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.
King bed & Futon, Waikiki Studio with a view, kitchen & Free parking
Legal vacation Rental: 364 Seaside Ave.A beautiful 17th floor King bed Studio in the heart of Waikiki. Cook from home with ease and avoid paying hefty parking charges with your own dedicated parking spot included free.Stunning bathroom with oversized walk-in shower,...
Maui Resort Rentals: Honua Kai Hokulani 833 - Stunning 8th Floor Ocean View Studio
Nestled high above the palms, overlooking the Hokulani Tower's lush interior courtyard, Hokulani 833 provides awe-inspiring views of the turquoise-hued Pacific Ocean and Maui's neighboring island Lanai. Enjoy some of the most impressive ocean vistas among our studio...
Poipu Poolside Paradise with Ocean views!
Free access to Poipu Beach Athletic Club.Rental car at a reasonable rate.Enjoy the sound of the waves from your own lanai. Watch the sunset and whales from the lanai. ten minute walk to the famous Poipu beach and ship wreck beach. A short drive to one of the hidden...
Hawaii Condo Close to Beach, Golf, Pool and Restaurants
Guests at this Ko'Olina Kai condo are sure to enjoy a memorable vacation in this fully furnished, 2 bedroom/2 bath property. The master bedroom features a luxurious California King bed and walk in-closet, ideal for an extended stay on the islands. Our guest bedroom has...
Oceanfront View - Tranquil & Beautifully Upgraded 2 bedroom 2 bath - MK 317
** Summer 2025 Discount Rate - Book Now! **Oceanfront, beautifully upgraded, unit with tranquility in mind; a lovely match with the resort’s laid-back vibe. It is beautifully done with custom cabinetry and granite in the full kitchen, and quality solid furniture all...
Spacious Private Home Just Steps From Anini Beach!
Beautiful private home located on Kauai’s majestic north shore, with gorgeous mountain views, and just a 1 minute walk to 'Anini Beach. Perfect location for snorkeling, paddle boarding, kayaking, swimming, and lounging! Just a 10 minute drive to Princeville or...
Waikoloa Village/Ocean View/Sunsets/Golf 3 Bedroom/3 bath from 200 Per Night!
With all of the options of places to stay on the Big Island, why choose my condo? Here are a few reasons. Remember, we are located on the North Kohala area of the Island, about 30 miles North of Kona and about 100 miles from the Volcano!1. My condo is a very open and a...
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,...
Ilikai 423 City / Waikiki / Mountain Views King Bed, Sofa Bed
MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.The iconic Ilikai Suites are located at the gateway to...
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...
Beachfront Cottage at Log Cabins
Our cottage is tucked away in a great location. Enjoy this private sanctuary on the bike path and within short walking distance to Pipeline or Shark's Cove. We have 3 bedrooms, two have one queen each, and the third has 2 twins. There is also a sofa for sleeping in 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
Remodeled 2-bedroom Golf Villa in Kapalua with ocean and golf course views, upscale interiors, hardwood accents, and a private lanai-perfect Maui luxury retreat.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now...
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!...
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...
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...
Kalanikai 118 – Highly Walkable!
Summary:Aloha! Planning your Hawaii Vacation just got a lot easier as you’ve found the perfect place! Kalanikai 118 is located in the desirable Kailua-Kona right along the shores of the Big Island’s west coast.The Space:This completely refreshed condo has everything...
NP C21 Updated OceanFront 2BD Condo w AC Ocean Views from Lanai and Living Room
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 Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
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...
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
Castle Po'ipū Shores 307A - This ultra-modern two-bedroom two-bathroom unit features a large kitchen with black marble countertops, stainless steel appliances, and a Keurig Coffee Maker. The spacious living area includes a 42-inch LCD TV, Blu-ray player, and stereo...
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...
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...
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 &...
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...