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.
Top floor, direct oceanfront views, & remodeled Kaleialoha gem.
Welcome to Kaleialoha 413. This top floor, direct oceanfront condo features 180 ocean & island views. This condo has a remodeled kitchen & bathroom, AC in living area, 2 Flat screen TVs, new king bed with luxury bedding and more! Close to shops, dining, farmer's market,...
Mauna Lani Point | C303
The privileged third floor location of Mauna Lani Point C303 provides you with the most elevated and dramatic views on property. Once you open the front door to this vacation rental you will be greeted with the ocean and golf course views. Make your way out onto the...
NEW LISTING! Kapaa Condo with Pool and Hot Tub
Perfect Location! East Kauai Condo Escape to this delightful one-bedroom condo nestled in the heart of Kauai's stunning east side at the beloved Plantation Hale resort. Unit G6 offers the perfect blend of comfort, convenience, and charm for your island adventure.The...
Stay Inn a Volcano on a Volcano
Don't let your adventure stop at the national park! Come experience living in a luxurious volcano dome home where you will live in synergy with the natural exquisite surroundings. The cinder we used to build the whole dome comes from the local query produced from big...
Mauna Lani Point | J104
Welcome to Mauna Lani Point J104! As you step into this beautiful two-bedroom residence, you'll feel a sense of calm and be drawn to the incredible views of the Big Island scenery and Mauna Lani Golf Course.With its large lanai and outdoor space, you can experience the...
Park Lane Getaway by Gather: Spacious 2BR w/ Ocean view Lanai & Resort Amenities
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Park Lane Getaway by Gather, an...
Oceanfront oasis with whale watching view
Welcome to your oceanfront getaway at Hololani A503, a 2-bedroom, 2-bathroom condo that offers ceiling fans throughout, panoramic ocean views from your private lanai, and a private washer/dryer. This property has elevators for easy access. Unit A503 can accommodate up...
🌴 Newly Renovated Top Floor Condo with Golf Course & Ocean Views 🌴
** Keep in mind that the "3rd bedroom" is a loft area. (See Photos) Enjoy ocean views from your vacation headquarters that lie right on the golfcourse. Country Club Villas offers a peaceful resort setting on the quiet end of Kona inKeauhou. Three pools are shared by...
New Listing! Hawaiian-style 1b with tropical decor
Napili Ridge A15 is a cozy 1-bedroom, 1-bathroom condo with tropical views from your private lanai. It comfortably accommodates up to 4 guests, with a California King bed in the bedroom and a queen sofa sleeper in the living room. Please note, that the condo is on the...
Royal Kahana Maui 402 Ocean View Studio
- 4th floor condo with balcony- Vinyl flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- Studio with 1 king bed - 1 twin sofabed- Washer/dryer in unit- Central...
Hale Kamaole 113 - Relax and Enjoy the Beach
Book with us and come to Maui to explore everything we have to offer!Well maintained condo conveniently located very close to world class beaches, shops, and restaurants! Fantastic location close to the pool with lots of parking on site. Relax on your lanai with the...
Wyndham Bali Hai Villas - 3 Bedroom Presidential
*** Sanitation/Cleaning Update ***Wyndham resorts have always met the highest standards of cleanliness, and now we are exceeding those standards with enhanced cleaning protocols and disinfecting measures, including the use of hospital-grade, virus-killing products...
Studio Villa
Starting from $500 per night - request your dates nowThe Westin Ka'anapali North in Maui has just what you need for your first, or next, relaxing vacation — a beautiful one bedroom villa. This well-equipped, fully furnished property offers elegant, luxurious living...
Perched at Pearl Harbor
Nestled atop a hill, our home offers an enchanting view of Pearl Harbor. Perfect for remote professionals and families alike, our property provides the perfect blend of comfort and scenic beauty.Welcome to our inviting home, where you can savor breathtaking Pearl Harbor...
The Turtle House, a 5 Bedroom Oceanfront Villa!!!
The Turtle Villa is the perfect location for an unforgettable and authentic Hawaiian experience. One of the best oceanfront views on the island with the most stunning sunsets. Our home is great for family getaways or large gatherings. Create family memories that will...
2BR Ocean View condo resort in Princeville. Private path to walk to the beach!
This condo is located in Hanalei Bay Resort and is available for both Christmas week and New Years weeks this year December 20, 2025 to January 3, 2026. Best price per night is staying all 7 nights each week Saturday to Saturday. If you are looking to stay at a place in...
Ocean-City Luxurious Vacation at the Sky Ala Moana with Amazing Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and...
Maui Ka’anapali Villas #205: One bedroom ocean view on N. Kaanapali Beach
Maui Ka’anapali Villas #205: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access. Maximum occupancy: 2Bed size: King BedAC: Central ACOffice space: Desk and desk chairBright, open and spacious one bedroom condo with ocean views. The expansive...
Breathtaking Ocean Views, You'll Never Want To Leave Waikiki!
Construction Notice 9/17/25: Exterior painting work will take during the month of October 2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
Oceanfront Retreat! Near Waihee Coastal Dunes and Wetlands Preserve, Pool
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Private estate on 12 lush acres, ocean views, path to beach, main house plus two guest cottages!
Escape to this enchanting 12-acre estate with panoramic ocean, mountain, and river views. The main residence, guest bungalows, and bathhouse form a connected compound amid lush gardens. The great room with Teak sliding doors opens to the garden and ocean view. Custom...
Kai Lani Luxury 6D by Gather: Ground-Level 3BR w/ Ocean View Lanai
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Kai Lani Luxury 6D by Gather, a...
Beachfront, spacious, absolutely stunning Oceanfront Condo with FREE Parking
Aloha! Our spacious Fourth floor 1 bed 1 bath condo with spectacular views of the beach, ocean and Molokai & Lanai islands awaits your Hawaiian adventure. Enjoy the sights and sounds & breeze of the Pacific Ocean from the living room & kitchen! You can't miss watching...
Grand Opening Prices! Ocean Views! Steps 2 Beach!nEntire condo in Kihei, Hawaii!
Welcome to our slice of heaven - Pineapple Paradise! Our recently remodeled condo boasts a peaceful, laid back vibe, making it the perfect choice for a relaxing getaway to escape all your cares.This gem—steps from the beach—is tucked away from the hustle and bustle...
Waikiki Shore 518 Partial Ocean View 2 Bedroom
Located in the only condominium building on Waikiki Beach, this two bedroom, two bath condo offers partial ocean views and all the comforts of home. Perfect for families or couples traveling together, it’s just steps from the shoreline, shops, and dining.Unit 518...
Ilikai Hotel City View 1Bdrm Suite - Steps from the Beach!
Located in the iconic Ilikai Hotel, this 8th floor city view 1 bedroom/1 bath suite can accommodate up to 4 people and is turnkey - a perfect home away from home in beautiful Waikiki!This suite can comfortably sleep up to 4 people with (1) King size bed and (1) Queen...
Sands of Katana Vacation Club, Hot Tub, Pool!
Midway between the world famous Kaanapali and Kapalua beaches lies the Sands of Kahana Vacation Club. The perfect laid-back retreat, this resort is equipped with everything you need to experience a true picture-perfect vacation. Spend mornings walking on the beautiful...
Oceanfront Bliss at Royal Mauian #405–Stunning Views, Prime South Kihei Location
Welcome to Royal Mauian #405, an extraordinary oceanfront two-bedroom condo that showcases stunning views of the Pacific Ocean and Maui’s breathtaking coastline. Located in the heart of South Kihei, this condo offers the perfect blend of luxury and comfort, making it...
Kapalua Bay Villa 19G5 Gold Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- Split level condo with 19 stairs between the driveway and front door- Tile entry, kitchen and bathrooms, carpet in living area, dining room and bedroom- Living room, kitchen and ½ bath on first floor; bedroom, full bathroom and laundry...
2-Bedroom Condo near Downtown Kona - Close to Beaches & Dining
This bright and breezy 2-bedroom, 2-bath condo is perfectly located in the heart of Kailua-Kona. Located on Ali‘i Drive, you`re just minutes from beaches, shops, and restaurants, it’s the ideal spot to relax after a day of island adventures.Features:- A/C- Full...
Waikiki Ocean City View 2 Bedroom 2 Bath
Summary:Newly Renovated Waikiki Split 2BR/2BA Efficiency Unit. Free garage parking.The Space:Reconnect with loved ones in this family-friendly place. Situated at the entrance of Waikiki, our delightful split 2Br 2BA efficiency unit in the Hawaiian Monarch building...
Island Living w/Ocean Views, Wi-Fi and Pools-G510A
Your Hawaiian dream vacation becomes a reality when staying at this tropical oasis set within walking distance to the iconic Maui shores. The Maui Banyan resort is sprawling with lush flora and top-notch amenities including two swimming pools, jacuzzis, tennis courts,...
Maui Vista 1406: Top Floor Large 2 br condo with Loft & Ocean Views Sleeps 4
Large two-bedroom condo with a loft with ocean views. This vacation rental features a queen bed in the master bedroom, two twins in the loft bedroom, and a pull-out sofa bed in the living room. This unit looks out over the pool. Relax on the lanai and enjoy paradise....
Idyllic Vacation at Ko Olina Hillside Villa 1528-4
Close to scuba diving, surfing, and more, this smoke-free condo brings it all within reach. Jump into your car and make short work of the 2-minute drive to Ko Olina Marina or the 3-minute drive to Honu Lagoon (and enjoy the property's convenient covered onsite parking...
Fabulous 7 bedrooms for 16 above famous Anini Beach!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This fabulous 7 bedrooms and 5 baths for 14 to 16 people, is situated right above famous Anini Beach, with an 8-10 minute walk down the Anini Beach trail just steps away from the...
Kilipue Retreat by Gather | Luxe 3BR Home w/ Fenced Yard Near Ko Olina
Kilipue Retreat places you at the quiet end of a Kapolei cul-de-sac, minutes from beaches and big-city conveniences yet wrapped in the calm of a residential neighborhood. Newly refreshed and fully furnished, this 3-bedroom holiday home welcomes corporate guests,...
Hale Pau Hana #707 Ocean Front, Central AC, Oceanfront Complex
Hale Pau Hana #707 is a 2 bedroom, 2 bath unit on the 7th floor with a panoramic ocean view and central A/C throughout. It provides a fully-equipped kitchen, 2 flat-screen TVs, and free WIFI. Go to sleep in your comfortable cal king bed as you enjoy the sound of the...
Indulge in Home-Like Comfort Rooftop Swimming Pool and Hot Tub!
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 443 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.✦ Daily...
Gorgeous Beachfront Nanea Resort+Amenities. 3BR Suite
DISCOVER AUTHENTIC HAWAI‘I at The Nanea Ocean Villas.Aloha, Island Explorers!Enjoy an additional $500-$1000 SAVINGS with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays. All reservations require a SAT-SAT OR SUN-SUN STAYSHORT STAYS:...
Charming Palm Suite at The Imperial Hawaii Resort
Honolulu is waiting for you at this enchanting 1-bedroom apartment. The cozy bedroom features a queen bed, perfect for a good night's sleep after a day of exploring. With 2 bathrooms and a living room with a murphy bed and sofa bed, there's plenty of space for guests to...
Hotel Room Partial Ocean View w/ WiFi and AC - Bamboo Waikīkī Hotel #1101
Castle Bamboo Waikīkī Hotel #1101 - Get the most from your magical Hawaiian experience in this cozy eleventh-floor unit located just blocks from the iconic shores of Waikīkī. With resort-style amenities and a prime location at the Bamboo Waikīkī, you’ll have...
Wailea Grand Champions | 185
This two-bedroom, two-bath villa at Wailea Grand Champions offers a perfect blend of contemporary style and tropical paradise. The open floor plan seamlessly connects the fully-equipped kitchen, dining area, and spacious living room, creating an inviting atmosphere for...
Colony Surf 208 - Studio
Nestled on the Outrigger Canoe Club Beach, this charming, fully furnished studio in Colony Surf is just steps away from the ocean. The unit boasts a complete kitchen and offers wifi & cable for your convenience. Colony surf is located next to the Outrigger Canoe Club,...
Charming 2-bedroom condo with Ocean views!
🌴🏠 Welcome to Your Slice of Paradise in Waikiki! 🏠🌴Available from September 15 - December 31Escape to your dream condo nestled in the heart of Waikiki, where breathtaking ocean and harbor views await you at every turn. This cozy yet luxurious retreat offers...
Maui Resort Rentals: Honua Kai – 8BR Groundfloor Residence, Over 5300 Combined Sq. Ft., Massive Lawn Areas, Steps to Pools/Beach/B.B.Q.s!
This package combines 4 neighboring ground floor residences at the luxurious Honua Kai Resort to create an 8 bedroom masterpiece that can accommodate up to 24 guests! Large families and groups are treated to the space of a luxury home with all the advantages of resort...
Royal Mauian 314 – Oceanfront Paradise in the Heart of Kihei!
Royal Mauian 314 – Oceanfront Paradise in the Heart of Kihei!Welcome to Royal Mauian 314, a beautifully appointed 2-bedroom, 2-bath oceanfront condo offering sweeping ocean views, modern amenities, and an unbeatable South Maui location. Perfect for families or...
Royal Kahana Maui 1006 Ocean View 1 Bedroom
- 10th floor condo with balcony- Tile & Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- Bedroom with 1 king bed- 777 sqft- Maximum 4 persons...
Romantic Retreat – Lahaina Shores 504, Sunrise Balcony
* NEW PROMO: Stay 5 or more nights from September 1st - October 31, get 1 FREE!Lahaina Shores 504 – West Maui Mountain ViewsLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 504 is a 5th-floor...
Stunning Ocean-View Retreat Overlooking Laupahoehoe Point
Welcome to your tropical escape! This stunning three-level home boasts panoramic ocean views and a tranquil setting, making it ideal for a peaceful and rejuvenating vacation.With 1,500 square feet of space, the main living areas are located on the upper level, while the...
Gated Tropical Hawaiian retreat, 5 minutes to Kailua Kona town and the Ocean.
The Kona Palm Retreat is a private gated estate located 8 minutes from kailua Kona town and the Pacific Ocean. This property is newly listed on VRBO, this property is a guest favorite and has over 200 5 star reviews on another popular listing site., The Kona Palm...