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.
Christmas in Ko Olina 1Br Marriott Ko Olina Beach Club 12/22-12/29
Escape to Paradise: Your Luxurious Marriott Vacation Beach Club Retreat!Indulge in an unforgettable escape at the exquisite Marriott Vacation Beach Club villa, offering the perfect blend of resort-style luxury and the comforts of home. Nestled in a prime beachfront...
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...
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...
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...
OCEAN VIEW 2 Bedroom Villa, Maui Marriott Ocean Club - Lahaina Tower
Wonderful place for a vacation. Why not take a much needed vacation at the Premium vacation villa at our oceanfront Maui resort? Stay just steps from the Kaanapali beach in a 2 bedroom oceanview villa with modern amenities. Excellent location!Ocean View - Two Bedroom/2...
Breathtaking Ocean Views, You'll Never Want To Leave Waikiki!
Construction Notice 6/16/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted until early August. The project is expected to be completed by...
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...
WOW! Ko Olina 3BR Villa Steps from the Ocean
*** For Rent, 30-night minimum, long or short-term rental available. Fully furnished, ground floor, 3-bedroom, 2-baths, 2-parking luxury townhouse located in the world-class Ko Olina golf resort. Private gated community. 24-hour security. Gym, lagoon access, and other...
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.• Waikiki...
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...
Luxury Hawaii Kai Villa – Ocean Views, Salt Pool & Guest Cottage, 5 Min to Beach
Villa Luana – Relaxed Comfort in Hawaii KaiVilla Luana is a peaceful retreat set against the green mountains of Hawaii Kai. With views of the surrounding landscape and glimpses of the ocean, it’s a great place to unwind and enjoy the slower pace of island...
2BD/2BA! Charming Retreat: Ground Floor w/King, AC, Garden/Lanai
Aloha! Boutique, six-unit complex in quiet cul-de-sac less than 300 ft (100 yards) from the ocean! Three very comfortable real beds: king & two queens. Large, private patio/lanai/garden area & BBQ. Shared saltwater pool (often empty). Newer AC, ceiling fans and box fans...
Tranquil 2BR/1BA Retreat in a Serene Neighborhood
PERFECT FOR:Professionals | Remote workers | Small teams | Pet owners | Garden loversCentral Wahiawa Location:- Walk to Wahiawa Botanical Garden- 10 mins to local dining & unique shops- Easy access to island attractions & beaches- Peaceful residential neighborhood...
Luxury Oceanfront Living at Napili Point
This listing is a combination of 2 separate units close to one another. Can accommodate a total of 10 adults and 2 kids. DescriptionWelcome to a rare opportunity to experience the best of oceanfront living at Napili Point. This listing combines two beautifully...
Hi6-ST1- The Dolphin Bay Estate
Escape to the enchanting Dolphin Bay Estate, a luxurious vacation rental nestled on the pristine shores of the Big Island, Hawaii. This exquisite property offers the perfect blend of serenity, elegance, and convenience, making it an idyllic retreat for those seeking a...
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...
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...
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:...
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...
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...
Lahaina Shores 504: West Maui Studio!
Lahaina Shores 504 – Oceanfront Studio in West MauiLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 504 is a 5th-floor studio offering privacy, comfort, and can accommodate 2 guests. Step onto...
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 150 5 star reviews on another popular listing site under the same name,...
Partial Ocean View Two Doubles, 3 Units, The Twin Fin Hotel
Every vacation is enjoyable and restful, thanks to the contemporary atmosphere and convenient amenities of our hotel. Spend the day at the outdoor pool with a large sun deck and lounge chairs or catch some rays at the neighboring beach. You may also try delectable meals...
Lahaina Shores 520: Studio with West Maui Mountains View
Lahaina Shores 520 – Studio in West MauiLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 520 is a 5th-floor studio offering a comfortable stay for 2 guests. Lahaina Shores amenities include an...
Kanaapali Maui- Newly Renovated Peaceful Ocean View 2B/2B Condo
Relax with the whole family at this peaceful Maui condo located in the heart of Kaanapali across the street from one of Maui’s most beautiful beaches. This newly renovated one level condo on the ground floor has epic views of the ocean, the island of Lanai and...
Luxurious 1-bedroom villa at WESTIN Nanea Oceanfront Resort!
Make the most of Maui by treating yourself to an elegant, lavishly appointed one-bedroom villa at the exclusive WESTIN Nanea 16-acre deluxe resort. Upon arrival, guests will check-in at the resort’s front desk using their resort confirmation # just as if they had...
Beautiful and timeless Kona Coast Resort - 1BR/1BA
When you stay at Wyndham Kona Coast Resort in Kailua-Kona on the Big Island's west coast, you will feel as if you are stepping back in time to a more simple, unspoiled era. Every detail has been designed to re-create the charming traditional Hawaiian island ambiance...
Sunset Point Hawaiian Beachfront: Exclusive Beach Home w/Hot Tub/Surf Break Spot
Welcome to Sunset Point Hawaiian Beachfront by Gather, a captivating three-bedroom, one-and-a-half-bathroom Hawaiian home, perfectly situated on the pristine Sunset Beach in the picturesque North Shore of Oahu. This residence, known as one of the area’s finest,...
Kahana Outrigger #4A2 - Vacation West Maui
Maui Paradise: Family Beachfront EscapeNestled on the sunny west coast of Maui, this private haven awaits you in Kahana, between the famed Kaanapali and Kapalua resorts. This property offers a unique escape that the whole family can enjoy, mere steps from the...
4-bedroom condo- Tropical luxury Villa in Ko Olina
Welcome to your private oasis in paradise! Nestled within the exclusive Coconut Plantation community in Ko Olina, Oahu, this luxurious villa offers the perfect blend of opulence, tranquility, and island living. With 4 bedrooms and 3 full bathrooms, this is the largest...
Seahorse Beach House: Calm Oasis w/ Private Yard Just Steps from Kailua Beach
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.Seahorse Beach House is a hidden Hawaiian gem,...
Waikiki 5-Star Marina Stay – Ocean View 1BR
Summary:Take a stroll along Waikiki beach and enjoy the warmth on your skin and the beach sand between your toes. This cute and upgraded 17th-floor ocean view studio is in the Ilikai Marina, an ocean front building located in the quieter side of Waikiki. The property is...
Island Dream Waikiki Condo - 15F
Newly renovated studio providing a comforting and welcoming stay for your trip in Hawaii This 15th floor unit overlooks the Fort DeRussy Beach Park, located across from the Hilton Hawaiian Village. The studio is located in the central of Waikiki, which takes only 10...
The Bluffs at Mauna Kea Villa 5 Five Bedroom
Set in a gated community, this oceanfront estate has been crafted by Hawaii’s best architects and interior designers and is a true masterpiece. This residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen with...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Mountain view | 1-Bedroom Condo, Breathtaking views! HKH-524
Elegant 1-bedroom villa in Hokulani Tower with mountain views, full kitchen, spacious lanai, and access to pools, hot tubs, and Duke's restaurant-perfect for couples or families in Maui paradise.*Special Offer - Book any KBM rental home in Hawaii for 6 nights or more...
Luxury Oceanfront Living at the Sands of Kahana
This listing is a combination of 2 separate units close to one another.Each unit can accommodate 4 adults and 2 kids. Total of 8 adults and 4 kids. DescriptionWelcome to a rare opportunity to experience the best of oceanfront living at the Sands of Kahana. This listing...
Paradise Awaits: Luxurious Oceanfront Hawaiian Escape - Sleeps 4
Welcome to your tropical paradise! Nestled on 26 acres of lush, oceanfront property, this 1-bedroom unit at Westin Kaanapali Ocean Resort Villas offers stunning views of the Pacific and the neighboring islands of Lana'i and Moloka'i. Ideal for couples or small families,...