Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Top floor one bedroom with King bed, On the Ocean
Sweeping views from top floor, King bed condo A514Rare and fantastic location and awesome views of the ocean, palms in the tropical oasis of Maui Sunset. The best location in a 1 bedroom at Maui Sunset.Premium renovations top off the experience, although you'll spend...
Hale Ulili By Parrish Kauai - Island Value with a great View
Located on the dramatic Poipu coastline, this casual and unassuming island-style Kauai vacation home has ocean views from every room. Watch dolphins, turtles and seasonal whales swimming right off the property, waves crashing on the rocky coastline, and palms swaying in...
Grand Champions 87 ocean-view condo with pool, hot tub & washer/dryer
Wailea Grand Champions 87Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly and beautifully remodeled from top to bottom, this golf-course-front condo in the heart of Wailea will...
Beautiful OCEAN & CANAL View - Waikiki Studio
This fully furnished, higher floor, Hawaiian Monarch studio has stunning ocean and Ala Way Canal views where you can relax and enjoy your wonderful, Hawaiian vacation. Slide open the windows and enjoy the fresh air, or leave them closed and turn on the A/C. It is within...
Villa Sky@Poipu Kai, Resort Amenities, Sunset Walk To Beaches & Restaurants W/AC
VILLA SKY @ POIPU KAI, NO ADDED FEES! This Bright, newly renovated, Island Chic condominium is in the heart of Poipu Kai Resort. A short stroll along a beautiful Green Pathway to Poipu Beach & 3 more Beaches. Great top floor location is unbeatable with the high vaulted...
Molokai Shores 205
It’s all about the view in this 570 sq. ft. home edging landscaped lawns and the Pacific. A private lanai offers incredible views for sharing meals prepped in the open-style kitchen. Other comforts include hardwood floors, breakfast bar, cable TV, and ceiling fans....
Sugar Beach Resort Condo w/ Private W/D, Free WiFi-Beach Lovers Dream
Sugar Beach Resort 118Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Rear Ocean View 2 Bedroom Single Level Condo at Kamaole Sands 9-305
ook with us and come to Maui to explore everything we have to offer!Now with newly remodeled bathrooms!A rare single level 2 bedroom/2 bath unit with beautiful ocean views at the Kamaole Sands Resort. Enjoy our new and quiet split Air Conditioner in both bedrooms and...
4 Star Oceanfront Property, Kauai Beach Resort, 4 Pools, Restaurants on Site
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.This is a beautiful second floor unit with a view of the park and ocean behind it. Comfortable king bed with chaise lounge and balcony.The Outrigger Kauai Beach Resort and Spa...
Magical Ocean View Oasis 3 Bedroom 3 Bathroom
Welcome to your tropical paradise in Waikiki. This spacious 3 bedroom, 3 full bathroom condo offers stunning ocean views and is just steps from the beach. Perfect for families or groups, each bedroom features comfortable bedding and ample storage. Enjoy a fully equipped...
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
You get a great view from the 22nd floor which allows you to observe all three of the main Waikiki sights at once: the ocean, Diamond Head and the Ala Wai Canal!All year round you can enjoy the cooling breezes from the canal and the ocean.Located next to the Ala Wai...
Top Floor! Vaulted Ceilings! Direct Ocean Views! Come to Maui! #217
ALOHA AND WELCOME TO HALE KAI # 217MAUI MAGICImagine walking through your new oasis, and having one of the most outstanding views of the ocean. The ocean is so hypnotic, that nothing else seems to exist but you and the moment you are in. You could sit for hours...
Wailea Ekahi Village | 9A
Welcome to Wailea Ekahi 9A, a charming vacation rental nestled in the heart of Wailea. This meticulously maintained one-bedroom, one-bathroom condo offers a perfect blend of comfort, style, and convenience, making it an ideal retreat for couples or small families...
Kauai Tree House - Nestled Along a Stream & Secluded, Tropical Surroundings.
This incredibly special home situated on nearly half an acre, perched among the trees, and with over 200 feet of frontage along the Wainiha River allows for privacy and serenity during your stay while providing all the amenities you’ll need. It is located just west of...
Aloha Condos, Ilikai Marina, Condo 992, Oceanfront, AC
Ilikai Marina Condo 992 offers stunning marina and ocean views, a well-stocked kitchen, and a convenient location near Waikiki’s quieter end. Guests appreciated the cleanliness, comfortable accommodations, and proximity to Hilton Hawaiian Village. The overall...
🏖️Updated Top Floor | Ocean View | Desired Ocean Front Complex | vrKCV
vrKCV - Kona Isle C32, Professionally Managed by Kona Coast Vacations.Experience Tropical Paradise at Kona IsleWelcome to Kona Isle, an oceanfront haven where tropical charm meets modern comfort. This beautifully designed condominium unit is perfect for a relaxing and...
Escape to Serenity – Oceanview 1 Bedroom 2 Bath at Wailea Ekahi 48-E, Sleeps 4
Unwind in this gorgeous second-floor, 1-bedroom, 2-bathroom corner unit with breathtaking ocean views and lush tropical gardens right from your private lanai. "Serenity" offers the perfect blend of comfort and elegance, with bright natural light, vaulted ceilings, and...
2nd Floor w/Ocean Views + Lanai - Kanaloa 2103
Castle Kanaloa at Kona Resort #2103 - Kona living doesn’t get any better than this! Whether you’re treating yourself to a casual retreat or a romantic getaway, you’ve found the perfect place to spend your vacation. The lanai is furnished and also has a wet bar,...
5 Minutes to Beach & Town-Perfect Location, Private & Peaceful. A/C
This is a Great price in a GREAT location! Just 4 miles from the hustle of town and yet close to beautiful beaches and the local Harbor from where you can take off on many fun water activities like deep sea fishing, snorkeling cruises or manta ray diving. This is Hawaii...
Spacious 3 bedroom oceanfront condo suite
Space for the entire family or send them down to the pool or beach while you relax with a book and look out at the ocean.Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 3 bedrooms 3 bathroom. Master...
King Bed 15th floor comfortable Studio w/ Pool & Ocean Views
+++ Brand New Listing for 2021 +++Legal short term vacation Rental in Waikiki444 Kanekapolei Street Our 15th floor private suite with ocean and mountain views at The Aloha Surf, offers a comfortable King size Bed within a well situated corner suite. Our breakfast nook...
Maui Resort Rentals: Honua Kai Hokulani 320 – 2BR Corner Suite w/ Partial Ocean & Mountain Views + X L Balcony!
Hokulani 320 is an expansive two-bedroom partial ocean view corner suite and one of the few offerings at Honua Kai that affords views of both scenes that Maui is famous for... the relaxing blue Pacific Ocean and the majestic West Maui Mountains. The generous 1240 sq....
Great Location to the hospitals: 2 bed 1 bath Fully furnished.
Lovely two-bedroom, one bathroom fully remodeled condo with everything you need! Bring your toothbrush! Condo sits on top of a shopping center with grocery store, nail salon, dry cleaner, restaurant, Subway and Tea Place. The condo has two bedrooms, with a television in...
Mauna Lani Golf Villas K5-Large Corner Villa, BBQ Kitchen, Private Beach Pass
Spend you vacation relaxing in this spacious 3 bedroom, 3 bath, BBQ Kitchen villa that is located at the private and beautiful - The Golf Villas of the Mauna Lani. The Golf Villas is a luxury gated community nestled on the famed South Course at Mauna Lani. Mauna Lani...
Oceanfront condo with shared pool & spectacular views from private lanai
Kahana Reef 304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Smell the salt air and bask in the panoramic views of the Pacific from this oceanfront Kahana condo. Keep cool with a...
Hilton Pool Pass 2025 and Golf Discounts. Waikoloa Beach Villas B1
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas B1Please see below for detailed information:Bedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: One Queen BedGuest Bedroom Downstairs: King BedAdditional Bedding:...
Mana Kai Maui Resort condo with WiFi & private W/D - surf, bike, golf & swim
Mana Kai Maui Resort 709aOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Ocean Marina View at the Ilikai Hotel by the Beach w/Free WiFi & Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI NOTICE — July 9, 2025Starting in July 2025, spalling repairs and full exterior painting of the building will begin. Please be...
Studio in beachfront property with lanai, outdoor pool & BBQ area
Kapa'a Sands 18Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The perfect little Kauai getaway spot! This ocean view studio is located on the ground floor of an oceanfront property....
Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!
Escape the hustle and bustle of daily life at this welcoming 1-bedroom, 1-bathroom vacation rental in Kailua-Kona! Sip local coffee out on the lanai while you book a tee time at Makalei Golf Club, which is just over a mile away. Be sure to stop by Magic Sands Beach Park...
Kahana Reef 313: Direct Ocean Front Views!! One bedroom, 3rd floor condo
Ocean Front Views!! Gorgeous Ocean Front views from this one-bedroom Condo. This unit sleeps up to four people with a king bed in the bedroom and a pull-out sofa bed in the living room. The furnishings are a mixture of rattan with tropical accents. Relax on the lanai...
Stylish condo w/ partial ocean views, and shared pool and hot tub
Kona Bali Kai #367Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A partial view of the Pacific Ocean and decor inspired by vintage Hawaiian prints make this condo a unique place to...
Multi-Dwelling, Private Estate with Ocean Views and Two Hot Tubs TVNC#4284
Welcome to Kauai's magical North Shore!!! This 3 acre property with house and guest house offers pristine privacy and ocean views with a private path to a secluded beach. Kauai Vacation Hideaway also nurtures dozens of fruit trees that guests can pick from. Located just...
REDUCED Westin Ka'Anapali Ocean Resort Oceanview 2BR Villa 8 guests
OFFERING A GREATLY DISCOUNTED RATE DURING PREMIUM SEASON for this luxurious 2- bedroom 2 bathroom "adjoining" lock off OCEAN VIEW villa! Christmas in Hawaii!! DATES FOR 2025: Check in December 21, 2025 Check out December 28, 2025. - Total of 7 nights / 8 days....
Kauai Beach Villas D-9, Centrally located on beautiful Garden Isle of Kauai
Centrally located on the beautiful Garden Island of Kauai. This 2 bedroom, 2 bathroom condo sleeps 6 and has three private lanais, a full kitchen and lots of amenities. After exploring the island all day come home and relax on the lanai outside the living room or wake...
Island Sands Resort Condo w/ Ocean View, Private W/D-Beach Lovers Dream
Island Sands Resort 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...
Beachfront at Kana'I a Nalu - FREE PRIVATE WIFI!
Lower VRBO Internet Pricing. Welcome to our comfortable luxurious Kana'i a Nalu (Gentle Surf) Ground Floor Condo in quiet Ma'alaea, often called 'Maui's Best Kept Secret'. Located on one end of a peaceful dead end road and fronting a pristine and uncrowded 3 mile long...
Charming Kailua-Kona Apartment Near Hiking & Golf!
Head to the Big Island of Hawaii and relish the ocean breeze at this coastal retreat! With 1 bedroom and 1 bathroom, this vacation rental offers a relaxing respite for couples looking to experience island life. Spend your days swimming at Kamakahonu Beach, traversing...
Affordable Luxury in Waikiki
Close to the heart of Waikiki, but away from the traffic, congestion and noise. An easy walk to all the beaches, restaurants, shops and activities that Waikiki has to offer.The short stroll to the beach will take you past the Ritz Carlton, Luxury Row and several...
Tropical getaway at the Maui Banyan! Partial Ocean View 1 bedroom, 2 bath.
Maui Banyan complex and condo are located just a short walk to the Kamaole Beach Park II. This is one of South Maui's most popular and Life Guarded Beaches.Condo is fully furnished with all the comforts of your own personal home. Also includes amenities that will make...
Your perfect Home Away from Home Stays - The Getaway Suite #701
Legally permitted rental - 134 Kapahulu Ave #701** For your health and safety, we utilize additional Sterilization procedures between reservations.This is one place you can relax in comfort.... and it's one of the best locations in town!Aloha and thank-you for taking a...
Waikoloa Villas #H101
Welcome to the 'Little ‘Ohana' at Waikoloa Villas, your modern tropical escape on the Waikoloa Golf Course. This recently renovated 1-bedroom, 1-bathroom condo offers a private retreat with a fresh kitchen and a fantastic lanai, perfect for unwinding after a day full...
Hale Moku - Poipu Clifftop Home with Amazing Ocean Views - Walk to Poipu Beach
Hale MokuOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'From your oceanfront perch on a lava-rock cliff, a dazzling ombre of blues tantalizes the eyes and the smell of saltwater...
Quiet Condo With Ocean, Golf Course, And Mountain Views
Located in Princeville, this 2nd floor Kamahana condo has breathtaking views of the ocean, the Makai golf course, the Kilauea lighthouse, and the mountains. Enjoy the sunrise over the ocean with a cup of coffee on the lanai before heading out for a day of fun and...
10th Floor Deluxe Beauty overlooking the luscious Pool & Spa Area
Legally permitted rental - Bamboo Waikiki Hotel2425 Kuhio Ave. 1001** For your health and safety, we utilize additional Sterilization procedures between reservations.The Palms Suite offers gorgeous "over the pool" views a new Queen bed. Come and join us at one of...
Convenient to downtown Kihei, across famous Charley Young Beach, 3 pool, tennis courts (MV3407)
Hawaii Tax ID: TA-212-112-3328-01TMK: 390180030265This centrally located top floor unit gives you great partial ocean views with the amenities of a home away from home. Across the street from Charley Young beach makes it great for morning walks, evening sunsets and all...
spectacular ocean front studio condo, Magic sands, ideal view and location
Wake up every day and go to sleep to the sound of waves on the shore beneath your window. End your day by watching the sun set from your own magnificent view in your studio condo. You will have a big, WOW when you walk in and see the ocean right there out your living...
Keauhou Akahi 405: 2-Bedroom Condo with Garden View in Keauhou, HI
Newly updated, furnished and equipped condo in the quiet Keauhou Akahi complex. Ocean view living in this lovely 2 bedroom 2 bathroom condo in peaceful garden setting fronting golf course. Impeccable setting along Alii Drive.Adjacent to the Kona...
Remodeled Hawaiian Vacation Condo by Waikiki Beach in Boutique Cabana Waikiki
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Cabana at Waikiki - 2551 Cartwright Road on the 4th Floor (No Pool, No Parking and No Elevators)Living Room- Trundle Bed (2 Twins)- Flat...
Lovely Ocean Views with Convenient Walkable Location - Kamaole Nalu 601 w/ AC!
New Split-Duct Air Conditioning - May 2023Maui sunsets await at your Hawaiian home away from home at Kamaole Nalu. This is the unit you've been looking for to live out your island vacation. Updated condo with spectacular south shore views and immediate access to two of...