Holiday houses in Wailua Homesteads

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Top-rated holiday rentals in Wailua Homesteads

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A private deck features a round table set with two woven placemats and glassware, surrounded by four wicker chairs. Lush greenery and vibrant flowers frame the view, which overlooks the ocean and a clear blue sky.
Cottage in Kapaa
4.93 out of 5 average rating, 172 reviews

Special Fall Rates: Beachfront Home, TVNC 4288

Private beachfront cottage with direct access to Baby’s Beach and the coastal bike path, nestled in a charming single-family residential neighborhood. Short walk to Kapa'a shops, restaurants, markets, galleries, and the beach. 2 King bed/1 bath (with tub), soaring vaulted ceilings, living room, fully equipped kitchen, dining areas (inside and out). Convenient to both north and south shores. Private deck with grill, outdoor shower and astonishing views. TVNC 4288/TMK 45002013 TAT066678067201

Guest favourite
A spacious lanai is lined with comfortable outdoor seating, offering a perfect spot to relax. Large windows provide unobstructed views of the surrounding greenery and mountains, enhancing the inviting atmosphere.
Cottage in Hanalei
4.94 out of 5 average rating, 124 reviews

Kaiolohia Hale Haena Walk to Tunnels Beach

TVNC#1146 - Gated entrance leads you through a 6 foot lava rock wall. The rear, ground level, traditional Hawaiian style house is privately tucked away behind the housekeepers front house. Backyard Lanai commands your attention onto conservation Lands with massive mountain and waterfall views . Cedar wood lined interior walls and local artwork adorn the 1600 square foot house. Walk 1/3 mile to Tunnels Beach 5 minutes Kauai lifestyle Note: property located in tsunami evacuation zone.

Superhost
Condo in Lihue
4.86 out of 5 average rating, 114 reviews

Heavenly Oceanfront 1 Bedroom Condo Pool & Beach

Enjoy our Heavenly Place! Kaha Lani #101 hosts up to 4 with the ocean steps away. Near Lydgate beach. Central, yet quiet location close to shops and restaurants. One king bedroom with ensuite bathroom includes a tub and shower, plus additional half bath. Large and spacious living room has one queen sofa sleeper. Indicate use of sofa sleeper when booking. Sheets, pillows and linens in closet. Full kitchen newly renovated. Indoor/outdoor dining on the lanai. Coin-operated laundry on site.

Top Guest favourite
A large private lanai offers extensive ocean views, framed by palm trees swaying in the breeze. Comfortable lounge chairs are positioned for relaxation, alongside a dining table that invites alfresco meals amid the serene seaside setting.
Home in Wailua
5 out of 5 average rating, 174 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.

Top Guest favourite
A cozy bedroom is highlighted by large windows that offer stunning views of the turquoise water and surrounding mountains. A comfortable chair is positioned next to the windows, creating a tranquil space for relaxation. A soft quilt is draped over the spacious bed.
Holiday home in Lihue
4.89 out of 5 average rating, 198 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 favourite
A secluded pool area is surrounded by lush tropical landscaping, featuring vibrant flowers and green foliage. The clear blue water invites relaxation, while a few lounge chairs are positioned nearby, providing a comfortable space to unwind and enjoy the serene environment.
Condo in Kapaʻa
4.94 out of 5 average rating, 317 reviews

Oceanview's, Oceanfront Kitchen, King Bd, Wfi K-5

Remember the good old days when wearing flip-flops, feeling the sun in your eyes, and leaving those worries behind were easy? Here it is! This is the most sought-after prime location on the island of Kauai. No need for air conditioning in this studio, plenty of ocean breeze, nine windows, and a coin toss away from the ocean surf. Elevated on a beautiful ocean bluff that captures the sounds of crashing waves, Tropical ocean aroma, and island breezes—excellent trade winds with big views

Guest favourite
A spacious lanai offers a stunning view of the ocean, framed by lush greenery. Comfortable seating provides a place to relax while enjoying the cool breezes. The open sky and distant waves create a serene backdrop for outdoor dining or relaxation.
Villa in Anahola
4.92 out of 5 average rating, 118 reviews

Oceanfront BeachHouse-Spectacular Views & Privacy

This beautiful beachfront Hawaiian style home commands a spectacular 220 degree view of the ocean from its large lanai where you can enjoy outdoor dining cool and ocean breezes. This is Hawaii at its best. We're on a small peninsula with our own secluded beach access to snorkeling, surfing, fishing, & paddle boarding. Explore the reef or paddle up the river toward Kong Mountain. This is the Hawaiian island experience that we all dream of. Come enjoy your own secluded piece of paradise.

Top Guest favourite
Cottage in Hanalei
4.95 out of 5 average rating, 394 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 favourite
A spacious lanai features a wooden table accompanied by four woven chairs, providing an ideal setting for meals with a view. The open space showcases breathtaking views of the Pacific Ocean and sandy beach, framed by gently swaying trees under a clear blue sky.
Condo in Kapaa
4.93 out of 5 average rating, 119 reviews

*Beachfront!* Corner Oceanview Condo w/ AC!

**Our home has been completely renovated as of October, 2021!*** Enjoy the Royal Coconut Coast in a 180 degree view oceanfront corner condo! Located on the trade wind side of the Garden Isle, you’ll relax your days away in tropical sun and gentle breezes. Soak in beautiful sunrises on the lanai while sipping coffee and enjoying breakfast. With views of the mile-long sandy beach, Ke Ala Hele Makalae walking trail and Pacific Ocean, living Aloha has never been easier.

Top Guest favourite
Cottage in Lihue
4.93 out of 5 average rating, 134 reviews

Oceanfront Retreat on Kalapaki Bay Kauai Sleeps 4

Spectacular Oceanfront Cliff House on famous & historic Kalapaki Bay. 2 bedrooms 1-1/2 baths. A/C in bedrooms. Two story, newly renovated. Elevator Beach access within walking distance. Incredible sunrise/sunset views from every room. Walk to Royal Sonesta and Timbers Resorts w/great amenities & restaurants. Two beautiful lanais for outdoor dining with waves crashing below where you can watch sea turtles, dolphins and spotted rays .

Guest favourite
A wooden deck offers an expansive view of the ocean and sky, framed by gently swaying palm trees. The colorful sunset casts a warm glow over the water, while the lush greenery in the foreground contrasts the vibrant hues of the sunset.
Home in Kekaha
4.9 out of 5 average rating, 365 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 favourite
A peaceful cottage is framed by lush green leaves and palm trees, with striking mountainous landscape in the background. The mountains rise dramatically, their rugged outlines contrasting with the gentle curves of the surrounding nature.
Cottage in Anahola
4.83 out of 5 average rating, 109 reviews

Sweet Country Cottage

You are invited to a working farm, hosted by a generational Native Hawaiian family rooted in traditional values of mālama ʻāina and communal responsibility. Throughout the property, you’ll find food-bearing trees, native and medicinal plantings, and evolving horticulture projects supporting sustainability and land restoration. Guests may be welcomed to harvest seasonal fruits and or join goat yoga to hear the history of Hawaiʻi.

Popular amenities for Wailua Homesteads holiday rentals

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