Holiday rentals in Hawaiian Islands

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Top-rated holiday rentals in Hawaiian Islands

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

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Guest favourite

Home in Captain Cook

4.89 out of 5 average rating, 168 reviews

Oceanfront Home, Kealakekua Bay - Hale Hoʻolana

Our home Hale Ho’olana is a cozy Ohana (Family) style home located in historic Kealakekua Bay. The wraparound deck captures cool breezes & stunning oceanfront views offering comfort and serenity to its guests. Locals and visitors enjoy swimming, snorkeling and kayaking activities in the Bay. Manini Beach Park is a short stroll away with ocean access, a grassy area to picnic and provides a path to the coastline to view the most beautiful sunsets. E Komo Mai (Welcome) a nānea mai (relax)

Guest favourite

Apartment in Lahaina

4.91 out of 5 average rating, 44 reviews

5 Star Best, Best Beaches, Golf & Views

Now booking amazing view vacation destination at El Dorado Resort. Our 5 star spotless 2 bed 2bath en-suite condo sleeps up to 8 guests. Enjoy our uncrowded world renowned clean beaches & snorkeling by Black Rock. Our large 1500 Sq. Ft. condo offers 3 pools, a gym, a huge private lanai, a FREE trolley that will take you to & from Whalers Village, fine shops & restaurants. Our beach cabana offers fresh towels, lounges & chairs plus a fully equipped kitchen, showers and bathrooms for your use.

Guest favourite

Apartment in Koloa

4.96 out of 5 average rating, 80 reviews

New! Poipu Kapili: Ocean Views; New Central Air

Recently renovated w Central AC! Ocean waves and sweeping views of the Pacific in this stunning Hawaiian style townhome. Poipu Kapili #16 is a spacious 2-story 2-bedroom/3 full bath, 1837 sq ft. condo (sleeps 8) that is just steps from the inviting pool, Pacific Ocean, as well as tennis/pickleball courts and gas & charcoal grills. Brand new appliances in a beautiful well-stocked kitchen, all new bath enclosures, completely updated furnishings, new TV’s, and newly installed Central AC.

Guest favourite

Apartment in Lihue

4.91 out of 5 average rating, 103 reviews

Ocean view! Quick walk to beach, shops, dining!

HI TAT Lic: TA-069-764-5056-01 Beautiful condo across from a great beach! Clean, spacious, homey. Walk to restaurants, shops, beach. Enjoy sun, surf and sand at beautiful Kalapaki Beach. Privately owned and managed in Banyan Harbor resort, salt water pool, tennis courts, BBQ area. Stroll over to Dukes oceanfront , Mariachi's Mexican, South East asian Sushi. Perfect location to explore the whole island!!! Please purchase Airbnb's travel protection when booking.

Superhost

Apartment in Lahaina

4.87 out of 5 average rating, 270 reviews

Kaanapali Shores Double Oceanview Resort Living

Your perfect Maui vacation! The west side of Maui is where it’s at and it gets no better than Kaanapali Beach, recognized worldwide as one of the top beaches anywhere. Add our gorgeous yet sensibly priced condominium and you have it all. Oceanfront views from both the very private, quiet, cool lanai (balcony) and master bedroom including the beautiful Molokai island, and views of the West Maui mountains are just the beginning of the many great reasons to stay in our condominium.

Top guest favourite

Home in Captain Cook

5 out of 5 average rating, 6 reviews

NEW Cozy Captain Cook Gem! Ocean Views! Free Jeep!

Jungle living at its best with modern cozy vibes. Best of both worlds! Free New 2025 Jeep included! Cruise the island in style and explore Nearby beaches in this sparkling home with ocean views and memorable sunsets. A short drive from the airport and you’ll be tucked away in a tropical landscape in a newly furnished gem. Beaches close by and views from your lanai await in this charming, newly renovated, three bedroom bungalow-style a hop and a skip from Kona.

Superhost

Apartment in Lahaina

4.82 out of 5 average rating, 162 reviews

Whale Season Special! T-046-692-0448-02

We love to host! Listing was paused to help fire families! Read our 5*reviews! Directly across from a State Beach Park with morning sea turtles and the best Maui Sunsets. Food Trucks,Grocery store, Badass coffee, Miso Phat Sushi all in walking distance and give it a neighborhood feel. Onsite BBQ, Newly Updated Pool and Free Parking! 10 min to Kaanapali / Napili. Beach towels/Chairs provided. Clean, comfortable unit with lots of privacy and a great local vibe!

Superhost

Home in Kekaha

4.77 out of 5 average rating, 104 reviews

Kauai Wind & Waves Vacation Rental

Experience the best of Kauai at our vacation rental! Immerse yourself in the Garden Isle's beauty, boasting stunning beaches, breathtaking sunsets, hiking trails, parks, shopping, golf courses, and an array of island activities like Na Pali Coast boat cruises, helicopter tours, luaus, kayaking, deep-sea fishing, bike tours, horseback riding, and scuba diving. TVR#1125 TMK 1-3-010-076 This is a non-smoking rental. No Children under 10 please.

Superhost

Apartment in Kaunakakai

4.71 out of 5 average rating, 173 reviews

*VEHICLE INCLUDED! Wavecrest Resort EAST MOLOKAI

TA-075-407-5648-01 THIS UNIT COMES WITH THE ABILITY TO USE OF AN SUV...... UPDATE!!!! We now have dedicated internet!!!!No more bad resort Wi-Fi!!! This unit is located on the island of Molokai. After years as a long term rental, my cozy,semi-private location at Wavecrest Resort is a vacation rental again. Often described as a home away from home this unit will bring a warm feeling to your heart and soul.

Top guest favourite

Home in Poipu

4.99 out of 5 average rating, 127 reviews

Quiet Oceanview in Heart of Poipu

Quiet neighborhood. No Condo Noise. This two bedroom house in Poipu Beach Estates backs up to scenic golf course and captures ocean and sunset views. Salt water pool and spa on property (fenced for safety). Well equipped family style kitchen! Vita-mix on counter. Walking distance from great restaurants and epic snorkeling and also just a short drive to public pickle-ball courts.

Superhost

Bungalow in Hilo

4.77 out of 5 average rating, 533 reviews

Hawkins Vacation Rental--time to get away

My vacation rental is a spacious, beautifully-furnished cottage, next to my home, on 1/2 acre in a small, upscale community just two miles north of the historic whaling town of Hilo. Honolii Beach, the popular eastside surf spot, is a five-minute walk down a one-lane road. Taxes are paid upon arrival.