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.
NEW LISTING 3 PENTHOUSES, 2 SideBySide Spectacular Ocean Beach Front 6 Bed 6 Ba
Now with Air Conditioning! Yes we now have Daikin AC systems in each Bedroom, and Living room. New Listing, other listing 5 Stars all the time. Spectacular Ocean Beach Front Maui Penthouses 6 Bedrooms 6 Baths. Our MauiPenthouses are the Ultimate Maui Vacation Rental....
Beachfront Condo in Punaluu. Updated! Clean beaches to walk/swim! Escape Crowds!
Escape the crowed city, and come enjoy some time in the country. Relax in our updated island style condo in the iconic Pat's at Punaluu beachfront residence. This tastefully decorated unit has been fully outfitted with most everything you could possibly need, including...
Kahana Sunset A6 - Direct Oceanfront Great Rates For Winter 2024 - Magical Maui Sunsets!
Kahana Sunset Resort is the only beachfront resort situated on the secluded, sandy beach of Keoni Nu'i Bay with magnificent views of Lanai and Molokai. This direct oceanfront 2 bedroom 2.5 bath, is spacious two story condominium. Spend the day relaxing in the sun and...
Peaceful Top-Floor Condo w/ Unbeatable Views & Plenty of Island Charm
Located in the heart of Kauai's North Shore, Sealodge D7 offers a little bit of everything you need for the perfect family getaway: peace and privacy thanks to the top-floor location, unbeatable island ambiance thanks to the beautiful landscape and incredible ocean...
Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch.
This lovely, tiled, spacious (300 sq. ft.) studio with large covered lanai and tropical garden view is one of several studios in our Guest House. Wake up in the morning to birds singing and pick papayas from your lanai. Our studio has a comfortable queen bed, sleeper...
Serene Ocean View Retreat in Keauhou Palena
Welcome to your ideal getaway at our cozy ocean view condo in Keauhou Palena! Nestled on the serene 16th fairway of the prestigious Kona Country Club, this ground floor unit is perfect for those looking to relax and unwind.This charming 2-bedroom, 2-bath condo offers a...
Views, On Golf Course, New Flooring & Appliances
Welcome to your Waikoloa retreat - a peaceful condo where you can relax, recharge & enjoy island breezes:- Sleeps 4 | 2 bedrooms | 3 beds | 2.5 baths- Heated pool, hot tub & gym access- Private lanai w/ Mauna Kea & golf views- Tennis courts, BBQ grills & walking paths-...
Luxury Studio With Amazing Ocean And Night View!
Luxury Studio with Amazing Ocean View and Sparkling Night View from 29th floor on Kuhio Avenue!!Enjoy a luxurious studio at Aston Pacific Monarch. Great location! Only 5minutes from the world famous Waikiki Beach, restaurant, and shops.Spacious apartment-style...
Single-Story Shores Golf Villa 19 - 3 Ensuite & Loft
Summary:Maximum occupancy is strictly enforced in accordance with local ordinances.The Space:Shores at Waikoloa Golf Villa 19, located along side Golf Villa 20- are the only single-story standalone condominiums in all of Waikoloa Beach Resort that are available as a...
Spacious, stylish oceanfront studio
Noelani 118 is a Studio condo located on the ground-floor featuring amenities such as panoramic ocean views, an oceanfront lanai, and air conditioning. The condo can accommodate up to 3 guests with a queen-size bed and a queen sleeper sofa in the living room. The...
Wailua Bay View 215 Oceanfront condo
Welcome to this delightful condo in Kapaʻa. This cozy space features 1 bedroom with a comfortable king bed and air conditioning in the bedroom, perfect for a relaxing stay. Enjoy the convenience of WiFi, a hair dryer, and a washing machine during your visit. The...
Charming condo near the beach with tennis courts
Waikiki Banyan 913Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the heart of Waikiki, this charming condo in Honolulu is the perfect retreat for a relaxing Hawaiian...
Fully modernized 11th floor studio at The Palms
Situated just below the penthouse, this fully furnished, newly renovated studio features a preferred layout with 2 queen sized beds and open lanai.Fully modernized 10th floor studio at The Palms Hotel on the West side of Waikiki - Close to Fort DeRussey, Ala Moana...
Hale Kauka ~ House of the Artist - Kuilima Estates East
Hale Kauka – Artist’s Retreat on the Fazio Golf Course at The Ritz-Carlton at Turtle Bay Step into the world of art and relaxation at Hale Kauka, a beautifully designed, spacious one-bedroom, two-bathroom ground-floor condo on Oahu’s North Shore. Every detail in...
Toast Paradise! Ocean View Suite w/Kitchen, Washer/Dryer – Waikīkī Shore #1202
This ultra spacious deluxe two-bedroom two-bathroom suite offers expansive views of the Pacific Ocean from your furnished lanai. From the moment you step inside you’ll feel like you’re in paradise. Enjoy a full-size kitchen with white wooden cabinetry, stainless...
Updated waterfront condo with ocean views, heated pool, & private lanai
Poipu Shores 403AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience heaven on earth at this renovated oceanfront condo. Enjoy million-dollar ocean views from the large lanai...
Sea Breeze Retreat at Turtle Bay - Kuilima Estates West
Aloha and welcome to our Sea Breeze retreat, a 2-bedroom, 2.5-bath condo at Turtle Bay! Step outside the living room onto a beautifully manicured lawn overlooking the Fazio Golf Course. This gated condo offers the perfect blend of relaxation and convenience, just a...
29th floor studio with two full size beds
29th floor studio with 2 full beds, AC, small kitchenette. Panoramic windows and a balcony, right next to the Ala Moana Shopping center, beach. Enjoy Mountain and ocean views.The studio has everything you might need for a convenient like home stay :)A kitchenette to...
Turtle Bay Wicked Wahine by RedAwning
Perfectly located on the 1st tee of the Fazio Course with the Turtle Bay ClubHouse out your back door and beautiful sunset views. The lovely 2 bedroom witha loft and 2 bathroom unit has tile flooring throughout. Walk-in showerupstairs and tub/shower downstairs....
Kauhale Makai 506 | Stunning Ocean Views!
Guests rave about their accommodations and view from Kauhale Makai 506. You have a great view of the ocean from your balcony. This condo has hardwood floors, modern furniture, and all the little extras that will make your stay extra special. Plus, the Kauhale Makai...
Maui Vista #1323: 1 Br, Walk to Kamaole Beach Park I (Charlie Young)
This one-bedroom condo can accommodate up to four people with a queen bed in the bedroom and a pull-out sofa bed in the living room. The fully equipped kitchen is perfect for preparing meals to dine-in or to take with you while on the go. The living area is an open...
Splendid Condo w/Pool Views, Lanai, Free WiFi, Shared Pool, Hot Tub, & Gas Grill
Makahuena 2202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Welcome to your modern getaway! This freshly updated condo underwent a full renovation in 2025, featuring completely...
Ground-floor zen studio with garden-view lanai, AC, beachside pool/hot tub
Islander on the Beach 171Our 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...
OCEANFRONT*Deluxe Ocean View NEAR Sugar Beach!
Indulge in the serenity of this picturesque gem! Embrace the enchantment of a mesmerizing full-on ocean view coupled with a charming partial mountain view in this delightful, 559 square foot condo. Your beautifully tiled lanai invites you to soak in the scenery,...
Tranquil Island Escape | Walk to Kehena Beach | Washer & dryer, WiFi
Tranquil Island Escape at Kehena BeachOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A tranquil and tropical retreat awaits at this stylish two-bedroom, two-bath home, boasting a...
Top-floor oceanfront condo with AC, water views, & pool access - steps to beach
Menehune Shores 626Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'We donate 10% of our rental proceeds to the Pacific Whale Foundation, supporting victims of the Maui...
Turtle Beachfront, snorkeling, free parking, wash-dryer in unit, Air Condition.
Newly remodeled kitchen and bath in this condo with an ocean view and located on a beautiful beachfront that has the best snorkel and swimming beach protected by a reef, with lawn like carpet and a Sandy beach where you can swim with turtles or just sunbathe, kayak or...
Maui Resort Rentals: Kaanapali Ali'i – 5 Total Bedrooms, Luxuriously Remodeled, Oceanfront Royal Penthouse Offering, Sleeps 14!
This premier 11th-floor offering brings together one of our most sought-after 2BR royal oceanfront suites with a luxuriously upgraded 3BR neighboring oceanview suite to provide an unmatched top-floor pairing boasting breathtaking vistas of the Pacific Ocean. For a...
KR 117 Renovated OceanFront 1BD w Ocean Views
Kahana Reef 117 Freshly Renovated OceanFront Ground Floor with Epic Ocean Views & Sunsets 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...
Hale Kamaole Condo w/Private Washer/Dryer, Shared Pool, Free WiFi
Hale Kamaole 110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Upgraded 1BR Condo Ocean View - Sleeps 6
Hello and thank you for taking the time to visit our listing. We tried to create a home away from home for you in lovely Waikiki.This unit is on the south east corner of the 14th floor (Tower I). Corner units are larger (10%) than middle units in the Banyan. The kitchen...
Ko Olina Kai 1065E: Elegant 3BR with Luxury Lanai, Near Lagoons & Golf
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Ko Olina Kai 1065E by Gather, where...
The Pacifica Inn The Gecko and Volcano Room
Welcome to The Pacifica Inn located in Volcano on the Big Island of Hawai’i. The Pacifica Inn is a special little place out in the middle of the Pacific Ocean where you can experience peacefulness and tranquility. Come and enjoy the beautiful Hapu’u trees that...
Oceanfront Condo-Paradise
Kona Reef is a luxury resort in Kailua-Kona just two blocks from town and next door to the beach. The unit sleeps 4 comfortably with a king bed for the Master bedroom and a new queen sleeper sofa in the living room. The pool, hot tub and BBQ area overlook the ocean. It...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 GorgeousBeachfront KoOlina Resort+Amenities.STUDIO unit
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at KoOlina Beach Nai'a Lagoon. Resort STUDIO managed by Marriott𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡...
Ocean Views, High Floor, AC, W/D, Wi-Fi and parking!
Chateau Waikiki #2910 – 411 Hobron Ln(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Beautiful ocean views and more from this 29th floor condo with 540 interior sf plus lanai/balcony, all on a quiet street away from the noise and crowds! Close to...
Maui Sunset B409 1 bedroom, 2 bath with ocean views!
Renovated one bedroom, two bath ocean view fourth floor condo. Stainless steel kitchen appliances. Air conditioning in living room and bedroom. Condo has a queen size bed and a sofa sleeper. Remodeled bathrooms feature tiled showers, no tub. Good walking, windsurfing,...
Steps To The Sand Ground level Makani A Kai A1
This ground floor level beach front condo offers direct beach access from the complex grounds with views of the breathtaking Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. Enjoy your private lanai and small grassy area overlooking the...
Beautiful townhome with 2 pools— 5 min from the beach!
The ultimate getaway! Located in between the beautiful Makaha mountains, this newly renovated (2) bedroom / (1) bathroom condo is an oasis in itself. The community is tranquil at all times, peacocks roaming, and gated with 24-hour security. The community features...
Modern Elegance with plush comfort & style await you...
Legally permitted rentalPalms 5251850 Ala Moana Blvd 525⚕⚕For your health and safety⚕⚕ We utilize additional Sterilization procedures between reservations.🏝Escape to your private Paradise at Palms Waikiki🌡A modern City View studio retreat in the heat &...
1 Block from World Famous Waikiki Beach!
Ni'ihau Apartments #802 – 247 Beach WalkNEW TO OUR INVENTORY! Unpack, you've arrived! Time to relax, explore – or do it all! FREE Wi-Fi and parking at nearby lot; secured building/elevator. Located in the newly revitalized area of Waikiki, you're just steps to great...
3 Bedroom Condo in the Heart of Kihei Across From Charley Young Beach
Escape to paradise at our luxurious 3-bedroom, 3-bathroom condo at Pacific Shores. This spacious retreat offers AC in all rooms and ample space for families or groups, with all brand new in 2024 beds including two plush queen beds and two twin beds that can be converted...
Waikiki 1 Bedroom Queen Suite 27th Floor Sleeps 4
A modern one bedroom condo on the 27th floor in the heart of Waikiki. The Pacific Ocean, Waikiki and Mountain views are enough to delight during the day but just wait until sunset for spectacular! Plus the rooftop pool & sundeck are ready and waiting for you as our...
Chic Condo steps from White Sandy Beach Fast Wi-Fi
Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s...
Sugar Beach Resort Condo w/ Shared Grill, Ocean View-Beaches and Beyond
Sugar Beach Resort 213Our 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...
AC l Resort Amenities l Spacious & Comfortable l vrKVR
Spacious Kona Coast Condo | Golf Views, Resort Amenities & Lanai LivingDiscover the perfect Hawaiian escape in this beautifully appointed 1-bedroom, 1-bath condo offering over 1,100 sq. ft. of coastal-inspired living. Set alongside the Kona Country Club Golf Course,...
Hale Kamaole 173 Ground floor condo, easy access to best beach on Maui!
Nice one bedroom, one bath condo with ocean view as well as a full view of the West Maui Mountains from the lanai.Comfortable furniture. Queen bed in bedroom with queen hide- a- bed in living room. Very nice upgraded kitchen as well as upgraded bath with custom tiled...
Surfer's Dream Condo w/ Full Kitchen - Free Wifi, Sleeps 4
Legally permitted rental - 2551 Cartwright Rd. #301** For your health and safety, we utilize additional Sterilization procedures between reservations.This 1 bedroom cabana style surfer's retreat with full kitchen is perfect for couples.With a Queen bed in the bedroom...
Kailua Bay Resort#4-306: Top Floor Corner 2 bedroom condo with Ocean Views
Located in the heart of downtown Kailua Kona, this top floor (third floor), 2-bedroom, 2-bathroom end corner unit condo features ocean & mountain views, open beam ceilings, extra windows for abundant light & breezes and a large lanai for anytime relaxing. This Stunning...
Spacious Hawaiian home 50 steps from Sugar Beach!
This permitted private home (STKM2020/003, TA-145-334-3744) is unique to the vacation rental market! The home is a short 50 steps to a stretch of the famous Sugar Beach. It's a spacious and updated three bedroom, two bathroom, that comfortably sleeps a total of SIX...