Holiday rentals in Waialeale

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Top-rated holiday rentals in Waialeale

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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, 323 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
Home in Princeville
4.99 out of 5 average rating, 154 reviews

LUX/MOD perfect base for island adventures - w A/C

This beautiful home in Princeville stands out with high-end finishes and modern interior design that creates a serene and luxurious atmosphere. Split A/C added throughout home in May 2025. Located a short stroll away from the Princeville Center shops, restaurants, & services. The property backs up to Princeville Golf Course w open space & views! The luxury 1 Hotel at Hanalei Bay is down the road. Enjoy Princeville’s easy access to Anini beach, Hideaway, Hanalei Bay, and community Farmer’s Market

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, 168 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 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 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.

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, 189 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.

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 Hanalei
4.95 out of 5 average rating, 386 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, 172 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.

Guest favourite
The image depicts a scenic view of colorful cliffside homes overlooking a sandy beach, with lush greenery at the base. The sky features dramatic clouds illuminated by the warm glow of the setting sun, creating a striking backdrop to the tranquil coastal scene.
Cottage in Lihue
4.93 out of 5 average rating, 136 reviews

Pua Oceanfront Honeymoon Cottage 1 bed/1ba Kauai

Honeymoon Cliffside Cottage perched atop famous & historic Kalapaki Bay. Breathtaking views from large Lanai, kitchen, living room & dining area. Spacious King bedroom w/A/C & ensuite bathroom. Well equipped kitchen, all new furnishings, with interior washer/dryer. Elevator down to the beach & the Royal Sonesta Resort. Walking distance to fine dining and resort amenities. Watch sea turtles & dolphins from your lanai.

Superhost
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
4.92 out of 5 average rating, 213 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.

Guest favourite
A welcoming entryway is displayed, featuring a textured carpet and soft lighting. To the right, a dining area is visible, furnished with wooden chairs and a table. A painting depicting a tropical scene is mounted on the wall, enhancing the serene atmosphere.
Home in Hanalei
4.92 out of 5 average rating, 252 reviews

Romantic Hanalei Beach-Tsunami evac zone TVNC1280

Hanalei Bay Honeymoon Rental TVNC#1280 Property is located in the Tsunami Evacuation Zone Romantic Spacious Hanalei Honeymoon Vacation Rental is private, quiet, relaxing, 1 minute walk to Hanalei Beach & 10 minute walk to charming Hanalei Town with restaurants, market, shops. Surf Hanalei winter, swim summer. Transient Vacation Non-Conforming (TVNC): 1280

Top guest favourite
A charming wooden cottage is nestled among lush vegetation, overlooking rows of vegetables in a garden. The expansive green landscape features an array of tropical plants and trees, providing natural privacy while the cottage offers a welcoming retreat.
Bungalow in Kilauea
4.89 out of 5 average rating, 118 reviews

North Country Farms cottage

The farm stay cottage is an attractive, hand-crafted 500 square foot wooden guest house – completely self-contained and away from the main house. It overlooks our market vegetable garden. It is landscaped with lush, tropical plantings to insure your privacy. and decorated in simple and tasteful island style. GE-085-597-1840-01 TA-085-597-1840-01

Popular amenities for Waialeale holiday rentals

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