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.
🏖️Ocean Front | AC | Concierge Included | Walk to Kona Town! | vrKCV
vrKCV - Kona Reef D37, Professionally Managed by Kona Coast VacationsWelcome to Kona Reef D37, an oceanfront retreat just a short walk from charming downtown Kona. This top-floor condo offers breathtaking, unobstructed views of the ocean, with sights of Spinner...
Kamaole Beach 1BR/Ocean View & AC/2 Pools & Tennis, Full Kitchen, Walk to Dining
Condo, 1 Bedroom, Sleeps 4 with a pullout sofa bed, 1 Bath, Fully Equipped Kitchen, Lanai with Ocean View just steps from the BeachSet in beautifully landscaped Hale Kamaole complex, Unit 232 features a private lanai with beautiful ocean views across from Kamaole Beach...
Deluxe Garden View Waikiki Banyan, Free Parking by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 708 Deluxe City and Ocean View Condo at the Waikiki Banyan, Free Parking/Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck...
Beautiful condo with fabulous ocean views
Enjoy a relaxing and peaceful breakfast on the lanai, overlooking the golf course and the ocean, sip a cocktail in the hot tub, or go for a swim in the pool. This one bedroom condo sleeps five in comfort, and is the perfect place from which to explore the Big Island,...
Hale Maluhia at Poipu Kai By Parrish Kauai - luxury home w/ private pool courtya
This luxury Kauai vacation rental is set on the coveted greenbelt in the center of Poipu Kai and overlooks Shipwreck Beach. Hale Maluhia at Poipu Kai blends indoor and outdoor elements into a unique island life experience with custom made furniture, local art and...
Brand New Turtle Bay - Modern Condo
**Just renovated in October 2022! Enjoy an unmatched location at Turtle Bay West with this one-bedroom North Shore Oahu vacation rental. The apartment has golf course views and is walking distance to the beach. A perfect corner unit great for privacy! The condo looks...
Ocean views with amazing sunsets!
Discover our top-floor 2-bedroom, 2-bathroom condo located at Waikoloa Villas in Waikoloa Village. This unit offers breathtaking ocean views with stunning sunsets and overlooks the Waikoloa Village golf course. Enjoy a short drive to the island’s best beaches at...
Maui Kamaole I111: One bedroom Ground floor condo, sleeps 4. Within walking
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Ground floor condo with one (1) bedroom and two (2) bathrooms. There is a king bed in the bedroom and a full bathroom ensuite and a pull-out sofa...
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Recently updated with fresh paint and new luxury vinyl flooring. New photos coming soon!!!Waikomo Stream Villas is a quaint little resort located between the Kukuiula Shopping Center and Koloa Landing in the heart of Poipu.It has the old Hawaiiana feel, with lush...
Bright & open condo with pools, full kitchen - nearby beautiful, restored beach
Kauai Kailani 319Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sunny and open, this very inviting third-floor condo is ready to welcome you to the island of Kauai! Start your days...
2 bedroom spacious house (upstairs unit) in the heart of Hilo town
Conveniently located home in the center of Hilo town, quiet, safe street with great neighbors. Within walking distance to shops and restaurants. Upstairs spacious unit with 2 bedrooms, one with a new king bed and the other with a new queen bed, large bathroom with tub,...
Charming studio with pool, lanai, grill & hot tub - close to the beach
Kihei Bay Surf 236Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the beautiful island of Maui! Have your dream Hawaiian vacation here in this quaint and cozy...
KONA DOWNTOWN DREAM OCEAN VIEW FREE PARKING NEW MEMORY FOAM MATTRESS ELEVATORS
Kona Alii Condos - Ocean and Pool Views from this spacious 1 bedroom 2 bath condo located in the heart of downtown Kailua Kona Village. Free assigned covered parking. The condo features a beautiful remodeled kitchen with exotic solid granite counter tops, stainless...
Private Home with Pool in Secure Gated Community on Kona Country Club Fairway
Enjoy the beautiful, panoramic ocean views and tropical landscaping in this private home. Located in the prestigious Keauhou Estates community, gated for security with 24 hour guard service. This home sits at a comfortable elevation of 700 feet. Spend hours on the...
Maui Resort Rentals: Kaanapali Alii 345 – Luxuriously Remodeled 2BR Oceanfront Gem, Year-Round Sunsets w/ Sweeping Pacific Ocean, Lanai, and Molokai Views!
As one of the highly sought-after 2 bedroom oceanfront residences at the Kaanapali Alii resort, residence 345 delivers the finest in modern luxury resort living.This elegantly remodeled 2 bedroom residence delivers sweeping ocean views from Lanai to Molokai and beyond....
Quiet cul-de-sac house near Volcanoes National Park & golf - snowbird-friendly
Volcano CottageOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This cozy vacation rental, located at the end of a quiet street, will make your trip to the island of Hawaiʻi...
Oceanfront MK213 - Maui Vacation Rental Condo in Quiet Resort-Great View!
**2025 Discount Rate - Book now! **Ma’alaea Kai # 213 is a charming oceanfront condo located in the tranquil and picturesque town of Ma’alaea, Maui. The condo boasts a comfortable queen-sized bed in the bedroom and a cozy sofa sleeper in the living room, making it...
Beachfront Resort : WorldMark Kapaa Shore : 2 BR
Welcome to The Garden Isle, Kauai! Breathe in these beautiful, lush lands and dive into paradise at 𝐖𝐨𝐫𝐥𝐝𝐌𝐚𝐫𝐤 𝐊𝐚𝐩𝐚𝐚 𝐒𝐡𝐨𝐫𝐞. The resort is surrounded by breathtaking natural sights like beaches, mountains,...
MRR Presents Kaanapali Ali'i 225 - Expansive 2BR Interior Corner Remodel w/ Partial Ocean Views!
Beautifully remodeled, suite 225 boasts an expansive 1800 sq ft of living area from its highly sought-after interior courtyard corner location. Enjoy partial Pacific Ocean views, as well as views of the lush Ali'i courtyard and pool area, and Maui's neighbor island...
Hale Kamaole 270 provides an ideal spot for all sorts of Maui fun!
The perfect spot for beach front activities or just enjoying the beautiful ocean view. Whale watch from the lanai while enjoying your morning coffee, take a swim in one of the two pools or play a game of tennis. Hale Kamaole 270 provides an ideal spot for all sorts of...
Ilikai 1329 Amazing Ocean, Sunset & Marina Views, 2 Queen Beds
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Stunning Ocean Views at Waikiki Beach. Fully equipped and clean. AC, cable, WIFI,...
4th Floor Condo with Direct Ocean View in Sunny Poipu!
Expansive Ocean Views and Unforgettable Sunsets AwaitPerched on the fourth floor of the coveted Sunset Kahili complex, this modern oceanview condo offers front-row seats to Kaua‘i’s legendary sunsets and the soothing sound of the waves. Wake up to panoramic views of...
KKSR#176 DIRECT OCEANFRONT CORNER AIR CONDITIONED TOWNHOUSE, CLOSE TO POOL
**AC! NEW LUXURY VINYL PLANK FLOORING INSTALLED IN BEDROOMS AND STAIRS WITH FRESH PAINT**This is a gorgeous ocean front townhouse corner unit. Being an end unit with additional side windows allows for additional light in the unit, and because it is located at the end of...
Ilikai Hotel, One-bedroom Unit, Great view of the Hilton Lagoon and Waikiki Beach!
This condo is located on the 18th floor of the Ilikai Hotel.Most sought after view in a SPECTACULAR location with views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon! Imagine waking up to the beautiful and calming view of the ocean and...
Aston Kaanapali Shores #550: 1 Br Garden View at Ocean Front Resort
This unit is filled with sunlight and creates a welcoming environment for anyone looking to spend time in and out of their unit while on Maui. The condo is simple but thoughtfully furnished and provides you with everything necessary for a successful Maui vacation from...
Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Surf, Bike, Golf, More
Sugar Beach Resort 511Our 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...
Large Penthouse 1 Bdr/2 Bath with Washlets, Wi-Fi, AC, FREE Parking
Marine Surf Penthouse #4 – 364 Seaside Ave.This extra-large (1037 interior sqft plus 275 sqft lanai with table and chairs) centrally located and split air-conditioned one-bedroom, two-bath condo is perfect for a family of 6 or two couples! You'll have a great view of...
Breezy Corner Studio with AC & Kitchenette. FREE Parking, Wi-Fi, near Beach!
Marine Surf #701 – 364 Seaside Ave.This air-conditioned corner studio features 2 lanais (balconies), great cross-breezes, and is right in the HEART of Waikiki, a short walk from Waikiki Beach, swimming and surfing, shopping, restaurants, and nightlife nearby! You'll...
Hilton Waikoloa Pool Pass Included for stays thru June 2025. Halii Kai 22H.
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Valid for new bookings made September 24 or after. Please message us...
Marvelous Marine Surf Studio | Lanai + 1 Parking
Fantastically located studio on Seaside Ave boasts a private lanai overlooking the cityscape, tastefully remodeled kitchenette and living space and secured garage parking. Nestled between the famous Kalakaua and Kuhio Avenues, the Marine Surf is steps away from...
Ma'alaea Surf #G-1 – Ground Floor Gem with Modern Comfort
Ma‘alaea Surf #G-1 – Rare Ground-Floor Ocean View RetreatWelcome to Ma‘alaea Surf #G-1, a rare ground-floor gem offering unmatched convenience and comfort. This beautifully remodeled two-bedroom, two-bathroom condo was fully renovated in 2023 to create a modern...
Spectacular Views! Gorgeous Home In Hilo With Pool
The Hilo Bay View Estate is a gorgeous European-style home located in the exclusive area of upper Wainaku in Hilo. This stunning home has spectacular panoramic views of the ocean and Hilo town. Watch the magnificent sunrises in the morning and star-filled skies at...
Maui Sunset Vacation Rentals B414
One of the best locations in the "B" building on the 4th floor near the pool. View of the ocean and West Maui Mountains. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Private view deck and renovated...
Spacious Entire Home w/ Heated Pool, 180-Degree Ocean View & 7 mins to Beaches!
Welcome to Kona Phil's home! Escape to your Big Island ocean-view retreat, where comfort, style, and tropical serenity come together. This spacious single-level home features a rare central atrium, filling the interior with natural light and lush greenery, creating a...
Maui Resort Rentals: Penthouse 3BR Oceanfront Villa @ Marriott's Maui Ocean Club!
Penthouse Three Bedroom Oceanfront Villa at Marriott’s Maui Ocean Club - New Lahaina and Napili Towers! With its premier location, luxurious accommodatiWith its premier location, luxurious accommodations, and sprawling tropical grounds, Marriott Maui Ocean Club is a...
Beautiful Beachfront Resort with Best Ocean View Room On Property pools/hot tub
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.This is a Beautiful forth floor room with a king bed and sitting area. Spectacular views of the ocean and resort pools.The Outrigger Kauai Beach Resort and Spa is a beautiful...
Cottage-like Duplex in South Kona on the Big Island.<br>Sleeps two adult guests
This Wonderful Spacious house-like One Bedroom apt/flat is on a side-by-side duplex building has peaceful cottage setting on a working farm in South Kona farm belt rural area, Its elevation provides cool temperatures & amazing, lush foliage with ocean and mountain view...
Endless ocean views with cozy accommodations
Noelani 105 is a 1-bedroom,1-bathroom condo featuring amenities such as panoramic ocean views, a washer/dryer, and a ground-floor lanai. The condo can accommodate up to 4 guests with a King-size bed in the bedroom and a queen sleeper sofa in the living space. The...
Hidden Gemstone for One Dreamy Escape!
Congratulations and thanks will go to the decision makers taking the time to note the difference before selecting this hidden gemstone for accomodations while on Oahu. Once your travel companions catch their breath after initial first peek, don't be surprised at the...
Ocean and Diamond Head view suite w/balcony
Legally permitted rental - 134 Kapahulu Ave #408** For your health and safety, we utilize additional Sterilization procedures between reservations.Ocean and Diamond Head view suite at the Waikiki Grand - Kitchenette with electric cook top, microwave and regular size...
Tranquil condo with pools, hot tub, jetted tub, grill & board games - near beach
Poipu Mermaid 912Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'From the sands of Hawaii to the shores of Kauai, you'll be astounded by the beauty of this slice of paradise! You'll...
Free Parking! 6 Minute Walk to Waikiki Beach!
This is a legal conforming vacation rental. Please see our listing details for our license number.1990/NUC-1393TMK: 260280110114TA-111-582-2592-01This 1-bedroom vacation rental lies in the heart of Waikiki and is walking distance to the world-famous Waikiki Beach and...
Newly Remodeled Whaler #1062 Ocean View Studio Suite
The Whaler on Kaanapali Beach #1062 is our brand new remodeled Studio condominium with stunning ocean views. Brand new furniture, carpet and smart TV. This beautiful vacation home is a 530 square foot studio located on the popular courtyard side of Tower II. Sitting on...
Comfortable condo with private shaded lanai, pool, tennis, steps to the beach
Kaha Lani 104Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to the Coconut Coast of Kaua'i with a stay at Kaha Lani Resort #104, a charming condo located in Lihue, HI....
🏖️Great Location | Modern Island condo | AC Included | vrKCV
vrKCV - Casa de Emdeko 221, Professionally Managed by Kona Coast VacationsWelcome to Casa de Emdeko #B221, your serene island escape just 150 yards from the ocean. This spacious 780-square-foot second-floor condo is perfect for 2–4 guests seeking comfort, relaxation,...
Aloha Royal Garden Studio | Pool + Great Amenities
Enjoy the refreshing Hawaii breeze and overlook the palm tree dotted Ala Wai Canal from the private Juliet lanai of this beautifully updated, hotel-style studio. As part of the luxurious Club Wyndham Royal Garden at Waikiki building, our guests enjoy the lovely gardens,...
Wai'ula'ula 308 - Upcountry Residence
This chic and sophisticated, ‘upcountry’ oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, an epicurean kitchen outfitted with Wolf appliances, including a gas range, double ovens and wine refrigerator, three...
Maui Parkshore 409: Have fun in this two bedroom, two bath Ocean View condo.
Have fun in this two-bedroom, two-bath Ocean View condo. Conveniently located in South Kihei, there are shops and restaurants just a block away. There is a popular beach park across the street and other beautiful beaches are just a short walk or drive away. There is a...
Oceanfront condo - ocean-view lanai - steps to beachside pool & hot tub
Islander on the Beach 250Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
Perfect Location for your Maui Stay! Pacific Shores B118!
The best location on South Maui! Pacific Shores is all about convenience and location. Who needs a car when you are across the street from favorite Charley Young Beach, 1 block from popular surf spot ''The Cove'' and half a mile from many restaurants, shops, and...