Holiday houses in Anahola

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Top-rated holiday rentals in Anahola

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

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Superhost
A spacious living area features vaulted wooden ceilings and large windows, offering ample natural light. A wooden coffee table sits center, surrounded by a sofa with colorful cushions and wooden chairs. A ceiling fan enhances the comfort of this inviting space.
Cottage in Kilauea
4.94 out of 5 average rating, 102 reviews

Private free-standing Cottage,Hot Tub,Walk 2 Beach

Twin Hearts is a unique, comfortable, private, and very well located accommodation on acreage within walking distance of a lovely beach. Kilauea town, with restaurants and shopping, is just 10 minutes away by car. Its many amenities include a hot tub, tandem kayak, beach towels, high speed internet (by Kauai standards), cable TV, Weber gas grill, and so much more. Twin Hearts is a legal, permitted "homestay", Class IV Zoning Permit Z-IV-2015-35, Use Permit U-2015-34, Special Permit SP-2015-12.

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 Hanalei
4.93 out of 5 average rating, 135 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
Home in Princeville
4.99 out of 5 average rating, 170 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

Superhost
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 Wailua
5.0 out of 5 average rating, 187 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
An aerial view captures the spacious yard of the property, bordered by lush greenery. The ocean can be seen beyond the yard, with the sun setting on the horizon, casting warm hues across the sky. The home features a sloped roof, complementing the tranquil coastal scenery.
Home in Kapaa
4.89 out of 5 average rating, 131 reviews

Large Beach Home/For a Wonderful Family Vacation!

Large private oceanfront home with direct access to Baby’s Beach and the coastal bike path, nestled in a charming single-family residential neighborhood. Room for the entire family in this spacious 4 bed/3 bath home, with lots of private decks and outdoor space! A short walk to Kapa'a shops, restaurants, markets, galleries, and the beach. Convenient to both the north and south shores. Oceanside cabana with grill, outdoor shower and tons of amenities. TVNC 4247/TMK 45002013/TAT066678067201

Superhost
Condo in Kapaa
4.84 out of 5 average rating, 192 reviews

Central, Cozy 2BR in Kapaa - Stay By the Beach

Stay in the heart of Kapa'a at this modern 2BR/1BA condo, just a short stroll to the ocean, shops, and restaurants! This comfy condo features a fully stocked kitchen, WiFi, TV, and a private lanai. Strong trade winds keep the unit naturally cool, especially in the evenings. Enjoy poolside views, and take advantage of the W/D, recreation room, and BBQ area. Parking included. Perfectly located near the Kapa'a ocean bike path and Waipouli Beach, it's an ideal home base for exploring Kauai!

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
4.93 out of 5 average rating, 121 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.

Superhost
A single-story house is framed by tall palm trees, set on a lush green lawn. The sky is partly cloudy, with bright sunlight peeking through, illuminating the surrounding greenery and creating a serene outdoor atmosphere.
Home in Kilauea
4.94 out of 5 average rating, 101 reviews

Northshore 5 acres plantation style home TVNC 4273

Northshore Plantation style house 5 acres. TVR-4273 Roomy, Private estate 2 min. drive to old Kilauea town for stores & restaurants. Great for family gatherings or 2 couples. Special spot, short walk down to Kalihiwai Bay & Secret Beach, 2 world class beaches. RELIABLE HIGH SPEED WIFI, perfect for remote-work. Creative property - seasonal fruit trees- avocados, coconuts, lemons, oranges, limes, guava, passion fruit. A truly blessed spot. A successful legal vacation rental since 2006.

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, 403 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 well-maintained outdoor pool surrounded by palm trees is featured, with views of the ocean in the background. The peaceful setting includes manicured grass areas and a paved path leading to the water's edge, providing a relaxing atmosphere for guests.
Condo in Kapaa
4.86 out of 5 average rating, 235 reviews

Sunrise Getaway

Cozy, clean, OCEAN VIEW, beach front 2 bedroom, 1.5 bath apartment with all of the necessities, including AC! This hidden gem is nestled into the Kauai Kailani complex right on the beach in the centrally located and happening town of Kapa'a. The view of the pool and azure blue ocean from the lanai is incredible. The hale has a full kitchen, laundry and an extra bathroom to allow ample space for a group of 4 to freshen up without over crowding.

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, 375 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 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 Anahola
4.83 out of 5 average rating, 110 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 Anahola holiday rentals