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.
Dlx Oceanview 2-Bedroom Maui Condo...Steps To The Beach!
Welcome to your own 2-bedroom Dlx Oceaview Maui Condo vacation rental. We're deally located in West Maui...just 5 min north of famous Kaanapali Resort. And just steps to the Sandy beach! For your vacation pleasure, you'll love the award-winning tropical grounds, in a...
Kona By The Sea 315 - Direct ocean view
Kona by the Sea 315 is a roomy 2 bedroom 2-bath unit with all the amenities that you will need, including CENTRAL AC, full-size washer/dryer and high speed wifi. This rental requires a minimum 30-day reservation. No smoking. No pets. Free parking for one vehicle....
2 Story top level AC unit 2 bdrms w/Large Loft with 2 twin beds & bathrm SUNSETS
This luxury condominium is located on the 17 Fairway, Kona Country Club golf course. Country Club Villas offers many on site amenities. Enjoy this quiet convenient location where you can enjoy 3 swimming pools, 3 hot tubs, and 2 tennis courts all on site.Within walking...
🏖️Ocean Front | AC | Next to Honl's Beach | Walk to Town | vrKCV
vrKCV - Kona Reef A15, Professionally Managed by Kona Coast VacationsWelcome to Kona Reef, your perfect oceanfront retreat! Located just steps from Honl's Beach, this charming complex offers stunning ocean views and unbeatable proximity to downtown Kona. Whether you're...
Beachfront Resort Ground Floor AC! Steps to Beach & Pool
Paradise as you imagined it! Steps from the Swimming Pool and Sandy Beach surrounded by lush tropical gardens, in the heart of wonderful Kapa'a Town! Pono Kai Resort perfectly located within walking distance of downtown Kapa'a with its restaurants and shops, parks and...
Waikomo Stream Villas 103 - 1st Floor, Garden View
Summary:Ground-floor garden-view condo in a lush tropical setting across from Kukuiʻula Village. This one-bedroom retreat offers a private lanai, king bedroom, sleeper sofa, full kitchen, and in-unit laundry—perfectly located near Poipu’s beaches, dining, and...
Sweeping Views - Spacious 3 Bds!
“Ho`ohano” is a Hawaiian word that can be used to describe something pleasing or enjoyable, and believe us when we say that it’s the perfect word for this stunning 3-bedroom on Hawaii’s Big Island! Located in the desirable Waikoloa Village, fine dining and shopping are...
Newly Remodeled Corner Unit at the Waikiki Banyan with Diamond Head Views by Koko Resort Vacation Rentals
Deluxe Ocean View Unit 2714 Tower 2 Unit, Free Parking & Wifi - 2019 Brand NewRemodel 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 renovation project. Enjoy...
Ocean view from the Ilikai
The Ilikai Apartment Building (same as the Hotel) is one of Oahu's most popular vacation rental condos. Built in 1964 but constantly being updated and maintained in the common areas, many people including myself cannot believe the building was built over half a century...
1 Bedroom Ocean View Kona Reef Condo-Recent Remodel & AC Throughout - Free WiFi
Enjoy this beautifully upgraded condo with a terrific view of the ocean overlooking the pool area. This nicely decorated, modern condo has everything you could need to make you feel at home in paradise. Be sure to see the virtual video tour. The link to the video is the...
Hale Kamaole 268 Second floor condo, easy access to best beach on Maui!
Two bedroom Ocean, garden and mountain View. This unit master bedroom has two twin beds, downstairs bedroom has queen bed which was purchased in Jan 2018. Living room has comfy rattan sitting chairs and couch with queen hide-a-bed. Remodeled kitchen and bathroom...
Ocean & Golf View Loft-Condo with WiFi, Lanai, Grill, Full Kitchen, Pool/Spa
Keauhou Punahele B301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting top-floor views of the ocean and golf course, this dreamy, loft condo is your ticket to Hawaiian...
Wavecrest Resort A309
Wavecrest A309Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This is a deluxe, top-of-the-line, one-bedroom, oceanfront condo located on the third-floor of the A building closest to...
2bd with Loft Space Near Ocean Sunset Views ACQ23
TA: 048-815-9744-01TMK: 750180080096Alii Cove is a gated community walking distance to anything you need including Honl's beach, which is right across the street. This 2-story 2 bedroom, 2 bath unit comes with high-speed Wi-Fi, cable TV, Air Conditioning, and a loft...
🏖️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
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 bed in the living room, which allows this condo to accommodate up to four (4) people. The kitchen features a new stainless...
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,...
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...
Stylish Oasis w/ Great Ocean and Diamond Head Views + 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...
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....
Waikoloa Shores Beach Resort #132 Hale Kai
Aloha and E Komo Mai to Shores of Waikoloa Hale Kai #132! Step into the welcoming open-concept living area that blends modern amenities with gorgeous furnishings, bathed in natural light that enriches the vibrant tones of the entire retreat. Our Newly remodeled and...
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 an...
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, waterfalls and rivers for you to delve into and have the adventure...
Ground-Floor Retreat W/Ocean Views-Kiahuna 2166
Kiahuna Plantation unit 2166: This modern tropical one-bedroom ocean view unit on the ground floor is a rare find and provides the utmost comfort with cool flooring and decorative carpeting, two cooling ceiling fans, and floor-to-ceiling windows allowing for plenty of...
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 the...
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 relax with a...
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 316 Front Row Ocean Views in Beautifully Upgraded Beachfront Condo
Book with us and come to Maui to explore everything we have to offer!Beautiful oceanfront home with front row views. The best views on Maui with incredible sunsets from the Lanai (balcony). Upgraded unit with granite counter tops and glass back splash. This...
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...
Front Door Parking. Zero Stairs. A/C. Golf Course. Pool. Fast WIFI
Garden Oasis at PuamanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Garden Oasis is a home surrounded by tropical foliage and colorful seasonal fruit trees. This spacious,...
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...
Beautiful Beachfront Resort with Best Ocean View Room On Property pools/hot tubs
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...
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...
Charming Studio Apartment with WiFi, AC in beautiful Diamond Head Beach Park!
Enjoy a peaceful stay at this wonderful studio apartment on the Gold Coast. The space features a queen bed and open floor plan. The bathroom includes bath and shower combo. In the additional living space, there's a comfy sofa bed for extra guests. Fall in love with this...
Kahana Sunset E2 - Beautiful tropical oceanfront complex with sandy beach - DISCOUNTED rates
Kahana Sunset Resort offers guests the ideal location to enjoy Maui. This beachfront resort is the only complex situated on the secluded, sandy beach of Keoni Nu'i Bay with magnificent views of the islands of Lanai and Molokai. This two story condominium has two...