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.
Kuhio Shores 418 - Oceanfront Two Bedroom "Penthouse" Poipu Condo with A/C
The ultimate beachfront Kauai condo vacation rental! Privacy combined with absolutely indescribable ocean, surf, and beach views. This four-floor, west corner unit of Kuhio Shores, is sixty feet above the waves, steps from the beach, in a luxury Kauai vacation condo on...
Exclusive Ocean View Penthouse l Grand Lanai, A/C
Summary:C300 | TA-076-637-1840-01Indulge in luxury and sophistication at Villa C300, a custom-designed penthouse selected by its owners for its elegance and breathtaking views. Renovated in 2023, this refined retreat features bespoke furnishings, curated artwork,...
Renovated Oceanfront Condo
Oceanfront one bedroom unit recently remodeled with new kitchen and bath and central AC. Expansive ocean and marina views offer gorgeous sunsets every evening. This is the perfect location to enjoy your Hawaiian vacation. Note: the lanai will be closed from Feb 9 -...
Kona Makai 3-205 2nd Floor unit with Ocean Views & Ac
Kona Makai 3-205 is a beautifully appointed 2nd floor condo with ocean views! This condo is fully equipped with everything you may need for your Vacation! Your own private Wifi network available for use as well! Air Conditioning is in the bedroom & living room for your...
Puumoi Pink House, 3 bedroom home with sunrise and ocean view.10 minutes to Hilo
Spacious and artistic 1200 sq ft home nestled in open country mountainside. Gorgeous view of sunrise over the water, Hilo Bay, and Mauna Kea. Enjoy this time in nature yet only 5 miles to Hilo!Enjoy your morning coffee with the amazing sunrise over the ocean. There is...
KAHALU'U BAY VILLAS#103 Oceanview, Elevators, Air Conditioning, Walk to Beach
Kahalu'u Bay Villas, Unit #103 is a gorgeous, private 1st floor condo at a Boutique Complex right Across the Street from Kona's Most Popular Snorkeling Beach, Kahalu'u. Unit #103 has a fully equipped kitchen and all the rooms are spacious with a balcony overlooking the...
Exquisite Oceanview Villa: Gourmet Kitchen, Private Elevator & Pool Table
This property is hotel zoned, and not being affected by the recent proposed legislation.Relax and unwind in this stunning ocean-view villa. The top-floor features a beautifully designed living area with sophisticated furnishings, a fully equipped gourmet kitchen...
Pu'u Poa #305: 2 Bdrm/2 bath Direct Ocean & Sunset Views. Whale Watching!
This two-bedroom, two-bath unit boasts sweeping ocean views from your fully-stocked kitchen, living room, dining room, newly renovated lanai, and primary bedroom. Pu'o Poa is the perfect location, walking distance to two uncrowded beaches and a short drive from the...
The Olena at Keauhou Bay
Discover the calm of The Olena, a contemporary 1-bedroom ground floor apartment with A/C, nestled in a quiet complex at the heart of Keauhou in Kailua-Kona. Designed with natural accents and thoughtful details, it is an ideal getaway for 2 guests to enjoy easy walking...
KBM Resorts | FREE CAR | Kapalua Golf Villa | Golf Course view | 2-Bedroom Condo! KGV-14P6
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Welcome to Gorgeous Hideout - Kuilima Estates East
Discover the beauty and tranquility of Kuilima Estates East, nestled on the 17th green of the iconic Turtle Bay Fazio golf course. This beautifully appointed 1-bedroom, 1-bathroom unit spans 658 square feet, offering a perfect blend of comfort and convenience for up to...
6.5 acres Oceanfront Estate with180-degree views of the deep blue Pacific Ocean!
Kailani Villa is the epitome of privacy, comfort and style and far away from the fray of normal life. The six-and-one-half acre estate is beautifully landscaped and offers unobstructed 180-degree views of the deep blue Pacific Ocean. Retreat to the immense oceanfront...
WAILEA BEACH CONDO W/ OCEAN VIEWS!! NEW RATES
NEWLY REMODELED BEACH CHIC CONDO with ocean views, in the heart of Wailea. Our Wailea condo offers 2 bedrooms, and 2½ bathrooms, with over 1500 square feet of indoor living space, and two lanais boasting another 500 square feet of outdoor living space on two levels! The...
Kona Reef F4 Ocean View Condo Ground Floor No Stairs and 5 min walk to Downtown
Kona Reef F-4 - Let the waves lull you to sleep in this Lovely Oceanfront Condo in Kailua-Kona, HawaiiExperience the ultimate Hawaiian getaway at our oceanfront condo which is easily accessible-- no stairs- and it's 15 steps from our free parking lot to your door. This...
Maui Vista - Fully Renovated, New Kitchen and Bathroom. Best Location.
This lovely peek-a-boo ocean view unit 2-304 is located in building 2, providing lots of privacy yet close to the pool and tennis courts. Just a 4 minute walk to the white sand beaches of Charlie Young, Kam I,II, III, and numerous restaurants and shops. Relax by the...
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...
Hau'oli Place - Happy little tiki cottage in Volcano
Our cozy little "Happy Place", is right across from Volcano Village with its restaurants and Sunday Farmers Market, & 5 minutes from Volcanoes National Park. Perfect home away from home for exploring eastern Hawai’i!THE SPACEOur little Volcano Village is the perfect...
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,...
Partial Ocean King Studio with Kitchenette, AC, and Free WIFI!
The Royal Garden is located at 440 Olohana St., walking distance to everything. Take a short stroll to Luxury Row on the Waikiki "Strip", and the Ala Moana Shopping Center or Hawaii Convention center is in walking distance. Feel at home with split AC, cable TV, and FREE...
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...
Mauna Lani Palm Villas D2 Corner Unit with Views of Historic Lava Fields
Experience an unforgettable Big Island retreat that stands apart from the rest at this beautiful condo in Mauna Lani Palm Villas Resort! From the tranquil setting to the luxury finishes, this wonderfully positioned corner condo offers a special glimpse of Hawaii's...
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
Poipu Shores 307a: 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...
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...
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
You will love our condo that is located at The Whaler with one of the best locations on Kaanapali Beach. We are located right on the beach and a few steps away from Whalers Village. VRBO walking map is incorrect. I think it is about 30 steps from our building to the...
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...
Ekahi Ocean View Escape and close to beach (21F)
Hawaii Tax ID: TA-200-429-5680-01TMK: 210080600026We invite you to stay in one of Ekahi's premier ocean view units; with a 3 minute walk to the top rated Keawakapu Beach. Your home away from home is also close to private amenities including 4 pools (2 very close to the...
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 &...
NS H262 BeachFront Condo Ocean Views Pool Hot Tub
Napili Shores H262 NEW LISTING Ocean Views and Beach Days from this West Maui 1Bedroom Tropical Retreat! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel...
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...
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...