Guest favorite
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.
Condo in Puako
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.

Guest favorite
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.
Condo in Waikoloa Village
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.

Top guest favorite
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.
Townhouse in Puako
4.81 out of 5 average rating, 166 reviews

Waikoloa Beach Fairway Villas

Feel at home in paradise with this two story coastal townhome located on the Waikoloa Beach Golf Course with breathtaking views of the Kohala Mountains! Our townhome is located within steps to an infinity pool and hot tub, and within a short walk to the beach or any shops and restaurants that you could want. The location of this home lets you enjoy the beauty of Hawaii in peace and quiet, or provides convenient access to hula shows, restaurants, shopping and endless activities steps away.

Guest favorite
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.
Condo in Puako
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

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 Puako
4.84 out of 5 average rating, 206 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

Top guest favorite
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.
Condo in Waikoloa Village
4.97 out of 5 average rating, 193 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.

Top guest favorite
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.
Condo in Puako
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

Guest favorite
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
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.

Top guest favorite
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.
Condo in Puako
4.95 out of 5 average rating, 101 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!

Guest favorite
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
4.89 out of 5 average rating, 154 reviews

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.

Popular amenities for Waikoloa Village rentals with a pool

When is the best time to visit Waikoloa Village?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,313 GYDG$47,708 GYDG$43,523 GYDG$41,849 GYDG$38,919 GYDG$41,640 GYDG$43,104 GYDG$40,593 GYDG$39,966 GYDG$39,756 GYDG$41,640 GYDG$42,895 GYD
Avg. temp6°C6°C6°C7°C9°C10°C9°C9°C9°C9°C7°C6°C

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