
Holiday rentals with a pool in Kauai
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Top-rated rentals with a pool in Kauai
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OCEAN FRONT 2b/2ba Princeville Kauai
E komo mai to our Kauai ZenDen. Breathtaking views from every room. Our two bedroom two bath well equipped condo sits on the bluff of Kauai's beautiful north shore. One of the only 2 bedroom condos on the north shore that have ocean front views from both bedrooms as well as living area. We also have a full size pull out couch bed that would be perfect for kiddos. Ground floor unit with large bluff green belt directly outside the lanai doors. Ground level entry, no stairs. Pool and bbq on site.
4.95 out of 5 average rating, 391 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.
5.0 out of 5 average rating, 187 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.
4.99 out of 5 average rating, 365 reviews
Premier 3BR/3BA Ground Floor Poipu Condo with A/C
Welcome to Pili Mai 2J...one of Poipu's newest luxury projects. This premier ground floor, single level, three bedroom, three bathroom Moana unit, is generously laid out with maximum separation between the bedrooms for extra privacy. Newly built, this unit features a beautifully appointed kitchen, high end furniture and decor, a separate office area, laundry, and private lanai. Relax and unwind in style!! Steps away from the pool and fitness center and a short walk to Poipu Shopping Village.
4.96 out of 5 average rating, 118 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.
4.93 out of 5 average rating, 162 reviews
Executive 2 bdrm - Panoramic Ocean Views
Paradise awaits! This stunning two-bedroom executive condo has recently been remodeled and is the perfect home base for enjoying all the north shore has to offer. With ocean views from every room, immerse yourself in the serenity of the Pacific. The Cliff's is located in the exclusive resort community of Princeville and features a long list of amenities. Enjoy onsite concierge, pool, hot tub, tennis courts, covered BBQ area as well as a number of food trucks that visit throughout the week.
4.93 out of 5 average rating, 144 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!
4.98 out of 5 average rating, 333 reviews
3bd/3b Retreat, Sleeps 10, AC, Family-Friendly
Escape to paradise in this relaxing 3 bed/3 bath retreat at the Pili Mai condos located on the Kiahuna golf course. This unit can sleep up to 10 guests, relax in its plush interiors, a cozy bunk room, and plenty of great living spaces to create lasting family memories. Walk to nearby shops, restaurants, and amazing beaches, or stay active in the gym, cool off in the pool, or book a tee time for golf. Book your stay today and start counting down till you vacation adventure beings!
4.8 out of 5 average rating, 101 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
4.95 out of 5 average rating, 404 reviews
Breathtaking Unobstructed Hanalei Bay Views
Hanalei Bay Resort Unit 3105. Our studio has the best view of Hanalei Bay and the North Shore that you could possibly imagine which you can enjoy from inside or out on the lanai. All new furniture throughout. Full kitchen! Jacuzzi tub! Washer and Dryer included! Fully air conditioned! Ground floor allows easy access. Right next to the amazing, award winning swimming pool and world class tennis courts. Surrounded by tropical gardens and a short walk down to a beautiful beach.
4.95 out of 5 average rating, 132 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.
4.83 out of 5 average rating, 470 reviews
Oceanview Cottage| Walk to PoipuBeach |Free Parkng
Welcome to Hale Nani Kai, your “House of the Beautiful Sea,” where every moment feels touched by the ocean. Stroll to Poipu Beach, relax on the shaded lanai, or watch waves roll in as turtles rest along the shore. Enjoy stunning views of Brenneke’s and Poipu Beaches, with winter whale sightings in the distance. It’s the perfect Poipu retreat for sun, surf, and complete relaxation.
4.9 out of 5 average rating, 119 reviewsPopular amenities for Kauai rentals with a pool
House rentals with a pool

Princeville Home w/Private Pool and Mountain View
4.96 out of 5 average rating, 171 reviews
New Deluxe A/C Home, Spectacular Mountains Views
4.99 out of 5 average rating, 124 reviews
Poipu Modern Island House with AC & Pool/Gym Access
4.98 out of 5 average rating, 101 reviews
Beach Hut | A/C | Beach Access | Pool | Patio
4.91 out of 5 average rating, 138 reviews
October Bday Sale NaluHale, Memories Made Here.
4.93 out of 5 average rating, 147 reviews
Ground level condo near the pool!
4.87 out of 5 average rating, 141 reviews
Private Home - Poipu Beach Paradise, Sleeps 6
4.91 out of 5 average rating, 152 reviews
Sleeping Giant Cottage with Plunge Pool TNVC 1244
4.92 out of 5 average rating, 221 reviewsApartment rentals with a pool

Poipu Ocean View + AC | Pool & 3m Walk to Beach
4.98 out of 5 average rating, 100 reviews
Kauai Getaway Condo
4.9 out of 5 average rating, 307 reviews
Central, Cozy 2BR in Kapaa - Stay By the Beach
4.84 out of 5 average rating, 192 reviews
Sunny Poipu, Mountain View, close to beach, A/C
4.98 out of 5 average rating, 251 reviews
Beautiful 3 Bed Pili Mai condo, A/C
4.99 out of 5 average rating, 101 reviews
Mountain/Ocean views by Hanalei + Nāpali + Hot Tub
4.85 out of 5 average rating, 285 reviews
The Hideaway - Pali Ke Kua Ocean Views (with AC!)
4.94 out of 5 average rating, 267 reviews
*Beachfront!* Corner Oceanview Condo w/ AC!
4.93 out of 5 average rating, 123 reviewsOther holiday rentals with a pool

Quiet, Airy Condo with Lofted King Suite-2BR, 2BA
4.98 out of 5 average rating, 119 reviews
Oceanfront & Views: Corner Penthouse- Sealodge D9
4.92 out of 5 average rating, 186 reviews
Boho-Chic Retreat • AC, Pool, Ocean View, Beaches
4.98 out of 5 average rating, 101 reviews
Hanalei Bay Resort 9305 (Hanalei Bay Hideaway) AC!
5.0 out of 5 average rating, 60 reviews
1308 Oceanview | Turtles • Pool • Spa • Whales W/D
5.0 out of 5 average rating, 6 reviews
Poipu Palms 101 Direct Oceanfront, Pool, Sunsets
4.83 out of 5 average rating, 12 reviews
Elegant A/C Condo by Scenic Poipu Beach Trail
4.98 out of 5 average rating, 40 reviews
Majestic Ocean/Mountain Views at Pali Ke Kua #123
4.89 out of 5 average rating, 27 reviewsDestinations to explore
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