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.
Princeville Luxury Ocean Resort Villas - 2 Bedrooms 2 Bathrooms, Sleeps 8 people
Experience unparalleled island luxury at The Westin Princeville Ocean Resort Villas, perched high above the sparkling Pacific on Kaua‘i’s breathtaking north shore. Enjoy a world-class Westin resort stay—often at 30–70% savings compared to booking directly.All villas are...
Ideal Mix of Comfort and Value! 4 Comfortable Units, Outdoor Pool, Oceanfront!
When it comes to comfort, convenience, and an aloha spirit - you found the right place to stay. Relax by the pool, indulge in our buffet dinner, and enjoy views out over Kahului Bay. All this is yours within 10 minutes of the airport, and you'll be close to many of the...
Kalia Suites, a Hilton Grand Vacations Club - 1 Bedroom Plus - 1DP
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol & Dettol, to...
4th Fl Ilikai | Pool | AC | Marina View
The SpaceStep outside and immerse yourself in the Waikīkī lifestyle—swim in turquoise waters just steps away, practice your swing at Ala Wai Golf Course, or lounge by the Ilikai’s pools. World-class shopping and dining along Kalākaua Avenue are just minutes away, making...
Beautiful Private Garden Apartment w/ AC
Beautifully appointed super clean executive suite! The perfect air-conditioned private garden apartment minutes from the best beaches on the Big Island. This is the perfect executive suite for working visitors who want to get out of the heat and do a little work,...
Kaanapali Alii Unit 2762 Bedrooms | 2 Bathrooms | Sleeps 4 | Mountain View________________________________________Welcome to Kaanapali Alii 276, a gorgeous two-bedroom mountain view condo in Maui’s exclusive Kaanapali Alii Resort. This lavish 1,807 sq. ft. residence...
Aqua Aloha Surf Waikiki 213 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 213 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 229 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Tropical Haven: 3BR Sanctuary Between Two Famous Beaches
-This Is A Fully Furnished Rental-Wifi Included-TV With Amazon Prime Video-Washer & Dryer -Free Parking On PremisesKeep it simple at this peaceful and centrally-located place. This modern home just minutes from the beach. This three bedroom home is nestled in one of the...
Stylish 23rd floor condo near Ritz Carlton Spacious Ocean and Mountain views
Escape to a newly renovated 23rd-floor Waikiki condo with stunning ocean, mountain & city views. This 1-bedroom, 1-bathroom oasis sleeps 4 comfortably (king bed + queen sofa bed). Features a dedicated workspace, full kitchen, free secured parking & A/C. Located across...
Mahana 311 Direct Oceanfront Spacious 2-bedroom condo sleeps 6.
Mahana 311 Enjoy Unbelievable Oceanfront Views and Watch Breathtaking Sunsets from as Close to the Ocean on Maui as it Gets Welcome to your Maui Retreat: This stunning 2-bedroom, 2-bathroom corner condo at The Mahana offers one of the most desirable locations in the...
Tranquil Tropical Getaway with Modern Comforts and Quiet Escape - with Pool!
Our villa offers sweeping Pacific Ocean views and island breezes from a private lanai. Enjoy bamboo linens, a gourmet kitchen, and access to the oceanfront club with lagoon pool and seaside dining. Steps from Waikoloa Beach Resort golf and minutes to Hapuna Beach,...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Huge Lanai | 2 Units, 4 Bedrooms | HK ML-1394
** 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...
Kanaloa at Kona Unit 1403 Partial Ocean Vw 2BD 2BA
Beautiful condominium on 2nd floor situated on 16 acres of a secluded oceanfront lava flow overlooking Keauhou Bay. Relax in tropical gardens and lush flower-filled landscapes. Kanaloa at Kona Unit 1403 Partial Ocean View 2 Bedroom 2 Bath•Kanaloa at Kona is located at...
Near Diamond Head State Monument | Room w/ Lanai
This listing is for a room within a hotel.✦ Your room is 383 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Glamorous 5BR Home near Waikiki
A Stunning Manoa home is Simply Like No Other, and is built with the Hawaiian feeling. This Home Is Located in the Famed Neighborhood Where Hawaii 5-0 was Filmed.This beautiful home is Conveniently Centrally Located. It is 10 Minutes from the Airport, Ala Moana, and the...
Here you can enjoy a Boutique B&B Inn nestled in the Hawaiian Volcanic Rainforest -followed down a paved road then a 2 min gravel road that is close to the National Reserve 🌲😎🌋 If you book The Volcano Room, you will have an en-suite private bathroom in your...
Kahana Reef 311 Remodeled BeachFront 1BD w Ocean Views
Kahana Reef 311 Spectacular Direct Ocean Front Views from this Remodeled West Maui CondoWelcome to Your Maui Retreat: Escape to oceanfront tranquility at Kahana Reef 311, where the beauty of Maui's coastline greets you the moment you step inside. Located on the 3rd...
Club Wyndham Bali Hai Villas 2 bedroom King suite
Located within the picturesque Princeville community on the island of Kauai, the Pahio neighborhood and the town of Hanalei offer an abundance of restaurants, beaches, galleries, boutiques and challenging golf courses all within a short drive. Enjoy one of the two pools...
Witness mesmerizing Sunsets!! Ocean View 2BR @ MVC Ko Olina Beach Club 2/1-2/8
Escape to Marriott's Ko Olina Beach Club, a serene oceanfront retreat nestled within the lush, gated Ko Olina Resort & Marina on Oʻahu's west coast. Just 30 minutes from Honolulu, this tropical haven offers the perfect blend of relaxation and adventure, making it an...
Oceanfront 2BR Villa at Westin Nanea – Maui Luxury by the Sea
Step into tropical elegance with this two-bedroom, two-bathroom oceanfront villa at Westin Nanea Ocean Villas, perched on 16 acres along Ka‘anapali’s North Beach. With approximately 1,260 sq ft of interior space, this villa comfortably accommodates up to six adults,...
Tropical Tree House-Style Loft Rental with Ocean Views in Haiku, Hawaii
This tropical tree house-style rental is located in Haiku, Hawaii, and can accommodate five guests. The accommodation boasts an open floor plan, and there are two beds within this space—a queen-size bed and a double bed—both of which are covered by mosquito netting. The...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, 6th Floor Deluxe Ocean Views
This fantastic three-bedroom retreat delivers stunning 6th-floor ocean views and majestic vistas of the West Maui Mountains. This pairing combines one of our best two-bedroom deluxe oceanview corner suites, Konea 613, with a neighboring one-bedroom suite, Konea 614, to...
Waikiki Shore Ocean View Studio
Enjoy stunning ocean views from this studio condo, located in the only condominium building on Waikiki Beach. Perfect for couples or solo travelers, this cozy retreat offers everything you need for a relaxing stay by the beach. Ocean View Studio• Waikiki Shore address...
Downtown Kailua Steps to shops W/D Parking
New Listing Special!Welcome to this charming 2-bed, 1.5-bath condo in a prime downtown Kailua location, just a short stroll from world-famous Kailua Beach. This updated home features a fully equipped and stocked kitchen, 2 comfortable queen beds, and modern amenities...
Spacious 2-BR Villa | Westin Princeville Resort
🏖 Resort Highlights:✔ Cliffside setting overlooking the Pacific 🌊✔ Heated pools, whirlpools & children’s pool 🏊♂️✔ Fitness center & spa services 🧘♀️✔ On-site dining, pool bar & marketplace 🍹✔ Kids’ club & family-friendly activities 🛝✔ Near Hanalei Bay, Na Pali Coast &...
Spacious 3 bedroom ocean view, large balcony, King beds, Pool & Spa
Welcome to your Hawaiian getaway! For your comfort, there are portable A/C units in private bedrooms and living room.Additional cooling features: swamp coolers, ceiling fans, standing fans.Our spacious 3-bed, 3-bath townhome offers stunning ocean and golf course views,...
Mana Kai 811 - Oceanfront, Top Floor, Stunning Renovation, 2BR, Kings, Split AC
Escape to an oceanfront paradise at Mana Kai 811 - a beautifully appointed 2-bedroom, 2-bath condo on iconic Keawakapu Beach in South Maui. This inviting beachfront retreat boasts king-sized beds in both bedrooms and luxurious modern finishes throughout, perfect for...
Mauna Lani 5BD Lux Estate (OE12) at One Ocean | Pool, Spa & Golf Views
5BD Mauna Lani Luxury Ocean Estate (OE12) is a newly completed, single-level compound within the private, gated One Ocean enclave at Mauna Lani Resort. Completed in late 2025 and designed for privacy and flow, the home’s contemporary architecture opens to golf course...
The Kahala Mansion – Opulent Oceanview Estate in Honolulu’s Elite Neighborhood
Welcome to The Kahala Mansion by Gather, an extraordinary luxury estate along prestigious Kahala Avenue on Oʻahu’s south shore. Just steps from the tranquil beachfront, this grand 9,154-square-foot residence offers refined island living, architectural sophistication,...
4BR Paradise Oasis with Stunning Ocean Views Near Pebble Beach
Welcome to Kona Paradise Oasis, your coastal retreat on the beautiful South Kona coast of the Big Island.Nestled in the oceanfront community of Kona Paradise, this spacious island home offers sweeping ocean views, unforgettable sunsets, and the kind of tranquility you...
Waikiki Clean Studio with Canal View
Cozy Getaway in Hawaiian Monarch Condo Hotel, with views of the canal and Diamondhead. This clean studio has a comfy bed and the kitchen amenities, WiFi, TV, AC, Pool, Jacuzzi, BBQ Area, gym ($5 registoration fee), on-sight Laundry, Coffee Shop, Paid Parking. Convenient...
Luana Waikiki with Kitchenette & Mountain View
From the moment you walk through the lobby you'll enjoy the beautiful Hawaiiana aesthetic. Truely a wonderful location- centered between the East and West sides of Waikiki, you'll enjoy being a short walk to attractions in either direction, all while being nestled...
Charming studio with AC and WiFi in pleasant Kihei
The studio is located in the Maui Banyan G Building and close to nightlife, shopping, dinning, public transport, golfing and Wailea. Enjoy surfing, swimming, boogie boarding, paddle boarding, snorkeling, golfing, and the beauty of Maui. While you dine on your balcony,...
Kalaekilohana Inn & Retreat - #1 Rated Hawaii Island Hotel - Dinner Nightly
Hawaii's #1 Small Hotel featuring complimentary locally sourced breakfasts daily and Chef Kenny's dinner nightly. Prices are per room per night. Looking for the perfect compliment to the luxury resorts in the north? You've found it. Enjoy luxurious rooms in an iconic...
Make Your Trip More Enjoyable! 4 Relaxing Units, Outdoor Pool, Oceanfront!
When it comes to comfort, convenience, and an aloha spirit - you found the right place to stay. Relax by the pool, indulge in our buffet dinner, and enjoy views out over Kahului Bay. All this is yours within 10 minutes of the airport, and you'll be close to many of the...
New listing! Modern Oceanfront 2nd floor 1BR Condo - Kahana Reef in Maui!
Welcome to your peaceful Maui escape. This fully renovated 1-bedroom condo sits on the second floor of the boutique Kahana Reef complex, offering unobstructed ocean views, modern coastal design, and front-row sunsets—all just steps from the beach and reef.Enjoy coffee...
Ka’anapali Alii Unit 4552 Bedrooms | 2 Bathrooms | Sleeps 8 | Mountain View________________________________________Kaanapali Alii 455 is a breathtaking two-bedroom garden view condo that perfectly combines luxury and comfort for your Maui escape. Adorned with expansive...
Waikiki Oasis • Steps to Beach • Pool • Lanai • Modern Studio • Sleeps 4
Welcome to your Waikiki Oasis, a newly renovated designer studio located in the iconic Aloha Surf Hotel—just steps from Waikiki Beach, the International Market Place, world-class dining, boutique shopping, and the beautiful Ala Wai Canal. This bright and modern Honolulu...
Royal Kahana Maui 919 Ocean View Studio
Unwind in this charming studio with sweeping ocean vistas, close to Maui’s beautiful beaches and attractions. Ideal for couples or friends. Unit 919 Ocean View Studio• 9th floor studio with balcony overlooking the ocean • Studio kitchen includes microwave,...
3rd Fl Palms Waikiki Studio Overlooking the Pool | Parking
🌺 Modern Aqua Palms Studio Overlooking the Pool | Parking⚠️ Building Notice: Spalling repair work will begin January 13 and is expected to continue for approximately 8 months. Work hours are Monday–Friday, 8:00 AM–4:30 PM (excluding weekends and holidays). Noise from...
The Modern Honolulu, Sleeps 4, 453 sq ft, Central Location + Fitness Center
The Modern Honolulu is a Hilton lodging choice for your trip to Hawaii. With numerous amenities for guests such as 24 hour front desk, and fitness center, you will wake up feeling ready to go every day for your time in Honolulu. This hotel is conveniently located near...
Haleakala Shores A-411 - Modern 2BR/2BA, 2 King Beds, Sleeps 4, Split AC, Wi-Fi
Haleakala Shores A-411 is a bright and beautifully appointed 2-bedroom, 2-bath condo on the 4th floor of a well-loved South Maui destination. This modern retreat sleeps four comfortably with two California king beds - making it perfect for couples and friends seeking a...
Garden-View 2BR at The Point – Bright Poipu Villa with Lanai & Island Comfort
Enjoy a relaxed island retreat in this spacious two-bedroom, two-bath garden-view villa at The Point at Poipu on Kauaʻi’s sunny south shore. Designed for families or groups who want comfort and space, the villa features a master bedroom with a king-size bed and en-suite...
City View Studio in Waikīkī just Steps from Beach! - Bamboo Waikīkī Hotel #605
Castle Bamboo Waikīkī Hotel #605 - This sixth-floor high rise set within walking distance to Waikiki’s famed majestic shores offers modern conveniences to make your stay as comfortable and productive as desired. Recreate and lounge on property or take advantage of the...
Panoramic Oceanview Life: Stunning, Elegant Kona Charm House
180 panoramic oceanview. Large, luxurious lanai (balcony) and living room for royalty living. AC units included. Kona Charm is close to major attractions, from black sands beach and gorgeous hikes up north in Waimea, or pristine beaches in Mahauina's or snorkeling down...
Kaanapali Alii 4612 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Kaanapali Alii 461 is a luxurious platinum-rated vacation rental set along the pristine shoreline of world-famous Kaanapali Beach. This elegant residence...
Kahala Zen: 5BR Modern Oasis with Studio & Lush Garden
Welcome to Kahala Zen, a show-stopping 5-bedroom, 4-bath luxury retreat set within Honolulu’s prestigious Kahala enclave. Spanning 3,300 sq ft of thoughtfully designed living space—including a private studio cottage—this newly built 2024 estate blends timeless island...
High-Floor 1BR in Waikiki – Diamond Head View, Free Parking, Walk to Beach & Attractions
Nestled on High Floor, this One-Bedroom unit with Free Parking included (max 6’) offers Unique Moments of Rest and Fun for an Unforgettable Stay in the Island. Total of 3 Beds: 2 Full in Bedroom and 1 Queen Sofabed in Living Room, sleeps up to 4 guests. From your own...
Kapalua Golf Villas 17T7 on Golf Course with Ocean Views & Lanai
Kapalua Golf Villas 17T7 Enjoy a Peaceful Island Vacation from Directly on the Golf Course in Kapalua with Ocean Views, Minutes from the Beach, Steps to the PoolWelcome to Your Maui Retreat: Kapalua Golf Villas 17T7 is a 1-bedroom, 2-bathroom townhouse style condo that...
Tropical Escape l 2 Rooms, Beach Access, Free Bikes, Pool & Pet-Friendly Stay
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....