Vacation rentals in Wailua Homesteads

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Top-rated vacation rentals in Wailua Homesteads

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Top guest favorite

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.

Condo in Kapaʻa

4.98 out of 5 average rating, 275 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.

Guest favorite

A living area is visible through an open doorway, featuring two light blue chairs facing a wooden table. Large windows allow natural light to illuminate the space, with lush greenery and blooming flowers seen outside, contributing to a refreshing atmosphere.

Home in Kapaʻa

4.95 out of 5 average rating, 254 reviews

The Lime House 4BDRM 2Bath Steps from the Beach!

The Lime House is centrally located on the island and just steps from one of our favorite beaches! One that Naomi grew up going to almost every day. It’s a beach that is great for the whole family. It is also located just across the street from the Coconut Marketplace where you can find shopping, free hula shows and farmers market! Just down the street is the Wailua river which is great for kayaking or taking a boat ride up to the famous fern grotto. Contact me after your booking for more info!

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 Kapaʻa

5 out of 5 average rating, 145 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.

Guest favorite

A serene bedroom features a spacious bed with light-colored bedding. Large windows surround the room, offering views of the ocean and greenery. Natural light filters through bamboo blinds. A ceiling fan and air conditioning unit provide comfort, with wooden accents adding warmth to the space.

Vacation home in Lihue

4.88 out of 5 average rating, 163 reviews

Amazing Views from this Oceanfront Home

Enjoy amazing views & soothing ocean sounds from this cliff side home by popular Kalapaki Beach. 2 bedrooms, both with AC plus great ocean & mountain views. Master with en suite has a king bed. 2nd bd has a queen. 2nd bath, washer & dryer in hallway off living room, which has amazing views as well. Fully stocked kitchen. Balcony lanai with table & chairs for outdoor dining. Free parking in this gated community. Nearby elevator takes you to the beach with restaurants and shops nearby.

Top guest favorite

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.

Condo in Kapaʻa

4.99 out of 5 average rating, 184 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.

Guest favorite

A spacious bed is centered against a neutral wall, topped with white linens and a decorative pillow. On either side, minimalist bedside tables hold modern lamps casting soft light. A vibrant landscape artwork hangs above, depicting lush mountains and a coastal view.

Condo in Kapaʻa

4.85 out of 5 average rating, 246 reviews

East Coast Escape

Aloha! Cozy private studio with all of the necessities! Nestled into the Kauai Kailani complex right on the beach in the centrally located and happening town of Kapa'a. The view from the pool is spectacular. Enjoy the pool directly on the ocean. Biking and walking distance to many local shops, restaurants and the beach! Lots of hiking, Coconut Coast bike path, beaches all within walking distance. Studio has a small kitchenette where you can cook meals, a king size bed, beach gear and more.

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 Kapaʻa

4.93 out of 5 average rating, 125 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 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!

Guest favorite

Two lounge chairs with striped cushions are positioned on a spacious patio, facing a lush green lawn. The view includes a serene beach, gentle waves, and wooden trees lining the shore, creating an inviting outdoor space.

Condo in Kapaʻa

4.9 out of 5 average rating, 186 reviews

Oceanfront-45 steps to beach-uncrowded-sunrises-AC

Ground floor, beachfront, 45 steps off your lanai to an uncrowded beach & 8 mile walking/bicycle beach trail. From the lanai eat & take in spectacular sunrises, or walk a few steps to snorkel and swim. Taxes and Airbnb fee are included in the price you see. Discounts: 5% week, 10% 28 days. Sleeps 4, full kitchen, AC. Free Parking & Wi-Fi. Pono Kai resort includes pool, hot tub, gym, games, immaculate tropical grounds & more. Easy walk to "Old Town" Kapaa restaurants, shops and more.

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

4.94 out of 5 average rating, 357 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

Guest favorite

A tropical landscape features a thatched-roof gazebo surrounded by lush greenery. Lounge chairs are positioned near a sandy area that leads to the ocean, with gentle waves visible in the distance under a partly cloudy sky.

Condo in Kapaʻa

4.82 out of 5 average rating, 427 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.

Guest favorite

An outdoor dining space is presented with a white table surrounded by six chairs. Lush greenery lines the edge, with views of the ocean and a vibrant sunset in the background. Palm trees frame the scene, creating a serene atmosphere.

Home in Kekaha

4.89 out of 5 average rating, 332 reviews

Oceanview, Air Conditioning, Clean and Cute

Two bedroom home has dramatic views of the ocean and a cute and comfortable place to call home. We are located just across the street from Davidsons surf break. Located in Kekaha which is loved for its sunny days and laid back vibe. As with most of the ocean view homes in Kekaha we are on Kuhio Hwy directly across from the ocean. Please consider the traffic noise and keep in mind that for most the views far outweigh the road noise.

Guest favorite

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

4.95 out of 5 average rating, 195 reviews

Sleeping Giant Cottage with Plunge Pool TNVC 1244

We're thrilled to share our house in Kauai with you! There's a swimming pool, botanical garden-like setting, and location that's extremely convenient for exploring the island. Our plunge pool is perfect for cooling off after a day at the beach or just lounging in all day while staring at the 100 year old monkeypod tree overhead. Check-in 3:00PM * Check-out 10:00AM Our permit number is TNVC #1244.