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.
Maui Resort Rentals: Honua Kai Hokulani 549 - 5th Floor Interior 2BR w/ Full Ocean Views
Hokulani 549 is a luxurious 5th-floor interior courtyard two-bedroom suite boasting beautiful views of the azure blue Pacific and Maui's neighboring island Lanai. Guests will be delighted with its fantastic resort vantage point, located on the 5th floor above the palm...
Whaler 523~Amazing Ocean View 2B/2B, AC! Spring Special! Book Now and Save!
Experience spacious luxury and premier oceanfront living at Whaler 523, a beautifully appointed condo located directly on the world famous Ka’anapali Beach. Perfect for larger families, multiple couples, or extended stays, this two bedroom, two bathroom condo offers...
Makani Sands #107 1brm Beachfront condo in West Maui
Makani Sands condo #107 is a one bedroom condo on the first floor where you can walk out to the grass and beach. This condo has been freshly painted and updated. The ocean side lanai off the living room is perfect for watching the sunset over our neighboring islands!...
Immerse Yourself in Cerulean Majesty: Royal Mauian 506 - Mesmerizing Views!"n
Royal Mauian #506 – Upgraded Oceanfront ComfortRoyal Mauian #506 is a beautifully upgraded two-bedroom, two-bathroom condo offering a relaxed oceanfront retreat in the heart of South Kihei. With modern finishes, air conditioning in select rooms, and a spacious layout,...
❤️PiH❤️ Beautiful Ocean Villa (Nani Moana Hale) ★ Stunning Ocean Views
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Beautiful Ocean Villa (or Nani Moana Hale - its Hawaiian translation), part of our Hawaiian Luxury Collection. Beautiful Ocean Villa at the Mauna Kea Resort Wai'ula'ula complex has majestic views of mountains...
Oceanfront condo with amazing views @ Sugar Beach Resort, Central AC, and more!
Welcome to Sugar Beach 534. This coastal style oceanfront 1 bedroom, 1 bathroom condo can accommodate 4 people. Enjoy ocean views throughout this unit & from your private lanai. Feel right at home with everything from central AC, to in unit washer/dryer, & essentials....
Kamaole Sands - 3BR/3BA, Gorgeous View - AC unit
This is a 3 bedroom, 3 bath, deluxe end unit suite. It is located on the top floor in building #2, and has a gorgeous view of the tropical garden overlooking the fountain, pond, pool, as well as partial ocean view. Best of all, this spacious beach condo has...
This condo is absolutely the perfect spot! A104
A LITTLE ABOUT THIS CONDO...Lokelani A104 - Welcome to paradise. Our condo features beach level access from this deluxe ocean front condo. Newly remodeled with state of the art appliances and granite counter tops. Equip with a Samsung 55’ LCD TV, Bose CD stereo and...
Tranquil Garden Oasis Steps from Oceanfront Pool & Ulua Beach - Elua 909 nnn
Wailea Elua #909 – Garden View Comfort Just Steps from the Pavilion, Pool, and BeachWelcome to Wailea Elua #909, a charming 1-bedroom, 1-bathroom condo located just moments from the beach, oceanfront pool, and pavilion. Nestled in the lush tropical landscape of Wailea...
FEEL THE ALOHA!! Affordable 1BR w/sofa sleeper.
You will find that this one bedroom condo with sleeper sofa is well appointed, & ideal for a couple with a couple of kids. You are steps to the beach, it takes less than five minutes to get there from your unit. You can see the water from the lanai. People say that if...
Aloha Condos, Na Hale O Keauhou, Townhome B-1, Ocean View, AC
Panoramic, 180 degree Ocean Views from Both Levels of the TownhomeSpacious 3 Bedroom, 3 Bath TownhomeCovered LanaisFully Equipped Gourmet KitchenBeautifully Furnished by Hawaii's Top Interior Designer600 Count LinensWell Appointed Fixtures & LampsSleeps up to Six...
LUCKY YOU! Breathtaking Ocean and Diamond Head Views! Steps to Beach!
Waikiki Beach Tower #2302 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large lanai) has a breathtaking unobstructed panoramic ocean view! Photos do NOT do this beautiful vacation rental justice! Sleeps...
Beachfront Condo on best hidden beach on Oahu
Updated condo with all of the conveniences for a relaxing beach vacation (most importantly a beachfront spot on THE most under-rated beach on Oahu). I am from Hawaii and I was stunned when I first discovered this beach and loved it so much that I had to buy a property...
Hale Pakala, 3 Acre Beach Front, A/C in Bedrooms
This is a beautiful, very private home sitting on 3 acres on the beach. The sunsets are spectacular, and the view from the deck is the ocean and Niihau. A short walk and you're on a gorgeous beach where you can watch surfers at the popular surf spot, Infinity, also...
KR208- Park and Ocean View Condo in Beach Front Resort;Quiet White Sand Beach
Kealia Unit 208 offers a welcoming ambiance with its tasteful tiling and recently remodeled kitchen, making it a perfect home away from home. The kitchen is equipped with stainless steel appliances and granite counters, providing an ideal space. The large island offers...
Kauai’s North Shore Is Truly A Tropical Beach Paradise!nHEART OF PRINCEVILLE AC
Kauai’s North Shore is Truly a Tropical Beach Paradise! Everything's newly renovated for you to enjoy at our Princeville, Hawaiian Style Villas...WE NOW PROUDLY PROVIDE LUXURY, HAWAIIAN MADE, MA`LIE ORGANIC BATH & BODY PRODUCTS; ZEN BAMBOO PILLOWS, AND HOTEL QUALITY...
Pono Kai A306 Kauai Oceanfront Penthouse!
Paradise as you imagined Penthouse in the heart of wonderful Kapa'a Town! Pono Kai Condominiums are perfectly located RIGHT ON THE OCEAN a short drive from the airport and within walking distance of downtown Kapa'a with its restaurants and shops, parks and activities....
Lowest fees you will find-Great location-Large lanai-ocean views-Sleeps 6
Hololani B201 Welcomes you with Aloha...This unique condo is an oceanfront property on the world-famous West Coast of Maui between Kaanapali and Kapalua.Hololani is nestled in Kahana on West Maui's coastline, you're only steps away from Kahana beach and a short distance...
COMPLETELY REMODELED: HIGHLY UPGRADED!
Set within 11 acres of tropical pools and gardens, the Maui Kaanapali Villas, a AAA three-diamond award winning resort gives you one of the best values along the Kaanapali coast. Fronting the best beach in Kaanapali, the Kaanapali Villas property affords you spectacular...
Country Club Villas#115 Ground Floor, Incredible Oceanview, Spacious Lanai,
Country Club Villas, Unit#115 is a remarkable addition to the Vacation Rental Market that Knutson & Associates Property Management is proud to represent. Newly remodeled in July 2023, with all new flooring, furnishings, paint, and guest bathroom entirely redone. Picture...
Keauhou Kona Surf & Racquet 2101: Oceanfront Condo Near Kahalu'u Snorkel Beach
Welcome to Keauhou Kona Surf & Racquet 2101, a fully renovated 2-bedroom, 2-bathroom ground-floor villa set within one of Kailua-Kona’s most desirable oceanfront communities. With panoramic Pacific views, a spacious wrap-around lanai, and a resort setting along...
Remodeled Condo by the Beach at the Cabana Waikiki w/Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.This particular condo has been completely redone by our new owner! New modern furnishings were added along with new flooring, cabinets &...
Ground Floor 2BR/2BA Condo: Modern, Beach Access, AC!
This newly remodeled two-bedroom, two-bathroom property, is the perfect location for your Kona trip, the beach is across the street. Enjoy the lovely decor, Air conditioning, fast wifi, private lanai, and a well-stocked kitchen. Upon entry, you will enjoy the space that...
Surf Chic 2 Bedroom – Halii Kai at Waikoloa 17C
Prepare to shaka in this air-conditioned villa saluting surf through art and attitude! Prep meals and snacks in the gourmet kitchen to enjoy on the lanai. Then retreat to themed-motif bedrooms. Touches include a laundry room and master bath with separate shower and tub....
Kolea 10D: 3 Bed/3 Bath Garden Level Condo w Direct Access to Pool & Ocean.
Imagine your dream vacation in a private Hawaiian resort where you wake up each morning to enjoy your Kona coffee in a lovely 3bedroom/ 3bath condo. Our guests benefit from the less than 20 steps to enter the Beach Club. This provides access to the pool (w beach...
Oahu's North Shore Welcomes You With True Aloha Spirit
This deluxe condo located at beautiful Turtle Bay with two world class signature golf courses, tennis courts, and pool with barbecue grills, just outside your door. A leisurely ten minute walk away you'll find great restaurants, and you can enjoy the sunset at the...
Hale Kai Kea by Destination Kauai - Poipu Kai, Close to Poipu Beach
E Komo Mai — Welcome to Hale Kai Kea!Enjoy island living in this spacious Kaua'i home featuring 3 large bedrooms, each with a king bed and private ensuite bathroom. A bonus room offers two twin beds, a sofa, dining nook, and flat-screen TV — ideal for kids or...
Sugar Beach Resort 618: Remodeled Modern Penthouse Condo with Ocean Views
Spectacular Ocean Front views from the top floor at the Sugar Beach Resort! Modern designs and contemporary furnishings complement this completely remodeled condo. You will fall in love with this condo and the amazing Ocean Front views!!The beautifully remodeled kitchen...
Maui Sunset B222 Oceanfront 2BR/2BA Condo Large Lanai
Maui Sunset is located on the ocean in sunny Kihei on 5.5 beautifully landscaped acres overlooking crystal blue pacific waters. Your island days can be filled with recreation and fun. Swim in Maui Sunset's beautiful pool with a shallow end for small children or enjoy...
Spectacular Views, Breathtaking Sunsets, Kamaole Sands Resort
Kamaole Sands is a beautiful resort, nestled between Mount Haleakala, Maui’s dormant volcano and the white sandy beaches we all love to play on. 15 acres of tropical gardens, waterfalls, pools, hot tubs, tennis courts and all the conveniences we have come to expect of...
Maui Resort Rentals: Honua Kai Konea 110 – Large Ground Floor 1BR, Spacious Lawn Area + Easy Pools/Beach Access
Konea 110 is a luxurious ground floor suite with one of Honua Kai's largest one-bedroom floor plans and easy access to the pools, beach, and B.B.Qs. Your group will have plenty of space to spread out on the large adjacent lawn area. Take in the views of the majestic...
Kauai Beach House for the Perfect Island Vacation
Welcome to the serene and picturesque Moana Kai Beach House, your gateway to paradise on the beautiful island of Kauai. Nestled along the pristine shores of Waipouli Beach, this exquisite beachfront luxury property offers an unrivaled experience that words can hardly...
Parklike 4 bedroom AnthuriumHouse, 3+ acres, peaceful, gated, convenient
Spacious house surrounded by anthuriums, lush " old growth" Ohia trees and other exotic ferns, palms and rare plants. 15 minutes from Rainbow Falls and the hospital. 20 minutes to downtown. 30 minutes to the airport and beaches. 40 minutes to the Volcano. Lots of...
Maui Banyan H506 - Walk to Beaches
Experience the comfort and luxury of our recently renovated Maui rental, a one-bedroom, two-bathroom condo nestled in the heart of Kihei at the Maui Banyan Hotel. Perfectly situated on the beachfront, this condo offers easy access to five stunning beaches, including...
HANALEI BAYRESORT THE FLYINGTURTLE HOUSE !!:)FAMILY SIZED FUN !:) 4-5 GUESTT
Aloha !! :) We love Questions !!!! :):) Message us through the App Today ! Ask us Anything You wish to know about booking your perfect Stay! We are here ready for you ! :) We can all agree that Hanalei Bay Resort is the best place to stay on Kauai, and now you just...
Serene and exquisite ocean front condo
Hololani A304, a 2-bedroom, 2-bath unit is situated on the 3rd floor and offers ocean views and ceiling fans throughout. This property has elevators. Unit A304 can accommodate up to 4 guests. The front bedroom offers a queen-size bed, magnificent ocean views, and direct...
Pali Ke Kua 211 .. Ultimate Oceanfront view!
Beautifully decorated spacious 2-bedroom, 2-bathroom condo offers the ultimate oceanfront view in incomparable Kauai. This is the Hawaii of your dreams. From sunrise to sunset, the view from Pali Ke Kua 211 is nothing less than spectacular. Overlooking the Pacific...
Ocean & Garden Views-Ground Floor Unit w/Large Open Lanai in the Quiet 3rd Bldg.
Yes Maui is open!!! From covid to the August 2023 fires that devastated Lahaina on the west side, Maui people have been through a lot of pain and suffering, but Maui is open and now hurting for tourists. I’ve lowered my rates to help bring people back to the island I...
Maui Resort Rentals: The Whaler 1224 - Stunning Penthouse 1BR/2BA w/ Wrap-Around Balcony, Epic Pacific Ocean and West Maui Mountain Views!
Boasting jaw-dropping 270-degree views from a top-floor penthouse corner location, this one bed, two bath gem serves up panoramic vistas, stretching from the Pacific Ocean to the West Maui Mountains, with miles of gorgeous coastline in between.Highlights also include...
KR205-South Maui Condo with Ocean and Park Views- Tranquil Beach Front Resort
Nestled near the glistening shores, this inviting second-floor condo offers a delightful retreat for those seeking a beach vacation. The well-appointed bedroom boasts a cozy queen-sized bed, while the living room provides a queen sofa sleeper, perfect for accommodating...
Villas Of Kamalii 7, Overlook lush greens & fairways of Makai Golf Course
Overlook the lush greens and fairways of the Makai Golf Course from the many large windows or step out to the lanai to enjoy this beautiful view amid gentle trade winds. This home is beautifully furnished for your comfort and enjoyment. The vaulted ceiling of the great...
Enjoy the most amazing View! A105
A LITTLE ABOUT THIS CONDO....A105 Lokelani is a recently renovated 1 bedroom condo with all the amenities one would need to enjoy a Hawaiian vacation. Its modern, Indonesian inspired interior allows the simplicity and ease of use that welcomes the breathtaking views of...
Kaanapali golf resort 1500ft condo w/AC
Amazing resort property, on Kanapalli golf course. Walk to Whaler's village. Golf cart service will come to your room and transport you Maui's only private beach cabana (exclusively for our complex only) offering PRIVATE RESTROOMS, kitchen and dining facilities, chairs...
Nihi Kai 200 By Parrish Kauai
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small...
Poipu Beautiful Mountain View
Beautiful POIPU on the sunny south side of KAUAI!For inquiring couples celebrating their honeymoon or anniversary, we are offering a free gift for your special trip by using the code "LOVE”.Launching for it’s first season, this brand new Poipu Vacation hideaway one...
Sugar Beach Resort Condo w/ A/C, Ocean View-Great Location
Sugar Beach Resort 513Our 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...
Downtown Kona Condo w/ Pool Access: Walk to Beach!
Embrace the island life and say aloha to this vibrant vacation rental condo in Kailua-Kona! Located in the Kona Pacific complex, this 2-bedroom, 3-bathroom vacation rental features access to resort perks, like an outdoor pool and barbecue area. You’ll also enjoy...
Emmalani 3BR Princeville Villa with Private Pool
3BR Princeville Villa Near Golden Beaches & Oceanview GolfingEnjoy sunshine on the beach or on the green. Cool off in a sparkling pool or the Hanalei Bay. At this serene 3BR/3BA villa, you can enjoy Princeville in the way that feels right to you. Stay home and...
Waikiki Park Heights - 3 short blocks to Beach
Address: 2440 Kuhio AvenueA comforting and immaculate Condo in the heart of Waikiki. - Three short blocks to beach- Hi-Speed Internet/Wireless available- Lanai overlooking pool and city view - Parking garage - Secured elevator- Perfect for the family vacation or quiet...
🏖️Concierge Included | Central AC | Walk to Beach | vrKCV
vrKCV - White Sands Village 127, Professionally managed by Kona Coast VacationsYour Tropical Getaway Oasis - White Sands Village #127Welcome to White Sands Village #127, your perfect tropical escape just steps from the pristine White Sands Beach on Alii Drive. Located...