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.
Amazing Ocean View 4 bedroom/4.5 baths with AC!
The newly renovated, air-conditioned four-bedroom private house offers all the best of Princeville in Kauai.Sit on the lanai and breath in the fresh Kauai air and take in the beautiful Ocean view. Whale watching in season. If you look closely, you may see dolphins going...
Steps from the Beach, Stunning View, Newly Remodeled, +AC
1 minute walk to a beautiful sandy beach. This beautifully remodeled one bedroom condo is at Kiahuna Plantation, the only beach-front condominiums on Poipu Beach, located on the sunny side of Kauai. The condo complex is situated directly on the beach among 35 acres of...
Luana 8B: Ground-Floor 3 Bed Villa with Private BBQ & Garage + Resort Access
FALL SPECIAL- BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL OCTOBER 31ST 2025Experience the best of both worlds at Luana Garden Villa 8B—luxurious, private villa living with full access to all the amenities of Honua Kai Resort &...
Charming Anahola Studio Cabin ~ Short Walk to Beach
Mahinani's Farm offers a unique experience for visitors to stay in a peaceful location tucked directly between the mountains and the ocean.Our Tiny Studio Cabin is surrounded by soft rolling hills, giant royal palms, pines, coconut trees and flowers. Perfect for...
Unique Oceanfront Home in Enclosed Area
Kona Onenalo is a ONE-OF-A-KIND property on the beautiful Kona Coast. There are 12 identical and individual homes in this quiet, gated community. The complex sits on a point of land adjoining La Aloa Bay, and is just a 3 minute walk to Magic Sands Beach. You'll love the...
1 BR Deluxe Ocean View Suite @ Ka'anapali Beach
Comfort meets convenience at Ka‘anapali Beach Club, located on Maui’s western shore just minutes from downtown Lahaina.Covid-19 Enhanced cleaning protocols in place.• Guest checking in must be 21+ with valid ID.• Guest must have debit/credit card to put $100...
Lazy Lehua Cottage
Serenity, peace, and rejuvenation await you at this private cottage on a half-acre of upcountry rainforest. Lazy Lehua Cottage is for quiet or adventurous couples, small families, honeymooners, artists, poets, musicians, scientists, and writers. The native birds sing...
Kula Luxury Home with Ocean & Mountain Views
Special Permit: (SUP2) SUP220170018 Permit: BBMP20170006Relax in the luxury and privacy of this quiet neighborhood that is still convenient to modern amenities and restaurants. This location is a little slice of heaven, a different experience from other rentals on Maui....
Special Rates ~ Experience Luxury at Kapalua Golf Villas 27T5
* NEW PROMO: Stay 5 or more nights from September 1st - October 31, get 1 FREE! Experience the epitome of island elegance at Kapalua Golf Villa 27T5, a newly furnished and meticulously designed 1-bedroom, 2-bathroom retreat perched on the second level of the prestigious...
Hualalai Resort: Ground Level Villa by the Ocean
Hillside 1102 is nestled near the shore in the exclusive 5 Star Four Seasons Hualalai Resort. From the lanai, listen to the rhythmic waves on the shore, just a short walk from the Villa. Fully receding pocket glass, screen and shutter doors capture warm ocean breezes...
Royal Mauian - Remodeled 2 bed/ 2 bath gr floor - Tri-zone A/ C Early Nov Avail
This beautifully decorated 2 bedroom, 2 bath ground floor condominium home underwent a complete renovation. New thermal aluminum windows that will keep the home quiet and cool. Tri-zone air conditioning system with a thermostat in each room so all Guests will be...
Kona Awesome Tropical PoolCottage/AC/GreatLocation
E komo mai ! Our guests highly recommend the mail in VAULT Covid test. You mail it UPS and your results are emailed to you within 72 h. https://www.vaulthealth.com/covidWe look forward to welcoming you to our home and our newly established Ohana/ Studio in a beautiful...
Maui Resort Rentals: Honua Kai Hokulani 715 - Stunning 7th Floor Ocean View 2BR w/ Deluxe Corner Floor Plan!
Widely regarded as the premier two bedroom floor plan at Honua Kai, this 7th-floor oversized 2BR deluxe ocean view corner suite boasts a 1325 sq. ft. interior with direct ocean views from the kitchen, dining room, and living area, as well as the 340 sq. ft. wraparound...
Gorgeous Ocean & Diamond Head Views! Waikiki, FREE Parking!!
One of a kind nearly 3000 SF (280 SQ/M) high floor custom condo with one of the best views in Waikiki. Located a mere 5 minute walk to beach and across from the world famous Hilton Hawaiian Village, this truly unique and newly remodeled unit offers unparalleled luxury...
Beautifully Remodeled studio Makaha Valley Towers
Beautifully remodeled studio apartment with breathtaking views of the mountains and ocean. The Makaha Valley Towers is located in the scenic Makaha Valley and is minutes away from Makaha Surfing Beach. The area is known for its quiet, relaxed atmosphere. There are...
Lahaina / Napali Villa 2BR FULL KITCHEN. AVAIL. DEC. 20-27 & 29-1/5
2BR in the Nipali Tower available Dec. 20th -27th & Dec. 29th - Jan.5thI ONLY HAVE FULL WEEKS FOR THESE DATES. IF YOU ARE ONLY INTERESTED IN PART OF THE WEEK IT IS STILL THE SAME PRICE. Im sorry but there is nothing I can do with misc. nights when I am not on sitePlease...
Incredible Ocean view from Updated Top Floor Condo!
The Kona Makai is an Ocean Front Complex located on famous Ali'i Drive just 1 mile south of the edge of historic Kona Village. Kona Makai has immaculately maintained Hawaiian native plants. Enjoy the wonderful ocean-front seating area with loungers, feel the ocean...
🏖️Ocean View | AC | WFH - Work From Hawaii! | vrKCV
vrKCV - Na Hale O Keauhou N3, Professionally Managed by Kona Coast VacationsWelcome to Na Hale O Keauhou N3 – Your Island Oasis in the Heart of Hawaii!Immerse yourself in the beauty of Hawaii at Na Hale O Keauhou N3, a 3-bedroom, 2.5-bathroom townhome nestled within...
Newly remodeled Ground Floor! Steps to Pool/Ocean
Beautiful Remodeled Ground floorOcean Front Home away from Home Paradise!This gorgegous ground floor condo completely remodeled in 2025!Sparkling, new kitchen is a cooks delight! Creamy white quartzite countertops with white shake styled soft closed cabinets. All the...
@ Marbella Lane - Paradise Point close to beaches
Summary:Experience an exclusive stay in Makaha Valley. Nestled in a safe gated community, this luxurious vacation home offers picturesque mountain and ocean views that will leave you breathless. Dive into an adventure with snorkeling, hiking, and sightseeing, as you...
Beautiful Princeville Plantation Condo 3bd/3ba, AC,pool
RAINBOWS & TROPICAL BREEZESAloha! Welcome to our condo at the Plantation in Princeville, on the beautiful Garden Island of Kauai. Come and enjoy Rainbows, Sunsets and Tropical Breezes. Our Hale faces East which allows for the wonderful tradewinds to blow through, and...
Large Family Retreat on Calm Swimming Beach, A/C
Leimoku is a large and accommodating, beautifully updated, and modern Hawaii home on Oahu's famous North Shore. Located on the "quiet side" of the North Shore, away from all the crowds, this 3000 sq.ft. home is comfortable and luxurious, with three of the four large...
Wailea Ekahi 54C: Best View & New Kitchen
Our Family owns 2 - Two bedroom units above and below each other in Ekahi Village. This is perfect for large Family vacations or groups of friends traveling together. Be together, but still enjoy your own comfortable bedroom and bathroom. VIEWS: Ocean views from nearly...
Wailea Ekahi Village | 54D
Wailea Ekahi 54D is a stunning second-floor vacation rental offering breathtaking views of the ocean and West Maui mountains. This one-bedroom, two-bathroom condo boasts panoramic vistas from multiple vantage points, including the living room, kitchen, and primary...
Kumulani Residence A3 - Stunning Ocean View Condo
This second-level, ocean view residence offers a great room with sliding glass doors for indoor/outdoor island living and smart TV, a chefs' kitchen with premium stainless steel appliances, and a dining table for six. Additional features include a guest suite, with an...
Magnificent views, spacious and breezy, affordable 3-bedroom home in Paradise
Enjoy magnificent unobstructed views of the ocean, Diamondhead and Waikiki from this historic vacation home while living in a spacious, updated house with loads of amenities. Plan your day, drinking a mellow cup of Kona coffee on the lanai, deciding whether to go to...
Hilton Hawaiian Village Lagoon
Beautiful two-bedroom two bath, city view 1,025 sq. ft. suite that features one king bed in the master bedroom, bathroom with standard shower/tub combination and TOTO washlet, the guest bedroom is furnished with two twin beds or two double beds, and a bathroom with...
New Listing Aston Kaanapali Resort with A/C, NO resort fee, Ocean front/beachn
Located in Lahaina, this condo is a dream. With a bedroom featuring a comfortable queen bed and a cozy living room with two sofa beds, this phenomenal property offers a tremendous space for guests to relax. Enjoy the convenience of amenities like AC, WiFi, and a fitness...
April 8th-16th Sale! 2 Bedroom with Pool, A/C, Hot Tub, Gym Steps to Ocean
At the forefront of East Shore accommodation is the Beach Resort. This World Class Resort provides luxury at your fingertips and offers opulent amenities for a variety of occasions.This recently upgraded two-bedroom, three-bath suite comfortably accommodates up to six...
Gem near Keawakapu Beach - Privacy, Ocean Views, Split A/C
The Palms at Wailea #2204 has been totally remodeled. This large condo of 1022 sq feet has soaring ceilings and stunning garden and ocean views from every room. Two covered lanais are ideal for outdoor living and dining. It's only a 7-minute walk from the famous...
Keauhou Surf and Racquet 8202 | 2 Bed, 2 Bath
This peaceful condo offers a comfortable stay on the second floor of a quiet, gated complex with access to a shared pool and tennis court and just a short drive down scenic Ali‘i Drive from some of the area’s best beach spots. Magic Sands Beach (also known as...
The PERFECT Vacation Condo, close to beaches, shopping, discounted golf
We are located in the gated complex of Vista Waikoloa on the fourth green of the Waikoloa beach golf course. The course is a twenty seven hole layout, kings nine, lakes nine and beach nine. One of the advantages of renting this unit is the discount on golf. As a guest...
Superb location at Māla Nani at Kamaole Sands! Steps to Beach! Ground Floor. A/C
Aloha!Welcome to Kamaole Sands, one of Kihei's most sought-after resorts! Māla Nani at Kamaole Sands is our TOP ''A'' RATED, garden view home in the HIGHLY DESIRED BUILDING #7. Our inviting ground floor unit is ideal for couples and families, especially those with...
Luana Waikiki Premium Studio- Gym & Pool
Enjoy staying at our beautiful studio at Luana Waikiki! From the private lanai you can enjoy the ever-changing City views of Waikiki, Fort DeRussy Park, and through the palms trees even catch a glimpse of the ocean. Room features premium upgrades including upscale wood...
Villa Lava at Mauna Lani Resort w/ Keyless Entry and Private Beach Club Access!
ALOHA! Immerse yourself in an authentic Big Island vacation experience while staying at our beautiful Tommy Bahama inspired ‘Villa Lava’, located in the private gated luxury community of the Fairways at the Mauna Lani Resort on the majestic Kohala Coast. The Mauna...
Chic and Central Ocean Dream Vista
Summary:Upscale remodel with high-end furnishings 1br oasis situated directly across from Kameole Beach. Fantastic lanai with direct ocean views. Experience the resorts many amenities such as tennis courts, pool and jacuzzi and grills. We provide everything from beach...
Premium One bedroom Suite or Premium Studio on Beautiful Ka'anapali Beach
Beautiful Premium One Bedroom Suite is 750 sq. ft. with a king size bed in a separate bedroom, a sleeper sofa in the living area, a full size kitchen and dining table and a large bathroom with double sinks, walk in shower and jacuzzi tub .In room amenities include DVD...
🏖️Connoisseurs of eye candy | Fanatics for light & space |vrKCV
vrKCV - GMH at Keauhou Estates 9, Professionally Managed by Kona Coast VacationsImagine a warm, welcoming place where families and friends can feel a sense of peace, and share in the wonderment of seeing the blue Pacific Ocean stretch out, uninterrupted, from south to...
Kona Reef Sand and Surf (beachfront/walk to town)
Awe inspiring views and once-in-a-lifetime experiences await you from our newly renovated, ocean/beachfront (direct ocean access) Kona Reef Condo. 2 BR/2BA (sleeps 4-6).Kona Reef is a highly desired resort for it's walking proximity to Kona town, location right on the...
Wailea Oasis: Relax in Your Spacious Villa w/ Lush Tropical Views, Private Lanai
Grand Champions is perfectly situated in Wailea, in spectacular South Maui. World-class beaches, golf, restaurants, and two swimming pools await your visit. Two master suites with king-size beds plus one queen-size sleeper sofa, air conditioning throughout, tastefully...
Dreamy condo near the ocean with pool, hot tub, lanai, fast WiFi & beach toys
Hali'i Kai 8EOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' When it comes to experiencing the Big Island in style, look no further than this fantastic condo perched in the highly...
COMPLETELY REMODELED-WELL EQUIPPED-NEW FURNITURE-INNER COURT-LARGE LANAI-AC
Book with confidence, this stunning, 2 bedroom, 2 bathroom (1188 sq. ft) condo that has been completely remodeled. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and...
Pili Mai 06L By Parrish Kauai
Nestled among a championship golf course, Pili Mai is set in an ideal location on the island of Kauai’s south shore in Poipu Beach. This is Kauai's newest resort development and has a choice of two, three, and four bedroom luxury condominiums.This central Poipu...
Maui Parkshore 416: two bedroom condo with stunning view of the ocean.
Maui Parkshore 416: two bedroom condo with stunning view of the ocean.Stunning, unobstructed ocean views from this two bedroom corner condo. The bright and open living area opens to a large lanai, extending the living area. The primary bedroom has a king bed and the...
8 Person Minivan to Rent!, Hilton Pass, Family Friendly, 3bedroom, M4
This pristine 3 bedroom, 3 bathroom home has 1,725 square feet in 2 stories with expansive outdoor spaces and backs up to Hole 3 of the prestigious Waikoloa Beach Resort Golf Course. This unit is fully stocked- including toys for littles!Master Bedroom: enjoy serenity...
Royal Sea Cliff Family Resort, 2 OV Pools, Large Lanai, workspace, Ali'i Drive!
Enjoy the Big Island in a lush, oceanfront setting. The Wyndham Royal Sea Cliff is conveniently located a mile and a half from the charming town of Kailua-Kona. Enjoy nearby restaurant dining, or shop at the local farmer’s markets and make yourself at home in your...
3BD Ka'ulu Villa (129B) at Hualalai Resort
September 15 – Mid-November, 2025The Hualalai Resort Spa will be undergoing enhancements to the outdoor aqua-thermal areas of both the men’s and women’s locker rooms. During this time, massage, body, and facial treatments will be temporarily relocated to the...
2.7 Acres of Exceptional, Secluded Retreat - Close to Beach & Shopping!
Nestled on the slopes of Hualalai, the Keauhou Hideaway is a private retreat on 2.7 acres of lush tropical vegetation. The 800' elevation affords a spectacular view of the Kona coastline and ensures warm, sunny days and cool nights. Renovated last in 2012, the Hideaway...
Maui Kamaole I217 2brm/2bath Executive Vacation Home
6th night free! discounts applied when booked. offer good until Dec 15th, 2025.Treat yourself to luxury on a Budget in a custom furnished Wailea-quality executive vacation home in a quiet complex across the street from Kamaole III beach in South Kihei/North Wailea,...
IMPECCABLY REMODELED GROUND FLOOR OCEANFRONT - 50' FROM THE SEA TURTLE SANCUARY!
“IMMACULATE"...."AMAZING"....."REFRESHING"...."SO CLOSE TO THE TURTLE SANCTUARY!".....are some of the descriptors from our Guest Reviews.... Located directly on beautiful Maalaea Bay, savor stunning sunrises over majestic Haleakala every morning in this newly...