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9 Kauai Vacation Rentals for the Perfect Winter Escape

As winter approaches, thoughts turn to warmer destinations. Why not escape the cold and head to the tropical paradise of Kauai? With beautiful beaches, lush jungles, and dramatic cliffs, the Hawaiian island provides the ultimate setting for rest and relaxation. 

To experience Kauai to the fullest, we’ve highlighted 9 excellent Kauai vacation rentals across the island. From breathtaking beachfront Kauai condo vacation rentals to lovely garden-view suites, these homes will provide lasting memories amid Kauai’s spectacular scenery.

Continue reading to learn more about these incredible Kauai rentals perfect for your winter escape!

Islander on the Beach 246 

Nestled on the second floor of the Islander on the Beach resort, this intimate studio puts you just steps from sand, surf, and sunsets. Inside, island-inspired decor and amenities like a plush king bed, kitchenette, and flatscreen TV create a tranquil retreat. Outside, the breezy lanai overlooks the Pacific. Take in 180-degree ocean panoramas or watch whales migrate by.

Centrally located, this cozy oceanfront suite makes accessing Kauai’s attractions a breeze. On-site amenities like an oceanview pool, hot tub, and BBQ area provide tropical indulgence. It’s an ideal couples’ getaway with prime beachfront access.

Plantation Hale H12 

This roomy one-bedroom condo at Plantation Hale offers stunning mountain vistas stretching from the living room to the lanai.

Amenities include a supremely comfortable king bed, full kitchen, air conditioning, and onsite laundry. Three pools, two hot tubs, and helpful staff enhance the stay. Centrally located near beaches and trails, this rental provides easy access to Kauai’s attractions. From kayaking the Wailua River to luaus and shopping, popular activities are moments away.

With abundant amenities and a central locale, this Kauai condo rental makes an excellent home base for exploring Kauai’s treasures without breaking the budget.

interior of plantation hale h12

Waipouli Beach Resort A301

Occupying the 3rd floor of the acclaimed Waipouli Beach Resort, this beautifully appointed vacation rental on Kauai provides the ultimate in beachfront luxury. 

Sweeping ocean views delight from the elegantly furnished interior and the private lanai. High-end amenities include a king bed, a full kitchen, two smart TVs, and in-unit laundry. The opulent bathroom contains a soaking tub fit for royalty.

Outside your door, beachfront amenities like cascading pools, hot tubs, and a spa ensure sublime tropical indulgence. Enjoy shoreline strolls on the pristine beach or dine beachside at the on-site restaurant. This condo epitomizes luxury, convenience, and natural beauty.

interior of waipouli A301

Waipouli Beach Resort C206 

On the second floor of the exclusive Waipouli Beach Resort, this exquisite 1 bedroom condo blends privacy and luxury.

Designed by Philippe Starck, the lavish interior features imported tile, elegant furnishings, and top-tier appliances. The spa-worthy bathroom contains a Heavenly Bed and a soaking tub. 

Outside, a covered lanai overlooking tropical gardens makes an enticing spot for relaxing or dining al fresco. You’ll also be greeted by breathtaking mountain views each morning. When ready to venture out, acclaimed amenities like pools, hot tubs, and beachside restaurants await just steps away. This stylish condo delivers luxury living at its finest for couples and families seeking a refined tropical escape.

Waipouli Beach Resort C304 

Intricate design details dazzle throughout the expansive interior and private lanai overlooking lush tropical grounds. Indulgent amenities include a gourmet kitchen, designer linens, two master suites, and central air. 

When you tire of soaking in the lavish ambiance inside, the beachfront resort’s many pools, hot tubs, and restaurants provide sublime tropical pursuits. Perfect for traveling with friends or family, this exquisite rental blends extra space, plush comforts, and easy access to Kauai’s abundant activities and natural beauty.

Islander on the Beach 258 

This newly refurbished studio exudes low-key beachfront charm on the second floor of the family-friendly Islander on the Beach resort.

The breezy lanai showcases ocean vistas, while inside, two queen beds, a kitchenette, and a flatscreen TV create a comfy retreat. On-site amenities like a pool, hot tub, and BBQ area provide easy tropical living.

With its central location, this well-appointed condo makes an affordable home base for couples or individuals wanting quick beach access without blowing the budget. 

interior of islander on the beach 258

Waipouli Beach Resort A305 

On the upper floor of Building A at Waipouli Beach Resort, this breezy 1 bedroom condo basks in a serene garden and mountain views.

The spacious interior contains a king bed, full kitchen, washer/dryer, and modern furnishings. Outside, the resort’s lush tropical grounds, beachfront pools, and on-site spa create an oasis of relaxation. Shops, restaurants, and conveniences are just a stroll away in this centrally located Kapaa condo. Perfect for couples or small families, it delivers convenience, comfort, and easy island living.

interior of a305

Plan Your Visit

Make your tropical escape a reality – browse our entire inventory of vacation rentals on Kauai to find your perfect accommodations!

Waipouli Beach Resort G103

Residing on the ground floor of the 5-star Waipouli Beach Resort & Spa, this exquisitely furnished condo provides direct beach and pool access. Lavish interior amenities include designer furnishings, luxury linens, a Wolf/Sub-Zero kitchen, and a spa-worthy bathroom with a soaking tub. Out your door, tropical pursuits like beach lounging, waterslides, and dining abound. 

For travelers wanting easy indulgence, this ground-floor gem blends seclusion, luxury details, and ample resort amenities for experiencing Kauai in style.

Kauai Kailani 318

Along Kauai’s renowned “Coconut Coast,” this fully updated 2 bedroom condo at Kauai Kailani offers laidback island living. Locally sourced wood furnishings and ceiling fans evoke tranquility throughout the spacious interior with ample room for families. The private lanai overlooks lush tropical gardens.

On-site, two pools, BBQ grills, and a seaside biking path enable easy access to beaches and activities. Nearby shops and restaurants provide creature comforts. 

Blending family-friendly space, tropical accents, and an excellent location, this airy condo is perfect for recharging and creating lasting island memories.

interior of 318

Where to Stay  

Kauai Calls is a vacation rental agency that manages luxury condos and cottages across Kauai, including in renowned resorts like Waipouli Beach Resort, Pili Mai Resort, Islander on the Beach, Plantation Hale, Kapaa Shore Resort, and Kauai Kailani. For those seeking a more private escape, they also offer tranquil cottages like Wailua Riverside Cottage and Wailua Bay View.

Services provided include full property management, cleaning, maintenance, and tailored marketing for owners. For renters, they handle every detail from booking to check-in, ensuring a stress-free stay.

With stunning beachfront rentals to cozy cottages surrounded by rainforest, Kauai Calls has options ideal for couples, families, and groups across locations island-wide. Our team offers insider knowledge and the true aloha spirit to help craft an unforgettable Kauai vacation tailored exactly to your needs and budget.

There is a Kauai vacation rental to match every preference. Spend your winter immersed in Kauai’s spectacular scenery and make memories to last a lifetime. Use this list of top vacation rentals in Kauai to start planning your warm-weather Hawaiian getaway today!