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.
Fantastic ocean view - enjoy sunsets on the lanai
Hawaii Tax ID: TA-091-878-1952-01TMK: 390080030029This third floor Hale Kai O'Kihei 309 unit is located in the middle of the building and looks directly over the ocean in both directions. You will enjoy postcard perfect sunsets and ocean views from your lanai and enjoy...
BEACH LOVERS' PARADISE*spacious & bright*2/2 condo
This lovely 745 square foot, 2 bedroom 2 bath unit and Living Room Queen Sofa Sleeper is located in the B building at the top of the property, convenient to parking, which makes the condo quiet and away from the hustle and bustle. It is just a short walk from amazing...
Ocean views from every room @ this 2 bedroom condo
Welcome to Hololani A404. Ocean views from every single room on this 4th floor corner unit. This 2 bedroom, 2 bathroom unit features ocean & Molokai island views. This unit can accommodate 6 people with the living room's queen sofa sleeper. Enjoy sunsets & whale...
Maui Resort Rentals: Honua Kai Konea 136 – Ground Floor 1BR w/ Lawn Area + Easy Pools/Beach Access
Maui Resort Rentals is proud to present this exceptional 1BR ground floor garden residence at the Honua Kai Resort—newly launched on 2/6/2025 to start taking bookings on March 8th, 2025!Boasting a spacious one-bedroom ground-floor floor plan, Konea 136 offers a serene...
🏖️Great Ocean & Golf Views | 2 Bdrm plus Loft | vrKCV
vrKCV - Country Club Villas 324, Professionally Managed by Kona Coast VacationsRobert's Nest is a stunning ocean view condo located in the Country Club Villas overlooking the 18th fairway and 10th hole of the Kona Country Club golf course. This spacious third-floor unit...
Kalanikai 303 - 2 blocks from the Kailua Pier
Welcome to Kalanikai 303. This beautifully upgraded unit offers a perfect blend of comfort and style, making it an ideal retreat for couples or solo travelers seeking a relaxing getaway. With one cozy bedroom featuring a queen bed and a convenient sleep sofa, Kalanikai...
Oceanfront studio with patio, terrific views, full kitchen & outdoor pool
Kapa'a Sands 08Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This charming studio is on one of the highly desired ground-floor, beachfront retreats at Kapa’a Sands. Sit on your...
105-1 Puamana Spacious Townhome Near Ocean.
Unit 105-1 is a charming 3-bedroom townhome, perfect for families or couples traveling together. This inviting retreat offers partial ocean views and access to the ocean and surf within Puamana, a gated 30-acre oceanfront community known for its relaxed island lifestyle...
Watch Sea Turtles from this Ocean Front Lanai. Affordable in Paradise!
A short distance from sailing, scuba diving, and more, this smoke-free condo lets you experience it all. Honokowai Beach Park is just steps away and Keka'a Beach is within an easy 6-minute walk, so leave your car at the property, which offers onsite parking. You can...
🏝️🌺 Spectacular Ocean Sunset 🌅 Island Views. 🏖️
BEST Of ISLAND 250 Degree View. You are so close to the beautiful turquoise ocean you can toss a coin into it! The first thing thing you see in this NON SMOKING CONDO & RESORT, 2 BDRM/2BATH, is the expansive ocean views and the Islands of Lanai and Molokai. You can also...
Hale Kamaole 327 Ocean Views- 2 Bedroom, 2 Bathroom
Welcome to South Maui, home of consistent sunny weather! 327 Hale Kamaole (Kamaole Ocean Views) welcomes you to a beach community where you can enjoy the ocean view and spacious accommodations. Hale Kamaole boasts more than 7 acres of beautifully maintained grounds...
Oceanfront Sea Village #3212 retreat with stunning views and open living spaces
Turn moments into memories in this incredible oceanfront Sea Village #3212 property. This two-bedroom, two-bathroom has all one is looking for. Enjoy the open layout of the living area and stunning ocean views from the kitchen to the lanai.Upon entry, you can't help but...
KKSR#3204 DIRECT OCEANFRONT, 2ND FLOOR CORNER, SPECTACULAR VIEWS! NEW REMODEL
JAWDROPPING REMODEL COMPLETED IN SEPTEMBER 2023! Top to bottom fully redone, truly amazing. You'll notice incredible changes with high end finishes throughout the space. The Design of the interior's attention to detail is second to none. You won't find a more unique &...
SV4205 2 bedroom, DIRECT OCEANFRONT, Wifi, BREATHTAKING VIEW.
This amazing 2 bedroom direct oceanfront condo is the PERFECT spot for your Vacation. Direct oceanfront views, excellent complex, close to town. Sea Village Resort reflects the tranquil beauty of the Big Island. The resort is centrally located located 1 mile from...
Manualoha at Poipu Kai #1006 By Parrish Kauai - walk to Poipu Beach!
Across the street from Brennecke’s and Poipu Beach, perfect for swimming, snorkeling, surfing and beach parties, the Manualoha resort offers one of Kauai’s best locations.PARRISH PROFESSIONAL CLEAN – Built Upon the Vacation Rental Management Association (VRMA)...
Spectacular Oceanfront! 20' from the Sea
Hale Kai means 'Home by the Sea' and sits only 20' from the ocean. Step outside this home onto your own private white sand under the shade of your palm tree garden. Hale Kai sits 32' above the water on a pali and within a few minutes of the house, one can snorkel, swim,...
Walk to white sandy beaches - Palms 501
This beautiful, tropical two-bedroom/two-bath condo is just a short 5-minute walk from the world-famous Keawakapu Beach!! Enjoy dreamy sunset strolls along the golden sands or start your day with a peaceful jog through paths lined with lush tropical flowers. Dive into...
Updated condo with on-site pool, hot tub, BBQs, & private lanai
Kona Bali Kai #174Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Walk right across the street to the beach from this stylish, updated condo at Kona Bali Kai. Complete with a private...
Hale Hauoli | Ko Olina | Villa w/ Beach & Pool!
Summary:Welcome to Hale Hauoli in Ko Olina! Immerse yourself in this coastal getaway, where colorful landscaping and shimmering lagoon pools await. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Whether you're unwinding in the steamy...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | Studio Condo, Studio! HKH-323
Spacious 3rd-floor studio at Hokulani with ocean views, a full kitchen, and private lanai. Enjoy al fresco dining and resort amenities. Perfect for small groups or families.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date...
Kauai Kailani 217 Beautiful Air Conditioned 2 Bedroom Condo in Kapaa.
This beautiful air-conditioned home is well maintained and in "like new" condition. You will love being this close to the beach, and relaxing in comfort when not on the go. The kitchen contains all the amenities if you decide to skip Kauai's local cuisine and cook at...
Seaview Studio at Islander on the Beach: Ocean Views, Tropical Vibes, and Relaxing Lanai Escape!
Seaview – Ocean View Escape at Islander on the Beach 201Welcome to Seaview, your peaceful ocean view studio at Islander on the Beach. Located on the top floor of the Hawaii Building, this bright, tropical retreat offers lush garden surroundings, stunning ocean views,...
Tranquil tropical retreat with pool, hot tub, and golf nearby
Maui Eldorado Resort E205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel your worries melt away with the ocean breeze as you relax in style at this Lahaina home. Featuring...
New Listing: Tropical 1BR Retreat in Waikomo Stream Villas, Poipu
Welcome to Waikomo Stream Villas unit 100, your tropical gem in the heart of Poipu! Nestled in lush greenery and surrounded by vibrant flora, our one-bedroom condo is the perfect escape for those seeking tranquility and natural Hawaiian beauty.Why you will love this...
Turtle panorama from your water edge lanai! Condo #219
Unit 219 is a West facing second floor unit with a high ceiling and a Mezzanine. The lanai is nearly over the water, offering unparalleled views of the spectacular sunsets and rainbows, as well as all the Cove and ocean activity. Wave to your friends as they snorkel in...
Beautiful Ocean View Studio in Waikiki, Free Parking, W&D, Special Rates
Newly remodeled 38th floor Studio in Waikiki with Panoramic diamond head and ocean view, new furniture and appliances. This condo has full kitchen, air conditioner, WiFi, cable TV, full size washer/dryer, and free parking. Walking distance to Waikiki, beaches,...
#156 Kaanapali Beach Paradise Condo
The Whaler! The Whaler overlooks Center Courtyard in Tower II, including a fantastic, panoramic view of the ocean- voted one of the top 10 beaches in the world by Travel Channel, Blackrock Reef, and Islands of Molokai and Lanai. Located across the street from the two...
Kona Mansions#302 Top Floor,Corner Unit,Modern & AC, Located in Heart of Town
Knutson & Associates proudly welcomes you to this gorgeous condo: Kona Mansions#302, Contemporary & Modern AestheticThis gorgeous top floor corner, 1 bedroom, 1 bath unit has incredible features. Right when you walk in, it's got the WOW effect!Being completely...
Save 15% Now Thru 1/31/25! Napili Bay 104 Direct Oceanfront Studio on Napili Bay
Escape to Napili Bay 104, a breathtaking oceanfront studio that redefines your idea of paradise. Nestled directly on the pristine Napili Bay Beach, this stunning retreat effortlessly blends modern luxury with coastal charm, making it the ultimate haven for your Maui...
Oceanview 5th Floor Retreat Steps from the Beach,
If you're looking for a condo on Maui, look no further. Quiet 5th floor unit in the C Building with views of the ocean, Mt. Haleakala, and the garden from the lanai. Walk across the street to Kamaole Beach Park II for excellent swimming, snorkeling with occasional sea...
Island Luxury at Wailea Elua #302: Expansive Ocean Views and Gorgeous Interior
Wailea Elua #302 – Top-Floor Ocean View Elegance with Artistic Hawaiian TouchesWelcome to Wailea Elua #302, a stunning 1-bedroom, 2-bathroom top-floor end unit located at one of the highest vantage points in the community. This beautifully updated condo features...
Ocean Views, Beach Access, and a Cozy Hawaiian Retreat: Ma'alaea Banyan 416
Maalaea Banyans 416 offers stunning ocean views and is a real charmer, making for the perfect Hawaiian retreat. You can enjoy your morning coffee while watching a whale breach, especially during the season, or turtles almost nightly right from your private...
Wonderful 🌺 Oceanfront 🐳 Newly Renovated Condo! - Casa de Emdeko 138 👣
Absolute oceanfront, Casa de Emdeko # 138 2 bedroom/2 bath condo. Enjoy year-round sunsets from the lanai. Dolphins play in the surf and whales are in view when in season. Inside you will find a remodeled granite kitchen with easy pass-thru to the oceanfront dinning...
Keaau Home - 34 Mi to Volcanoes NP, Near Hilo
Call Keaau home while you vacation at this charming 3-bedroom, 2.5-bathroom house! This vacation rental features all of the comforts of home, including a fully equipped kitchen, a full laundry room, and free WiFi. Even better, tropical beaches, the town of Hilo, and...
Sugar Beach 217 Front Row Ocean Views in Beautifully Upgraded Beachfront Condo Home
Book with us and come to Maui to explore everything we have to offer!Beautiful views in a beautiful unit. You will love the remodeled kitchen and bath. Upgraded granite kitchen and cabinetry. Take time to relax with your morning coffee as the whales swim by. Amazing...
Enjoy stunning ocean and mountain views from this lovely end-unit condo.
Enjoy stunning ocean and mountain views from this lovely end-unit condo. Especially dramatic is the view down the beach all the way to Spouting Horn. Enjoy the colorful skies of sunset and balmy breezes from your private lanai. Near a variety of activities, shops and...
Poipu Shores 106A .. Overlook the shimmering Ocean with A/C & heated pool
Poipu Shores 106A is a lovely condo overlooking the shimmering ocean. Relax on your lanai and watch the sunset into the Pacific Ocean as you listen to the waves crashing outside or watch for seasonal whales from your expansive oceanfront view. This is a great way to...
Ma'alaea Surf Unit D10 1BR Townhouse Beachfront Condo, Wifi, AC, Kitchen
Ma'alaea Surf, Unit D10 is a townhouse unit on the second floor which offers our guest total privacy and is located directly on the beach. This town house unit has the bedroom and a bathroom in the upstairs loft; there is also a bathroom on the main floor. This unit is...
Oceanview Condo w/AC, Lanai & Shared Oceanfront Pool - Casa De Emdeko 235
Casa De Emdeko 235 is a one-bedroom, one-bathroom non-smoking condominium within walking distance of downtown Kailua-Kona. This non-smoking oceanfront property features complimentary Wifi and is conveniently situated on Ali'i Drive, with miles of coastline views. Casa...
Oceanfront oasis with beach access, pool, & balcony
Kauhale Makai 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself living the best life next to warm water and white sand here in Kihei when you make Kauhale Makai 212...
BEAUTIFUL Ocean Views! A/C, Wi-Fi, Washlet, Pool, one Parking!
Waikiki Sunset #2904 – 229 Paoakalani Ave.Fabulous views of the Pacific Ocean, Diamond Head and Kapiolani Park from this 29th floor, one-bedroom condo (564 sqft plus lanai with table and chairs) with central AC. 4-person max.Just a 10-minute walk to the best swimming...
Fabulous OCEANFRONT, ground floor condo! Kaleialoha 106
VIEW, VIEW, VIEW! Wake up to the sound of the waves and enjoy panoramic oceanfront views from this upgraded ground floor 1-bedroom, 1-bathroom condo at Kaleialoha, ideally located between Kaanapali and Kapalua. This peaceful retreat offers direct access to the water,...
Fantastic Home in Oceanfront Complex w/Shared Pool & Free WiFi - Snowbirds Okay
Mahina Surf 219Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Situated in an oceanfront complex close to Kapalua Airport and lots of outdoor activities, this second-floor,...
3BR for the Price of 2. Golf Course View & Golf Cart too!
Gated resort community with 4 white-sand ocean lagoons, Ted Robinson golf course, spa, hotels, restaurants, marina. Ko'Olina is a quiet community, with pool/hot-tub/BBQ at the rec center. This condominium has beautiful Coconut hardwood floors throughout and is fully air...
Beautifully appointed 3 bedrooms and 3 full bathrooms with lots of space!
Book with us and come to Maui to explore everything we have to offer!Large 3 bedroom unit with 3 full bathrooms! Perfect for a large family or a group getaway!A rare double level 3 bedroom/3 bath unit at the Kamaole Sands Resort. Enjoy the Air Conditioner in all three...
Absolutely Oceanfront - Corner Unit - Amazing Views
Absolutely Oceanfront High Floor Corner Unit - Views from every room- Deluxe Corner High Floor Apartment- Direct ront Views of Moloki and Lanai Islands - Not from the side of a building or overlooking other units- Additional Side Window - Plus Bedroom and Bathroom View...
DISCOUNTED RATES! 305 Beautiful oceanfront 2 bed, 2 bath 3rd floor
This 2 bedroom/ 2 bath townhouse has everything you need for that once in a lifetime vacation to remember. Our small, quiet complex is located just north of Kaanapali and minutes to Lahaina Towne.We are very close to shopping, restaurants and all beach activities. Take...
Amazing Front Row Luxury Ocean Views on the Beach - Kauhale Makai 234
Book with us and come to Maui to explore everything we have to offer!Simply amazing beach front suite with the most gorgeous direct ocean front views. Relax on your balcony with the cool ocean breezes while whales breach in the background. Listen to the waves roll in...
Ocean front condo 40 feet from the sea!
Enjoy the tropical ocean breezes, gorgeous sunsets and spinner dolphins from this absolute ocean front condo!! This remodeled unit has lots to offer guests for a Hawaiian getaway. Easy access situated on the lower level adjacent to the Magic Sands Beach. Unit is tiled,...
Beachfront Studio located on the 5th floor overlooking Makaha Beach
Beautifully remodeled studio unit that sleeps 2 people. Full kitchen with granite counter tops. Full bathroom with tub/shower. Queen size Murphy wall bed for convenience, Rattan couch, 40' screen TV, DVD, and FREE WIFI. All linens, towels, beach towels, dishes, pots and...