Holiday rentals in Wailua Homesteads

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Top-rated holiday rentals in Wailua Homesteads

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Guest favourite
The vibrant red exterior of the traditional Hawaiian-style house is framed by lush greenery and palm trees. Large windows allow natural light to fill the interior, while the mountainous backdrop enhances the tropical ambiance. A well-maintained lawn surrounds the property.
Cottage in Wainiha
4.94 out of 5 average rating, 117 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.

Top guest favourite
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.
Apartment in Kapaʻa
4.98 out of 5 average rating, 317 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.

Superhost
The spacious living room is furnished with a light brown sectional sofa and a wooden coffee table centrally placed. Two lamps provide ambient lighting, and artwork featuring a coastal scene adorns the wall. A contrasting area rug adds texture, with a tropical-themed accent on the sofa.
Apartment in Lihue
4.86 out of 5 average rating, 108 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
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, 166 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 favourite
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.
Holiday home in Lihue
4.89 out of 5 average rating, 184 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 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.
Holiday home in Kapaʻa
4.93 out of 5 average rating, 140 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 favourite
A Hawaiian-style home is set against a backdrop of palm trees and vibrant greenery. The exterior features a covered porch and large windows, with an expansive ocean view visible beyond the lush landscape.
Villa in Anahola
4.92 out of 5 average rating, 114 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
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 Wainiha
4.95 out of 5 average rating, 384 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
The exterior of the two-story house is surrounded by lush greenery and a manicured lawn. Elevated decks provide access to the upper level, which features multiple windows allowing natural light. Tropical plants frame the base, enhancing the inviting outdoor setting.
Home in Hanalei
4.96 out of 5 average rating, 170 reviews

Cycle or Walk to Hanalei Bay

Totally remodeled, updated - all new furniture, fixtures, finishes. TVNC - 5119 This vacation rental is located in Hanalei which is in the tsunami evacuation zone. The house is in the quintessential beach town of Hanalei. Walk to the bay for a surf, swim or beach walk. Have a casual or elegant meal in town, shop, and relax. Hanalei Bay is located less than a two minute walk away and will provide you with the ultimate beach going experience.

Top guest favourite
The image captures a coastal scene with a sandy beach in the foreground and a series of multi-story cliffside homes rising in the background. Golden light reflects off the buildings, contrasting with dramatic clouds overhead. Gentle waves lap at the shore.
Cottage in Lihue
4.92 out of 5 average rating, 122 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 .

Top guest favourite
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
4.9 out of 5 average rating, 354 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.

Superhost
A tranquil cottage is set within a lush landscape, surrounded by various tropical plants and trees. A winding stone path leads to the entrance, enhancing the natural beauty of the yard. Large windows allow for ample natural light to brighten the retreat.
Cottage in Kilauea
4.82 out of 5 average rating, 107 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

  1. Airbnb
  2. United States
  3. Hawaii
  4. Kauai County
  5. Wailua Homesteads