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.
Oceanfront condo with balcony, W/D, wet bar, & pool access - gorgeous views
Lanikai #133Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your escape for the Garden Island at this gorgeous, beachfront condo, boasting sweeping ocean views from the balcony....
Spacious corner oceanfront 6thFL island getaway in Kahana!
Discover your tropical paradise in this stunning 1 bed/1 bath Hawaiian-themed condo! Slip into bliss on the luxurious California King bed, promising you the sleep of your dreams. Enjoy movie nights on the wall-mounted TV or step out onto your private lanai, where...
Monthly Discovery Bay 2611 2 bedroom Ocean/Sunset/Marina - 2 Queen Beds
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Sweeping Ocean Views from High Rise,...
1 Bedroom Condo :: Oceanfront Resort Kapaa Shore
Green and peaceful Kauai is beauty personified, and this resort is an ideal base for exploring Hawaii’s oldest and northernmost island. And Kapaa is ideal for finding souvenirs handcrafted from local materials to bring back to your relaxing accommodations.This...
Maui Resort Rentals: Honua Kai - Premier 7th Floor Penthouse, 4BR w/ Stunning Ocean and Black Rock Views!
This luxurious penthouse offering combines two of the finest residences at Honua Kai to create a four-bedroom pairing perfect for any large group or family. Konea 749 showcases stunning views of the Pacific Ocean, well above the tropical foliage of the Konea Tower...
Pahoa Home w/ Fenced-In Yard: Near Hilo & Parks
Washer & Dryer | 18 Mi to University of Hawaii at Hilo | 26 Mi to Hawaii Volcanoes National ParkBoasting a well-equipped kitchen, a lanai, and a furnished office, this 3-bedroom, 2-bath vacation rental has everything you need for your next extended stay in Pahoa. This...
Japanese Style Pool House - 1 block from the ocean
Aloha!Welcome to your haven of amenities and tranquility. Our unique home offers an unforgettable experience that will exceed your expectations. Whether you seek a romantic retreat, a family adventure, or a rejuvenating escape from reality, our property is sure to...
Ocean Views from Two Balcony Queen Suite / 1/2 Block to Waikiki Beach,
Legally permitted rental - 134 Kapahulu Ave #412** For your health and safety, we utilize additional Sterilization procedures between reservations.Simple, Charming and affordable - Sleeps 2Only 1/2 block from Waikiki Beach, and with one of the largest floor plans in the...
Garden view just steps from Maui's Sugar Beach
No Resort or Parking Fees!Hono Kai C12 is a bright 1-bedroom, 1-bathroom condo offering tropical views from the 3rd floor and traditional Hawaiian decor throughout. There are no elevators at this property. Unit C12 can accommodate up to 4 guests. The master bedroom...
Aston Kaanapali Shores #744: 1 Br Ocean View at Beach Front Resort
This condo in Kaanapali Maui is perfect for a small family or couple seeking comfort and convenience as this condo is located right next to the elevator, in a central location on the property. Watch the sun rise and set on the horizon from your large lanai with a...
Block to Beach! Waikiki Banyan Ocean View Condo with Free parking
Waikiki Banyan Tower 1 Suite 2310Deluxe Waikiki Condo Pool View FREE Parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. This 23st...
Refined Oceanfront Vistas
Summary:Spaciest & completely renovated oceanfront 1 bedroom, 1 bathroom top floor penthouse condo. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive...
Maui Vista 1322: 1 Br Garden View w/Remodeled Kitchen & Bathroom Sleeps 4
Remodeled kitchen, and bathroom plus new flooring. This one-bedroom, one-bathroom, garden-view condo offers the simplicity of home in a tropical paradise. The master bedroom has a queen bed and the living room has a sofa bed, allowing this unit to accommodate up to four...
Wailea Ekolu 106 | Serene Views + Access to Pool!
Start your morning with an open-air breakfast on the sheltered lanai, overlooking palm trees and the vibrant Pacific Ocean. Conclude your night stretched out on a spacious king-size bed, serenaded to sleep by the rhythmic sound of the waves. Throughout the day, take...
4th floor Marine Surf Studio with 2 queen beds
Perfect Waikiki getaway with a free assigned parking spot! This is the closest condo to the pool which makes it super convenient to start your day off in the pool, end your day in the pool, or even spend all day at the pool! Once you venture off property you are...
Ground Floor Condo with Shared Pool & Hot Tub, & WiFi- Great Location
Maui Kaanapali Villas 191Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'It’s all about the vintage Hawaiiana in this sweet, ground-floor condo in Kaanapali! You’ve got plenty of...
Aloha Condos, Hanalei Bay Resort, Condo 6303-04, Ocean View, AC
Fantastic views of Hanalei Bay, Bali Hai, and the surrounding mountains and ocean help make this top floor, 2 bedroom plus loft condo perfect for enjoying the beauty of Kauai. The 2 bedrooms each have King beds and the loft provides 2 Queen beds each with their own TV....
Studio w/2 Queen beds in Waikiki, Pool & 3 mins walk to Waikiki Beach. Sleeps 4
Our newly remodeled Studio Suite at The Bamboo Hotel has 2 comfortable new queen beds, HD Smart TV, kitchenette and dining area. Plus Free WiFi, that extends also to the pool and pool deck area.There's a snack & drinks bar at the pool along with a decent sized Spa hot...
”Old Hawaii" Great Location at Waikiki (H7)
"Old Hawaii" Great Location in Waikiki (H7) Feel the Old Hawaii theme vacation rental room! Our renovator has just changed the room into the classic Hawaiian room.You may enjoy the vacation, but at the same time, enjoy staying inside the room!It doesn't take long to...
Condo at oceanfront resort with lanai, pool, grill & sundeck - walk to beach
Kona Shores 230Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'In this beautiful spot at the oceanfront Kona Shores, you'll be minutes from Honl's Beach and the very heart of...
White Sands Village 2/2, Oceanfront complex- Pool
Beachfront Bliss at White Sands 202 - 2BR | 2BA | Patio| Steps to the Beach | Pool and BBQWelcome to White Sands 202, a beautifully designed 2-bedroom, 2-bathroom condo offering patio, amenities, and the perfect blend of comfort and convenience. Whether you're looking...
Hale Kamaole Condo w/ Shared Grill, Shared Outdoor Pool, Private Washer/Dryer
Hale Kamaole 151Our 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...
Makena Surf | E102 | Beachfront Resort
Makena Surf E102 is a prime oceanfront vacation condo that offers a perfect blend of luxury and natural beauty. This 1,510 square foot residence is centrally located within the resort, just a short stroll from the golden sands of Po'olenalena Beach. The condo features a...
Oceanfront resort condo with amazing view, pool, hot tub - walk to Poipu beaches
Makahuena #2-305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch the sea breeze rustle the palms and the sunlight dance across the ocean at this stunningly situated condo within...
Ilikai Marina 1BR Condo: Ocean View Haven
Welcome to the family-friendly Ilikai Marina Hotel. This 17th-floor unit faces west, offering beautiful views of the ocean and harbors from both your bedroom and living room.Situated just a few steps away from the inviting sands and crystal-clear waters of the world's...
Kuhio Village 1009 KING BED Modern/Waikiki Beach
Over-sized upgraded studio with 2 balconies, facing mountains! Ceramic tile flooring with luminous lighting throughout the dwelling. This unit sleeps up to 3 with the King bed and Single day bed. Kitchenette includes granite counter tops and of course kitchen equipment...
Maui Vista 2404 Beautiful 2 bedroom unit with Ocean Views
Book with us and come to Maui to explore everything we have to offer!Relax while enjoying your luxurious ocean views! This wonderful lofted unit feels more like a home than a condo home. The bedroom features a California king bed, window AC, and a TV. The loft includes...
Waterfront Ilikai Marina! Breathtaking Ocean And Boat Harbor Views!
Just installed new flooring and painted the whole unit!Great property with amazing 180 degrees ocean view! Enjoy couple minute walk to the beach. Restaurants, bars, all the attractions are just within few minutes walk! Next to the bus line. Located next to the famous...
Soak in Dazzling Pacific/Sunset Views, Penthouse w/Lanai – Waikīkī Shore #PH10
Your home-away awaits! This deluxe two-bedroom one and half-bathroom ocean view penthouse has an open and airy feel, perfect for families or friends who want to enjoy the Pacific views and beach activities steps away. The suite is furnished with charming island-style...
Tropical ambiance in Maalaea with ocean views
Welcome to Kanai A Nalu 310, a 2-bedroom, 2-bathroom condo on the third floor, offering pool/ocean views and a state-of-the-art split A/C system in both the living area and the master bedroom. There are elevators at this property for easy access. This beautiful...
Snorkel, surf & swim condo with lagoon pool, hot tub & easy beach access
Maui Kamaole D206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Molokai Shores A110
Molokai Shores A110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo is perfect for a large family as it offers two spacious bedrooms. There is a full-size and well-equipped...
Affordable, OCEANFRONT 1 bed/1bath condo at Kaanapali Shores - Unit 422
Discover the perfect Maui vacation value at this fully furnished 1-bedroom, 1-bathroom condo at the popular Kaanapali Shores Resort — a true oceanfront gem on one of Maui’s most desirable beaches. This unit offers the space, amenities, and location of a premium...
Chic Downtown Getaway: 1-Bedroom, AC/Pool/Parking
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Gorgeous condo with water view, pool, private lanai & full kitchen
Waiakea Villas 2-207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise with this condo that overlooks the pool and glittering koi stream. Conveniently located on the...
Spectacular Views at Wailea Elua 2010: Tranquil Oasis on Lush Oceanfront Grounds
Wailea Elua #2010 – Elevated Island Comfort with Panoramic ViewsEnjoy the perfect blend of comfort and convenience at Wailea Elua #2010, a beautifully maintained 2-bedroom, 2-bathroom partial ocean view condo. Located on the second floor, this spacious unit offers...
Maui Sunset A-106: Ground Floor 1 Br 2 Ba Condo at Ocean Front Resort
Please be advised of resort improvement projects:Pool Closed for repairs October 2 - 6 2023Lawn Dethatch June 24 - 28 2024Pool Closed for repairs Sept 9 - 13 2024Ground floor unit! Walk out onto the beautifully maintained lawn and enjoy a short stroll to all that this...
Molokai Shores A304
Molokai Shores A304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Molokai Shores 304 is a lovely condo boasting breathtaking whitewater views with Lanai and Maui in the backdrop....
Newly renovated ocean View Two Bedroom, Two Bath Condo, Center of Kailua Kona
Come and enjoy this newly renovated 2 bedrooms 2 baths Ocean view Condo! The perfect upstairs unit to call home at Alii Lani! Spacious vaulted ceilings and a cozy lanai that across the green belt to the blue pacific. Inside this beautifully presented condo is a newly...
Lovely condo w/free WiFi/shared pool & hot tub - near beaches/shopping/dining
Kona Bali Kai #142Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With queen-size and sofa beds, cable TV and WiFi, and enough elbow room for up to four guests, this attractive Kona...
Molokai Shores 334
Say “aloha” to privacy, space, and comfort at the ocean’s edge in this 758 sq. ft. haven of tropical décor. Spanning the living area and master bedroom, a lanai is perfect for sunset dining on fare prepped in a full kitchen. Perks include a cable TV and ceiling...
Ocean View Condo w/ Lanai, WiFi, Shared Pool/Grills - Steps to Kepuhi Beach
Kepuhi Beach Resort #1153Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly remodeled, this ground-floor condo at Kepuhi Beach Resort offers beautiful views of the resort grounds,...
Perfect Island Escape w/ Mountain and Ocean Views!
Relax in comfort and soak in sweeping ocean views at Pali Ke Kua, your perfect North Shore escape. This oceanfront condo is located in the heart of Princeville, just minutes from world-class beaches, lush mountain trails, top-rated golf, and the iconic beauty of...
Magic Steps away and the Ocean Sings a Lullaby In Front of Your Studio
THE CLOSEST OCEAN FRONT SUITE to MAGIC SANDS BEACH! This special space is a Magical Tiki Ocean Front Paradise, and you can't get any closer than this Big Island Getaway. Watch the Tangs roll in the waves and see the boogie boarders and surfers at the beach. You can even...
Sea Village #4210 | Ocean Front Lanai!
Summary:Awesome location with a private lanai situated right over the ocean! This very well kept 1 bedroom 1 bath unit boasts comfort in paradise, with all the amenities of home. PLEASE BE AWARE THERE IS NO AC IN THE UNIT. Maximum occupancy strictly enforced in...
Come enjoy an Ocean Front condo at Kahana Outrigger 3 bd rm in West Maui Hawaii
This 3 bedroom, 2 bath, 2 story loft style (closed off with windows) unit has its master bedroom and newly remodeled bathroom in the loft with rain shower head in a walk in tiled shower overlooking the living room. Entry, kitchen and dining area all newly porcelain...
Beachside Condo in South Kihei - Ocean Proximity & Relaxation Without the Crowds
Maui Parkshore 110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Maui with this beachside condo in South Kihei. Perfect for a small family or two couples,...
Sunny Hawaiian Monarch Studio | Ocean View | Pool
Take in ocean views from this beautifully renovated studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more....
8th Floor Studio Beauty at the Palms with AC, WiFi - Sleeps 4
Consider this studio your home away from home while you visit Honolulu. This enchanting property offers a tranquil escape for guests. The cozy bedroom features 2 comfortable queen beds, ensuring a restful night's sleep. You'll find all the essentials you need, including...
Elite Condo with Spectacular VIEWS ❤️
Newly Remodeled condo with all new furniture and decorating! This condo is situated in one of the most beautiful Vallys in the world, Makaha Valley. Also gorgeous and world famous Makaha beach is only 1 mile down the road. This gorgeous newly remodeled condo has...