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Holiday rentals in Waialeale

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Top-rated holiday rentals in Waialeale

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

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Top guest favourite
Cottage in Kapaʻa
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

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, 335 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.

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, 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
An outdoor swimming pool area is surrounded by tropical greenery and colorful plants. The pool is framed by a stone patio featuring several white lounge chairs and a table with chairs. A cabana area with a roof adds to the inviting atmosphere near the lush landscaping.
Holiday home in Kapaʻa
4.93 out of 5 average rating, 149 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.

Top 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, 197 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.
Apartment 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 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, 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
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
4.95 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
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, 177 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
A vibrant garden surrounds the entrance of the cottage, featuring lush green grass and colorful tropical flowers. Potted plants in various sizes are positioned along the pathway, while the bungalow's exterior showcases a covered porch and a welcoming façade under a pleasant sky.
Bungalow in Koloa
4.98 out of 5 average rating, 219 reviews

Stylish beach house a short walk to Koloa fun!

With indoor and outdoor living spread across almost 1/4 acre of gardens, our 2 bedroom/2 bath/large lanai plantation-style bungalow provides convenient access to all of Kauai. The beautifully landscaped cottage lies just a 5 minute drive from gorgeous Poipu Beach, and a five minute walk to the best eating and shopping of Old Koloa town. We also offer access to the pool, gym, yoga and court sports at the Poipu Beach Athletic Club. TVRNCU#1090

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, 133 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 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
4.83 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 Waialeale holiday rentals

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