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.
2/2 PARTIAL OCEAN VIEW with AC - Poipu Beach Kiahuna End Unit, Pool/Gym/Courts
This is the only condo resort in Poipu on a sandy beach! Other condos are on a rocky shoreline or a long walk or drive to the beach. New air conditioning, fully renovated, new flooring, kitchen, bathrooms, furniture, beds, decor. Corner end unit for northeast tradewinds...
OCEAN VIEWS-REMODELED-WELL EQUIPPED-CLOSE TO THE BEACH-AC-METICULOUS CLEANING
Book with confidence this brand new remodeled, 1 bedroom, 2 bathroom condo that provides an exceptional vacation experience. The condo offers tremendous value with it's beautiful level of finishes, location, and how well it is equipped. This condo is managed by PMI...
Makahuena 5203 - Elima Building: Oceanfront 2BR Condo
Located on the southernmost point of Kauai, this unique oceanfront property is situated on the edge of a bluff providing spectacular views of the blue Pacific and the entire Poipu coastline from each unit. Incredible ocean views are the dominant feature of this resort...
K L V R presents Beautiful Ground floor Villa 1A at Honua Kai Resort,
Kaanapali Luxury Vacation Rentals welcomes you to our beautiful garden level Luana Villa at the Honua Kai Resort.This new, luxurious villa is located within a private garden enclave at the spectacular, beach front, Honua Kai resort. This villa boasts 2047 sq. ft. of...
Ka Makana on Weke Rd in Hanalei, A/C & Short walk to Hanalei Bay TVNC #1333
Ka Makana is a gorgeous home located in Hanalei town, at the end of a quiet cul de sac and is a short walk to Grandpa's @ Hanalei Bay. Less than 5 minute to the beach, this house is the ideal location for family vacations. With a screened in lanai, beautiful...
Sugar Beach PH31 Front Row Amazing Oceanviews in Highly Upgraded Unit
Book with us and come to Maui to explore everything we have to offer!Don't miss this beautiful unit at Sugar Beach. Direct Oceanfront gorgeous unit that will take your breath away. One of the best units at Sugar Beach with it's sweeping ocean views and views of the...
Maui Resort Rentals: Honua Kai Konea 144 – XL Ground Floor 1BR w/ Spacious Lawn Area + Easy Pools/Beach Access
Maui Resort Rentals is proud to bring you this extraordinary 1BR ground floor suite at the Honua Kai Resort, newly launched on 12/17/2024 to start taking reservations for check-ins on 1/28/2025!Boasting one of the largest one-bedroom floor plans at Honua Kai, Konea 144...
KKSR3301-DIRECT OCEAN FRONT, 3 BDRM, 3 BTH -INCREDIBLE VIEWS!
Our condo is located in the KEAUHOU KONA SURF & RACQUET COMPLEX and is one of VERY FEW units that HAS 3 BEDROOMS and 3 BATHROOMS and IS DIRECT OCEANFRONT! And Now offers A/C to guests that want it- read below.Unit 3-301 is a 1700 sq foot END UNIT located on the third...
My Ohana 30+ days
Owner hosted - The place is walking distance to Magic Sands and Kahalu'u beach park. The place is about 770 sq/ft and it has a nice size lanai equipped with its own bbq grill and beach gear. The place is located a 1/2 block off of Ali'i Drive. The bedroom has a king...
Hilton Waikoloa Pool Pass for stays in 2025! Waikoloa Beach Villas J33
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas J33Please scroll down for detailed informationHilton Pool Pass: Valid for stays now through December 31, 2026. Maximum 6 persons per pass (children under the age of 5 are not counted...
Pali Ke Kua 212 ..Enjoy gorgeous views of Bali Hai & beautiful Pacific Ocean.
At Pali Ke Kua 212, you will enjoy gorgeous views of Bali Hai and the beautiful Pacific Ocean. Sit out on your private lanai to enjoy this scenic panorama while the palms trees sway in the breezes. You will want to watch for frolicking dolphins and the occasional boat...
A True Oceanfront Condo! Freshly Updated! Centrally Located 5 Star Views!
Aloha! Welcome to our freshly updated oceanfront condo located on the "Garden Island" Kauai. - The condo offers stunning views of the culturally significant Wailua Bay and the lush mountain range beyond. My grandparents’ home, the condo was sold, with regret, in 2016,...
Ko Olina Beach Villas O1121: Luxurious Villa w/Golf Course & Ocean Views
Welcome to Ko Olina Beach Villas O1121 by Gather, where your dream Hawaii vacation awaits. This luxurious beachfront vacation rental promises an unforgettable stay with stunning views of the Ko Olina 2nd Beach Lagoon and easy beach access. This three bedroom, three...
Peace of Heaven Oceanfront 180 Degree of ocean front views/Kuleana unit 616
SEE OUR VIRTUAL TOUR BELOW! THIS UNIT SITS RIGHT ON THE WATER. Its a Corner second floor end unit OUT ON A POINT. The six foot picture window to your left views open ocean and the beach 50 feet away.The lanai straight ahead views the islands of Lanai and Molokai. Watch...
Modern, Recently Updated, Walk to Beach, AC, Private Lanai + Pool, Sauna, Tennis
POIPU CRATER 16 AT KOLOA KAI VACATION RENTALSLuxury Living in a Tropical ParadiseWelcome to Poipu Crater 16, a newly renovated designer cottage that offers the perfect blend of luxury, comfort, and natural beauty. Nestled within a lush 7-acre dormant volcano crater,...
Alohilani - Private 5 Bedroom Villa w/ Pool & 5 AIR CONDITIONED BEDROOMS
Alohilani is a breathtaking five bedroom two-story luxury home nestled above the Poipu coastline that can accommodate up to 10 people. Built with classic elegance and tall ceilings, Alohilani is an immaculate, spacious, gated estate beautifully furnished home. It boasts...
Kaanapali Condo Quiet-Clean-WiFi-Smart TV’s-Beach Cabana-Near Whaler’s Village
This air conditioned unit is very comfortable with spacious, open rooms. A queen-size Murphy bed in the living room opens to create a second bedroom. During the day, the bed is hidden and out of view. Two full bathrooms with showers and large dressing areas are perfect...
Two bedroom: Steps away from Turtle Bay Resort, AC - Kuilima Estates West
Enjoy the North Shore by staying close to everything when you stay at this centrally-located place. The townhouse is right next to the famous Turtle Bay Resort. Legal Short Rental: STR 2755.Our two-level, one-bedroom plus loft, end unit condo is located on the second...
Sweet Vintage Hawaiian Cottage and Guest House! Great deal in beautiful Lanikai!
At Old Hawaii Beach House and Guest Cottage in Lanikai, we extend to all our guests the old-fashioned Hawaiian Hospitality, and the famous Spirit of Aloha. Step back in time to the romance, the charm, that is truly 'Old Hawaii.' Tropical plants and flowers (seasonal) in...
Luxurious 2BR Mana Kai Retreat: Panoramic Ocean Views, Modern Amenities
Absolutely stunning, fully remodeled vacation rental with panoramic ocean and island views! Get ready to experience a truly luxurious tropical getaway in a location that will leave you breathless. Here are the incredible features of our rental:Panoramic Ocean and Island...
1 Bedroom Condo w/Epic Ocean View - Kaha Lani 319
Castle Kaha Lani Resort #319 - Stand out over the Pacific in this 739 sq. ft. one bedroom oceanfront corner unit with convenient touches and island decor. Start the day off with Kauai’s beautiful sunrise before heading out on your Kauai adventure. The vaulted ceilings...
CASA DE EMDEKO, Jewel of the Sea Waterfront Property, AC and Full Washer/Dryer
Recently renovated condo close to downtown Kailua-Kona. Two pools, one right on the ocean (saltwater pool) and one freshwater pool. BBQ area overlooking the ocean. Beach area where you can sit right next to the ocean and enjoy beautiful Kona sunsets! Enjoy light...
Beaches, Eats, Shops, Trees, Flowers, Frogs, Birds: Go Native!
Waikomo Stream Villas is a lovely SMALL RESORT property in the heart of POIPU'S BEST SHOPPING, DINING, AND BEACHES. A mature TROPICAL GARDEN with many flowering plants is the centerpiece of this 3.9 acre resort of several surrounding three-story wood buildings, a POOL...
Dramatic Oceanfront One Bedroom with central AC, romantic setting with amazing over ocean lanai
Poipu Shores 102B is the destination for a once-in-a-lifetime Kauai excursion. The 500 square foot private lanai, exclusive only to this and the neighboring 1-bedroom unit, is the only one of its kind on the island. The lanai is cantilevered over the cove below, giving...
*Island Sands 512* Maui Spacious Prime Oceanfront! SPLIT A/C! Amazing Views.
New split system a/c cooling living room and both bedrooms! This 5th story unit offers gorgeous views of the ocean, Haleakala and peaceful Maalaea Bay that you can enjoy on your large, shady, private lanai which is accessible from the living room and master bedroom. The...
Right on the BEACH! 100% Oceanfront & Extra Spacious Groundfloor 1 Bed/1 Bath!
Aloha & Welcome~Our suite 111 is an oceanfront, ground floor, extra large, 1 bedroom 1 bath corner suite! Walk right out your lanai to the beach, pool & BBQ's! The Mahana is located on the north end of Kaanapali Beach. It offers the best combination of privacy, comfort...
Aloha! Oceanfront, TV, Pool, Hot Tub, A/C.
Banyan Tree Unit #202 is ready for your Hawaiian Vacation. The 1200 sq. ft. unit has 2 bedrooms, 2 bathrooms, kitchen, living/dining area, & lanai that is 25' from the ocean. The Master Bedroom has a King Bed whereas the Guest Bedroom has 2 twin beds. Shoji Screens...
Great Listing/Price/AC in the bedroom!
New....New....New.......everything new here. All new furniture, new bedding, new linens.....new owners!This is the place for you....direct oceanfront....with the surf, turtles and whales right in front of you! Sit on your oceanfront lanai and have a front row seat!...
Secluded Quiet Home Near Pahoa. Easy Day Trips to Hilo & Volcano National Park
Stan and I had a property in Kapoho listed with VRBO for four and a half years. Mama J's Pond House was taken by Pele, the Hawaiian goddess of fire on June 5th, 2018 during the Kilauea eruption. During our time of being hosts, we learned a lot about hospitality and what...
Makanui 522 - Mountain Views, FREE membership to the Poipu Beach Athletic Club
MAKANUI 522 AT KOLOA KAI VACATION RENTALSMountain-View Condo with Pool Access and Close to Iconic BeachesWelcome to Makanui 522, a stunning 2-bedroom, 2-bathroom, 2-level condo offering breathtaking mountain views, modern comforts, and easy access to Poipu’s...
Aston Whaler at Kaanapali 1173: 2 Br Ocean View corner Suite on the 11th Fl
Property Notice: Spalling Repair Work at Tower 2Please be advised that spalling repair work is currently underway at Tower 2 of Aston at The Whaler on Kaanapali Beach. This project involves concrete restoration and may include work around structural and piping areas.-...
Kapalua Bay Villa #31B3: 2 BR Ocean View Villa in West Maui
Staying at Kapalua Bay Villa 31B3 offers more than just a luxurious retreat — it immerses you in the very heart of Maui's breathtaking coastline. This beautifully upgraded bi-level, 2-bedroom, 3-bathroom villa combines modern comforts with timeless island charm,...
Unit 115 Endless Ocean Views Await!
A LITTLE BIT ABOUT THIS CONDO....Step into paradise at Polynesian Shores 115, where stunning ocean views and island charm create the perfect escape. From the moment you enter, you'll be captivated by the breathtaking scenery—your private lanai overlooks the lush...
Newly-renovated beautiful spacious Condo w/ fabulous mountain & golf course view
Paniolo Greens at Waikoloa C212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The tropical haven you've been dreaming of, this newly-renovated, corner unit Waikoloa Village condo...
*IMPRESSIVE Sunset Views and Perfect Location*
Perched on the 5th floor, this beautifully renovated condo offers the perfect Maui retreat; just steps from the golden sands of Kamaole Beach I, and within easy walking distance to dining, shops, and a grocery store. The bedroom features a comfortable king bed and smart...
One-Bedroom Condo with A/C and Fantastic Ocean Views
Our Prince Kuhio 206 condominium is a charming one-bedroom unit that has been recently updated. This vacation retreat features slab granite counters, new kitchen and bath tile, new carpet, new appliances and cookware, and a generous king bed. It is close to everything...
Beach Lover's Haven: Cozy Condo with Ocean Views and Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Aloha Condos, Napili Bay Resort, Condo 217, Beach View
Napili Bay Resort condo 217 is a perfect, serene retreat with stunning views and easy beach access. Guests praise the comfortable bed, well-stocked kitchen, and thoughtful extras like beach chairs and welcome baskets. The lanai offers a peaceful, partial ocean view, and...
Island Jewel — Ocean Front North Shore Paradise
An island jewel on the North Shore of Oahu, this cottage is situated right on the water in a quiet, serene, and peaceful setting. Surrounded by palms and gentle trade winds, the cottage is located in a gated, old-style Hawaiian setting, offering all of the amenities...
Newly Renovated Ocean View Condo 🐳 Stunning Views From The Lanai! 🌅 Kona Reef E-22
Two great views from one lanai (ocean and pool) - oceanfront over the pool. Living room offers a queen-sized sofa bed and other seating to view the ocean or watch your cable TV. Kona Reef has an open floor plan, and your newly remodeled kitchen has an ocean view. Your...
Casa De Emdeko# 323 1/1 Remodeled ,Top Floor, Oceanview, AC, Elevators!
Casa#323 is a Beautifully Remodeled Top Floor 1 bedroom, 1 bath condominium at the Oceanfront Casa De Emdeko Condominium Development. This special property is close to the elevator on the 3rd floor for ease of access. Located in the heart of Kailua-Kona, The Casa De...
Honua Kai Resort~9th Floor with Full Ocean View!
Aloha & Welcome to Paradise – Unit 925K at Honua Kai Resort & SpaBrand new interior and exterior paint + all Tommy Bahama furniture!Experience luxury living at its finest in this stunning 3-bedroom, 3-bath condo on the 9th floor of the Konea Tower at Honua Kai Resort...
Beautifully Updated 3 Bedroom Villa on Fairway with Ocean View
MAUI IS OPEN AND WELCOMING — and eager for your travel business! Despite some rumors, short-term rentals are still legal, and the island and its people want your patronage to help sustain and rebuild the economy after the horrific Lahaina fires. Please come!Wailea is...
Beach, shops, restaurants are steps away!
We have one of the prime units in Plantation Hale, a quaint, two-story, laid-back condo complex with a superb location right across the street from the beach. Ours is one of the only units that was completely gutted and remodeled. We also have an ocean view.Our closest...
North Shore Kauai Villa, Ocean Views, Private Hot Tub with Ocean Views, Beach Gear, AC in Bedrooms
Surf Song, in Princeville Kauai, is a luxury private licensed vacation rental home with four air conditioned bedrooms and four ensuite bathrooms. It is situated on a bluff overlooking the Pacific ocean on the iconic North Shore of Kauai. Enjoy ocean vistas from almost...
Kailani Suite- Corner Ocean View 1 Bd/1ba
SPECIALS TA-200-805-1712-02 In Hawaiian, Kailani means Heavenly Sea...Kailani's panoramic view will connect you to the heavenly ocean in a breathtaking and some say "mystical experience " only Hana can provide.The owners of Bamboo Valley Inn in Haiku, Maui are now...
Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.
Free Wireless Internet access. Enjoy the ocean breezes and panoramic unobstructed ocean views from this second floor unit. This condo and location will be more than you could ever expect. It sure did surprise us. Great sunrise and moonrises over Haleakala, from the...
Fresh & Clean, Air Conditioned Second Floor Condo in Princeville
Aloha, Welcome to Sandpiper Village . Located in the beautiful North Shore Princeville Resort area. This property is walking distance to Swimming, Snorkel and Surfing Beaches, Princeville Makai Golf, Tennis and Pickle Ball Courts, Restaurants and Shopping. Inside you...
Ground floor unit close to the ocean
Napili Shores F150 is a ground-floor condo with a one-bedroom, one-bathroom layout that can accommodate up to five guests and features a split air conditioning system. Tastefully decorated with Hawaiian-inspired decor, this unit has everything you might need for your...
Spectacular Bottom Floor Villa in Waikoloa Resort
Walk to A-Bay Beach, located within Waikoloa Beach Resort. Welcome to paradise in our spacious 2 bedroom 2 bathroom bottom floor oasis overlooking the 1st hole at Waikoloa Beach Golf Course. The Waikoloa Fairway Complex is conveniently located within the Waikoloa Resort...