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.
Absolutely Oceanfront - Penthouse - Top Floor Corner
Direct high-floor oceanfront views - Not from the side of a building overlooking another balcony-The closest building to the water on Maui, it's like being on a boat, you're practically in the water. -Located on a point of land with waves coming from the left and the...
Kona Alii 609 - in Town with Lovely View!
What do you think of when you hear the word Hawaii? The beautiful ocean, swaying palm trees, volcanoes and endless adventures, beach hopping, shave ice, coffee, pineapples? Welcome to Hala Kahiki Retreat----from here you can experience all of the above and much, much...
🏖️Top Floor, Direct Ocean Front View, Air-Conditioned | vrKCV
vrKCV - Sea Village 4305, Professionally Managed by Kona Coast VacationsExperience Oceanfront Living with Stunning ViewsWelcome to your perfect Hawaiian retreat! This top-floor, direct oceanfront 2-bedroom, 2-bathroom condo offers breathtaking views and a comfortable,...
Maui Vista Condo in South Kihei- Only a 2 night minimum
Our ground floor Maui Vista condo overlooking the gardens has been recently remodeled to create a resort style vacation spot at an affordable price. A sunny lanai provides a perfect spot for morning coffee. Sleeps 4 comfortably- 1 BR/1BA- Bedroom has a new QUEEN BED-...
Oceanview Studio at Islander on the Beach 241
Puka La Hale – Ocean View Comfort at Islander on the Beach 241Welcome to Puka La Hale, your peaceful island retreat at Islander on the Beach! This second-floor studio offers a bright, inviting space with beautiful ocean views, a refreshing breeze, and all the comforts...
Second-Floor Oceanfront Condo w/Private Balcony, Free WiFi, Shared Pool & Grills
Mahina Surf 220Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'When the Aloha State calls your name, you better pick up! This oceanfront, second-floor condo is ready to provide...
Enjoy ocean views perfect for whale watching
Kahana Reef 318 is a 3rd floor, 2-bedroom, 2-bathroom condo that offers ceiling fans and unobstructed ocean views. There is no A/C in this unit. There are elevators at this property. Unit 318 can accommodate up to 4 guests. The master bedroom features a king-size bed....
Sugar Beach 314 Front Row Ocean Views in Beautifully Upgraded Beachfront Condo
Book with us and come to Maui to explore everything we have to offer!Beautiful oceanfront home with front row views. The best views on Maui with incredible sunsets from the Lanai (balcony). Upgraded unit with granite counter tops and glass back splash. This...
Kapaa Shore Resort A308, Oceanfront, Moon Rise and Sunrise views, 3rd floor
Kapa'a Shore Resort A308 – Your Hawaiian Beachfront EscapeLocation: Coconut Coast, Kapa'a, Kaua'iDiscover paradise at Kapa'a Shore Resort A308. From your private lanai, enjoy breathtaking moonrises over the Pacific Ocean, spectacular sunrises, and, from November to...
1610 🌸 free parking 🚙🅿️, fast WIFI💻
Island-inspired, tastefully furnished & decorated apartment with all the amenities you would expect to find during your perfect vacation.Much larger than a standard hotel room with large lanai ( balcony ) overlooking vibrant Waikiki.Continuously maintained and...
Remodeled Whaler Studio #963 Spectacular Views of Lanai
Remodeled Whaler 963 is a studio ocean view condominium located on the south side of Tower Two. High above Whalers Village, this unit offers expansive views stretching from the West Maui Mountains, south to Lahaina and out to the neighbor island of Lanai. Enjoy...
KRL H303 Remodeled Condo on 2BD/2BA Condo on Maui Golf Course
Kaanapali Royal H303 Sweeping Ocean Views at this Spacious 2 Story, 2Bedroom, 2Bathroom Condo at Kaanapali Beach, Steps to the pool, Walk to the Beach! This spacious two-bedroom, two-bathroom Kaanapali retreat features an open floor plan that seamlessly connects the...
This 5BR gem combines one of our very finest 3BR oceanfront residences with an adjacent 2BR oceanfront residence to create a 4th-floor oceanfront masterpiece, perfectly suited to larger groups or families. Each of these oceanfront residences affords sweeping oceanfront...
Premium Beachfront Unit with Stunning Views! Polo Beach 405
The location cannot be beat! There is no other accommodation closer to the beach in Wailea! Start your day walking the famed Wailea Beach Path, which begins right out front! Enjoy every sunset on your private and spacious covered lanai with ample seating!Able to...
Come and enjoy a relaxing vacation at this delightful ocean view one-bedroom unit in Puamana. While Lahaina and the surrounding areas have undergone significant changes due to the fire, our unit remains untouched and continues to offer a peaceful retreat.Unfortunately,...
Kanaloa | Unimpeded Views of the Ocean
Summary:Welcome to Kanaloa 2403, a serene 2-bedroom plus loft (that features additional sleeping space) condo with unimpeded views of the stunning blue ocean and the resort pool just steps away. Maximum occupancy strictly enforced in accordance with local ordinances.The...
Spacious 4BR/3BA Hawaiian Airconditioned Hale o Aole Pilikia & Ahonui studio
You can stay just minutes from the sunrise cliff views at Maku'u in a remodeled 1500+ ft home in a charming community with local flair. This stunning 2 story 4BR/3BA space w/studio, is perfect for a multi-family getaway with separate Queen studio BR, an upstairs Queen...
Completely Remodeled, 2 bathroom, sleeps 4-5
You will find our newly remodeled condo very comfortable and inviting. The Master bedroom has a King Bed. The kitchen has been completely remodeled with new appliances, cabinets, countertops, and it is fully equipped with everything you would find in your kitchen at...
New! Tiki Terrace Studio@Turtle Bay - Kuilima East
**2 adults + 1 child only. Tiki Terrace Studio is located at the center of Turtle Bay Resort. Nearby restaurants offer up delicious, locally sourced gourmet foods. You can visit some of the most breathtaking beaches in Hawaii in minutes. Being less than 20 minutes away...
Poipu, Ocean View, Pool, Walk to the beach and Relax!
Welcome to Prince Kuhio 305, where you can relax and enjoy the ocean view from our third floor condo. Just 100 yards from the ocean, you can hear the sounds of the waves at night. You are only steps away from the beach, where turtles can be seen bobbing their heads and...
KGV 15T5 Kapalua Villa w Panoramic Golf Course Views
Kapalua Golf Villas 15T5&6 Experience Kapalua from our Beautiful Updated 1Bedroom, 2Bathroom Villa with Panoramic Golf Course Views! Escape to the beauty of Maui with a stay at our spacious 1bedroom, 2bathroom condo within the prestigious Kapalua Golf Villas....
Kiahuna Plantation 335. Ocean View Condo in Sunny Poipu with Air Conditioning!
Summary:A/C, Athletic club membership, and a convenient sunny Poipu location will suit your needs and relax your soul.The Space:You'll love this fully remodeled home with a peekaboo ocean view and split system A/C! A one-bedroom, one-bath condo in the heart of Poipu at...
Kamaole Sands 2-204 - Dramatic Ocean and Courtyard Views, 1bd / 2ba, AC, Wi-Fi
Kamaole Sands 2-204, overlooking the beautifully manicured tropical courtyard with a view of the brilliant blue ocean just across the street, this elegant condo has been thoroughly updated to “second home” standards by a very particular owner. Situated in the preferred...
Great Location In Wakiki! Amazing Ocean Views from your private lanai!
Completely gutted & renovations just completed in December 2023! This beautiful and spacious condo is the home away from home you have been dreaming of! Located on the 4th floor of the Ilikai Hotel, you'll love unwinding on your private lanai while watching surfers in...
Gianna’s Place~Sparkling Pool, Jacuzzi & BBQ’s
This homey studio is in Princeville Kauai on the Makai Golf Course. Golfing, Hiking, Surfing, Snorkeling all close by. Sparkling Pool, Hot Tub and 2 nice BBQ's, cable & WiFi. Affordable, comfortable, complete.Short drive to amazing beaches as well as the wonderful town...
Oceanview 2BR Condo at Makahuena | Multi-Level Poipu Retreat, AC+Resort Amenities
E Komo Mai, Welcome to The Makahuena 4305!“The Makahuena” is located on the southernmost point of Kauai. This unique oceanside resort is situated on the edge of a bluff providing spectacular coastal views. This is a multi-level condo on the second story of the building,...
2-Bdrm Ground Floor Unit Now Available!
Our spacious resort combines the comforts of a staycation with the beautiful backdrop of the Hawaiian getaway you traveled so far to enjoy.Whether you're walking to the beach across the street, relaxing in the large pool and hot tub, or strolling to the tennis center,...
About Wailua Bay View #309Our unit offers a drop-dead beautiful ocean front view.Wailua is on the island's sunny East side, allowing you to explore both North and South shores easily.Great swimming, hiking and kayaking are moments away.You can explore restaurants and...
Convenient condo with amazing view of Hanalei Bay, lanai, outdoor pool & hot tub
Hanalei Bay Resort 9205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the much-desired Bamboo Building, Hanalei Bay Resort 9205 is a one-bedroom, one-bath condo with...
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Quiet studio, corner of the concrete building. Deck looks out to the ocean. Upgraded air conditioning. Elevator access to 2nd floor. Beach is a walk over the grass field. Sunny pool, kiddie pool, hot tub, BBQs. Kihei town is a 5 min drive away, plus so many more...
Incredible ocean views from the bluffs of Princeville on beautiful Kauai
Aloha and welcome to your oceanfront escape at Alii Kai 4-103 in Princeville, Kauai!This beautifully updated ground-floor condo sits on a bluff overlooking the Pacific, where you can step out from the lanai and soak in breathtaking views while feeling the refreshing...
Waikiki Banyan - Free Parking, AC, Wi-Fi, Conveniently Located
***Amenities recreational deck renovations has begun. The renovation timeline is currently set from April 2025 - for the next 12-14 months (April - June 2026). Pool, hot tubs, grills, etc. will not be available during this time. This unit is located on the same floor as...
# 107 Lovely Grnd Flr King bed Unit, 2025, 10% DISCOUNT FOR 7 NTS OR MORE
Hale Kamaole 107 is a large comfortable beautiful ground floor unit in the lower part of the complex. It is just steps away from the pool, office and BBQ area . The ocean is 200 steps away. We have just completed a kitchen remodel and other upgrades in our condo. 107 is...
Corona Virus Update: Please note that we have taken additional steps to make sure the home is not only clean but sanitized. The remote controls, doorknobs and all surfaces are all wiped down with antiseptic solution. We also send the laundry out to a professional...
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Thank you for looking at our listing! Our ground floor condo has 2 bedrooms 2 bathrooms including 1 King bed, 1 Queen bed, 1 Queen sofa sleeper, 2 Twin rollaways Sleeps 8. It is DIRECT OCEANFRONT & BEACHFRONT with Amazing views!!! Private ocean view patio! This unit is...
Stunning oceanfront view with Maui-inspired design
Papakea F404 is a 2-bedroom, 2-bathroom oceanfront condo that can host up to 5 guests. There are new (2023) mini splits in the living room, bedroom, and the loft. Step through the slider glass doors and you'll find the open concept, main living area featuring new floors...
2 King Beds w/Loft ~Sunrise & Sunset Views ~Pool
This is It..!$15.71 Per Day Parking Charged by the Resort upon check-in. The Sunrise & Sunset Views from this TOP FLOOR Suite is SPECTACULAR. Enjoy the private Master Bedroom with King Bed, TV and en-suite bathroom. Relax with a cup of coffee on your lanai off the...
NEWLY RENOVATED KAUAI PARADISE -You don't want to miss this Gem, Pure Paradise!
**NEWLY REMODELED** Aloha and Welcome to your next Hawaiian Getaway! My name is Tyler and I fully remodeled this Gorgeous North Shore Plantation Condo for your peace and enjoyment in mind (with AC!). About Me: I'm from AZ, live in Utah with my little Yorkiepoo Tango,...
Kihei Beach #207 – Your Perfect Oceanfront Escape
Kihei Beach #207 – Remodeled One-Bedroom Beachfront Condo with Ocean ViewsWelcome to Kihei Beach #207, a beautifully remodeled one-bedroom, two-bathroom condo located in a serene six-story beachfront property in North Kihei. With modern upgrades, electric lanai shades,...
Sleeps 4 Cal King + Queen Sofa Sleeper. Ocean View Napili Walk to food/drinks
Looking for that old school Hawaiian vibe where you can chill and forget the hustle and bustle? Found it! No buildings taller than a palm tree. Best beach on the island. Snorkel, float, swim, chill, turtles, cute fish, great sandy beach.Fall asleep to the sound of the...
Newly remodeled Sugar Beach Resort condo w/shared pool & hot tub
Sugar Beach Resort 431Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Kona Plaza #220: Hawaiian Charm, Central Location!
Kona Plaza unit #220 is the perfect getaway for your next Hawaii vacation. Here's what you can expect from this one-bedroom, one-bathroom condo:As you enter, you'll feel right at home with the Hawaiian atmosphere and welcoming vibe. The primary bedroom features a...
Fully Air-Conditioned and Near the Pool! Come relax at the Palms at Wailea 303!
The name PALMS AT WAILEA aptly describes the feel of this beautiful complex. Located above the pristine shores of Keawakapu Beach, this impeccably furnished home will provide comfort, luxury, and plenty of room to spread out while you explore and enjoy all that Maui has...
Kihei Akahi Condo w/ Free WiFi-Beaches Await
Kihei Akahi C413Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Legal Rental - Green Turtle Hideaway-Sleeps 4
Aloha and thank you for considering the Green Turtle Hideaway for your stay on Oahu's North Shore. This recently updated and nicely furnished one bedroom unit is located within the Turtle Bay Resort complex on the beautiful grounds of Kuilima Estates West. Here you can...
Luxury Fairwayfront Estate w/Private Pool, Spa, AC & Stunning Views: Kamilo #217
Nestled within the Mauna Lani community in Kamuela, Mauna Lani KaMilo #217 offers a serene retreat designed for comfort, connection, and island luxury. This 2,491-square-foot residence blends thoughtful design with modern accessibility features, including a private...
Wavecrest Resort Building C ground floor
This is a newly renovated 1 bedroom condo on the ground floor in the 'C' building at Wavecrest Resort. It has been renovated with attention to detail including soothing colors, "black-out" curtains, crown molding throughout, beautifully tiled "step-in" shower, all new...
Resort beach condo - ocean-view lanai, fast WiFi - steps to pool & hot tub
Islander on the Beach 235Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
Nicely appointed 1bd condo with ocean view
Hale Ono Loa 203 is a 1-bedroom, 1-bathroom 2nd-floor condo featuring stunning ocean views and an expansive lanai. This unit does not have A/C. The condo can accommodate up to 4 guests with a king-size bed in the bedroom and queen sleeper sofa bed in the living area....
Astonishing top-floor condo in North Kihei
This stand-out designer property has breathtaking views and hand-crafted beautiful details throughout! There is no elevators in this resort. This 3rd-floor condo features beautiful craftsmanship and tasteful furnishings and décor as well as an excellent Maui location!...