Vacation rentals with a pool in Kauai

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Top-rated rentals with a pool in Kauai

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

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Top guest favorite
Condo in Poipu
4.96 out of 5 average rating, 121 reviews

Luxurious Poipu Sands Condo Sanctuary

THE SEARCH ENDS HERE! You’re invited to experience the 'ALOHA' spirit in this completely renovated, nearly 1000 sq. ft., one bedroom, one and a half bath luxury Poipu Sands Condo. Bedroom air conditioning has been added for your maximum comfort. Our location, proximate to the impressive grounds of the Grand Hyatt Regency, Shipwreck Beach, and the spectacular Mahaulepu Heritage oceanfront bluff top trail, is ideal. Our condo has direct access to the ocean view BBQ grills and nearby heated pool.

ValueLocationHiking

Top guest favorite
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 Wailua
5.0 out of 5 average rating, 185 reviews

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.

FamilyValueWalkability

Top guest favorite
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.
Condo in Princeville
4.99 out of 5 average rating, 365 reviews

~The Surfshack~ with breathtaking ocean views!!

A modern surf oasis nestled on an overlook with panoramic ocean views, stunning sunsets, and the famous Bali Hai. We were featured in the June issue Sunset Magazine. You'll never want to leave this modern Hawaiian styled 2 bedroom, 2 bath condo. We have everything you’ll need and want for the most relaxing stay of your island vacation and only steps away from food, drinks, the pool and the beach. Whale watch from the lana'i in the winter, or snorkel our beautiful Hideaways beach in the summer.

LocationFamilyGetting around

Top guest favorite
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.
Vacation home in Wailua
4.94 out of 5 average rating, 159 reviews

Beautiful OCEANFRONT Kauai Condo with beach access

Aloha, and welcome, to our Wailua Bay View condo, located on the East shore of Kauai in the 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 with a queen sofa/sleeper. We are centrally located to dining and shopping. Wi-Fi, tv.

LocationFamilyHeating

Top guest favorite
An aerial view captures the expansive Kiahuna Plantation Resort and surrounding landscape, featuring lush greenery and the coastline. A distinguishing arrow points to Building 23, highlighting its proximity to the sandy beach and clear blue waters. The backdrop includes mountains and distant shores.
Condo in Poipu
4.98 out of 5 average rating, 317 reviews

Slice of Kiahuna Paradise-A/C-BEACHFRONT-POOL

NOTE: Pool & spa will be CLOSED for resurfacing 9/9/26-10/15/26. Remodeled bright & breezy top floor, corner unit in exclusive Bld 23. Steps away from Poipu Beach. Privacy. Whole home A/C (dual split in living & portable in bdrm). Fast Wifi. King bed,queen sleeper sofa & twin in the living room comfortably sleeps up to 4 people. New furniture & appliances.65” Smart tv. Loads of extra amenities, beach gear, fully equipped kitchen, suggested experiences & babysitters, offering a priceless stay

FamilyLocationIndoor spaces

Top guest favorite
An airy dining area features a wooden dining table accompanied by a long bench and white chairs. Large windows invite natural light, framing the lush outdoor greenery. Decorative plates adorn the wall, complementing the open layout and modern kitchen visible in the background.
Home in Princeville
4.99 out of 5 average rating, 120 reviews

New Deluxe A/C Home, Spectacular Mountains Views

Completely renovated luxurious home with A/C and breathtaking mountain views! The remodeled kitchen features all the essentials for your culinary endeavors. Enjoy the unrivaled beaches of Kauai, relax by the pool and hot tub, and sip your favorite beverage at the lanai bar. Explore the charming towns of Princeville and Hanalei or a round of golf at the Makai Golf Club. Our two office nooks, with awe-inspiring views, are perfect for remote work. Let the island aloha restore and refresh you.

LocationValueLong stay

Guest favorite
A bright living area features modern blue furnishings, complemented by a light wood floor. Large glass doors offer unobstructed ocean views and provide access to a sunlit outdoor seating area with umbrellas. A decorative mirror enhances the room's spacious feel.
Condo in Princeville
4.94 out of 5 average rating, 102 reviews

Puu Poa 202 Modern Luxury - Oceanfront - AC

Completely renovated in 2022 this rental is one of the best oceanfront condos on Kauai. This two bed two bath unit boasts sweeping ocean views from your kitchen, living room, dining room, lanai, and primary bedroom. Open spaces, new appliances and a thoughtful design create areas perfect for creating memories, incredible meals and making you feel at home in this luxury retreat. This Princeville condo is perfectly located walking distance to two beaches and has a pool and tennis court.

ValueFamilyGrill

Top guest favorite
A spacious living area features large windows offering unobstructed ocean views and ample natural light. A round dining table is set for four, complemented by coastal-themed decor. Relaxing seating options, including a daybed, are arranged to take advantage of the captivating seaside scenery.
Condo in Princeville
4.98 out of 5 average rating, 329 reviews

Sea and Sky Kauai, an Oceanfront Penthouse dream

This modern and newly renovated honeymoon beach retreat has breathtaking panoramic ocean and coastline views. Lounge in the daybed while gazing at the sweeping vista from Anini reef to Kilauea Lighthouse. Some have said "it feels like being on a ship at sea" as they witness whales breaching in the ocean and waves peeling on the reef from this magical location. A rare penthouse unit with high ceilings, views from every room, even the famous Bali Hai from the deck. Truly a couple's dream!

LocationValueBeach

Top guest favorite
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
4.95 out of 5 average rating, 401 reviews

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

FamilyValueHiking

Guest favorite
Condo in Princeville
4.85 out of 5 average rating, 288 reviews

Jewel of the Pacific. Seaside condo at Sealodge

Welcome to our newly remodeled oceanfront Sealodge condo. This premium and affordable vacation rental has one of the most spectacular views in all of Kauai! It is perched on an oceanfront cliff with expansive views of the Pacific Ocean, Kauai north shore coastline, Anini reef and Kilauea Lighthouse. From the lanai or living area you experience beautiful sunrises, see whales (in season), spinner dolphins, soaring seabirds, gorgeous rainbows, outrigger canoe races.

ValueFamilyComfort

Guest favorite
The spacious living area features high, wooden ceilings with large windows allowing natural light to fill the room. Comfortable couches surround a wooden coffee table, situated on a colorful area rug. A staircase leads to the lofted bedroom, providing an airy, open atmosphere.
Apartment in Princeville
4.92 out of 5 average rating, 390 reviews

Bright Top-Floor Prime Location AC & Pool!

Spacious studio with bedroom loft in top-story condo with/ balcony and A/C. Full Kitchen, full bath, laundry, super comfy king-size bed, and large bathroom. Easy access to all beaches and island adventures, with a walking distance to Princeville shops. Perfect location for quiet evenings & convenient for all island activities. A caring host team provides an island guide and local knowledge. This is the ideal home base for your Kauai explorations.

LocationValueHiking

Top guest favorite
The exterior of the condo is surrounded by lush tropical plants and a well-maintained lawn. A covered porch features a railing and invites relaxation, while the structure blends naturally with the vibrant greenery and serene landscaping.
Condo in Poipu
4.91 out of 5 average rating, 129 reviews

Pineapple Paradise at Poipu Crater A/C In Bedrooms

"Pineapple Paradise" at Poipu Crater (unit 30) is located approximately a half mile from Brennecke's Beach and Poipu Beach Park right off the lush Poipu Kai Greenbelt. Close to all that Poipu has to offer, yet far enough removed to escape the hustle and bustle of the large hotels.

LocationFamilyBathroom

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