Holiday rentals with a pool in Wailua

A private lanai features a round table with two woven chairs, overlooking a scenic ocean view. Lush green grass and gentle waves are visible, framed by swaying trees under a clear blue sky.

4.98 out of 5 average rating, 291 reviews

Beachfront oceanside condo paradise AC/pool/HT 247

Enjoy the sound of crashing ocean waves, a gentle sea breeze & grand ocean view from your OCEANFRONT STUDIO CONDO. Watch whale breaching during winter season from your secluded balcony. One of the only remodeled units, with larger kitchen, luxury bathroom w/double vanity. Best location between the North & South shore. Close to restaurants, bars, grocery, attractions. 7 miles away from the LIH Airport. A/C, ocean-front pool, hot-tub & cabanas. No daily resort fees, free parking/beach gear.

5 out of 5 average rating, 155 reviews

An open-concept living area features a spacious blue sectional sofa and a dining table with wicker chairs. Large sliding glass doors frame ocean views, while vaulted wooden ceilings enhance the airy ambiance. A TV is mounted on the wall, complementing the contemporary decor.

Home in Kapaʻa

Panoramic luxury beachside condo in paradise A/C

Oceanside Paradise. 180 degree Ocean views. Large private Lanai with breathtaking 180 degree views inside and out. See dolphins, whales, turtles, rainbows & amazing sunrises. Steps from beach & centrally located on the famous Coconut Coast & steps from the Lae Nani beach. Beach chairs & gear included. Beautifully remodeled with an open, custom kitchen/baths & vaulted ceiling. Boasts double master suites, Beautiful Pool, BBQ area, beach access, A/C, washer/dryer & private covered parking.

A private balcony is depicted with a round table and two chairs, featuring blue cushions. Lush greenery surrounds the area, with resort buildings visible in the background. Ocean views can be glimpsed beyond the distant palm trees, creating a serene outdoor space.

4.97 out of 5 average rating, 325 reviews

Oceanside Views just steps to beach AC/HT/Pool 261

Beachfront in Hawaii for an amazing value! The entire studio condo is yours, w/ocean views, steps to beach, pool, hot tub, landscaped gardens, beach bar & secluded beach at your doorstep. No parking or resort fees. Walk to Coconut Grove Grocery, shopping, restaurants & more, only a 10-minute drive to airport. Beautifully decorated with Tommy Bahama designer furnishings for pure Hawaiian style. So, sit back and enjoy listening to the crashing ocean waves from your private Lanai beachfront view.

A tranquil outdoor space features a small table set with two coffee mugs. Lush greenery surrounds the area, complemented by flowering plants. In the distance, the ocean is visible beyond the well-maintained lawn and palm trees, creating a serene environment.

4.99 out of 5 average rating, 208 reviews

Beachside Walk Out Condo/Pool/A/C Ocean Views 144

Beautiful, Botanical Paradise, Just Steps from an Ocean Side Pool, Hot-Tub & Cabanas. Walk out to our sandy, ocean beaches & famous bike path from your private lanai. No daily resort/parking fees. Includes A/C, cooler/beach chairs, gear & BBQ Poolside grills. Central location, access both the south & north shores. Right next to kauai’s only beachside bar and restaurant & the coconut grove marketplace w/restaurants, grocery, & shops. Down from Wailua River and just 10 min away from Airport.

A spacious studio room features a king-size bed with a white coverlet and decorative pillows. A comfortable seating area with a sofa is positioned nearby. Large glass doors lead to a private lanai with ocean views and outdoor seating.

4.98 out of 5 average rating, 222 reviews

Oceanfront Studio Kapaa (Construction Postponed)

Please make sure to review the bottom of the listing about postponed spalling construction project Enjoy views of the Royal Coconut Coast from this top-floor oceanfront studio at the Islander on the Beach resort. Air Conditioning, Internet, Cable TV & Chromecast. Wake up to the sunrise every morning. This resort has a pool, hot tub, bar, chaise lounge chairs, bbq grills, free parking and no amenity fees. Note: No Laundry Facilities and No Elevators. You will go up three flights of stairs.

4.93 out of 5 average rating, 136 reviews

A serene coastal view features vibrant blue waters meeting a sandy beach, framed by lush greenery. Two cups are placed on a wooden ledge, inviting a peaceful moment while taking in the expansive landscape under a partly cloudy sky.

Holiday home in Kapaʻa

Beautiful OCEANFRONT Kauai Condo with beach access

Aloha, and welcome, to our Wailua Bay view condo, located on the East shore of Kauai in Coconut coast town of Kapa'a. Spectacular panoramic ocean views of the expansive sandy beach of Wailua Bay awaits you. Our 740 sqft. fully equipped ground floor condo features a spacious one bedroom and one bath, a fully equipped kitchen, a washer and dryer, an outdoor swimming pool/ BBQ area, a comfortable living area that is centrally located to dining, shopping, and the Grand Canyon of the Pacific!

An ocean view is observed from the balcony, showcasing the vibrant blue sea and palm trees swaying gently in the breeze. Below, the resort's pool area and lush gardens are depicted, inviting relaxation and enjoyment in a tropical setting.

4.91 out of 5 average rating, 103 reviews

Beautiful OCEAN VIEW with free Parking & Top Floor

Welcome to Islander on the Beach and on the shores of the Coconut Coast of Kapaa, Kauai. It has pool, jacuzzi, gardens and poolside Tiki Bar. It is in a 6.5-acre oceanfront Hawaiian Style Resort. Walkable to Marketplace, shopping and restaurants. A 10-minute drive to airport. Studio has Ocean view, top floor with balcony, fully furnished with a Queen size bed and full sofa/sleeper, WIFI, cable TV, Netflix, AC, coffee maker, beach chairs, umbrella & more. NO RESORT FEE/FREE PARKING.

A vibrant ocean view captures rolling waves and a sandy shoreline under a bright blue sky dotted with clouds. Lush greenery and palm trees frame the scene, enhancing the coastal atmosphere. The beach, visible in the distance, invites exploration and relaxation.

4.92 out of 5 average rating, 166 reviews

The ocean is calling...pick up! Kauai Oceanview

Ocean vibes permeate this centrally located ocean view Kapaa, Kauai condo. For surf enthusiasts - A surf-break is right out front. If you love the sights and sounds of the ocean, then this is your perfect vacation destination. Close proximity to restaurants, beaches, stores and the bike path. This top floor unit is Complete with a full kitchen, an air conditioned bedroom, free parking and free wifi. Oceanfront lanai to sip your morning tea or afternoon cocktails. A FUN SPOT!

A spacious room features a comfortable king size bed with decorative pillows and a coral throw. A kitchenette with modern appliances is visible, alongside a cozy seating area with a blue fabric chair. Light-colored walls and a soft rug complement the space.

4.96 out of 5 average rating, 192 reviews

Newly Updated Studio - Oceanfront Resort

Aloha! Enjoy our updated, bright & beachy condo, located at the oceanfront resort, Islander on the Beach. Great central location, close to the airport and walking distance to shops and restaurants. Our unit is furnished with personal touches that make it perfect for couples looking for a comfortable space that doesn't feel like a hotel room. It features a king size bed w/memory foam, quality linens, private lanai w/ partial ocean view, beach gear for 2, a kitchenette and more!

A scenic view from a balcony showcases a swimming pool surrounded by palm trees and tropical landscaping. The turquoise ocean and distant mountains are visible against a bright blue sky, creating a serene backdrop for the pool area.

4.9 out of 5 average rating, 124 reviews

Kapaa Poolside/Oceanview Lae Nani Condo

Enjoy a beautiful, breezy one bedroom condo with a spectacular view of the ocean and mountains. The unit overlooks the relaxing pool and sandy beach! Located in the Wailua area of Kapa’a, you will be perfectly situated to explore the beaches, hikes, shops and restaurants of the East side of Kauai. Kayakers and stand-up paddlers will love the Wailua river just down the road. The location is also a perfect starting point for north shore, Poipu, Kalalau and Waimea Canyon. *A/C!*

A serene ocean view is captured from the balcony, featuring gently rolling waves and a clear blue sky. Lush greenery frames the scene, enhancing the sense of tranquility. Outdoor furniture, including a round table and chairs, invites relaxation while enjoying the coastal ambiance.

4.94 out of 5 average rating, 301 reviews

Stunning Oceanview's, Kitchen, King Bd, Wfi K-5

Remember the good old days when wearing flip-flops, feeling the sun in your eyes, and leaving those worries behind were easy? Here it is! This is the most sought-after prime location on the island of Kauai. Check-in is 3 pm, and Checkout is 10 am. There is no air conditioning in the studio, but there is plenty of ocean breeze. Guests staying over 7 days must pay for a mid-clean. Two adults, maximum one king bed. 2nd floor—top floor. No children or Day guests allowed.

A tropical landscape features a thatched-roof gazebo surrounded by lush greenery. Lounge chairs are positioned near a sandy area that leads to the ocean, with gentle waves visible in the distance under a partly cloudy sky.

4.82 out of 5 average rating, 440 reviews

Ocean view Studio in Hotel complex - Kauai

Kamaaina discount offered!! Ocean view condo in a Hotel complex, near the town of Kapaa. 3 adults max in the space. Ocean, pool and garden views. Just steps from the beach and the pool. Beautiful Hawaiian décor. The Islander on the beach, is a quaint Beachfront condo/hotel on 6 pristine acres of tropical paradise. Ground floor studio with two queen beds with private bathroom. Beautiful Air conditioning. Great WIFI/ Cable TV. Double clean between guests.

Popular amenities for Wailua rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A comfortable living area is furnished with a gray sectional sofa and two rattan chairs adorned with tropical prints. A round coffee table sits in the center, while large sliding glass doors provide a view of the ocean and access to the outdoor space.

4.9 out of 5 average rating, 106 reviews

Oceanview Cottage Walk To Poipu & Brenneckes Beach

A spacious open living area features a modern kitchen with a large island and stainless steel appliances. Large windows offer views of lush green fields. Natural wood beams and cool ceiling fans complement the bright and airy atmosphere.

4.98 out of 5 average rating, 135 reviews

Poipu Custom Home, Central AC & Pool/Gym

The spacious kitchen features wooden cabinetry and a large island with a cooktop. Stainless steel appliances are included, along with a double sink positioned under a window. Natural light filters through windows, illuminating the open layout connected to the living area.

4.91 out of 5 average rating, 173 reviews

Poipu Resort Home | Sleeps 6 | Walk to Beach | A/C

An outdoor patio area is visible, featuring a round dining table shaded by a red umbrella and surrounded by six chairs. The space is framed by lush tropical plants, and an open layout reveals a view of the interior living area beyond.

4.91 out of 5 average rating, 138 reviews

Private Home - Poipu Beach Paradise, Sleeps 6

4.95 out of 5 average rating, 202 reviews

A refreshing plunge pool is surrounded by a wooden deck, featuring two lounge chairs. The exterior of the house, painted in teal, showcases large glass doors that provide views into the living space. A lush monkeypod tree offers shade nearby.

Home in Kapaʻa

Sleeping Giant Cottage with Plunge Pool TNVC 1244

4.92 out of 5 average rating, 114 reviews

An aerial view showcases a spacious home surrounded by lush greenery, with a large sand volleyball court prominently situated in the foreground. Scenic mountains and palm trees frame the landscape, providing a tranquil atmosphere. The home's multiple levels offer expansive outdoor spaces for relaxation.

Home in Kauai

Sunset Waterfall House In Kauai

4.9 out of 5 average rating, 172 reviews

Home in Princeville

Ocean & Mountain Views - Near Beach! FAST WIFI

A spacious living area is presented with large windows that allow natural light to fill the space. Seating is provided by a dark green sofa and patterned armchairs. A dining table is visible in the background, complemented by a fully equipped kitchen area. Decorative artwork adorns the walls.

4.99 out of 5 average rating, 144 reviews

Quiet Oceanview in Heart of Poipu

Apartment rentals with a pool

4.99 out of 5 average rating, 335 reviews

An inviting lanai features a woven hanging chair beside a small round table. A steaming cup is placed on the table, accompanied by a book. The background reveals lush greenery and panoramic ocean views under a soft sunset glow.

Apartment in Princeville

~The Surfshack~ with breathtaking ocean views!!

A wide balcony view presents the serene ocean and coastal landscape. Lush greenery and palm trees are visible along the shoreline, while gentle waves lap against the rocks. The clear blue sky enhances the peaceful atmosphere of the seaside setting.

4.88 out of 5 average rating, 195 reviews

🌴Hotel Room w/in beautiful Oceanfront Condo.🌸

A view of the ocean and lush greenery is framed by palm trees swaying in the breeze. A outdoor dining table is visible on the lanai, set against a backdrop of bright blue skies and tranquil waters.

4.89 out of 5 average rating, 158 reviews

Picture Perfect Oceanside Two Bedroom Condo

Lush palm trees frame a vibrant ocean view, where turquoise waters gently meet a sandy shore. The sky is a clear blue with a few wispy clouds, creating a serene and inviting atmosphere.

4.82 out of 5 average rating, 296 reviews

2 BEDROOM, OCEAN FRONT, AMAZING VIEWS !

4.98 out of 5 average rating, 299 reviews

A cozy nook features a spacious daybed surrounded by large windows, offering panoramic ocean views. Decorative pillows and soft fabrics create a welcoming environment. The decor includes coastal-themed accents, with a small wooden table and a chair positioned nearby, enhancing the tranquil atmosphere.

Apartment in Princeville

Sea and Sky Kauai, an Oceanfront Penthouse

A spacious bedroom features a serene ocean view through open glass doors. A small dining table with a pineapple sits on the balcony, framing the calm waters outside. Soft natural light illuminates the room, highlighting the inviting bedding and textured furnishings.

4.94 out of 5 average rating, 175 reviews

Direct Ocean Front Full Kitchen King bed

A sparkling blue pool is surrounded by lush tropical landscaping and two water slides, inviting families to enjoy the amenities. The resort buildings are visible in the background, complementing the vibrant surroundings under a partly cloudy sky.

4.96 out of 5 average rating, 154 reviews

Kauai Paradise-3 hot-tubs-2Waterslides-2bdrm-3bath

Superhost

The aerial view captures the Waipouli Beach Resort landscape, featuring beautifully landscaped gardens and a winding lazy river. The ocean is visible in the background, with palm trees framing the resort. Unit C203 is indicated with a marker on the second floor.

4.88 out of 5 average rating, 113 reviews

Paradise Awaits! Beachfront! Pool! Waterslides!

Other holiday rentals with a pool

5 out of 5 average rating, 14 reviews

Wailua Bay View 105 Oceanfront condo

Superhost

A spacious bed is centered against a neutral wall, topped with white linens and a decorative pillow. On either side, minimalist bedside tables hold modern lamps casting soft light. A vibrant landscape artwork hangs above, depicting lush mountains and a coastal view.

4.85 out of 5 average rating, 252 reviews

East Coast Escape

A spacious sleeping area features a large bed adorned with a white coverlet and accent pillows in soft coral. Natural light streams through large windows, complemented by light grey curtains. A stylish bench is positioned at the foot of the bed, adding to the inviting decor.

5 out of 5 average rating, 37 reviews

Tranquil 1-Bedroom Haven in Kapaa, Kauai

A spacious living area is highlighted by large glass doors that offer views of palm trees and the ocean. A round dining table is set for four beside a cozy seating area, featuring a marble coffee table. Natural light fills the room, enhancing the open atmosphere.

5 out of 5 average rating, 25 reviews

Aloha Kai: Oceanfront @ Lae Nani's Newest Reno, AC

5 out of 5 average rating, 25 reviews

Ocean view A/C, pool/hot tub coconut marketplace

Superhost

5 out of 5 average rating, 4 reviews

Ocean View/Beach/AC/Pool @ Islander on the Beach

The bedroom features a spacious bed covered in a coral-colored quilt, with two coordinated pillows. A pair of nightstands with lamps flank the bed, and a full mirror is visible in the background. A ceiling fan circulates light air above, enhancing comfort.

4.96 out of 5 average rating, 70 reviews

Oceanview Condo in Kapa'a- FULLY remodeled 1bd/1ba

A modern living space is shown, featuring a light-colored sectional sofa adorned with vibrant cushions. A wooden coffee table is positioned in front, while a dining area with white bar stools and a kitchen is visible in the background. Natural light brightens the room through recessed lighting.