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.
Romantic view walk to beach, malls &Restaurants. Fireworks view Avery Friday..
Free coffee/TeaFree wifi Free parkingFree washer/DryerFree AC/HeatRelax in this stylish 1-bed, 1-bath condo in Honolulu with breathtaking beach views. Perfect for couples or solo travelers, it’s just steps away from the beach, dining, and shopping. Enjoy a fully...
Montage Kapalua Bay | 2 Free Rental Cars | KBM Resorts | Gorgeous Ocean Front | 2 Units, 6 Bedrooms | MON ML-1577
** 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...
Peaceful Getaway Near the Beach | 4 Comfortable Rooms with Outdoor Pool
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstepThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.✦ Each room is 270 sq. ft, equipped...
Discovery Bay deluxe ocean view, near Ala Moana Shopping Center & the beach!
Soak in stunning views of the Pacific Ocean from this spacious 1-bedroom, 1-bath condo located on the 35th floor of Discovery Bay! With 769 sq ft of comfortable living space, this fully furnished unit features a full kitchen, two twin beds (pushed together in photos) in...
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 WaikÄ«kÄ« 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 KalÄkaua 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 276
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
Relax in a newly renovated 670 sq ft 23rd floor condo in residential Waikiki across from the iconic Ritz Carlton hotel with stunning views of the ocean and mountainsWalk to Waikiki Beach, restaurants and shopping at Luxury Row and International Market PlaceKing...
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 in Kaanapali offers an unforgettable oceanfront...
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...
Cozy Volcano Room 🌋
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...
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 offering delivers stunning 6th-floor ocean views in addition to views of the majestic West Maui Mountains. This tandem pairing combines one of our best two-bedroom deluxe ocean view corner suites with a neighboring one-bedroom suite to offer...
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 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,...
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,...
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...
Kaanapali Alii | 455
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...
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 | 461
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...
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....
Waikiki Shore 1000 Oceanfront 2 BD + Bonus BD 2 BA
Wake up to panoramic oceanfront views in this spacious two bedroom, two bath condo, complete with a bonus bedroom for extra flexibility. Situated on Waikiki Beach, it’s a perfect island escape for larger families.Unit 1000 Ocean View 2 Bedroom + Bonus Bedroom 2...
Bali Hai, Kauai HI, 1 bedroom sleeps 4
About this spaceNestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa, or use the resort as a basecamp for your many Hawaiian...
Comfy Studio in Heart of Waikiki
Love to be in the center of it all? Near beaches, restaurants, shops, access to transportation? We are a short walk from iconic Waikiki Beach. The studio also has great city and ocean views to enjoy day and night. With a full kitchen you can enjoy eating in after busy...
Laule'a Ohana Retreat: 2 Mauna Lani Villas with Golf Views & Dual Pools
Welcome to Laule'a Ohana Retreat, two side-by-side luxury villas on Hawaii’s Kohala Coast that together create the ultimate gathering place. With 8 bedrooms, 8 full baths, and 2 half baths across nearly 6,000 square feet, these residences are ideal for multi-family...
NEW Studio with 2 Queen Beds in Waikiki
– Located on the 12th floor of Island Colony, a secure high-rise with 24/7 security– Ala Wai Canal and pool views– Elevator access for easy arrival and departure– Building amenities on the 6th floor: swimming pool, jacuzzi, sauna, laundry facilities, convenience store,...