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.
White Sands Village 214 – Modern Condo for 4 w/ Enviable Ocean Views!
Summary:As the largest and most diverse of Hawaii’s islands, the Big Island offers something for everyone—from lush rainforests and volcanic craters to pristine beaches and star-filled skies. Whether you’re seeking relaxation, exploration, or a mix of both, this...
Maui Sunset Vacation Rentals B320
Third floor ocean front in the "B" building. Watch the life of Maui unfold from the morning till evening from your private 150 sq foot private view deck. New flooring throughout 2023. Premium condo maple cabinets suite located near the pool area. Large private...
Budget Friendly Condo Overlooking the Pool
Hawaii Tax ID: TA-048-876-1344-01TMK: 390180030128Practical and budget friendly! Enjoy the tropical decor in this spacious unit located at the Maui Vista. Enjoy your lanai seating that overlooks the pool and watch the sunset colors light up the sky...
Charming 2-bedroom Oceanview Condo in Welcoming Kailua-Kona with WiFi, AC
Oceanview two-bedroom, two-bath condo located in the heart of Kailua-Kona. Stunning heated pool, hot tub, and sun deck perfect for soaking up Hawaiian sunshine! From the private balcony enjoy an unforgettable view of Kona's deep blue ocean. Central AC throughout the...
Maui Parkshore 105: Completely remodeled two bedroom condo in South Kihei.
Completely remodeled two-bedroom condo with well-appointed furnishings and finishes. All rooms have been remodeled and furnished with tropical trendy style in mind. The stone countertops in the beautifully remodeled kitchen capture your attention as you walk in and all...
Air-conditioned condo with amazing Hanalei Bay & Mt. Namolokama views
Hanalei Bay Resort 4204 and 5 and 6Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 4204/5/6 is another rare three bedroom, three bath unit in the resort. This...
Mauna Lani Point—stunning sunset and ocean views
Welcome to F104 Mauna Lani Point, your vacation home away from home. This home may quickly become your favorite base to explore the Big Island from. An open floor plan leads from kitchen to dining to the sunken living area which then flows out toward the lanai via...
2025 ONE FREE Night after 7
Great beachfront quiet 750 square foot condo complex. king tuft and needle bed in bedroom. New floors, comfortable queen futon plus an air bed and pack and play available, desk too!. TV with all cable channels extra sports package too! This is directly on sugar beach,...
Poolside Waikiki Banyan Condo with Fully Equipped Kitchen and FREE Parking!
Waikiki Banyan Tower 1 Suite 701Bright Waikiki Condo Steps from Beach w/ Diamond Head Views & Free ParkingThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck...
Waikiki Beach Experience! Luxury OceanView Suite!
Welcome Ohana, to the world of Mauna and Moana!Welcome home to unparalleled views and experience at this new remodeled condo on the 20th floor of world famous Ilikai Hotel!Enjoy unequaled beach, ocean and harbor views, and when you hear the call of the ocean, know you...
Stylish island condo with patio & pool
Mahina Surf 119Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An unbelievable vacation away from the hustle and bustle of normal life awaits here on the gorgeous coast of Lahaina,...
Kealia Resort 608 Oceanfront Complex, Ocean View from Lanai
Kealia Resort #608 is a new unit to our program located on a oceanfront complex in North Kihei. This unit has a full kitchen, and washer / dryer. Complimentary Wi-Fi is provided. The bedroom is equipped with a ceiling fan, and a queen bed. The room is connected to an en...
Ko Olina Beach Villa B604 Oceanfront Views by Gather
Experience luxury island living at Ko Olina Beach Villas B604, a designer 3-bedroom, 3-bath residence located in the sought-after Beach Tower on O‘ahu’s west coast. With panoramic ocean and sunset views, this villa blends sophisticated interiors with the natural...
Incredible He'eia Bay Pool Home w/hot tub for 16!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 5 bedroom 5 bath pool home for 16 is located right across the street from Keauhau Bay! A semi private landing with sleeping offers a 6th sleeping area! There is a...
Wailea Ekahi Village 40F - 1 Bedroom Garden View Condo
Discover the charm of Maui from the comfort of Wailea Ekahi 40F, a beautifully appointed one-bedroom, one-bathroom condo located in the desirable Wailea community. This inviting vacation rental combines modern amenities with a touch of tropical elegance, offering a...
Private Island Retreat At The Cliffs Princeville!
Experience panoramic views of the Pacific Ocean and iconic Mt. Makana ("Bali Hai") from this private and spacious condo at The Cliffs in Princeville. Perched on a scenic bluff with distant ocean vistas and lush tropical surroundings, this beautifully appointed retreat...
Safe and Quiet in Honolulu Paradise Location
Legally permitted rental - 1850 Ala Moana Blvd #507** For your health and safety, we utilize additional Sterilization procedures between reservations.Beautifully remodeled July 2017, this hotel room comfortably accommodates four adults and is located steps from Waikiki...
Newly Remodeled! 1br Ocean View Condo w/ AC at Poipu Kapili by Alekona Kauai
Comfort meets elegance in this 1,200-sqft one-bedroom Poipu Kapili condo. Perfectly situated to offer breathtaking ocean and pool views, the west-facing lanai puts you on the front row for those mesmerizing Poipu sunsets. With ceiling fans throughout the condo, you'll...
Paradise with Bali Hai views from a tropical North Shore getaway
Hanalei Bay Resort 6221/6222Our 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 fantastic two-king-bedroom condo, each with private en suite...
ALOHA-WAIKIKI RETRO BEACH DREAMS 71
Awesome unit with some ocean views, two short blocks from the beach. This unit is a corner unit and has 2 balconies from which you are able to enjoy mountain views and tropical breezes. Within our CLEAN PRIVATE unit, GUESTS will enjoy:• QUEEN bed to comfortably sleep...
Makena Surf E102 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf E102 is a prime oceanfront vacation condo that offers a perfect blend of luxury and natural beauty. This 1,510 square foot residence is centrally located within the resort, just a short stroll from the golden sands of Po\'olenalena Beach. The condo features...
Wailea Ekahi Village 44B - Studio Garden View Condo
For travelers seeking a budget-friendly option in the prestigious Wailea area without sacrificing comfort or location, Wailea Ekahi 44B presents an attractive choice. It is a charming studio provides a traveling couple or solo traveler everything they could need and...
Ala Moana Resort High floor with partial ocean and city views with balcony
High floor unit with balcony . Partial ocean views and city views. Low resort fee Amazing location Located a 10-minute walk from Ala Moana Beach, Ala Moana Resort 25th floor with balcony offers 4-star accommodations in Honolulu and features a restaurant. The property is...
NEW Listing - Experience luxury at Mauna Lani Villages, a spacious 3-bedroom condo
Luxury 3 bedroom Suite town home! Come and stay in the Mauna Lani resort at the Villages! Just walking distance to the grocery store, and restaurants. This Villa has a split level, high ceilings in the kitchen, dining, and living room. Enjoy 3 separate lanai's with a...
Ilikai Hotel 1 Bedroom Yacht Harbor View, minutes to the Beach!
This is the perfect spot to enjoy the coveted view of the yacht harbor and the Pacific Ocean beyond! This condo is located on the 4th floor of the Ilikai Hotel. Unwind on your large private lanai, ideally situated for taking in the view and watching the sun set over the...
Maui Vista 3111: Walk to the Beach from this 1 Br Garden View condo in Kihei
Enjoy the convenience of South Maui from this one-bedroom condo at the Maui Vista. This garden-view condo is located towards the back of the condo and provides peace and quiet. This condo will accommodate up to four people with a queen bed in the bedroom and a sofa bed...
Your Beachfront Paradise on Maui’s Sugar Beach
*This is a new property and it's gorgeous! We are confident you will love your experience!*For the comfort and safety of all guests, our maximum occupancy is strictly limited to 6 individuals total, including children and infants, in accordance with local fire code and...
One Bedroom at the Chateau Waikiki with Ocean Views and Free Parking
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at the Chateau Waikiki and is professionally managed by Happy Vacations. Very convenient and affordable condo, with Ocean and City Views! Great building amenities, walking distance to the Ala Moana...
Affordable, Central Steps to the Beach & Canal
Legally permitted rental - 444 Kanekapolei St #601** For your health and safety, we utilize additional Sterilization procedures between reservations.Immerse yourself in the Hawaiian Lifestyle. The boutique-style hotel room features views from the mountains to the ocean!...
Ko'olau Mountain and Golf Course Views! FREE Wi-Fi and parking!
Canal House #706 - 2611 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This 600 sqft contemporary style one-bedroom (plus balcony/lanai with table and 2 chairs) is on the 7th floor of the secure Canal House condominium with views of the...
Tropical Serenity - Charming Maui Banyan Studio
Discover Maui at Maui Banyan Q110A studio, a charming 1-bath studio steps from Kamaole Beach Park II, perfect for up to 2 guests. Conveniently located right next to the upper pool area which also includes six Weber BBQs. Relax on the lanai amidst lush greenery, stroll...
3bedrm/2bath,near shopping center,freeway
It has a very convenient location,with walking distance to hawaii famous Bernice Pauahi Bishop Museum for about 5 minutes and 9 minutes walk to the nearest shopping mall and one block 3minutes walks to the bus station.It's only 9minutes drive to the Honolulu...
Spacious high ceiling studio w/FREE PARKING! in Central Waikiki, Luana Hotel
Luana Waikiki Hotel and the spacious unit were recently renovated completely. This hotel situates at the entrance to the famous Waikiki strip and close to the world-renewed Waikiki Beach, shoppings, dining, and Convention Center, which are within a 2-10 minute walk.It...
Tranquil Hawaiian ocean view retreat
Kaanapali Shores 616 is a 2-bedroom, 2-bathroom condo with central air conditioning that can accommodate up to 6 guests. Located on the sixth floor, inside you will find an open-concept layout and Hawaiian-inspired decor with a sense of island serenity. When it's time...
Gorgeous Oceanfront Remodel I Sugar Beach 210
*Professional Photos of the interior including a light refresh to improve this already beautiful condo to come shortly. Take advantage of the introductory pricing of this new listing while you can!Experience beachfront living at its finest in this gorgeous, fully...
Cool Cabana at Waikiki 1-Bedroom | Lanai + Parking
Enjoy a Diamond Head view from the private lanai of this one-bedroom apartment located only one block from world-famous Waikiki beach. This unit features an open concept living, dining, and full kitchen space, as well as an AC, two ceiling fans, complimentary...
2Br Top Floor Hanalei Bay Resort, Ocean View, Pool, Beach Gear
Welcome to Hanalei Bay Resort unit 7305/7306. Looking for enough space for the whole family to relax in scenic comfort? This 2br 2ba condo comes with a with a sleeping loft, offering truly unforgettable views of the ocean, the mountains, and Kauai's incredible North...
Maui Vista 1220: 1 Br across the street from Kamaole Beach Park I
One bedroom garden view condo located on the second floor. This unit sleeps up to four people with a queen bed in the bedroom and a pull-out sofa bed in the living room. There are many tropical accents and upgrades throughout this unit. Enjoy the full kitchen which...
Poipu tropical garden view w/AC. No stairs!
One of Poipu’s hidden gems best kept secrets. Waikomo Stream Villas is a lush garden resort location on the sunny south side of Kauai. The condo is centrally located to shops and restaurants. It is conveniently located within walking distance to the beach , shops and...
Ocean View Queen Studio with Balcony at The Waikiki Grand
Just 1 minute walk to the Beach & Ocean, Queen Kapiolani Park & Ocean Views from your private lanai.Enjoy this 3rd floor tastefully decorated queen bed, balcony suite overlooking Honolulu Zoo, & Queen Kapiolani Park. Offers a well equipped kitchenette with apartment...
F7 2 bedroom, 2nd floor, oceanfront
Aloha! We have just returned from a four month stay at F7, our first visit in over three years.We had hoped to schedule renovation work while we were there, but the boom in construction on Kauai interfered, and so our condo is now in what we consider pre-renovation...
Dlx 2BR Oceanfront Kona Condo...Steps to the Water.nStunning Views!
Welcome to your own 2-Br Oceanfront Kona Condo...Ideally located in Kailua-Kona Town, featuring fantastic Oceanfront Views! Listen to the sound of the surf from your Spacious Lanai, and toast to another gorgeous Sunset! Sleeps up to 5 People: ideal for a family...
Entire Place & King Sized Bed
Pineapple Hale…In Fern Acres, you will enjoy a serene, quiet location with all the amenities of home. On this 4 acre property, the sounds of nature will lull you to sleep. And, awaken you with soft birdsong. The climate is cool at nights. You have access to the entire...
Gorgeous Monthly rental Near the Beach w/ Iconic Ocean, City, Mountain Views!
Waikiki Shore #1418 – 2161 Kalia Rd(LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)NEW TO OUR INVENTORY! This beautiful 2-bedroom, 2-bath condo with floor to ceiling...
Comfortable Corner Suite opposite Beach & Park
Legally permitted rental - 134 Kapahulu Ave #500** For your health and safety, we utilize additional Sterilization procedures between reservations.Suite 500 has everything you are looking for in a Waikiki studio - full bathroom with shower and tub, full size, 'induction...
KBM Resorts | FREE CAR | Residences at Napili Bay | Massive 3-Bedroom Condo, 30 seconds from Napili Bay! NPG-C11
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Charming Royal Garden Studio | Private Lanai
Fantastically located Waikiki studio with private lanai overlooking the palm-tree dotted Ala Wai canal. As part of the luxurious Royal Garden building, our guests enjoy the lovely gardens, pool, sauna, bbq area, fitness center, and more during their stay. Located steps...
Delightful 2bd condo in South Kihei
Welcome to Haleakala Shores A305, an enchanting 2-bedroom, 2-bathroom condo tucked away in the picturesque surroundings of south Kihei, just moments away from the pristine shores of Kamaole Sands beaches. With accommodations for up to 6 guests, including the rare luxury...
Poipu Kapili 57 By Parrish Kauai- oceanfront views and walkable to the beach!
An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style architecture and design, complemented by a wonderful pool and guest amenities, this is a sought after Poipu resort...
Amazing escape with lagoon pool, hot tub, tennis, AC & great location
Maui Kamaole F108Our 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...