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.
Aloha Lodge-private eco Log cabin near Volcano Park
We love to share, our sweet and simple gated private lodge with kitchen and a full indoor bathroom with Ohia log touches not far from Volcanoes National Park.We offer a unique and log cabin style to stay at Big Island.Relax and recharge at the end of the day.
1 Mi to Beach: Kailua-Kona Condo w/ Pool Access!
Community Amenities | Private LanaiTucked away on the quiet side of Kailua-Kona, this 1-bedroom, 1-bath vacation rental is perfect for a small family trip or couple's retreat! Here, you can enjoy a private lanai, a community pool — and easy access to the local shops,...
Ocean Views & ac Golf 19T4 - March Deal Was $295 Now $180
Enjoy the inherent richness of beauty and culture that embellishes what we know today as the Kapalua Resort. From snorkeling with sea turtles in pristine waters on white sandy beaches, or spending your days soaking up the beautiful views while golfing at one of...
Aloha Oasis: Ocean View Studio Near Waikiki Beach!
Welcome to your new home away from home!Step into this beautiful west-facing 22nd-floor studio with mesmerizing ocean views in the heart of Waikiki. This inviting studio, perfect for up to three guests, awaits you at the Pacific Monarch. Here, you'll discover a warm,...
Luxurious 2-story end villa w/Waikoloa Gold Golf benefits & shared pool, hot tub
Waikoloa Fairway Villas D1Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to this villa located in Fairway Villas in Waikoloa Beach Resort! The waterfall pool is nearby and...
Beach Condo with beautiful ocean view and a lagoon beach
Condo on the beach in Makaha. Breath taking ocean view and sunset. Sunny west side of Oahu Hawaii Island. Close to famous Makaha surf beaches, Close to Snorkel/Scuba dive in Electric beach. Full Kitchen, Bath & Bedroom. Have Pools, Gym & covered parking. Nice local...
Charming ocean-view condo with spacious lanai & pool
Island Surf 512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This property is hotel zoned, ensuring short-term rentals are permitted. Future rental operations are not impacted by...
OCEAN FRONT IN KAHANA Kahana Reef #116: 1 BR / 1 BA condo in Lahaina, Sleeps 4
Located ground floor and on the ocean front in Kahana, this 1 bedroom, 1 bath fully equipped condo has all you will want and or need for the quiet Maui vacation. The living room contains a window/portable a/c . Walk right out to the ocean front pool, BBQ's and sea wall...
A Hidden Jewel, ideal for a family or Corporate Retreat
TAT License: TA-057-028-1984-01. Welcome to your hidden jewel in Aina Haina, Honolulu! This fully furnished midterm rental offers 3 bedrooms, 2 baths, a kitchen, a living room, & a balcony. This is a 3 bedroom 2 bath private condo within a 3 condo complex. This unit has...
Ideal island condo steps from Turtle Beach with pool & patio
Mahina Surf 107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If care-free days of crashing waves, warm sunshine, and relaxation are what you are after, Lahaina is more than ready...
Lovely oceanfront escape near beach with lanai, pool & W/D
Kepuhi Beach Resort #2236Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next relaxing getaway awaits you at this beautiful condo located in the gorgeous Maunaloa. Wake up and...
Beautiful & Spacious Condo Duke Kahanamoku Lagoon View At The Ilikai Hotel!
This condo is located on the 19th floor of the Ilikai Hotel. This rare, high floor, most sought after and in a spectacular location of Waikiki with views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon. As soon as you walk through the doors, you'll be...
Golf course-front condo with outdoor pool, hot tub, central AC, & free WiFi
Wailea Grand Champions 149Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy your very own paradise on earth at this family-friendly, golf course-front condo! It's perfect for a...
Views! Beaches and Shopping Right Next Door! A308
Discover your perfect Maui escape at Kihei Alii Kai A308, a stunning 2-bedroom, 2-bathroom oceanview condo that seamlessly blends comfort and tropical luxury. Recently refreshed with fresh paint, new living room furnishings and crisp white linens, this spacious retreat...
Comfortable Poipu lodging with a lanai overlooking the ocean.
Comfortable Poipu lodging with a lanai overlooking the ocean - so close you can hear the surf! Grab your swimwear, sun glasses, surfboard, sandals, and snorkel and get ready for Poipu on Kauai, the Garden Island. Kauai will make your vacation a tropical Hawaii dream....
Haleakala Shores B205~ Spacious 2 bedroom, 2 bath, across from Kamaole III
Haleakala Shores- Relaxing two bedroom, two bath condo - just across the street from Kamaole Beach Park III and easy walking to shops and restaurants. Features a queen size bed in the master and two twin beds in second bedroom. Each bedroom has an en suite bathroom....
Ground-floor, oceanfront condo with outdoor pool & water views
Mahina Surf 118Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax in a condo that's just steps away from the shared pool and the ocean - enjoy the views on your own private...
LUXURY OCEAN FRONT 2 BEDROOM CORNER SUITE, 1,000 SQ FT
LUXURY OCEAN FRONT SUITE, 1,000 SQ FT, 2 MASTER BEDROOMS, FULL KITCHENPERFECT LOCATION WITH ELEGANT STYLE AND BRETHTAKING VIEWSStunning ocean and marina views in the world-famous Ilikai building! 2-bedrooms and 2-bathrooms with 2 lanais in the corner unit! Sweeping...
Tropical, modern finishes with vast ocean views
Noelani 310 is a spacious and beautifully decorated two bedroom, two bathroom condo that offers all the luxuries and comforts of home. Enjoy cooking in this beautifully remodeled and fully equipped kitchen featuring full size appliances, granite countertops and...
Ilikai 1725 2 Bed Room Mountain / City / Ocean Views | Corner Unit - Wraparound Lanai
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Queen bed, 2 single beds, Queen sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.***Recent Guest...
Queen Bed Suite Balcony Suite over Pool at the Gorgeous Bamboo Waikiki complex
Legally permitted rental - 2425 Kuhio Ave. #301** For your health and safety, we utilize additional Sterilization procedures between reservations.Anyone who has stayed at the Bamboo Hotel knows it's "Zen" like atmosphere that you also will enjoy and be able to relax in...
Tropical Retreat Near Waikiki Beach with 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...
Ocean & Beach Front Condo w/Central Air (1BD/1BA)
Welcome to Ocean & Beach Front Maui Paradise with Central Air! You will have a 777 sqft one bedroom and one bathroom condo in Royal Kahana that can comfortably sleep four. There is a beach, community pool, gym, BBQs, ping pong table, nearby restaurants, and shopping....
New Listing unit 526 | Ocean View Beachfront At It's Finest
Enjoy sun-soaked beach days and relaxing balmy evenings at this fifth-floor 2BR/2BA Menehune Shores condo. Your rental offers a prime location on the left side of the building, with beautiful ocean views.Take a dip in the pool, or explore the protected lagoon directly...
Maui Resort Rentals: Honua Kai - 3 Full Bedrooms, 5th Floor Partial Ocean AND West Maui Mountain Views!
This tandem package combines two of our very best 5th floor suites, each offering generous partial ocean views as well as views of the enchanting West Maui Mountains. The two-bedroom suite boasts a fantastic corner location and a massive 500+ sq ft balcony and the...
PURELY*BEAUTIFUL OCEANVIEW*FULLY RENOVATED
Watch the striking Maui sunsets from your private, partial ocean view lanai (terrace) on the fourth floor of this updated, and centrally located condo. There is no better place to enjoy your morning coffee, a happy hour cocktail or an evening glass of wine. Come bask in...
Great Location! Ilikai Hotel, Hawaii 5-0 Building!
Look no further, you've found your perfect condo in Waikiki. This condo is located on the 18th floor of the iconic Ilikai Hotel. This spacious 1-bedroom condo has 500 sq ft of living space & a huge lanai of 120 sq ft. Relax on the cooler side of the building and enjoy...
New Listing! Luxurious 2b condo with central AC
Kaanapali Royal K302 is a two-story condo with 2 bedrooms and 2 bathrooms, featuring floor-to-ceiling windows with ocean views and central air-conditioning. This condo can comfortably accommodate up to 4 guests. The second floor master bedroom includes a king-sized bed,...
VILLAS ON THE PRINCE 27 - PRIVATE GATED UPSCALE COMMUNITY - PANORAMIC GREENERY
- Villas on the Prince offers Privacy with a Pool, Spa, BBQ and Club House, secluded and serene, just minutes from the front entrance to the Princeville Resort and Shopping Center cafes, restaurants, shopping & groceries. - Nestled just a short 11-minute drive from the...
Stunning Ground-Level Oasis W/ Breathtaking Oceanfront Views - Wailea Elua 1403
Wailea Elua #1403 – Ocean View Elegance Just Steps from the BeachDiscover beachfront luxury and refined style at Wailea Elua #1403, a completely rebuilt ground-floor condo offering unobstructed ocean views and a front-row seat to the best of Wailea. Thoughtfully...
Maui Resort Rentals: Honua Kai Hokulani 841 - Upgraded Top Floor Deluxe 2BR, Corner Floor Plan, Stunning Ocean Views!
Hokulani 841 is simply one of the finest two bedrooms on offer at Honua Kai. This upgraded suite boasts a stunning 8th-floor "penthouse" vantage point and is among a class of the most sought after 2 bedroom floor plans at the entire resort. What distinguishes this...
2 BEDROOM, 2 BATH ON THE GOLF COURSE WITH OCEAN VIEWS!
You will be so comfortable at this 2 bedroom ground floor condo in Keauhou. A view of the ocean across the beautiful Keauhou Country Club Golf Course from the large living area, master bedroom and spacious covered lanai with it's own little garden area. Country Club...
Oceanfront Condo! Kuleana 713
Welcome to Kuleana 713, your private island oasis on Maui’s world-renowned West Side. Ideally located between Kaanapali and Kapalua, this 1-bedroom, 1-bath oceanfront condo offers everything you need for a relaxing and rejuvenating Hawaiian escape.Enjoy breathtaking...
Lovely Pu'u Poa home overlooking the Pacific Ocean w/shared pool, W/D, & lanai
Puu Poa 102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched high on the bluff above Hideaway Beach, the wonderful Pu’u Poa 102 awaits you! Guests can delight in the front...
Wailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool
Wailua Bay View 103Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wailua Bay View Kauai vacation condos are exactly what you have been looking for. Located on the Coconut Coast,...
Maui Sunset B118~ 1 BR, 2 BA, Located by the Pool, Fun!
Ocean view, fully renovated one bedroom, two bath ground floor unit, conveniently located near the ocean side of the property. Beautifully designed renovation,includes everything you could possibly need. Condo has a queen size bed, sofa sleeper, plus an extra daybed,...
MSS 713 Charming Condo w AC and Steps to the Beach
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1*One ticket per...
Luana Waikiki City View
Enjoy this beautiful studio at Luana Waikiki. This building has an authentic Hawaiiana feel and gets you close to everything without putting you right in the middle of the hustle and bustle of Waikiki- 313 sq ft studio with 34 sq ft lanai- Queen size bed- Self check in-...
Fabulous 3 br 6 Hanalei Home just steps to the beach!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 3 bedroom, 2 bath hanalei home for 6, is just over a block to famous Hanalei Bay! Short walk to town as well with its restaurants, shopping and bars! The home is...
Ocean Front’s Top End Unit; Partial Ocean View in Lanai; 1minute walk to Beach
The Outrigger Spa and Resort is great in central location and Easy to drive anywhere in Kauai Island.This Unit is a Top End- Unit, With Partials Ocean View from Balcony, A Full Mountain View in room; New Paint in August, 2024.Catching A Breath-taking Sunrise Moments in...
Sugar Beach Resort 124: Ground Floor 1 Br Condo Steps from the Beach!
Just mere steps from the beach! This ground-floor, one-bedroom condo is the perfect piece of paradise. When you step off your lanai (patio) you are literally only a few steps to the beach, where you can feel the sand between your toes and then take a dip in the warm...
Upstairs corner with great ocean view! Near beaches,golf
This two bedroom, two full bath, upper floor end unit at the edge of the Kamahana complex features ocean, mountain, and golf course views from each room. As you end your day snuggled in the master bedroom's king bed, you'll fall asleep to the sound of the sea. The guest...
Serene property with nature walk, meditation spot & enclosed gardens
E Komo Mai RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Channel your yogi self and experience the serenity and spirituality of the EKomoMai Retreat. Located in the peaceful...
Wailea Ekahi Village | 11A
Wailea Ekahi 11A offers a truly exceptional and luxurious island getaway on Maui. Situated in the prestigious Wailea resort community, this spacious and elegantly-appointed condo provides the perfect balance of upscale amenities and serene tropical ambiance. As you step...
Happy Honu Oasis, Surf shack with pool and A/C
We really enjoy traveling as a couple and like to pick a base camp that we can venture out from day by day. We wanted to provide something similar for our guests. We had a lot of fun setting up Happy Honu Oasis (HHO) with this thought in mind. We hope you will settle in...
Kauai ocean view home near Tunnels & Lumahai Beach
Traveling north past Hanalei, you enter the dense jungle and intense blue waters of Kauai's far north shore. There are no words that can describe nature's beauty in this region. Many beaches, including tunnels and ke'e, are in the area. Trail heads for some of the most...
Idyllic Ocean Views from 12th floor 1 Bedroom Suite with Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #1203 ** For your health and safety, we utilize additional Sterilization procedures between reservations.A large one bedroom suite with full comfortable living room and dining area for up to four guests. The suite...
Kihei Ali'i Kai D-207
Welcome to Kihei Ali'i Kai D207. This ocean view 1 bedroom, 1 bathroom condo has everything needed to make your Maui memories special. Located in a prime South Kihei location your steps from Kamaole I and II Beach Park, shops, dining, activities, and more. This complex...
FREE Parking - Diamond Head & Ocean View Studio with Pool - Sleeps 4
Legally permitted vacation rental.1850 Ala Moana Blvd #1124This comfortable studio suite at The Palms Waikiki offers 2 queen bed to accommodate up to four guests.With a view of Diamond Head crater in the distance, ocean views to the South we are nestled just West of the...
Emmalani Court 324! Elegant Princeville Sanctuary w/ Heated Pool and Luxurious Massage Chair!
Greetings and a heartfelt aloha, we welcome you to our enchanting Princeville Sanctuary! Nestled on the top floor, our spacious two-bedroom, two-bath private condo offers a serene escape amidst the stunning backdrop of the 8th hole of the Makai Golf Course. You'll be...