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.
High floor with AC and Tropical Ko'olau Mountain views! Washlet!
Waikiki Sunset #3209 – 229 Paoakalani Ave.You'll treasure the fabulous mountain views by day and sparkling city lights at night from this 32nd floor, one-bedroom condo (546 sq.ft. plus access to lanai from bedroom with table and chairs) with central AC and natural stone...
True Oceanfront One Bedroom Condo with Amazing View and Great Location
True Oceanfront 1 Bedroom Condo with Amazing View and Great LocationKailua-Kona area on the Big Island of Hawaii: 1 bedroom with comfortable king-size bed, one bathroom with a tub, sleeps two people.TV in the living room and the bedroom, Free Wi-Fi, clean, quiet, and...
Lovely oceanfront oasis with pool, grills & patio
Mahina Surf 128Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Mahina Surf 128 is more than ready to be your home away from home, so pack up your bags and make your way to the...
Golf getaway near the beach with patio, pools & fitness facility
Waikoloa Colony Villas 1703Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'There is nothing like relaxing with the salty breeze and warm island sun here in Hawaii, so get away from...
Kalani Kai#109 1st Floor, Remodeled Unit in Heart of Kona Town! Best location
Wonderful Kalani Kai condo that's located in the heart of Kailua-Kona. Walking Distance to Everywhere in Town! Tiled throughout, No carpet! You'll appreciate a remodeled fully equipped kitchen with granite countertops, good quality cabinets, Dishwasher, Stove, Fridge,...
Makani Sands #206 1brmBeachfront condo with balcony on the ocean
Welcome to Makani Sands Unit #206. This beautiful one-bedroom condominium surrounds you with traditional Hawaiian feel and décor in your own beachfront home by the sea! To make your vacation in Paradise effortless, there is a High Definition TV, DVD, CD player, and...
Ocean Front Studio Condo - Ground Floor, Walk Out Of The Unit And Onto The Beach
A well appointed studio apartment with a queen size bed and a queen size pull out couch. Walk out onto the lanai and you are just 30 steps to the beach and warm Maui water. Cook your meals in the fully equipped kitchen and relax and dine as you take in the view of the...
Direct Oceanview Quiet and Relaxing, new A/C, free WIFI
Our fully air conditioned condo unit 607 is beautifully appointed with island decor throughout. From the moment you step in the door you will be greeted by a breathtaking view of the ocean and gardens and Molokai Island to the right. As you proceed to our lanai with...
Kapaa Shore Resort A202, Oceanfront near beaches, shops, restaurants, biking
Welcome to Kapaa Shore Resort A202. Nestled on Kauai’s picturesque “Coconut Coast,” Kapaa Shore Resort A202 is a charming oceanfront condo on the second floor, right in the heart of Kapaa Town. Recommended in Frommer's Kauai Guidebook, our resort offers the perfect...
Nani Kai Hale 409 Maui Beachfront with Split AC in Bedroom and Living Room
With breathtaking ocean views from the 4th floor, this beautifully remodeled unit offers full beachfront access. The master bedroom features a California king bed with a en suite tiled walk-in shower. There own access to bathroom #2 from living room also with a tub...
Garden View Maui Vista Unit 2112 - Conveniently located in South Kihei!
Discounted 2025 Introductory Rates - Book Now!!Escape to Paradise at Maui Vista Resort Unit 2112! Discover the ideal tropical retreat at Maui Vista Resort, perfectly situated in Kihei, directly across from the pristine Charley Young Beach. This one-bedroom, one-bathroom...
Your Refreshing Escape by the Ocean! Marvelous Views - Royal Mauian 209
Royal Mauian #209 – Oceanfront One-Bedroom RetreatRoyal Mauian #209 is a beautifully remodeled one-bedroom, one-bathroom condo offering direct oceanfront views and the comforts of modern living. Perfect for couples or small families, this inviting retreat features...
Kamaole Beach Condo SALE 175 May 9-14, 22-27 SUMMER 180
Just 200 yards, 3 min. walk to Kamaole Beach! This gorgeous condo is fully-stocked and has been completely remodeled for comfort and luxury. Features new Split Unit A/C in bedroom and living room. Large Gourmet Kitchen, Bedroom with Bamboo King bed & memory foam topper....
🏖️Oceanfront | Free Concierge | WIFI | Top Floor | vrKCV🏖️
vrKCV - Sea Village 3306, Professionally Managed by Kona Coast VacationsWelcome to your oceanfront retreat, where you'll be captivated by stunning views of the ocean and the beautifully maintained common area. This third-floor condo offers a perfect blend of tropical...
Ocean-view top-floor condo with pool, hot tub, AC - easy walk to beaches
Maui Kamaole A215Our 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...
2 bedroom/2.5 bath Absolutely Beautiful Expansive Views of the Ocean!
This split-level condo is located on the 3rd floor with great air flow. Tastefully decorated and meticulously cared for. It’s fully equipped with washer and dryer for your convenience. The master bedroom has a king bed and a full bathroom with spectacular view of the...
This Blue Sky Escapes Studio Beachside condo/Walkout to Hot tub, Pool and BBQs
My studio condo is located in the perfect location on the ground level walk out from the patio directly to the pool and BBQs for poolside dinning and right across the street to a beautiful white sand swimming beach Kamaole Beach II. It is one of the only studio units in...
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...
Bright, Beautiful, Remodeled Island Sands 505 Condo
Hawaii Tax ID: TA210-586-8288-01TMK: 380140150061 Completely renovated beautiful oceanfront condo overlooking Maalaea Bay.From your private lanai, enjoy the spectacular ocean views with Kahoolawe and Molokini in the backdrop. Or relax by the oceanfront pool and bbq...
Wailea Beach Villas M311 Seaview Sanctuary Luxury Oceanview Condo
Features of our 2300 sq oceanview condo include: Two full master suites Second bedroom can have two twins or king sized bedA den that closes off completely to sleep up two additional guests (either twin or king sized bed)Private ElevatorWaterworks Bathrooms with large...
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 February 6th, 2025, to start taking bookings on March 8th, 2025!Boasting a spacious one-bedroom ground-floor floor plan, Konea 136...
🏖️Great Ocean & Golf Views | 2 Bdrm plus Loft | vrKCV
vrKCV - Country Club Villas 324, Professionally Managed by Kona Coast VacationsWelcome to Robert's Nest, a beautifully appointed ocean-view retreat perched above the 18th fairway and 10th hole of the Kona Country Club Golf Course. Ideal for families, couples, and small...
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...
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!
Close to sailing, scuba diving, and more, this smoke-free condo brings it all within reach. 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 make the most of...
🏝️🌺 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...
Beautifully Renovated Beachfront Molokai Condo
Endure the magic of Molokai. Unwind, reset + enjoy the rarest of a traveler's dreams: a relatively untouched tropical escape. Masses of coconut palms sway in the breeze, and not a single traffic signal is to be seen. Relish in the spectacular ocean and island views for...
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...
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) “Safe...
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
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Ocean Vista Condo with Fast WiFi, Full Kitchen, Patio, Shared Pool, & Tennis
Alii Kai Resort #5102Our 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 this exquisite, upgraded, oceanfront condo - a couple's island dream on the north shore of...
Kauai Kailani 217 Beautiful Air Conditioned 2 Bedroom Condo in Kapaa.
Summary:Beautiful Air Conditioned Condo with Lots of Charm and Character. 2 Swimming Pools Onsite!The Space: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...
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...
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,...
The Sandy Feet Retreat - Oceanfront top-floor corner unit on Kauai Coconut Coast
This gorgeous oceanfront, two bedroom, two bath condo at Lae Nani in Kapaa is the perfect place to relax and enjoy yourself with friends and family. Private, top floor corner unit (no one above you), featuring high ceilings, a fully equipped kitchen remodeled with...
#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 vaulted...
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...