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.
Beautiful 1 Bedroom Condo with Partial Ocean View! Just steps away from beach.
INTERNET AND WiFi available to our guests.CLEANING FEE WAIVED FOR EXTENDED STAYS OF 14 DAYS OR LONGER. PLAN YOUR SPRING, SUMMER, FALL & WINTER VACATIONS NOW BY SECURING THIS BEAUTIFUL CONDO.L-203 - Come and discover all that Paradise has to offer while staying in this...
Beachfront Property w/Sand Access at Waikiki Shore Condo with Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Waikiki Shore located on 2161 Kalia Road, 6th Floor. (NO PARKING and NO POOL)*This property is new to our inventory, but we assure you...
Charming oasis with resort pool & hot tub - walk to beach
Maui Kamaole L208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the “L” building perched above the new upper pool with a glimpse of the ocean and surrounded by the...
BEACHFRONT CONDO WITH UNBELIEVABLE OCEAN/SUNSET VIEWS
WELCOME TO OUR DREAM COME TRUE VACATION HOME. BEACHFRONT CONDO WITH UNBELIEVABLE OCEAN/SUNSET VIEWS. No detail has been left undone from Hawaiian style designer furnishings, custom paint colors and stylish fabrics. Ultra-comfortable King-sized bed and Island-style...
NP C21 Updated OceanFront 2BD Condo w AC Ocean Views from Lanai and Living Room
Napili Point C21 Updated OceanFront 2Bedroom Condo Has AC Throughout and Ocean Views from Lanai and Living Room. Relax Recharge and Reconnect with Unforgettable Memories FREE daily activities included with your stay value up to $570! Complimentary admission, every day...
Panoramic Ocean Views, 150 Feet from Kamaole I Beach, Rooftop Deck, AC
If your trip to Maui is all about the ocean and beach, it does not get much better than Kamaole Beach Royale 404 with beautiful panoramic ocean views and location less than a one-minute walk to Kamaole I Beach, one of the best in all the islands. Warm-water swimming,...
Luxury Kaanapali Alii 232; Private Condo-Hotel w/5 Star Service, on the Beach!
Why settle for just a hotel room? Stay in luxury at the Ka'anapali Ali'i condo 232, for the price of a 1 bed hotel room. We invite you to enjoy this highly-rated 2 Bed - 2Bath condo. In the top rated private luxury oceanfront condo resort on award-winning South...
Makena Surf B205 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf B205 is an exquisite oceanfront vacation rental located within the luxurious Makena Surf resort, nestled on the stunning Po\'olenalena Beach in Maui. This beautifully appointed second-floor residence offers a serene escape, perfect for families or couples...
Tranquility Beachfront
Enjoy sunrises from the deck overlooking the beach, and sunsets from your own private perch in the sand. This beautifully decorated 3 bedroom beachfront home pampers you with a large, well-appointed kitchen, upstairs master suite with soaking tub and killer views. A...
Maui Vista Beach Condo
Aloha!Welcome to our updated 1 Bedroom 1 Bathroom condo at Maui Vista. This unit is beautifully nestled away at the back of the complex on the ground floor. This is one of the most private and quiet locations in the complex. You can avoid any elevators or stairs with...
Casa De Emdeko# 237 1/2 Deluxe Condo Oceanview, REMODELED, AC, Elevators!
The Owners of Casa#237 have completed an incredible remodel. Top of the Line Kitchen & Bathroom with an amazing walk in shower. They have also ADDED A 2ND HALF BATHROOM! Wow! Very rare and special amenity, nearly unheard of at the Casa De Emdeko, so 1 bedroom, 2...
Kihei Maui Studio Condo with King-size Available top floor *2
Tax ID: TA/GE 075-576-7296-02Newly updated and remodeled bathroom and floor in 2019 along with recent complete remodel in 2014, spacious Studio condo. New bathroom includes glass sliding door shower. One of the nicest and best locations at the Kihei Bay Surf. Quiet 2nd...
🏖️Top Floor with Ocean Views| Convenient Location| vrKCV🏖️
vrKCV - Alii Villas 324, Professionally Managed by Kona Coast VacationsOcean-View Condo on Alii Drive with AC and Spacious LanaiWelcome to Unit 324 at Alii Villas, a top-floor 1-bedroom, 1-bathroom condo boasting breathtaking ocean views and equipped with air...
🏖️Ocean View Home with Pool Walking Distance to Ocean and Beach | vrKCV
vrKCV - Kokua at Kona Bay Estates, Professionally Managed by Kona Coast VacationsEscape to a tropical paradise in this spectacular 2,600 square foot private home, nestled within a gated community with 24/7 security. Located just steps from one of the rare year-round...
Kona Makai 1-301 DIRECT OCEANFRONT, TOP FLOOR, BEST CORNER IN KONA MAKAI!
Kona Makai #1-301 is arguably the BEST condo in the entire complex! Being the top floor corner in building 1, the location is undeniably too perfect. Private & upgraded, this is direct oceanfront condo living at its finest. You can't get a better view than this at the...
Modern Island Chic W/Kitchen and Lanai–Poipu Shores
Imagine waking up to the soothing sound of the ocean and ending your day with a front row seat to nature’s most spectacular sunset display in your dream vacation retreat – a family-friendly corner suite with breathtaking ocean views! This beautifully designed condo...
Aloha Condos, Kanaloa at Kona, Condo 1602, Oceanfront, Renovated
Kanaloa at Kona Condo 1602 offers an incredible stay with stunning ocean and golf course views. The condo is well-equipped with everything needed, from a fully stocked kitchen to beach gear like chairs, snorkels, and towels. Guests praise the cleanliness, comfort, and...
12ft to the Ocean, Oceanfront Studio, Awesome Sunsets & Hawaiian Island views
AlohaWelcome to our Slice of Paradise in Paradise!(July'23 remodeled/upgraded pictures will be loaded soon)Pohailani Maui Ocean Front Studio Unit#111 - 12 feet to the ocean buildingAir-conditioned condo, Lots of Hawaiian Green Sea Turtles (Honu) sightingsWhale watch all...
E Komo Mai! Welcome to Our Beautiful Maui Condo!
Aloha, E komo mai! Welcome! Come enjoy a relaxing stay at our comfortable smoke free condo. We have free secure high speed wireless Internet and cable tv. It is a five minute walk from our front door to lovely warm waters of the Pacific Ocean on Charley Young Beach...
Napili Shores I-173 - Direct Oceanfront - Summer Dates Open
Napili Shores Resort I-173 From breathtaking sunset views of the islands of Molokai and Lanai to the gentle sounds of the surf lulling you deeper into 'Polynesian Paralysis.' The "I" building at Napili Shores is a place you will remember forever. Napili Shores is...
REMODELED Corner Unit with Ocean Views, 1 Free Parking, Wi-Fi, Washer/Dryer!
Four Paddle #2402 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll enjoy a partial ocean view from this 24th floor one-bedroom corner unit with central AC (553 sq.ft. plus lanai) (remodeled in 2017) at Four Paddle, one of...
Penthouse Ocean View - Deluxe Remodel - Awesome View
Tax ID: 118-781-5424-01Kauhale Makai Complex has great grounds and staff. Bedroom has king bed, brand new bamboo floor and flat screen tv. Livingroom has large flat screen tv and comfy pull out couch. Amazing new kitchen. Ocean views from every angle of the...
Includes Beach Gear! N23 Waikoloa Beach Villas
Waikoloa Beach Villas N23Please scroll down for detailed information:Bedding Configuration:Master Bedroom: One King BedGuest Bedroom: One Queen Size BedAmenities:Beach Equipment: All of our vacation rentals include beach towels for the maximum occupancy, four beach...
Beachfront Home + Cottage at Center of Hanalei Bay!
Welcome to our stunning, historic Hawaiian plantation home and cottage—nestled beachfront on over 1/3 acre at Hanalei Bay’s famous Pine Trees Park. A surfer’s dream in winter and a calm, swimmable bay in summer, this family-friendly, single-level compound includes...
Must see! Spectacular Direct Oceanfront Corner Unit
Unit 195Our ABSOLUTE OCEANFRONT corner unit (#195) has a spectacular 180-degree view of the Pacific & Kona Coast. While relaxing on the lanai (patio), enjoy watching yellow tang fish floating in the bay, green turtles grazing on the rocks, the spinner dolphins leaping...
Maui Sunset A113 ~ 1 BR, 2 BA, Ground Floor, Ideal for Families!
Nice one bedroom, two bath partial ocean view ground floor condo. Relax and enjoy the outdoors right off your lanai. Located next to Waipuilani Beach, which is a long sand and coral beach protected by reef and suitable for swimming, long walks, whale watching and...
Nani Kai Hale #304 on Sugar Beach
Nani Kai Hale 304 is a 1 bedroom, 2 bath condo with central air conditioning for your comfort. This well stocked, but uncluttered condo has everything you need for a relaxing vacation. Tile floors and neutral decor are perfect for the tropics. One bathroom has a walk-in...
Gorgeous & Spacious 2Bd/2Bath Condo, Whaler 923
This highly desirable 9th floor location offers expansive view stretching from the West Maui Mountains, across the resort courtyard and out to Kaanapali Beach. This deluxe unit has been completely renovated from top to bottom. Brand new beds throughout: King bed in...
Maui Ohana partial ocean view with epic sunset views from lanai - close to beach
Wailea Grand Champions 58Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha, and thank you for choosing to vacation in our ohana in Wailea. Located in the coveted Grand Champions...
BEST LOCATION IN KIHEI! Incredible Lani, Pool & beach! 2 bd, 2 bath, grd floor
*Incredible pool & beach for adults and kiddo's.*Welcome to our Kihei Paradise, this unit offers it all and walk to everything. *Looking for a great newly update unit to share with your family and friends.*Wonderful corner/ ground unit / Large Lani *Quiet Complex, kid &...
Mauna Lani 3 BR Luxury Villa - Best Value in Mauna Lani!!!
Our villa is furnished in a casual tropical island theme with all new wide plank flooring throughout. This 3 bedroom villa is ideally located, just steps away from the pool. Our Hawaiian style townhouse is very large, has an 10-ft living room ceiling, and has no one...
Hilton Waikoloa Pool Pass for stays thru June 2025! Waikoloa Colony Villas 1102
Hilton Waikoloa Pool Pass for stays in 2024! This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 1102. Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Two...
2-bdrm condo in Kona. Quiet garden setting with pool & sunset views.
Welcome to Lani Iki, our Little Heaven. Our lovely 2 bedroom, 2 bath condo is located in Keauhou Resort in a peaceful garden setting with mature fragrant plumerias, gingers and hibiscus. Luxuriate in one of our two salt-water pools or enjoy the sweet Kona sunset from...
Ocean-view Waikoloa Village retreat with air conditioning - discounted golf
683712KA Waikoloa Village DreamsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This open and airy two-bed/two-bath home sits 1,000 feet above sea level, offering cool breezes and...
Ground-floor, oceanfront condo with pool, spacious, private lanai and free wifi
Hale Ono Loa 115Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your home base for exploring paradise with this recently renovated, ground-floor condo! Tucked into an...
Oceanfront - Dolphin Retreat - KAYAKS INCLUDED
On the shores of Kealakekua Bay, a Protected Marine Conservation area, is an enchanting, 4 bedroom/3 bath, water front house called the Dolphin Retreat. This open and airy private home has all the amenities one would desire for a tropical vacation. The property is...
Like Sleeping on the Beach! 2bd/1bth, Pool, Split AC
If you dream of sleeping on a tropical beach, a world apart from your everyday life, you will love staying here. Built before setbacks from the water were required, our condo is literally right on the ocean, 15' from the shore. We have fondly named it "Turtle Haven"...
Ocean + mountain view home with WiFi, lanai, onsite pool, & hot tub
Pili Mai 12HOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Are you ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and...
Lauloa 410 - Top Floor, Direct Ocean Front, Stunning Renovation, Wi-Fi, Split AC
Welcome to Lauloa 410, a stunning top-floor retreat offering unparalleled views of Maalaea Bay, the majestic Haleakala volcano, and the twinkling Kihei lights at night. From your private lanai, take in the soothing sounds of the ocean and the breathtaking scenery that...
Newly remodeled 2-bedroom! Palms at Wailea 2303
Experience paradise in this newly remodeled 2-bedroom, 2-bathroom condo at Palms at Wailea, 2303. Nestled in a private corner of the property, this tropical oasis offers stunning sunset views, lush surroundings, and one of the largest floor plans that Palms at Wailea...
Oceanfront Paradise!
Our condo is the perfect location for a romantic getaway or a family vacation. As soon as you walk through the door, you will know you are in paradise. The oceanfront breeze greets you as you walk through the entrance and into the living room. Not only does the living...
Pool, Jaccuzi, Central AC, Spacious, Steps to Beach, Shops, Restaurants.
This south side maui condo is in a perfect location. You could easily walk to everything. It's next to the beach, restaurants, grocery store, a live music forum, scuba rental, arts and craft shops too. Our beach across the street is great for snorkeling, paddle...
Islander #348, Oceanfront, Walk to Beach, AC, Top Floor, Free Wifi/Parking!
Islander on the Beach #348 - Oceanfront 3rd (top) floor walk-up studio with beautiful oceanfront, sunrise and moon-rise views on Kauai's Coconut Coast. 375 square ft. of living space, King bed, full size sofa/sleeper, central air conditioning, private lanai, in-room...
🏖️Great Location | Ocean Front Island Home | Pool | Gated | vrKCV
vrKCV - Vista Oceania at Kona Bay Estates, Professionally Managed by Kona Coast VacationsOceanfront Luxury on Keiki Beach – A Tropical Paradise Awaits YouExperience the ultimate Hawaiian getaway in this luxurious oceanfront home located in the exclusive Kona Bay...
Emmalani Court 414: Fairway View Condo w/ Pool, Spa & Partial Ocean Views
Welcome to Emmalani Court 414, a newly remodeled ground-level retreat tucked along the fairways of Princeville’s Makai Golf Course. Bright, open, and surrounded by lush tropical greenery, this 2-bedroom, 2-bath vacation home blends comfort and contemporary island...
Discount Rates thru June 30th! Ocean Front Gated Community. 801 Kanaloa
This vacation rental is professionally managed by ResorticaHawaiiKanaloa #801 at Keauhou on the Big IslandPlease scroll down for detailed informationBedroom Configuration:Master Bedroom: King Bed Living Area: Sleeper SofaAmenities:Beach Equipment: All of our vacation...
Spectacular Views & Ammenities
PACK LIGHT! Welcome to our cozy Lil Piece of Paradise inside Kauai Beach Resort, your home base for an unforgettable Kauai getaway.Premium top-floor comfort with the resort’s best view, our updated suite hosts up to 4 guests in two queen loft beds - perfect for a...
Hawaiian Dream with Pool
The Umauma Experience Grand Melemele Home is Your Hawaiian Destination. It is located near Hilo, but far from The Real World. At 3300 sq. ft., 3 beds & 3 bath, it offers plenty of room for everyone to enjoy times together & to have their own space, if needed the...
Pali Ke Kua 104 ... magnificent views of Bali Hai & the blue Pacific
A fabulous ocean vista awaits you at this delightfully furnished condo. Magnificent views of Bali Hai and the blue Pacific are easily enjoyed from the living room as well as the dining area where the panoramic effect is especially dramatic. Located near the edge of a...
Magnificant Ocean Front Condo with New Air Conditioning and Panoramic Views
Kuhio Shores #315. Our light, bright, spacious, and comfortable two bedroom-two bath Poipu Beach oceanfront vacation rental condo sits 40 feet from the ocean's edge. Floor to ceiling glass windows provide unobstructed panoramic ocean views. You can see spectacular...