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.
1 Br Ocean View Getaway at Pali Ke Kua 108
Escape to Pali Ke Kua 108 and enjoy ocean views and a relaxing environment in this ground floor condo.This bright and sunny condo has an island style, open concept living room, dining room and kitchen, all with beautiful panoramic ocean views. Relax and enjoy Bali Hai...
Perfect Studio: AC, Pool, Private Bedroom, Lanai, Walk to Shops + Island Guide
Peaceful, Private, and Perfectly Located — Your North Shore Kauai Retreat Welcome to the Hala Hale — a guest-favorite described as “peaceful and sweet”, and an upgraded choice among studio-style condos in the area. Designed for comfort and privacy, this spacious...
Stunning 180° MAUI OCEAN VIEW 2 bdrm condo Island Surf 501
***NOTE: our building is exempt from BILL 9: We are a designated short term rental property in Kihei, that will not be subject to ANY rental bans that are currently being considered in Maui.***Check out our photos, check out our reviews, now here’s the highlights:•...
Golfers Dream Condo with Exclusive Golf Deals!
Welcome to Waikoloa Beach Villas K22 located on the 3rd Fairway on the New lakes course! This charming 2 bedroom 2 bathroom condo with lanai and BBQ will make you never want to leave The Gold Coast! The Waikoloa Beach Villas is a gated community within walking distance...
LOW April rates at only 139/nt! Reserve SOON! Sleeps 4
This unit has been our getaway for some time and now we invite you to share our little piece of PARADISE! The location is IDEAL in that you are away from tourist traffic, yet directly across the street from one of Hawaii`s best beaches and merely 1 mile from the main...
Honua Kai Ground Floor huge yard ~ Konea 142 ~1 minute walk to Pools/Beach/BBQs!
Aloha. After the devastating Lahaina fire, and with deep respect to the families and businesses that were affected, west Maui is welcoming guests back. By staying here and patronizing local businesses, you will be putting locals back to work and providing an important...
Cute, spacious rainforest cottage close to HVNP
Come and enjoy our lovely cottage, just minutes from Volcano Village and the world- renowned Hawaii Volcanoes National Park. This private home offers all the comforts of home in a beautiful, unique setting sure to relax and inspire you.This charming home is equipped...
Maui Resort Rentals: Ka'anapali Ali'i 121 – Luxuriously Remodeled 2BR/2BA Suite w/ Lush Garden Views!
Boasting over 1500 sq ft of luxurious interior living area, Alii 121 is a sophisticated 2BR/2BA residence offering guests the perfect space to gather and reconnect in comfort. Its bright open floor plan offers an upgraded modern kitchen that connects to a large dining...
Sweeping "WOW" Ocean Views from Every Room and Balcony - Penthouse Location
This condo offers guests Breathtaking, Panoramic views of the Pacific Ocean from every room in the home. The home is newly renovated and has a top/second floor, corner location at the very edge of the Pacific on the beautiful north coast of Kauai. What you hear are the...
Our Penthouse over the Pacific - A true gem that sleeps 4 is lovingly cared for.
Legally permitted vacation rental - Our Penthouse over the Pacific ☀ A true gem that sleeps 4 is lovingly cared for2947 Kalakaua Ave #PH01⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.🛏🛏When it comes to...
Ocean View Top Floor! Steps from Beach, AC All Rooms, Pool, Tennis-Summer Sale!
***Special offer for Fall trough Christmas***20% off Book 7 nights or more! Additional discounts for Last minute deal for October. Mobile Booking Price promotion for December!!!Welcome to our paradise home! Maui Vista condo – Ocean View Top Floor, Sleep 4-5* Fujitsu...
Luxurious Whaler Studio
Elegantly decorated, this third floor unit (#365) includes everything you need for a great vacation. Inside our condo you'll find a 50" tv with HBO and all the beach gear you need (chairs, umbrella, cooler and snorkel gear). The Whaler also provides complimentary pool...
Secluded & Breezy Condo near the Ocean w/Free WiFi, Shared Outdoor Pool & Grills
Paniolo Hale B2Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come and stay at this is a lovely one-bedroom, two-bath condo with open beam ceilings and hardwood floors! The ground...
Ocean View - Steps to Beach - Perfect for couples. Prince Kuhio unit 2-9.
You are at the beach! Swim, Snorkel, Surf or Just Relax at the Beach or Pool! Walk to several beaches across the street. Soak Up the Natural Beauty of Kauai! It is all just steps away!Your second floor, ocean view lanai is only 300 feet from the ocean in the sunny South...
Mauna Lani private BBQ lanai, 12 min walk to Beach
Welcome to Mauna Palm by KEVALA TERRA. Savor your Dream Hawaii Vacation in the Palm Villas 3bd/2ba Condo within the prestigious Mauna Lani Resort. Exclusive location, Luxury comfort, and fun adventure are all at your fingertips. Our relaxing home and its amenities will...
Malolo Cottage - a studio/1ba home near the beach in Hanalei
TVNCU-1170 TA#103-297-8432-01 - "A Place to Rest"Malolo Cottage is just a short walk to the beach at Hanalei Bay (about 1 block), this wonderful Hawaiian-style studio cottage has all you will need for a relaxing vacation. Featuring vintage Koa furniture, a Queen bed and...
Maui Resort Rentals: Honua Kai Konea 545 - Spacious 5th Floor 2BR w/ Fantastic Ocean Views
Konea 545 is a luxurious two bedroom ocean view suite and it offers a beautiful ocean view as it is located in the the closest two bedroom column to the ocean in the desirable south facing Konea interior. Gather, reconnect, and celebrate in one of the largest two...
TVNC #1162 Steps Away from Pristine Beach with Na'Pali Coast Views in Ha'ena
On Kauai's North Shore located in Ha'ena. As with all properties from Hanalei to the end of the road at Ke'e Beach, this property is in a tsunami evacuation zone This all redwood home designed by world class yacht racer and sailing enthusiast, Peggy Slater, is a non...
Large Designer 2 Bed/2 Bath Condo with Ocean Views & Beach Across the Street
Aloha & Welcome to Your Maui Retreat at Kamaole Sands!Trade everyday scenery for swaying palms, sparkling blue water, and golden sand. Nestled in the preferred large-floor-plan layout of Building 9, our newly refreshed 2-bed/2-bath condo delivers the space, privacy, and...
Stunning Ocean Views + Designer Designed Kona Home
Aloha and welcome to the all new Kona Hale, completely remodeled from top to bottom! Enjoy the spectacular 'Green Flash' of our Kona Sunsets at a breezy elevation while nestled amongst fragrant fruit trees, colorful flowers and lush tropical foliage. Dine at your...
Kaha Lani Resort #214 - 2BR/2BA Wailua, Kauai, HI - see and hear the ocean!
Kaha Lani means "Heavenly Place" in Hawaiian, which describes this beautifully-appointed, two bedroom, two bath, beachfront condominium on Kauai’s magical Coconut Coast. The home of ancient royalty. The view from the living room, dining room, master bedroom, and lanai...
Quiet private second floor corner end unit
Second floor corner end unit with partial ocean views, private wrap around lanai. BBQ grills, pool, jacuzzi and tennis courts on premise. Lovely landscaped grounds and just a few steps to the beach. A great place to relax and unwind!There is a small store on site with a...
Ground floor condo in beautiful Lae Nani!
Directly across from the new garden area with beautiful water lilies and water features, this ground floor condo is perfect for young families and guests. A short stroll across the lawn takes you to a spectacular view of one of the best beaches in the area. A designated...
Maui Resort Rentals: Honua Kai Hokulani 420 – 2BR Corner Suite w/ Partial Ocean & Mountain Views + X L Balcony!
Hokulani 420 is an expansive two-bedroom partial ocean view corner suite and one of the few offerings at Honua Kai that affords views of both scenes that Maui is famous for... the relaxing blue Pacific Ocean and the majestic West Maui Mountains. The generous 1240 sq....
🏖️Complete Renovation | 20 steps to Ocean | Washer/Dryer in Unit | vrKCV
vrKCV - Casa de Emdeko 116, Professionally Managed by Kona Coast VacationsWe welcome you to our Oceanside Garden home at Casa De Emdeko, where you will be embraced as ohana (family) at our tastefully renovated one-bedroom ground floor suite, just steps from the ocean.We...
Manualoha 806 by Destination Kauai
Manualoha 806 by Destination KauaiE komo mai – Welcome to your Poipu retreat!Enjoy a relaxing island escape at this beautifully remodeled, multi-level 2-bedroom, 2-bath condo just steps from world-famous Poipu Beach. Located in the desirable Manualoha at Poipu Kai...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Gorgeous Ocean & West Maui Mountain Views, XL Balcony!
This tandem package combines 2 neighboring two-bedroom 6th-floor corner suites to create one of the best 4 bedroom values on the island. Step outside onto the massive 500+ sq ft balcony and enjoy gorgeous Pacific Ocean views from one of the suites, or relax inside and...
🏖️Stunning Top Floor Ocean Front Condo | AC & WIFI | vrKCV
vrKCV - Kona Bali Kai 401, Professionally Managed by Kona Coast VacationsOceanfront Escape at Kona Bali Kai – Stunning Top-Floor CondoExperience breathtaking oceanfront living in this beautifully remodeled 3-bedroom, 2-bath condo at Kona Bali Kai. Located on the top...
Spectacular luxury golf course view home in the heart of the Mauna Lani resort
This beautiful brand new 3000 square foot Hawaiian hale features a private tropical garden, elegant, island inspired design with views of the golf course and Kohala Mountains and beyond. Enjoy premier privacy, three bedrooms with king beds, four full bathrooms and an...
Lahaina Oceanfront Mansion for Large Groups
UPDATE: THIS HOME WAS UNAFFECTED BY THE FIRES. FUTURE BOOKINGS ARE SECUREWelcome to Maui's most desirable vacation home! Your own private mansion on the water in Lahaina (this home is partial ocean front). This is currently the largest vacation rental in Hawaii in terms...
Welcome to 1602, Our Piece of Paradise!
Welcome to Unit 1602 at the Fairways at Mauna Lani! This luxurious gated community is located between the Fairmont Orchid and Mauna Lani Bay Hotel. This is a bright and open unit in a park-like setting. Feels like your own backyard. Easy access to the pool. It is a...
🏖️Luxurious View Corner Townhome | Great Views | VIP Beach Pass | vrKCV🏖️
vrKCV - Mauna Lani Fairways 1101, Professionally Managed by Kona Coast VacationsDiscover Sacred Light and Happiness at KA NOHONA KAI LA'AKEAWelcome to Fairways #1101 at the renowned Mauna Lani Resort, where award-winning architecture meets the tranquil beauty of Hawaii....
Relaxing Unit In Royal Kahili
Welcome to the Royal Kahili! This is our home for 3-4 months out of the year, so it is comfortable and well appointed for your stay.Extensive renovations to the unit. It is gorgeous! New kitchen and guest bath, fresh paint and baseboards, updated light fixtures and...
Kona Makai 6201: Direct Oceanfront Condo w/ AC in Every Room, Shared Pool & Spa
Kona Makai 6201 offers a serene Hawaiian escape with breathtaking ocean views, located just steps from the lively charm of Kailua Kona. Spanning 1,120 square feet, this inviting two-bedroom, two-bath retreat accommodates up to six guests comfortably, blending modern...
A View to Die for! 3 bedroom 3 bath on the sand at Waikiki Beach
Discover the little known secret of one of the most prized stretches of Waikiki Beach. The only privately owned condominium in Waikiki where you can step right from the building onto the sand of world famous Waikiki beach. If you're seeking Hawaii sunshine with the view...
Hale Ohai: Modern Elegance in the Jungle near Pohoiki and Kehena Beaches
Relax in sleek, contemporary style at this modern Pahoa getaway, a private screen home once featured in the pages of Dwell Magazine. Walk the black sands of Kehena Beach in the warm island sunshine, and come home to a striking living space with a 500-foot deck where you...
Prince Kuhio #112 One BR, One Bath Condo with A/C & Pool, steps to the beach!
Welcome to your Kauai home away from home! Prince Kuhio is the perfect location to enjoy the sunny south side of Kauai! We are next to the Prince Kuhio Memorial Park with open views from the lanai across the park to the ocean with the sound of waves soothing you on the...
Everything new. 5 Star reviews Fabulous ocean view!! HOTEL ZONED
Welcome to Your Oceanfront Maui Condo at The Whaler!Escape to The Mango Hut, unit 519, ocean view, beach front pool, and a fully renovated oceanfront Maui condo on world-famous Kaanapali Beach. This King one-bedroom (with Queen pull out sofa in the living room),...
Gorgeous Oceanfront Condo Steps From The Beach, Air Conditioned, Free Wi-Fi
Soak up amazing ocean, mountain and sunset views at our beautiful oceanfront condo, on the sunny Kihei coast. We are just steps from the beach, and visitors can swim safely in the protected ancient Hawaiian fishpond that fronts the condo.Our non-smoking ground floor...
Kahikole: Oceanfront home with stunning, rugged ocean cliff views
This Oceanfront home on a half acre of land in Hawaiian Paradise Park gives you the privacy and serenity you're looking for. Set just back from the cliffs it is in full view of the glorious sunrise and dramatic sapphire blue ocean year round! The landscaping, front gate...
TRUE Oceanfront Renovated Kamaole #206
Beach beach beach front!! Access to both Kamaole 1 and 2 beaches!Fully equipped kitchen, master bedroom with king bed, 1 double bed and twin bed in second room, brand new furniture and appliances through out condo. Washer & Dryer, flat screen cable T.V's. wall safe &...
Puamana 254-2 Remodeled Direct OceanFront 3Bedroom Condo in Historic Lahaina
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Puamana 254-2, a rare ocean-front 3-bedroom, 3-bath townhome that sleeps up to 8 guests and holds a coveted front-row perch...
Kona Cliff House at Pebble Beach - a romantic getaway!
Kona Cliff House at Pebble Beach is a romantic getaway & perfect for all things ocean! Spectacular coastal views from every room in this fully remodeled penthouse. All full custom gourmet kitchen stocked with your chef needs. Location absolutely does make a difference!...
May 25- Jun 14 $140 KKN-Get Spoiled in DLX unit/Low total price/Best S. location
Our unit listing is in the Kihei Kai Nani Resort and is "Resort - Hotel" designated property and not apartment zoned. We have enjoyed hosting guests since 2011 in short term rental stays and are able to continue as is everyone in the Kihei Kai Nani Resort.Hawaii tax ID#...
Hale Nalani, Private Luxury with a Pool and A/C
Hale Nalani, Princeville Hale Nalani, “House of the Heavens,” can be found in the resort community of Princeville. A walled courtyard provides privacy to this single-level, 3-bedroom, 2.5 bath home, which also features a 40-foot (12 m) lap pool.Tropical hardwood...
Roomy 2/2 + LOFT Floorplan: 2 Master Suites
Summary:Spend your next vacation in our luxury two-story villa at Waikoloa Beach Villas. This spacious and thoughtfully designed unit offers 1,585 square feet of bright, comfortable living space — perfect for the whole family to relax and unwind.The Space:The main...
Beautiful & Spacious - J202
The Maui Kamaole is a luxurious low-rise, townhouse-style complex on 23 tropical acres set on a hill overlooking the ocean. The property has two beautiful swimming pools. The pool closest to our unit is set in a tropical garden with a waterfall and has an adjacent sand...
Beautiful, Updated & Lush Settings 🐠 House with Privacy, Pool & Nearby beaches🐢 Kololia Living
Kololia Living is a beautiful and private 3 bedroom, 2 bath home set on 1/3 of an acre. It's neighborhood setting places it close to Kona's beaches, and a nearby walking trail. The grounds are studded with beautiful, lush plants, including many different fruit trees!...
Ocean & Ocean View-Fully Equipped Condo at the Fabulous Ilikai Aug/Sep Special
Aug 20 to end of Sep Special! we always have a one month minimum, at a great price. Just type in your dates and you will receive our special rate. The world famous Ilikai Hotel is a resort type property with hotel rooms and condos, 2 pools, shops and restaurants. Condos...
Awesome Ocean View Condo w/ FREE Wi-Fi and Parking!
Waikiki Banyan #3601-T1 – 201 Ohua Ave.It hardly gets better than the vantage point from this 36th floor end unit! Your panoramic view includes the Pacific Ocean views, Waikiki, Diamond Head, and Kahala to Koko Head! This modern air-conditioned contemporary has...