
Holiday rentals with a pool in Kauai
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Top-rated rentals with a pool in Kauai
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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, 189 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, 366 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, 163 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
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.
4.99 out of 5 average rating, 124 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, 334 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, 406 reviews
Spectacular Ocean and Hanalei Bay Views
PLEASE CONTACT ME PRIOR TO BOOKING REQUEST TO CONFIRM AVAILABILITY. SPECTACULAR OCEAN/BAY VIEWS ..GREAT PRICE COMPARED TO OTHER LISTINGS IN SAME COMPLEX . ALSO MORE PRIVACY SINCE IT’S ON SEDOND FLOOR . COMMANDS BEST VIEWS OVERALL. PLEASE READ REVIEWS. Modest unit with : Master bedroom has king bed&loft has queen bed .( stairs to access unit and loft) It has spectacular bay , Bali Hai and ocean views.. NO A/C .. There are ceiling and floor fans Hawaii TA-135-775-6416-01
4.94 out of 5 average rating, 208 reviews
Brand New Luxurious Condo on North Shore Kauai
Brand New Listing at the Hanalei Bay Resort. Wake up to breath taking views of the Hanalei bay, waterfalls and the amazing lush green mountains of the garden island. Along with the amazing scenery you will also have access to pools, hot tubs, tennis courts, private beach access, weight room facilities and enjoy live music every night at the Happy Talk Lounge. All of theses activities are just a minutes walk from your front door or enjoy a relaxing golf cart shuttle ride.
4.95 out of 5 average rating, 238 reviews
Little Rainbow Kauai | Beachfront, AC, Ocean View
This bright and airy updated condo is the ideal place to stay in sunny Poʻipū for couples, honeymooners + small families. The open living space is clean and welcoming with a coastal boho vibe, and you'll enjoy beautiful ocean + garden views from the huge upper-level lanai. Location is the absolute best - from the beachfront property, you can walk to several of the best beaches on the south shore, local coffee, restaurants, shops, and the incredible pool within minutes.
4.98 out of 5 average rating, 157 reviewsPopular amenities for Kauai rentals with a pool
House rentals with a pool

Oceanview in Heart of Poipu
4.98 out of 5 average rating, 175 reviews
Relax in tropical garden near Poipu beaches
4.86 out of 5 average rating, 100 reviews
Sunset Waterfall House In Kauai
4.92 out of 5 average rating, 126 reviews
Oceanview Cottage| Walk to PoipuBeach |Free Parkng
4.9 out of 5 average rating, 119 reviews
Poipu Modern Island House with AC & Pool/Gym Access
4.98 out of 5 average rating, 101 reviews
Private Home - Poipu Beach Paradise, Sleeps 6
4.91 out of 5 average rating, 152 reviews
Beach Hut | A/C | Beach Access | Pool | Patio
4.91 out of 5 average rating, 139 reviews
Pua Lanai Princeville Townhome | 3BR | Pool | AC
4.98 out of 5 average rating, 249 reviewsApartment rentals with a pool

Kauai Getaway Condo
4.9 out of 5 average rating, 308 reviews
Steps from the Beach, AC, Stunning View
4.92 out of 5 average rating, 213 reviews
OCEAN FRONT 2b/2ba Princeville Kauai
4.95 out of 5 average rating, 393 reviews
Sunny Poipu, Kōloa, Golf, AC, Mountain View, Pool
4.98 out of 5 average rating, 254 reviews
Poipu Ocean View + AC | Pool & 3m Walk to Beach
4.98 out of 5 average rating, 100 reviews
The Hideaway - Pali Ke Kua Ocean Views (with AC!)
4.94 out of 5 average rating, 268 reviews
Ocean views/AC/free parking/walk to beaches in 10!
4.9 out of 5 average rating, 257 reviews
Breathtaking Unobstructed Hanalei Bay Views
4.93 out of 5 average rating, 135 reviewsOther holiday rentals with a pool

Zen Aloha | NEW Design • Luxe, AC, Pool, Beaches
4.94 out of 5 average rating, 161 reviews
2 Bdrm Princeville gem! Rare find on Kauai.
4.86 out of 5 average rating, 384 reviews
Beautiful tropical villa, private, walk to beach
4.85 out of 5 average rating, 126 reviews
Spectacular Oceanfront Condo, A/C + Sunset Views!
4.99 out of 5 average rating, 184 reviews
Beachfront Midcentury Modern Retreat
5.0 out of 5 average rating, 3 reviews
Hanalei Bay Resort 9305 (Hanalei Bay Hideaway) AC!
5.0 out of 5 average rating, 60 reviews
Cottage in the Crater
4.94 out of 5 average rating, 85 reviews
Tropical Getaway North Shore Princeville Condo
4.92 out of 5 average rating, 38 reviewsDestinations to explore
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