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, 317 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, 166 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.

The spacious studio features a queen bed with tropical-themed linens and a full-size pullout sofa. A large sliding glass door opens to the lanai with ocean views, while a dining area with a table and two chairs is visible. Natural light illuminates the room.

4.9 out of 5 average rating, 123 reviews

Oceanfront Studio #147, Islander on the Beach

Ground level, oceanfront studio #147 at Islander on the Beach, a beachfront resort, located in Kapa'a, Kauai. Watch the sunrise on the beach just steps from the lanai! Islander on the Beach is a peaceful Hawaiian Style Resort set on six acres of oceanfront property with tropical landscaping, swimming pool, hot tub, pool bar, and is walking distance to shops, restaurants, and market. Its central location provides easy access to a many of Kauai's beautiful sights! Free parking & no resort fee.

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, 341 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, 228 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.

An aerial view showcases the layout of the resort complex, featuring lush landscaping, winding pathways, and a central pool area. Its proximity to the ocean is highlighted, with gentle waves lapping against the sandy beach visible in the background.

4.98 out of 5 average rating, 168 reviews

Stylish Kauai Condo on the Beach

Swimming Beach Location! Enjoy the ocean breeze and relax in our calm, stylish space. We even provide our surfboard for you to use while here! It feels like Classic Old Hawaii here at the Islander on the Beach Resort Complex, which is why we love it. Our home is well outfitted with quality items. The Ocean, Pool/Hot Tub, Outdoor Grills and Lush Landscaping are all on property for you to enjoy during your stay. The resort is oceanfront. No resort fees to enjoy our beautiful amenities.

A private lanai features a glass-top table and a comfortable chair, providing an unobstructed view of the ocean. Gentle waves can be seen lapping against the shoreline, while the horizon showcases vivid blue skies with scattered clouds.

4.94 out of 5 average rating, 227 reviews

Beach front unit with breathtaking ocean view & AC

OCEANFRONT unit with spectacular ocean view. Sleep listening to the waves and wake up watching the sunrise in the comfortable, brand new bed and mattress, Enjoy your meal or work at the beautiful 8ft live edge table . and sit back on the lanai and relax at our new very comfortable a chair and a table with your favorite beverage in hand. Be mesmerized by the tempo of the waves, the smells of tropical flowers drifting upon the trade-winds as you gaze upon the deep blue of the Pacific.

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, 310 reviews

Oceanview's, Oceanfront 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. No need for air conditioning in this studio, plenty of ocean breeze, nine windows, and a coin toss away from the ocean surf. Elevated on a beautiful ocean bluff that captures the sounds of crashing waves, Tropical ocean aroma, and island breezes—excellent trade winds with big views

4.93 out of 5 average rating, 140 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!

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, 177 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!

4.95 out of 5 average rating, 384 reviews

An aerial view showcases a charming cottage surrounded by lush tropical foliage. A private hot tub is nestled on a deck, complemented by a cozy lounging area. Vibrant flowers and greenery create a serene outdoor space, enhancing the sense of seclusion and tranquility.

Cottage in Hanalei

Romantic Garden Cottage,View! Pool! TVNC#1065

Escape to a secluded romantic haven nestled on an acre of lush gardens in Kauai’s breathtaking Wainiha River Valley. Perched on a bluff with panoramic valley views, this retreat offers tranquility and luxury. Unwind by your private pool and spa, surrounded by vibrant tropical flora, where nature creates an atmosphere of enchantment. Just a short drive away, explore some of the world’s most stunning beaches. Let this serene paradise immerse you in romance and blissful relaxation

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.

4.91 out of 5 average rating, 131 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!*

Popular amenities for Wailua rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A welcoming living area is furnished with a blue sofa, a hanging chair, and a light-colored armchair. A wooden coffee table is centered on a soft rug. Colorful accent pillows and a surfboard artwork above add character to the space, which receives natural light through the window.

4.91 out of 5 average rating, 109 reviews

Beach Hut | A/C | Kiahuna Plantation

A charming beach cottage is shown against a sunset sky. The exterior features white siding with dark trim and a well-maintained yard. A pathway leads to the entrance, lined with vibrant tropical plants, enhancing the inviting feel of the property.

4.93 out of 5 average rating, 148 reviews

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

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, 138 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, 180 reviews

Poipu Vacation Home | Sleeps 6 | Walk to Beach

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, 144 reviews

Private Home - Poipu Beach Paradise, Sleeps 6

4.92 out of 5 average rating, 211 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

A bright living area is presented, featuring large windows that open to views of palm trees. A patterned sofa, paired with a wicker coffee table, sits on tile floors. Warm lamps provide illumination, and decorative artifacts adorn the walls and ceiling.

4.92 out of 5 average rating, 139 reviews

NaluHale, Memories Made Here.

4.89 out of 5 average rating, 178 reviews

Home in Princeville

Ocean & Mountain Views - Near Beach! FAST WIFI

Apartment rentals with a pool

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, 198 reviews

Newly Updated Studio - Oceanfront Resort

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.

4.9 out of 5 average rating, 166 reviews

Picture Perfect Oceanside Two Bedroom Condo

A balcony view showcases ocean waves and palm trees framing a central pool area. Two buildings are visible in the background, with lounge chairs arranged around the pool. The scene features a clear blue sky and gentle breeze, enhancing the coastal ambiance.

4.95 out of 5 average rating, 177 reviews

🥥Oceanfront in beautiful Coconut Coast#paradise🌞

4.95 out of 5 average rating, 111 reviews

A private lanai is featured with two wooden chairs and a round table, offering a serene view of the ocean and surrounding mountains. The setting sun casts a warm glow, enhancing the natural beauty of Hanalei Bay's landscape.

Apartment in Princeville

Breathtaking Unobstructed Hanalei Bay Views

A compact kitchen is equipped with dark wood cabinetry and stainless steel appliances. The granite countertop features a breakfast bar with four wooden chairs. Decorative fish art is displayed above the bar, and light fixtures hang from the vaulted ceiling, enhancing the open layout.

4.89 out of 5 average rating, 296 reviews

Kauai Getaway Condo

A private lanai features a dining table set for four, accompanied by a vibrant fruit bowl. The background reveals a stunning ocean view, with tropical landscaping and resort amenities visible, including a pool and palm trees under a clear blue sky.

4.92 out of 5 average rating, 149 reviews

Breathtaking Ocean View Waipouli Beach Resort AC

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, 177 reviews

Direct Ocean Front Full Kitchen King bed

A light-filled living area features a sofa with soft cushions, flanked by two table lamps. Three framed photographs adorn the wall, while a round coffee table centers the space. A potted orchid adds a touch of color, contributing to the overall relaxed ambiance.

4.8 out of 5 average rating, 176 reviews

Kaua'i Cruzin

Other holiday rentals with a pool

A spacious lanai features wooden furniture with two round tables and matching chairs, overlooking the shimmering ocean waves below. Lush palm trees frame the view, which extends towards distant mountains under a clear blue sky with soft, wispy clouds.

4.6 out of 5 average rating, 20 reviews

Lae Nani 534. A Fantastic View you'll have!

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, 28 reviews

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

A cozy corner of the apartment is featured, showcasing a hanging chair with a light cushion and a small desk with a chair. Large sliding glass doors invite natural light and provide a view of palm trees and the ocean beyond.

5 out of 5 average rating, 37 reviews

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

4.67 out of 5 average rating, 24 reviews

Flat in Lihue

Kaha Lani 125 By Parrish Kauai

A living area features a comfortable sofa and a wooden television cabinet. Natural light floods the space through large windows, offering views of the ocean. A dining table with chairs is positioned beside the windows, and tropical-themed decor accents the room.

4.94 out of 5 average rating, 18 reviews

Wailua Bay View 107 Oceanfront condo

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.

4.82 out of 5 average rating, 61 reviews

Fully remodeled condo in Kapa'a!

5 out of 5 average rating, 18 reviews

Shaka Shack

A private lanai features two wooden Adirondack chairs with aqua cushions, positioned around a wooden table. The ocean sparkles in the background, while a sandy beach and palm trees line the shoreline under a clear blue sky.