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.
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-...
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...
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...
Papakea K105 Last Minute May Getaway Deal Ground Floor Condo Oceanfront Resort
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Papakea K-105, a beautifully remodeled ground-floor 2-bedroom, 2-bath residence that sleeps up to eight in one of Maui’s...
Maui Resort Rentals: Honua Kai Konea 550 – 5th Floor Ocean Front Crown Jewel 3BR w/ B.B.Q on Balcony
From the moment you walk through the door of Konea 550, you will realize that you are entering one of Kaanapali Beach's crown jewels. This masterpiece boasts a stunning 5th-floor location above the palm canopy in the closest column to the ocean in Honua Kai's coveted...
Ocean view PH Studio at the Luana Waikiki Hotel
Beautiful high floor ocean view studio at Luana Waikiki, a fantastic boutique building located in the heart of Waikiki. The room sleeps 4 in a queen size bed and a full-size sleeper sofa. The kitchenette features granite countertops, under-counter fridge, microwave, 2...
The Mermaid Loft. Walk to restaurants, shops, the beach and the Ironman course.
This condo is in an ideal location, steps to the Kailua pier, the beach and all of the shops, restaurants and night clubs in downtown Kailua Kona. A very roomy, open beam loft style top floor condo which has been recently remodeled. Cool off after a day at the beach...
Open layout with hardwood floors throughout
Nestled within the serene ambiance of Kihei Resort, unit 128 offers a sublime retreat on the sun-kissed shores of Maui. This charming ground floor, 1 bedroom, 1 bathroom condo sleeps up to 4 guests. Step into the inviting living space, where plush furnishings beckon you...
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
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...
Maui Resort Rentals: Honua Kai – Incredible 5 Bedroom Oceanfront Gem, Over 3800 combined Sq. Ft. w/ 2 Built-in Viking B.B.Q.s!
This 5 bedroom gem combines one of our very finest 3 bedroom oceanfront residences with an adjacent 2 bedroom oceanfront residence to create a 4th floor oceanfront masterpiece, perfectly suited to larger groups or families. Each of these oceanfront residences affords...
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...
Just steps to the ocean.
Come and enjoy a relaxing vacation at this delightful oceanview 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,...
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...
Wailea Beach Villas Luxury Four Bedroom Condo L109 Ginger And Palms
Features of our 3300 sq condo include: Two full master suites Second and Third bedroom can have two twins or king sized bedFourth Bedroom is queen sized bedWaterworks Bathrooms with large soaking tubStudio Becker Kitchen with 2 subzero refrigerators, Gaggenau Electric...
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...
Menehune Shores 306 Ocean front
Upgraded direct oceanview condo at Menehune Shores #306 with views, views, views! Enjoy watching the sunset, seasonal whale watching, outriggers, paddle-boarders and kite boarding from the comfort of your private oceanfront Lanai. Many upgrades including new kitchen...
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...
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...
Makahuena 4305 by Destination Kauai - A/C + Partial Ocean View
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...
Tropical Oceanfront Retreat
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...
Beach Villas Poolside Resort at the Ko Olina Beach w/Luxurious Amenities
This property requires a minimum 6-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Beach Villas are located at 92-104 Waialii Place. (3rd Floor)This Beach Villas at Ko Olina unit...
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...
Ka'anapali Home with Ocean & Golf Course Views
Experience the comfort and luxury of this lovely four bedroom, four & ½ bath home, overlooking the Royal Ka’anapali Golf Course with sweeping ocean views. Enjoy the four spacious ensuite bedrooms, the fully appointed Chef’s Kitchen, and spacious living room.Enjoy...
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...
My Kona Paradise
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...
Charming studio-style condo with views of tropical garden and swimming pool.
Charming studio-style condo with views of tropical garden and swimming pool. Across the street from excellent snorkeling beach and oceanfront restaurant. Short drive to world-class golf, activities, restaurants and shopping. *** Cancellation Policy *** Cancellations...
NEWLY REMODELED KAUAI OASIS - U don't wanna miss relaxing here, Heaven on Earth!
**NEWLY REMODELED** Aloha and Welcome to your next Hawaiian Getaway! My name is T-Baer and I've fully renovated this stunning 2 bedroom/2 bath home on the North Shore of magical Kauai for your enjoyment (City of Princeville). I'm from Arizona and live in Utah with my...
Kihei Beach #207 – Your Perfect Oceanfront Escape
Kihei Beach #207 – Your Perfect Oceanfront EscapeWelcome to Kihei Beach #207, a beautifully remodeled condo in a serene six-story beachfront property in North Kihei. Enjoy sweeping views of Kahoolawe, Molokini, and the dazzling Pacific Ocean from your private lanai,...
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...
Kona Plaza#402 TOP FLOOR OCEAN VIEW IN HEART OF KONA TOWN! AC & Elevators!
Knutson & Associates Property Management is proud to be representing Kona Plaza#402. Welcome to the listing page of Kona Plaza#402!!! It's amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart...
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...
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...
Charming Studio Apartment with WiFi, AC in beautiful Diamond Head Beach Park!
Enjoy a peaceful stay at this wonderful studio apartment on the Gold Coast. The space features a queen bed and open floor plan. The bathroom includes bath and shower combo. In the additional living space, there's a comfy sofa bed for extra guests. Fall in love with this...
Luxury Fairwayfront Estate w/Private Pool, Spa, AC & Stunning Views: Kamilo #217
This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details.Welcome to Mauna Lani KaMilo #217 by Gather, a cozy and inviting four-bedroom, three-bathroom home in Kamuela, HI. Nestled on the stunning Kohala Coast within the...
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! This 3rd-floor condo features beautiful craftsmanship and tasteful furnishings and décor as well as an excellent Maui location! Luana Kai 305C is a top-floor,...