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.
Waterfront gem with heated pool, hot tub, private beach, lanai, grill, W/D, & AC
Maalaea Banyans 214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sitting just 70 feet from the water, this oceanfront Wailuku condo is full of aloha! As a part of the Maalaea...
Affordable West Maui 1 bed/1 bath Condo - Walk to beach! Kahana Manor 418
Best Value in West Maui! This updated 1-bedroom, 1-bathroom corner unit at Kahana Manor offers unbeatable location and comfort, just steps from S-Turns Beach Park, popular local eateries, and shops — all without resort fees.Situated halfway between Kaanapali and...
Maui Kaanapali Villas Resort Studio
Elegance and charm meet comfort and convenience in this gorgeous upgraded Garden Studio. This impressive space in the popular but low-density beachfront Maui Kaanapali Villas Resort with five-star amenities. The open concept floor plan allows the living area to flow...
Spacious Townhome in Quiet Neighborhood - Great for Larger Groups & Families
Villas of Kamali'i 37 is a quiet, private escape in the heart of Kauai's North Shore. Away from the hustle and bustle of all the crowds, your spacious townhome has two master suites (the downstairs one has AC!), a bright and open living and dining area with lofty...
Oceanfront condo with pool, water view, high-speed WiFi, & full kitchen
Mahina Surf 224Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in a gorgeous view of the ocean from your own private balcony. You will be able to fully relax after their island...
Enjoy the sunset OCEAN FRONT 1BR Apt-Pool on-site!
Summary:Ali'i Villas on Hawaiʻi island is home to some of the most pristine waters in the world. With a pool facing epic sunsets, nestled on top of natural volcanic rock, adjacent to the bustling, yet calm Kailua Kona town; Kona Shores awaits. The one bedroom, one bath...
ALOHA ~ Put your Feet Up & Relax-Ocean View at Great Price! Kahana Studio w/AC
You need to unwind and take some deep breaths? Treat yourself to a Maui vacation in one of the best priced studio condos in the Royal Kahana. Perfect for a single person or a small family of 3. Just imagine being where you can enjoy the warm Maui sand between your toes...
*Makani A Kai B3* NEW LISTING! Right On The Beach Steps To The Sand
This 2nd story beach front condo offers direct beach access from the complex grounds with views of the breathtaking Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. Enjoy your private lanai. The primary bedroom features a king bed,...
Kaanapali Royal H-302 - Remodeled - Ocean Views - Free Fun!
Kaanapali Royal H-302 is a remodeled spacious two bedroom / two bath condominium with over 1,400sf of living space - two story townhouse style floor plan. Located on the Kaanapali Golf course, walk or take the trolley to the famous white sand of Kaanapali Beach or spend...
Only 100 steps to Poipu Beach with A/C!
Only 200 steps to Poipu Beach and Brennecke's Beach Restaurant. This two bedroom is fully furnished with 2 queen beds, air conditioning in the bedrooms, TV in every room, FREE Wi-Fi, and fully stocked kitchen. This is the perfect vacation rental for singles, couples or...
Amazing Location!!! 5 min walk to Waikiki beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...
Ideal Location: Walk to Waikiki and Ala Moana from Your Stylish Stay!
*********IMPORTANT NOTICE**********Fan Coil Unit Replacement ProjectOn Monday, April 07, 2025, contractors will begin our Fan Coil Unit Replacement project.This work includes the removal & disposal of old fan coils and installation of new fan coils in each unit. It will...
Hosted By Parrish Kauai- Moku Hale - private pool central AC in Poipu ocean view
This newly renovated Kiahuna Golf Village home is spacious with great ocean and golf course lake views. The perfect location for a family vacation, or the golf enthusiast, all will enjoy the pool and pool deck along with the large covered lanai perfect for the outdoor...
Ocean & Diamond Head Views - Near Beach - Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Ilikai Hotel One-Bedroom Suite with Ocean View In a Great Location In Waikiki!
1 Bedroom Lagoon View on the 6th Floor of the Ilikai Hotel! Enjoy the Hawaiian sunshine from your lanai overlooking the peaceful lagoon and the Pacific Ocean. This piece of paradise featuring two twin beds, is the perfect home away from home for two people!KITCHEN-...
NEW!! Wailea Ekolu Ocean Suite 207 with AC and Ocean Views
PRICE REDUCED!!! Wailea Ekolu #207 is a luxurious accommodation located in the heart of Wailea, offering breathtaking views of the Pacific Ocean. The name “Ekolu” holds significance as it means “three” in Hawaiian, representing the fact that it was the third complex...
Kona Mansions D231: Cozy Oceanview Condo w/ AC, Shared Pool & BBQ Area
Kona Mansions D231 invites you to wake up to wide ocean views and the sound of waves in the heart of Kailua-Kona. This two-story, two-bedroom vacation condo blends comfort with convenience, offering a private lanai, updated interiors, and a prime location just steps...
Hale Kamaole Condo w/ Shared Grill, Free WiFi-Surf, Bike, Golf, More
Hale Kamaole 143Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole 143 is our tropical home away from home. It will feel like yours too!The unit is on the ground floor,...
Ideally Located Condo w/ AC & Shared Pool - Walk to the Beach & Downtown
Kona Mansions E-334Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a wonderful location near the heart of Kailua-Kona, this one-bedroom condo at Kona Mansions provides a...
Kauai Paradise w/Kitchen, Ceiling Fans, Lanai, WiFi, Flat Screen+DVD–Kaha Lani 229
Castle Kaha Lani Resort #229 - Embrace privacy in this 961sf suite with Pacific framed by tropical foliage. Prep a fresh catch in the kitchen to share on the lanai or dining area with floor-to-ceiling ocean view. Perks include hardwood floors, WiFi, flat screens,...
Studio 7th Floor OCEAN VIEW Condo - Royal Kahana 702
Royal Kahana Resort- beautiful, ocean view studio on 7th floorOceanfront Pool and BBQ areaFitness RoomShuffleboard and ping pongACWalking distance to restaurants and stores*Effective January 1, 2024, guest parking at Royal Kahana will be $18.00 per day, plus tax....
Royal Mauian 517: Where the Interior Rivals the Magnificence of Ocean Views!
Royal Mauian #517 – Oceanfront Views and Upgraded ComfortRoyal Mauian #517 is a beautifully appointed two-bedroom, two-bathroom condo offering direct oceanfront views and modern upgrades. Situated on the fifth floor, this unit provides guests with an unbeatable vantage...
Sea Village 4108: Oceanfront 2BR Condo with Pool, Near Downtown Kona
Sea Village 4108 opens directly to the Pacific, offering an effortless oceanfront stay just minutes from the heart of Kailua-Kona. From morning Kona coffee on the lanai to sunset watching cruise ships glide past, this ground-level two-bedroom condo places you right at...
Fantastic Oceanfront Condo W/ Beach Access, Shared Pool, Large Balcony & WiFi
Napili Point C29Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A vacation to Lahaina isn't complete without breathtaking views of crystal clear water and endless days spent in the...
Oceanfront Resort, 4 pools, 75 foot waterslide, restaurants on site
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.This is a serine second floor unit with 2 Queen beds and a view of the park and partial ocean view from the balcony. New flooring was just installed in the unit!!The Outrigger...
Sensational condo close to the water with pool, hot tub & AC
Maui Kamaole K102Our 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...
Kolea 3D - Ground Floor Garden View Kolea Vacation Rental
Kolea 3D was nicely upgraded in 2021 and is a great location for families at Kolea at Waikoloa Beach Resort. The large great room has a large wrap around sofa facing a big screen television. The kitchen has been well stocked and features granite counters and stainless...
Turtle Bay Primrose - Kuilima Estates East
Cozy 1 bedroom 2 bathroom ground floor unit with laminate flooring. WIFI. Window A/C located in bedroom, 2 TV's, DVD, screened-in lanai, tropically decorated. Blu-Ray player. Fully equipped kitchen and laundry center. Free parking just outside your door. Wheelchair...
Makani Sands #109 1brm Beachfront Condo in West Maui
Makani Sands unit #109 is located on the 1st floor with quick access to our sandy beach. Private lanai on the ocean side has a table & chairs so you can sit with your morning coffee or watch the sunset over the ocean in the evening. There is a king bed in the bedroom...
Remodeled 2 bedroom oceanfront gem on 6 mile Sugar Beachn
Welcome to Kihei Beach Resort 501. This remodeled 5th floor 2 bedroom 2 bathroom condo is ready to be your Maui home away from home. Beautifully updated & perfectly located on the sandy six mile stretch known as Sugar Beach. This condo accommodates 6 people and features...
Hale Kamaole 308 Third floor condo, easy access to best beach on Maui!
Fantastic ocean & mountain view in this Maui Vacation Rental. New Carpet and tile shower installed. Master bedroom and loft area have queen beds. Downstairs bedroom has two twins. Queen hide-a-bed in the living room, along with 2 sitting chairs. New Dining chairs and...
Two pools, full kitchen, beachfront complex, walk to shopping/dining in Kapaa
Kauai Kailani 218 is a cozy, island-chic style condo right in the mix of all that the Royal Coconut Coast has to offer on Kauai's East Side. Your intimate escape has 2 bedrooms, with the option to use the second bedroom as a den or home office if the sleeper sofa isn't...
Hale Hui Kai 204 Two bedroom two bath with a Garden View
Hale Hui Kai is an oceanfront property on Keawakapu Beach. This gardenview condo is on the second floor of the south side of the building ...about 60 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of...
Exceptional Condo offering Peace and Serenity
Nicely decorated ground floor condominium across from Kamaole Beach Park III. This 1 bedroom, 2 bath unit has not one but two garden view lanais. A private lanai off of the bedroom perfect for reading or meditation and another one off of the living room with a table set...
Ground Floor Condo Walking Distance to Beach
Hawaii Tax ID: TA-209-458-7904-01TMK: 390180030019E komo mai! Enjoy this Maui Vista 1121 unit located in the first building of the Maui Vista property. Located right across the street from the very popular Charley Young beach park and only minutes away from many...
Ocean-view condo with lanai, AC, 2 pools & 8 tennis courts - walk to beach
Hanalei Bay Resort 6221Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the true spirit of Aloha in this inviting king-bed studio with a full en suite bathroom. This condo...
Super Amazing Last minute Deal for King Bed w/Kitchenette
Legally permitted rental - 2425 Kuhio Ave. #702** For your health and safety, we utilize additional Sterilization procedures between reservations.** Our Suite Includes All taxes and Fees - Nothing to Pay on Arrival.This studio suite is complete with a 2 burner cook-top,...
Perfect One-Bedroom Unit with an Ocean View! Ilikai Hotel, Great Location! Going fast! A++++
1 Bedroom Standard Lagoon View on the 19th Floor! Look no further, you've found PARADISE! This condo offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This rare, high floor, most sought after and...
Spacious 1-bedroom vacation home with free parking
New Listing November 2022Spacious & Bright Apartment just 2 minutes walk to Waikiki Beach and only 5 minutes from the heart of Waikiki's shopping, dining and entertainment.Our 1 bedroom apartment has a Queen bed that also has a trundle bed underneath to sleep 3 guests...
Upgraded Studio 6 minutes from Waikiki Beach :)
Professionally managed high floor studio, with queen bed and desk area - Located in central Waikiki you are 3 blocks walking distance to the world famous Waikiki Beach - check out the new International Market Place - or hang out by the on-site swimming pool - enjoy your...
Sugar Beach Resort 520: 5th Fl Sweeping Ocean Front views from this Condo
Ocean Front Condo with one bedroom and one bathroom. The living area of this unit is large and open. The kitchen opens to the living area and the lanai is just off of the living room, creating a fun and enjoyable space. The bedroom has a king bed and the living room has...
Family condo at Turtle Bay on Oahu's epic North Shore
Enjoy beautiful North Shore paradise at our lovely Hawaiian beach cottage in prime location at popular Turtle Bay! Full kitchen, spacious living room, and many amenities including swimming pools, BBQ areas, beach gear/toys, pristine beaches, epic surfing, breathtaking...
Beautiful ground-floor studio with pool, hot tub, central AC, & free WiFi
Islander on the Beach 155Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love staying at this beautiful condo where you're always steps away from the ocean, beach, dining, and...
White Sands Village #309 | A/C, Tennis & Pool!
Summary:Family and friends will love staying at White Sands Village. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:We provide 2 beach chairs and 1 cooler for guest use. Additionally, any beach equipment left behind by previous guests,...
Ilikai Apt 1042 - Spacious Studio with Stunning Ocean-Lagoon Views
Relax in Paradise: Lagoon-Front Ilikai Studio with Ocean Views | Sleeps 4 | Prime Waikiki LocationFloor: 10th floorView: Beautiful Ocean and lagoon view!Beds: 1 King size Bed + 2 futon couchExperience Hawaii at its finest from this beautifully updated 10th-floor studio...
Spacious tropical getaway w/private lanai and W/D, outdoor pool - near the ocean
3BD+ Tropical Family GetawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Mauna Kai 8 may be the perfect location for that memorable vacation you've been planning. Enjoy the...
Kahana Villas E308 ~ HUGE Savings on stays thru 3/31/25! Cozy 1B/1B Condo w/AC!
Discover comfort, charm, and an unbeatable location at Kahana Villa E-308. This inviting one-bedroom condo is perfectly situated just across from Pohaku Beach Park on Maui’s spectacular west coast. Whether you’re seeking a romantic retreat or a relaxing island getaway,...
Hale Kamaole 258 Second floor condo, easy access to best beach on Maui!
Nice garden and tennis court view, slight Ocean view. This two bedroom with loft has a new king bed in the master bedroom also small flat screen TV. Queen bed in loft making this condo comfortable for 3 couples, or large family. The new queen Hide a bed in living room...
PK J106 Remodeled Kaanapali Condo w Ocean Views Pool AC
Papakea J106 NEW LISTING Beautifully Remodeled 1Bedroom Condo with Ocean Views from Papakea Resort. Ground Floor, Next to Parking for Easy Access and Steps to the Pool and Hot Tub! FREE daily activities included with your stay value up to $570! Complimentary admission,...
Just Renovated!! Spectacular Ocean & Diamond head View w/ Free Parking!
High Floor 1 Bedroom with the Spectacular View!!You can feel time goes by slowly and leisurely while you enjoy your stay in this unitThis room features full kitchen, large bath, High Speed Wi-Fi, and Television.In the morning, observe Waikiki waking up and the clouds...