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.
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 complex at The Whaler on Kaanapali!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...
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 &...
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 Front n& Ocean View-Fully Equipped Condo at the Fabulous Ilikai
The world famous Ilikai Hotel is a resort type property with hotel rooms and condos, 2 pools, shops and restaurants. Condos and hotel rooms typically rent for $200 to $300 per night, but you can rent this upgraded unit for much less during our Special times.You will...
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...
White Sands Village | Oceanfront
Summary:Say aloha to your home away from home on the Big Island! Maximum occupancy strictly enforced in accordance with local ordinances.The Space:White Sands Village is an oceanfront condo complex in the gorgeous town of Kailua-Kona. Guests will find themselves in the...
Top-floor getaway with lagoon pool, hot tub, tennis & beach access
Maui Kamaole D205Our 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...
Steps to the Beach, Beautiful, Clean 1 Bedroom Condo
Mary and I found we really enjoy Maui, and decided to purchase this condo in Kihei in March of 2017. Our condo was recently remodeled - new floors, cabinets and granite countertops. The bathroom was done as well, with a nice walk-in shower. Kihei Bay Vista is a...
Soooooo Close to the Beach & Completely Remodeled! Relax to the Sound of Waves
This beautiful ground floor unit was completely remodeled in 2015 and every surface is brand new. If you prefer one of the shortest and most level walks to the beach in Ekahi Village, then condo 21-C is for you! (The complex is situated on a hillside.) Enjoy relaxing...
Modern & Private Condo in a PRIME Location!
Resort style living in a beautifully maintained property with a lush tropical setting. It's an 8 minute walk to dining, shopping and limitless activities in Kona town.Located across from Royal Kona Resorts and world famous Don The Beachcomber bar which is famous for...
Maui Resort Rentals: Honua Kai Konea 249, Spacious Interior Courtyard 3BR w/ Partial Ocean Views
This exquisite three-bedroom suite offers an incredible location, the first unit back from the very front of the building. You will be perfectly situated to enjoy partial views of the Pacific Ocean while soaking up the morning sun with your breakfast and listening to...
*** Beautiful Oceanfront Maui Condo Right on Sugar Beach ***
🌴☀️🌴 TOURISM WELCOME! We are a fully legal Short Term Rental (STR) condo and have been hosting for10+ years (Premier Hosts). While Lahaina town is closed, the rest of the island (including areas of West Maui) is open, and visitors are welcome. Respectful...
Villas By The Cove, Villa 2 · 1 Bedroom Beach Villa Steps to the Sand
Villa 2 at Villas By The Cove is a spacious garden view 1 bedroom Villa Suite located just steps from two of South Maui's most popular white sand beaches. Newly remodeled and conveniently located, this 600 sq. ft. single story 1 bedroom villa offers ocean views, privacy...
Adorable 1930's Gingerbread House....Permitted!
This renovated and adorable "Gingerbread House" is a studio cottage nestled amongst beautiful trees and tropical flowers and an organic farm growing Turmeric, Ginger, Papaya, Tangerines, Avocado, Oranges, Lemons, Grapefruit, Macadamia Nuts, Lychee, coffee and tropical...
Kahakai Estates Hale: Posh Gold Coast Home w/ Pool, Spa, AC & Sunset Views
Kahakai Estates Hale by Gather – Newly Renovated Luxury Vacation Rental in Kailua-Kona, Big IslandLocation: Kahakai Estates, Kailua-Kona | Sleeps: 6 | Bedrooms: 3 | Bathrooms: 2.5 | Central A/C | Private Pool & Hot TubEscape to paradise in this fully remodeled,...
Location, Location, Parking, Kitchen, Remodeled
W Hotel-inspired design in this newly remodeled and fully upgraded designer condo at a value price. Everything is new. Traverine floors throughout. The kitchen includes granite countertops tops Italian glass tile backsplash, and a dishwasher. The bath includes a vessel...
Experience Bliss: Beachfront Panoramic Ocean Views at Sugar Beach Resort PH27!
Sugar Beach Resort #PH27 – Penthouse Oceanfront EscapeWelcome to Sugar Beach Resort #PH27, a fully renovated one-bedroom, one-bathroom penthouse condo with panoramic oceanfront views. Located in North Kihei, this oceanfront retreat places you directly on Maui’s...
Haena Beach House – Luxury Oceanfront Kauai Retreat
TVNC 1258Haena Beach House offers a once-in-a-lifetime vacation experience, providing contemporary luxury in a private beachfront setting. Ideal for large groups, the home showcases breathtaking panoramic views of the Pacific from its living spaces and each of its...