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.
Kahala 412 - Private One-Bedroom Condo in Poipu Kai
Summary:Spacious ground-floor condo in Poipu Kai’s Kahala complex, just a short walk to Poipu Beach and Brennecke’s. This 1-bedroom retreat includes FREE Poipu Beach Athletic Club membership, a full kitchen, private lanai, beach gear, and access to Poipu Kai’s pool,...
Prince Kuhio 115 – Air-Conditioned Poipu Condo with Ocean Views
Prince Kuhio 115 is your private slice of paradise on Kauai’s sunny south shore. This beautifully updated, first-floor condo is located in the sought-after Prince Kuhio complex in Poipu, directly across from the ocean and nestled beside the lush, sacred grounds of...
Ko Olina Beach Villas O1001 by Gather: Ocean Tower w/ Pool, Golf & Beach Views
Experience Ko Olina Beach Villas O1001, a beautifully furnished penthouse villa on the 10th floor of the Ocean Tower. Overlooking the ocean, pool, and sweeping Ko Olina Golf Course, this two-bedroom retreat blends island elegance with modern comforts. Thoughtfully...
Hanalei Bay Resort 9306 (Hanalei Bay Hideaway) AC!
This separated one bedroom one bathroom condo has full oceanfront views of Hanalei Bay with your own private entrance and lanai. Wake up in your king size bed with your clean crisp sheets and enjoy an amazing sunrise breakfast and a complimentary cup of coffee. This top...
ALOHA! Our Home Away from Home, for 2. Quiet, and on 1st floor.
Aloha! Welcome to our little piece of PARADISE! Our new custom built cabinets and island for food preparation were just competed July 2024.If you love the feeling of being at home while you are on vacation, this is the place to be! Nothing better than staying in a...
Aloha Condos, Kanaloa at Kona, Condo 703, Fairway View, AC
Kanaloa at Kona Condo 703: Discover the ultimate getaway at our beautiful Kona condo! Immaculate accommodations, stunning décor, and convenient amenities, including 3 pools and a nearby grocery store. Guests rave about the comfort, cleanliness, and exceptional...
Marriott's Kauai Beach Club - Luxury 2 Bedroom Condos
The Kauai Beach Club resort features an array of amazing on-site amenities such as a 26,000 square-foot pool rimmed with colonnades and waterfalls, a children's pool, spa, fitness center, and two 18-hole championship golf courses designed by Jack Nicklaus. The resort...
Best Location! BRAND NEW 3BR Ocean Villa at Turtle Bay with beach access & pool
This renovated 3BR villa blends high-end finishes with a refined coastal aesthetic for a true luxury retreat. Located in the gated Ocean Villas on Oahu’s North Shore, it sits beside the world-famous Ritz-Carlton Turtle Bay. Enjoy beaches, surf, golf, and scenic trails...
Marvel at picturesque views from this premier Hawaiian retreat!
Marvel at the picturesque views from this premier Hawaiian retreat of Grand Champions 35. Located in the heart of Wailea with a country club feel and centered on 11 acres, amid the 18-hole Wailea Blue Golf Course. You'll also find the world-class Wailea Tennis Center...
Papakea J-104 - Ground floor 2BR/2BA with split system A/C - ultimate comfort!
I'm sure you have heard about the fires in Lahaina town. For Kaanapali and north (including Papakea) all is well. Although I know the recovery in town will take years, Papakea is still beautiful and gracious - you would never know the tragedy in Lahaina happened. You...
🏖️Completely Updated | Ground Floor | Washer/Dryer in Unit | vrKCV
vrKCV - Casa de Emdeko 124, Professionally Managed by Kona Coast VacationsCasa de Emdeko 124 – Tranquil Garden Retreat for TwoWelcome to Casa de Emdeko 124 — an inviting one-bedroom, one-bathroom condo designed with couples in mind. Nestled within the beloved oceanfront...
Breathtaking Ocean View of Royal Waters! AK5202
You'll have to see it to believe it: the incredible ocean views at this 2-bedroom, 2-bath Princeville condo stretch all the way to Alaska. Inside, jewel tones and tropical design invite you to unwind into vacation. Stunning beaches, mountains, and Kauai's signature...
Sugar Beach Resort Condo w/ Private W/D, Shared Pool-Surf, Bike, Golf, More
Sugar Beach Resort 536Our 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...
Renovated Luxury Palms at Wailea 703: Prime Location, Split AC, Close to Pool!
Welcome to Palms at Wailea 703, your luxurious oasis in the heart of Wailea Resort, Maui's premier destination. This ground-floor, fully air-conditioned condo offers nearly 1,200 sq. ft of meticulously upgraded interior space as well as a spacious wrap around lanai....
Kiahuna Paradise condo with A/C
Kiahuna plantation unit 120 in Building 18.You are very short walk away from a beach, actually 200 steps.On ground floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai! This newly remodeled 1 bedroom 1 bathroom Kiahuna...
Secluded Kahana Beachfront Property. 2bdrm/2bth Condo.
Have a wonderful vacation at Kahana Sunset, 9 miles north of Kaanapali Beach,just south of Napili and Kapalua, home of the Mercedes Open. Our beautifully landscaped resort is situated on secluded Keone Nui Bay which is home to a large family of turtles. In the winter...
Maui Steps from the Sand, A/C in both bedrooms. *Makani A Kai B8*
Experience the ultimate tropical retreat at this gorgeous 2nd-story beachfront condo in Maui. With direct beach access just a 1-minute walk away, you can enjoy unspoiled natural beauty away from the crowds of other Maui beaches. Large native sea turtles and humpback...
Kuhio Shores, #214. Kauai’s Best Location! Spectacular Oceanfront Condo
Best location in Poipu! Oceanfront - Thirty (30) feet from the ocean - rare and unique corner unit. Two bedroom, 2 bath. Ceiling to floor windows across the entire front of the condominium. The condo faces South at the OCEAN and then wraps-around and faces West toward...
Maui Sunset Vacation Rentals A319
Watch the life of Maui unfold from the morning till evening from your private extra-large lanai. A319 Two-bedroom two bath sleeps up to seven people. Twin size Murphy bed and queen pull our sofa in the living room. Large private condominium apartment at the resort...
Aloha Condos, Kanaloa at Kona, Condo 1801, Oceanfront, AC
Kanaloa at Kona condo 1801 offers the ultimate Hawaiian escape! Guests rave about the breathtaking ocean views, modern amenities, and exceptional comfort. This immaculate, well-furnished condo is equipped with everything you need, including beach gear and a spacious...
Maui Kamaole B-209 - Special RATES - Spacious and updated Walk to Beach - Town
Maui Kamaole B-209 is a large upgraded ocean view air-conditioned two bedroom / two bath condominium. This second floor two-level condominium is the largest floor plan at Maui Kamaole with ocean, garden and mountain views from the lanais. This two-story condo has been...
Oceanfront Lae Nani, Great View, Gorgeous Sandy Swimming Beach
Welcome to Lae Nani, The Jewel of the Coconut Coast. Relax on the lanai and enjoy the beautiful oceanfront view of the rolling surf and feel the wonderful tradewinds. Explore the gorgeous tropical grounds and swim in the ocean or pool. Lae Nani is family friendly and...
Gorgeous, 3 private suites. Balcony View, Bikes, Beach Gear, More!
Welcome to The Cabana on Kauai!This is a beautiful, remodeled condo with a balcony lanai. It has three comfortable bedroom/bathroom suites (the "Honu", "Shaka", and "Lanai" rooms) which makes it great for families, friends, and couples. Located overlooking the pool and...
OCEAN VIEW, LARGE LANAI, STEPS FROM THE BEACH, BLDG 10
Mark Twain wrote of Hawaii as “the loveliest fleet of islands anchored in any ocean,” he was right. The fragrant scent of flowers in the air, palm trees swaying in the gentle breeze and the intoxicating ocean view with its majestic sunsets all from your private lanai....
Maui Resort Rentals Dream Collection: Honua Kai Hokulani 202 – Direct Ocean Front 3BR w/ B.B.Q on Wrap Around Balcony
Commanding a premier vantage point in the closest column to the ocean at the entire resort, and only available for vacation rental since November of 2017, Hokulani 202 is part of our exclusive Dream Collection, representing the finest residences we offer. With numerous...
Kiahuna #24 Partial Ocean View Ground Level Corner Unit Steps from Beach
Kiahuna Plantation #24 has the best that Poipu Beach offers. Kiahuna Plantation condos have a unique beachfront location in Poipu Beach, making it a favorite for vacationers for decades. The resort is set on 35 lush tropical acres, featuring orchid and cactus gardens as...
Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 2-202, Oceanfront
Keauhou Kona Surf & Racquet Condo 2-202 is a perfect place to stay in Hawaii. Located next to the ocean, it is fully furnished with wonderful amenities, including a pool. It offers easy access to beach activities and is clean and neat. Ideal for families, it is...
🏖️Spacious Corner Unit | Concerige Include3d |Central AC | vrKCV
vrKCV - Waikoloa Colony Villas 105, Professionally Managed by Kona Coast VacationsBeautifully Renovated Waikoloa Colony Villas 3-Bedroom, 2.5-Bath TownhouseWelcome to Unit 105 at Waikoloa Colony Villas! This recently renovated and designer-furnished 3-bedroom, 2.5-bath...
Hale Kai O Kihei Condo w/ Shared W/D, A/C-Great Location
Hale Kai O Kihei 211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room, plus a private lanai that lets you...
Wailea Ekahi6D NEWLY UPDATED 2nd Floor, Part Ocean View,1 min walk to Beach&Pool
Hale Wailea 6D – Wailea Ekahi Village[TA-164-628-0704-01]Welcome to Hale Wailea 6D, an elegantly updated, spacious second-floor condo nestled within the serene and beautifully landscaped Wailea Ekahi Village. This quiet, newly listed unit offers an exceptional location...
Ocean Views W/Lanai and Kitchen–Kaha Lani 205
Castle Kaha Lani Resort #205: This 739 sq. ft. second-floor unit features beautiful views of our lush gardens, pool, and Pacific. Take in these views from your private lanai which has two loungers, to enjoy the view while you catch up on your vacation read. Spend the...
513 - 5th floor 1/1.5 Oceanfront unit with A/C and a great ocean view!
*NEW* unit 513 now has air-conditioning in both the bedroom and living room! This upgrade will provide a more comfortable and cool environment for our guests!This fifth floor oceanfront condo at the Kihei Surfside Resort is located on the more private, quieter side of...
Ocean’s Edge Bliss w/Chic Kitchen, Lanai, Laundry, AC, TV, WiFi–Kanaloa at Kona 3102
Castle Kanaloa at Kona #3102 - It’s hard to top this 1,850sf ocean’s edge suite! Toast sunsets and crashing waves on the lanai. Family ease rolls out with a roomy living area, gourmet kitchen, washer/dryer, WiFi, DVD, flat screens, double vanity master bath, air...
Panoramic Cityscape Condo at the Waikiki Landmark w/Great Building Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.. The Waikiki Landmark high rise is located on the main Waikiki strip at 1888 Kalakaua Ave. in one of the...
Stunning Ocean View Condo! Best Location!
The Best Location in Waikiki: Only 1/2 block from Waikiki Beach,Located in a quiet boutique building,Surrounded by restaurants, shopping, and entertainment,1 block from Honolulu Zoo and Kapiolani Park.Incredible Ocean View:Large, furnished lanai faces the...
Kauai Sunrise, Rainbows, Ocean Views & 15th Fairway of Makai
For Honeymooners, newly in love, wedding on the beach, to outdoor enthusiasts and those just looking to unwind, this special place has been known to make you fall in love. When the day comes to go home, the joy you find are the memories you created and you can't wait to...
🏖️Great Ocean Views | Private Pool | WIFI | vrKCV
vrKCV - Heavens, Professionally Managed by Kona Coast Vacations Welcome to Kona Heavens – A Private Island Escape for Couples and Families!Perched at a cool 1,000-foot elevation on the slopes of Hualalai, Kona Heavens is the perfect retreat for couples, families, and...
Your Hawaiian Beach Get Away, Steps From Great Beach!
This unit has a full kitchen, AC in the living room as well as the bedroom, washer/dryer, cable and complimentary Wi-Fi. There is a queen bed in the bedroom, and two twin Murphy beds, sleeps four comfortably. This unit has one assigned parking space. Beach chairs,...
Beautiful 3 bedroom condo in the heart of Waikoloa
A condo owned by a locally born owner who loves the islands and sharing the magic with visitors from around the world. This property has just been renovated in April 2022 and has a fresh new feel to it.
Waikiki Luxury Penthouse 30 Days Rental
A luxury penthouse in a new secure boutique building in Waikiki featuring 17' ceilings, skylight, wood floors, granite counter tops, high-end appliances, wine refrigerator, designer furniture, fine artwork, spectacular marble bathrooms, jacuzzi bathtub, filtered water...
Paradise! Plantation at Princeville 3 Bed 3 Bath Condo
Come stay at the coveted North Shore of Kauai! This is a 3 Bedroom 3 Bathroom highly sought after condo at the Plantation at Princeville.Our unit is air conditioned throughout. The master bedroom includes a king bed and a spacious on-suite bathroom. The second bedroom...
Oceanfront Condo, steps to the ocean with AC, Lanai, Sunrise Views & Snorkeling
Watch frolicking sea turtles, marvel at spectacular sunrises, enjoy whale watching (in season), and relax under starry night skies from the shaded, breezy comfort of the lanai at this charming, third-floor, oceanfront Kuhio Shores condo.***** We invite you to enjoy our...
Remodeled and Direct Ocean Front! Book now for Summer!
Kaleialoha #312Newly upgraded with stainless steel appliances, tile throughout and new bathroom with tiled walkin shower.Brand new Queen bed, AC in living area, washer/dryer in unit. Extra tall lanai seating!Near Shopping, Restaurants and all beach activities. Farmer's...
2BOV-1 Aston Waikiki Beach Tower: 2 Br with Ocean Views and Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this condominium...
Great location! Only 200 steps to KAM II beach, great for families!
Location, location, location! This stylish, clean, newly remodeled condo at Kihei Kai Nani is just 200 steps to Kamaole II beach which is considered one of the top 3 beaches in Kihei! The condo is on the top floor directly across from the pool. It sleeps 6 with a Queen...
Maui Resort Rentals: Honua Kai – 7th Floor, 6 Full Bedrooms, Stunning Ocean Views from Every Room!
This unique 6BR gem combines two of our very finest adjacent 3BR residences to create a gorgeous 7th-floor masterpiece, perfectly suited to larger groups or families. With a 7th-floor vantage point above the palm trees, the ocean views from this location are among the...
Alii Kai 2-101, Enjoy relaxing on the lanai, views of distant mountain vistas
A completely renovated (in 2023) ground floor unit with a lot of open grassy area and privacy. It feels like your own back yard. This is a 2 bedroom, 2 bath corner unit. The trade winds flow right through the home. Kitchen, bathrooms, windows and much more have all been...
A Family Favorite on Hawaii's Gold Coast 11th Floor Oceanfront Condo
Legal Vacation Rental2947 Kalakaua Ave. HI. Suite1101** For your health and safety, we utilize additional Sterilization procedures between reservations.The large lanai with an unobstructed view of the ocean comfortably seats seven. You'll love viewing the sunsets from...
Beachfront 5th-floor condo with ocean view
Sands of Kahana 355 does not have A/C, is a 2-bedroom. 2-bathroom condo that is located on the 5th floor and offers panoramic ocean views from your private lanai and ceiling fans throughout. This property has elevators for easy access. Unit 355 can accommodate up to 6...
Most Accessable Place To Explore All That Puna Has To Offer
We have lived in this area for 25 years and know this area well. Our time here has been well spent. We have developed this patch of land over time and have createdf an atmosphere that is both pleasing and comfortable. We enjoy receiving guersts from many places and...