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.
Sugar Beach Resort Condo w/ Shared Grill, Private W/D-Close to Beaches
Sugar Beach Resort PH02Our 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...
Luxurious 2 Bedroom ~Tropical Garden & Ocean View
Travelers looking for the FINEST and most LUXURIOUS accommodations, look no further... This top floor, 2 bedroom and 2 bath condo is nestled on the Ocean Bluff with both Tropical Garden and Ocean Views. This Condo is a SECRET GEM offering High End COMFORT in Paradise....
Kahana Village #18 Beach Front Luxury
Our condo number 18 is a beautiful newly remodeled, spacious 1750 square foot, 3 bedroom, 2 bath, 1st floor condo nestled in a lush tropical garden setting of Kahana Village. Here for you is your own private beach, perfect for watching the whales and sunsets as well as...
Hale Lani Kai By Parrish Kauai: steps from Poipu Beach with AC, great family vac
Enjoy this prime Poipu location and be only steps from popular Poipu Beach Park and Brennecke's beach! Nestled along a private side road with only access to the neighboring homes, you will enjoy being in the heart of Poipu Beach yet love the privacy and seclusion of...
Gorgeous! Beautifully renovated DIRECT OCEAN FRONT condo. A must see!
Aloha! Welcome to Paradise on the Big Island of Hawaii! Our condo is located in the beautiful "The Sea Village" condo complex (unit 3216). We also own the 1 bedroom condo (unit 3217) right beside (VRBO # 1197944). This 2 bedroom condo over looks the pacific ocean with...
Mauna Lani Beach Club Pass included! Palm Villas B4
Mauna Lani Palm Villas B4. Includes Mauna Lani Beach Club Pass. Please scroll down for detailed informationThis vacation rental is professionally managed by ResorticaHawaiiBedding Configuration:Master Bedroom: King BedGuest Bedroom: Two Twin BedsGuest Bedroom: One Queen...
Keauhou with gorgeous oceanview and on the 8th hole of Kona Country Club fairway
Your vacation home awaits you in this two bedroom with loft and three full bath condo with stunning views of the ocean and golf course. From the large lanai you can sit and enjoy your gorgeous view.Keauhou Punahele complex is located in the town of Keauhou on the...
SERENDIPITY on THE MOANA - Legal & Oceanfront - Great for Work & Play!
*Serendipity on the Moana is a Beautiful, Fully Furnished, one-bedroom condo directly on the beach with over 740 square feet in Maili Cove on Oahu. This unit is perfectly located in the center of the building on the second floor and has an unobstructed, panoramic view...
Maui Beachfront Gem
Searching for 'Paradise?' You've found it! A perfect Condo, ON a perfect beach, on the perfect island. Maui's sunniest corner enjoys more than 300 days of sun each year. Kamaole One (#8) is located on the secluded end of Charlie Young Beach, which the locals consider to...
OCEAN FRONT MAUI~Lush Gardens, Privacy and Convenience ~ Maui Sands 6B ~ 2BD/2BA
Maui Sands is a hidden gem near Kapalua, a family-friendly property with a handful of buildings and beautiful grounds full of tropical plantings, mature trees, and warm breezes. Enjoy amazing ocean views, sunsets, and wildlife watching from this well provisioned condo....
Makaha Hideaway by AvantStay | 10 Minutes to Beach
Kick back in the heart of Makaha Valley at Makaha Hideaway, a 3BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard, this modern Hawaiian escape blends style, space, and a beautiful location to give...
NEW! Spectacular Supersize 1 bedroom Ocean View Condo!
ENJOY THE FABULOUS OCEAN VIEWS AND BREEZES from this very large, well appointed one bedroom / one bath condo. Over a thousand square feet of indoor living space plus the huge lanai!---------------------------------------------The condo's immense great room has an entire...
The Best Condo in Wailea Ekahi Village!
Wailea Ekahi Village is a tropical oasis that sits right on Ke'awakapu Beach, considered by locals to be Maui’s best beach. Surrounded by major resort hotels, shopping centers, and championship golf courses, it's a vacationer's dream! This condo is in one of Ekahi...
Waikiki Beach ocean view studio with pool access right on the white sand beach.
Enjoy spectacular Ocean views of the white sand beach and sparkling turquoise waters from inside this condo and from your lanai. Step out of the elevator and straight on to the warm sands of Waikiki Beach. You can not find a better location! One of the closest studio's...
Direct Ocean View. Wrap-Around Lanai. End Unit.
**To prevent fraud, please do not use wire transfers as a payment method.**Enjoy salty breezes and the beautiful ocean view from this comfortable two-bedroom, two-bath condo where the ocean is literally a short stroll from your door. 2 kings and sofa-bed can accommodate...
Lalamilo Beach Bungalow: Historic 1930s Beachfront Home on Waialea Bay
The “Lalamilo Beach Bungalow” has been a labor of love for the owners, who have taken a personal interest in the restoration and preservation of this historic,1930’s beach front home. Originally accessible only by boat (there were no roads to the beach) the owners...
Waipouli Beach Resort Luxury Mountain View
Waipouli Beach Resort is a Top Rated, 1st Class Beachfront Resort, located on the Beautiful Island of Kauai.Condo A305 is a 1 Bedroom, 2 Bathroom Condo in Building “A” and steps away from the sandy-bottom shallow-water, young children’s pool, which is connected to the...
Family Home Near Beach, Free Fitness Club, TVNCU#5050
Ala Muku ~ Kauai Vacation Home Near Famous Poipu Beach, sleeps 8, Free Fitness Club Membership.* No resort fees, no administrative fees. Compare and Save* Quiet neighborhood, great for families, 2 master suites* Fitness Club Included: Workout - Waterslide - Sports -...
Hale Healani B-705 Stunning Views of the ocean Free Parking
Oceanview Luxury Villa at Ko OlinaWelcome to your oceanview beach villa at the exclusive Beach Villas at Ko Olina. Surrounded by lush koi ponds, waterfalls, a lagoon pool with a sand beach, an infinity lap pool, and multiple hot tubs, this resort offers privacy and...
Private House on Maui / 3 Bedrooms / 5MIN to Beach /UPGRADED Wailea / Kihei HI.
FIVE STAR REVIEWS FROM OUR GUESTS GIVES YOU THE ASSURANCE OF QUALITY.A FULLY EQUIPPED PRIVATE BEACH HOUSE WITH EASY ACCESS TO ALL ATTRACTIONS, BEACHES RESTAURANTS, SHOPPING ETCALSO, WE NOW OFFER A 'PEACE OF MIND' FULL REFUNDED FOR YOUR RESERVATION. (conditions apply see...
Live a Piece of History at My Hilo Home
Enter the home onto the grand lanai (porch) which is fully screened in and offers a view of the manicured acre with Hilo Bay views in the distance. Through the front doors you'll be greeted by our huge living room. The original hardwood floors and plantation era...
8th floor Studio w/ stunning ocean & island views
Welcome to Royal Kahana 804. This well appointed studio condo features central air conditioning, California King bed, & dining areas both inside & on the lanai. Lay in bed and admire the ocean, whales, sailboats, & the island of Molokai. You'll truly feel the essence of...
Somewhere Over Rainbow Loft - Hilo NEW
Stay in lovely Hilo town and make this comfortable and clean House your Home away from Home. You will love the central location and quiet neighborhood as a restful interlude to your Big Island Adventure. Our newly renovated home is only a short stroll away from the...
Ocean View Townhouse, Two Story, Central Air, Free Internet, & Washer & Dryer
Wailea Ekolu Village 410Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome home to this light and airy end-unit two-story townhouse situated right next to the Wailea Blue (Ol'...
Nohonani 303 - Great summer getaway and rates! Relax to the sound of waves and amazing ocean views!
Nohonani #303 It doesn't get any better than this view: panoramic ocean and colorful Maui sunset views from this direct oceanfront one bedroom / one bath condominium located north of Kaanapali in Honokowai. Spend the day relaxing in the sun and surf. Enjoy snorkeling,...
Kona Alii#410 Gorgeous 4th Flr Ocean v condo w/ Elevators,INCREDIBLE LOCATION
Kona Alii#410 is A STUNNING REMODELED UNIT! Beautifully updated throughoutFrom this location you'll enjoy lovely ocean views, the ocean breeze, and the sound of the waves crashing on the shoreline. With easy walkability to Kona town restaurants, shopping, beaches,...
Oceanfront, one-bedroom, ground floor condo, steps to beach - Brand new remodel!
This Hale Kai O’ Kihei groundfloor condo offers a breathtaking ocean view and includes a private patio that lets you enjoy the ocean’s many moods ranging from a tranquil sunrise to a glorious sunset.Your Maui vacation will be even more enjoyable when you take advantage...
Beautiful Condo at the Princeville Resort on Kauai,Hi
'A Breathtaking Experience' at Sealodge, Princeville Resort, North Shore of Kauai.WE ARE EXTENDING A BARGAIN RATE FOR AN INDEFINITE PERIOD OF TIME. TAKE ADVANTAGE OF OUR LOW RATES. THIS BY NO MEANS REFLECTS THE UPSCALE QUALITY AND BEAUTY OF OUR FIRST CLASS CONDO....
Oceanfront Affordable Luxury ~ 2 Bed/Bath En Suite Style ~ Top Floor
Our oceanfront condo, Kanai A Nalu Unit 402, with 1000 sq ft, is perfect and affordable for families or two couples traveling together looking to relax and enjoy Maui for an extended period of time. The floorplan affords comfortable suite-like living with privacy for...
Ocean View Plantation Era Home Featured in Sunset Magazine
Our historic bungalows are stocked with everything you need to enjoy your home away from home. Think of The Ranch as your very own country estate with high speed Wi-Fi and panoramic ocean vistas. Puakea Ranch is proud to offer an organic on site garden, a cackling bunch...
🌴Paradise @ Napili Shores Maui Suite: AC, Pool, Steps to Oceanfront/Beach🌊
🌴 Welcome to Your Maui Paradise! 🌊Escape to this relaxing ground-level suite at Napili Shores, where beachside bliss meets modern comfort. Wake up to the soothing sounds of the waves from the pristine Napili Bay Beach. This beautiful suite features air conditioning, a...
Pali Ke Kua #141 - Exceptional ocean views!
Pali Ke Kua #141, PrincevillePanoramic ocean and mountain views await you at Pali Ke Kua #141.Spectacular Bali Hai sunsets and seasonal whale watching are all steps away from this 2-Bedroom (King, Queen, Queen) 2-full bath ground-floor unit. The condo’s master bedroom...
Luxury Oceanfront Escape – A/C, Hot Tub, 5 bedrooms & Stunning Ocean Views!
Wake Up to Panoramic Ocean Views & Fall Asleep to the Sounds of the WavesWelcome to Albatross Ocean Bluff, where the breathtaking Pacific Ocean stretches out before you, and cool trade winds complement the comfort of our Lennox 34,000 BTU whole-house air conditioning...
Maui Resort Rentals: Honua Kai Konea 708 – Rare Top Floor 2BR/1BA with Ocean + Mountain Views
Unquestionably one of Honua Kai's best values, Konea 708 is a rare two bedroom, one bath suite that offers the space and privacy of an additional bedroom without the price tag of a standard two bedroom, two bathroom. Enjoy beautiful ocean views, as well as awe-inspiring...
37FL-Elegant Waikiki King Studio with Fabulous Views
Enjoy breathtaking views of the ocean, Diamond Head, golf course, and city skyline from this beautifully renovated condo. Immaculate and tastefully furnished, the space offers modern comfort with a quiet split A/C system for cool, relaxing stays.🌴 Prime Location – Just...
Special Low Rates for Staying with us at Nihilani 22A
Luxury House of Aloha Condo, Elegant Style at Affordable Price!We want to welcome you to our House of Aloha and to become part of our Ohana (family). We have put together this house for you to enjoy while you're spending time on Kauai. We want you to feel at home and...
Paradise Found
We visited Maui, fell in love with this property, and purchased this unit in a little piece of paradise. We are so excited to be able share it with others. We have updated the unit and hope you will adore it as much as we do.Kahana Sunset is located in Kahana,...
Holualoa Country Home
The Holualoa Country Home is a one bedroom with a queen bed, small private patio area with some ocean view, cable TV, WiFi, full kitchen, bath with tub/shower. The sofa in living area lays flat to a bed. Minutes to Holualoa village. Close to Kailua-Kona town, the ocean,...
The Gold Coast of Waikiki
Beautifully furnished 750 square ft. condo in an oceanfront building, secured parking.Fabulous 1 bedroom 1 bath condo that sleeps four( 2 adults and 2 children) ( king bed, and a comfortable pull-out sofa bed). The owner spared no decor for the full kitchen and granite...
Kukuiula Cottage #08 By Parrish Kauai - Private Pool and AC Great for the Family
Located in one of Poipu's newest and exclusive neighborhoods Kukuiula Makai Cottage #8 is one of the South Shores spectacular homes. With distant ocean views and over 4,000 square feet of living space with a private pool, this oasis can be your home away from home while...
Renovated 2BR/2BA Wailea Ekahi 26A: Ground-Floor Condo with Ocean & Sunset Views
Welcome to Wailea Ekahi Village 26A, two bedroom/two bathroom ground-floor condominium unit that has been completely renovated and offers a clean, contemporary feel. As you enter this luxury living space, premium wood tone flooring stretches throughout the spacious...
Ocean View - Studio - Marriott's Ko Olina Beach Club - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using their...
Panoramic Ocean View Wailea Ekahi 34D overlooking Ekahi's lush greenbelt
Wailea Ekahi 34D is located in the lower village, on the greenbelt, with direct views of the ocean, Molokini and Kaho'olawa. This condo has been completely renovated from the studs in. Furnished with high end furniture, fixtures and decor in an Asian flair, this condo...
1-Bdrm Top Floor Condo in Koloa | AC | Pool | Gym
This beautiful 1-bdrm Kiahuna Plantation top floor condo has vaulted ceilings, partial ocean views, and a central property location. With Poipu beach a short 3-min walk away, this condo is an ideal haven to relax between outings to the beach, hikes, and all the amazing...
Oceanfront Penthouse Paradise ~Heaven on Earth
The Ma'alaea Kai Penthouse Suite is a two-story, non-smoking unit with two full bedrooms, 2 full bathrooms, living room, and lanai. It can easily accommodate two couples or a family of four. Probably the best feature is a two-story, open-beam ceiling living room, and...
1-bedroom condo, short walk to Kamaole Beach I.- Low Last Minute Spring Rates!
Welcome to our cozy 1-bedroom condo in the heart of Kihei! Nestled just a short walk from the beautiful Kamaole Beach Parks, this property offers the perfect blend of relaxation and adventure. As a guest, you'll be able to enjoy the heated private pool, stay connected...
Beach Villas at KoOlina Oceanviews
Summary:My place is close to Disney Aulani Hotel, Four Seasons Hotel, Marriott Vacation Club, art and culture, restaurants and dining, parks....Beach Villas at KoOlina is one of the most beautiful get-a-ways in Hawaii!Paradise Cove Luau is moments away too!. You’ll love...
Stunning Makaha Condo w/ Pool Access + Ocean View!
Get the most out of your next stop in Oʻahu when you book this incredible Makaha vacation rental! With on-site beach access, a resort-style pool and spa, and a private balcony overlooking the stunning blue Pacific water, this 2-bedroom, 2-bath condo is perfect for...
Sunny Villa Poipu Beach
Beautiful POIPU on the sunny south side of KAUAI!"Special" for inquiring couples celebrating their honeymoon or anniversary, we are offering a free gift for your special trip by using the code "LOVE”.Also enjoy our brand new outdoor pro putting green and putting holes...
1202AB Cliffs RESORT-2 Unit A&BwKitchen 199.00 5/2-5/7 BlowOutSal 10StarReview
This rental is for 2 Units (Side A-Aloha and Side B-Ohana) can be used as two independent studios or leave inner door entrances open and use as one complete unit with 2 studios/2 bedrooms, 2 bathrooms and 2 lanais with approximately 1000 sq ft of living space for a...