Holiday rentals with a pool in Waikoloa Village

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.

4.93 out of 5 average rating, 120 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 tropical landscaping surrounds a peaceful lagoon, featuring vibrant plants in shades of green and red alongside a gently flowing fountain. Sunlight reflects off the water's surface, while palm trees add to the serene atmosphere of the resort's exterior.

4.93 out of 5 average rating, 252 reviews

Great location 2BR Condo access to shops & beach!

Discover your perfect escape at The Shores at Waikoloa Beach Resort! Just steps from stunning beaches, world-class golf courses, charming shops, and restaurants, this spot has it all for an unforgettable vacation. Nestled between the luxurious Marriott and Hilton hotels and only 20 miles from Kona International Airport, it’s super convenient. Imagine yourself relaxing by the pool, soak in the jacuzzi, and serene lagoons. Don’t wait—book now and start making memories that will last a lifetime!

Guest suite in Waikoloa Village

A bright bedroom features a spacious bed dressed with a light-colored patterned quilt. Nightstands with lamps are placed on either side, and sheer curtains allow natural light to filter in, creating a calm atmosphere. A ceiling fan is installed for air circulation.

4.96 out of 5 average rating, 102 reviews

Comfortable Clean 1-bedroom with A/C

Connect with loved ones in this family-friendly space. Private downstairs entrance with small lanai perfect for sipping coffee or relaxing. Brand new unit, natural light, fully stocked kitchenette, ice cold A/C (a must in the village), queen size bed in main room and queen pull out bed in living room. 20 min to the best white sand beaches, 7 miles from resorts, snorkeling and hikes. 40 min to Kona **This unit is connected to our home. We are a family of 8 (2 adults 6 kids) + a golden doodle.

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, 103 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.

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, 149 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 Waikoloa Village

4.87 out of 5 average rating, 184 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, 154 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.

4.95 out of 5 average rating, 150 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

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, 239 reviews

Ocean, Sunset, Mountain & Celestial Views

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 barbecue grill.

Superhost

Guest suite in Waikoloa Village

4.76 out of 5 average rating, 141 reviews

Beautiful Studio Close to Famous Beaches

Welcome to our charming and spacious studio in Waikaloa! Just 15 minutes from stunning beaches and 5 minutes from shopping, our studio sleeps up to 4 guests, with an option for a 5th. Enjoy the inviting community pool, tennis courts, and nearby golf course (small fee). Relax in a serene, smoke-free environment with quiet hours from 9pm to 8am. Your friendly on-site host is dedicated to ensuring a delightful stay. Book now for an unforgettable getaway!

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, 137 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.

Lounge chairs are positioned under a large umbrella, offering shade and comfort. Vibrant pink flowers bloom in a pot nearby, complemented by lush green foliage. The ocean glimmers in the background under a partially cloudy sky, creating a serene outdoor environment.

4.94 out of 5 average rating, 104 reviews

Tax all included! Luxury Kolea at Waikoloa Resort

Luxury ocean front property Kolea A'Bay ! Gated community and 24/7 security with high maintenance for everything in Kolea. peaceful and centrally-located place with private pool club house right by the ocean and private road to the ocean. You can walk to the LavaLava sunset lounge on A bay and walk to the King shopping center where upscale stores are located with restaurant and grocery store.

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, 111 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 - No Cleaning Fee!

4.99 out of 5 average rating, 101 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

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.

4.88 out of 5 average rating, 111 reviews

Island Views Hale

4.99 out of 5 average rating, 157 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, 109 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, 162 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, 155 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

4.97 out of 5 average rating, 194 reviews

A panoramic view of a lush outdoor space features a vibrant rainbow arching over the landscape. Tropical plants surround a solar heated pool, with lounge chairs positioned nearby. The tranquil setting offers glimpses of the ocean in the background, enhancing the serene atmosphere.

Home in Captain Cook

Tiny House Hawaii

Apartment rentals with a pool

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 out of 5 average rating, 29 reviews

Golf Course View Waikoloa Colony Villas Townhouse

A modern living area is presented with a comfortable sofa and armchair, complemented by a light wooden coffee table. A large television is positioned opposite the seating. Floor-to-ceiling windows provide views of the ocean, allowing natural light to fill the space.

4.92 out of 5 average rating, 230 reviews

Blissful paradise with epic view- Hale Mahana

A table on the lanai is set with three wine glasses, a bottle of white wine, and a platter featuring cheese and grapes. The backdrop showcases a vibrant sunset illuminating the sky, creating a serene evening atmosphere.

4.95 out of 5 average rating, 19 reviews

Luxury Ocean View Oasis with Golf & Tennis Access

A vibrant sunset casts rich orange and purple hues across the sky, reflecting on the ocean's surface. Palm trees frame the view, while soft outdoor lighting accentuates the lush landscaping below. The tranquil scene invites relaxation and contemplation.

4.94 out of 5 average rating, 210 reviews

Aloha Paradise! Remodeled with A/C & Ocean View!

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.

4.92 out of 5 average rating, 38 reviews

Hilton Pool Pass, Lux Penthouse, Views, Walk2Beach

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.

4.95 out of 5 average rating, 170 reviews

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

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, 95 reviews

Beautifully Remodeled 2 BR 2 BA & Stunning Views

A table set for two features a bottle of wine, glasses, and a vibrant fruit arrangement, including pineapples and flowers. The backdrop consists of stunning ocean views and rocky shoreline, viewed from the condo's lanai.

4.97 out of 5 average rating, 231 reviews

Right-on-Ocean; Renovated; Walk to Beach/Town, A/C

Other holiday rentals with a pool

A welcoming living room features a cozy loveseat and chair, complemented by a natural jute area rug. A television is mounted on the wall, and light enters through sliding glass doors leading to the lanai. Decorative plants and artwork add subtle character.

4.87 out of 5 average rating, 83 reviews

❤️Hale HallEAva❤️

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.

4.96 out of 5 average rating, 27 reviews

Best Ocean and Mountain View!

5 out of 5 average rating, 51 reviews

A tranquil bedroom is featured with a spacious bed adorned with neutral bedding. Soft purple walls and elegant lamps add warmth, while a large decorative wall piece enhances the aesthetic. Natural light streams through sheer curtains, illuminating the inviting space.

Flat in Waikoloa Village

Updated 2BR w/ King Bed, AC, Lanai, Pool, Golf

4.99 out of 5 average rating, 85 reviews

The exterior of a two-story condo is showcased, featuring a light blue and beige color scheme. Lush green grass surrounds the pathway leading to the entrance, with tropical plants and vibrant flowers adorning the landscape. A peaceful atmosphere is suggested by the trees in the background.

Flat in Waikoloa Village

Affordable family condo near Hapuna beach

A corner of the condo features light blue curtains gently draping from a window, showcasing views of the ocean and palm trees outside. A sunhat and a striped scarf are hung on the wall, adding a touch of tropical charm to the space.

5 out of 5 average rating, 32 reviews

Oceanfront Chic • Just Renovated

A spacious living area features large windows that offer views of the golf course. A wooden coffee table sits in front of a couch adorned with a dark throw. Light hardwood flooring reflects natural light, enhancing the open layout.

5 out of 5 average rating, 14 reviews

Golf Course and Ocean Views

4.98 out of 5 average rating, 40 reviews

A modern kitchen features gray cabinetry and stainless steel appliances. A central island with two bar stools offers space for dining or meal prep. Bright lighting enhances the open layout, while a bowl of fresh fruit adds a touch of color to the countertop.

Flat in Waikoloa Village

Beautifully remodeled condo

A spacious bathroom features a light marble vanity with double sinks and a stylish mirror. A walk-in shower with glass doors is visible alongside a relaxing jacuzzi tub. Soft lighting and a decorative painting enhance the tranquil atmosphere.