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.
OceanViewStudio, Full-Size W/D, Dishwasher, 55"TV, Hotel-Zoned, Beach across St,
This is a one of a kind, quiet, and gorgeous Studio; professionally decorated with Pier1 Furnishings and Local Artwork. New paint, tasty decor, and an Ocean/Garden view, create a soothing, colorful, and pleasant way to unwind at the end of the day. Split AC, keeps you...
Hawaiian Plantation Style Cottage In Resort Location
"Kuku's Nest" is a beautiful tropical home not just another rental. This condo is a large, remodeled, one bedroom accommodating two guests, ground floor unit, with full kitchen, luxury vinyl and tile floors, stainless appliances, fresh tropical colors, granite counters,...
VIEWS! Chic Vibes & Rainbows! 3bdr. Walk to Beach Quaint complex close to shops
Aloha from Surf Sun Rainbow House 2 — Your Relaxed Kauai RetreatEscape to this charming, local-style 3-bedroom condo nestled just off the beaten path in serene Princeville. Designed for comfort, convenience, and that laid-back island feel, our duplex invites you to...
Enjoy Your Oceanside Dream at Kihei Surfside
Newly added split A/C system was just added!! Imagine sipping coffee from your private lanai overlooking the ocean! This beautiful second-floor condo features a Cal King bed in a private bedroom with a full bathroom. There is a comfortable sleeper sofa in the living...
Outstanding Location in Maui South Kihei & Wailea
Aloha! Your dream vacation starts with our beautiful new condo, located in Southwest Maui, in the town of Kihei. The Maui Kamaole complex borders on beautiful Wailea, known for excellent restaurants and world class shopping. The lush tropical grounds spread over 23...
PM 424 Beautiful BeachFront 2BD w Ocean Views
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
VillaKaya OnTheBeach WalkToAll PoolGrillGolfSurfSpa - KiheiAkahi
By booking with us, you agree to these terms and ensure compliance throughout your stay. Violation of any rules may result in additional charges or termination of your stay without a refund.Villa Kaya is located just across from the Spectacular Kamaole II beach & less...
Tropical Cottage in Poipu Beach!
Cozy, Romantic Cottage style studio with a tropical Hawaiian feel. Ideally located off the beaten path in Poipu Beach, on the sunny south shore of Kauai.The Cottage is in a great location.. just 300 feet from the ocean. It is located on a quiet lane that ends at...
#30 Premier Unit, stunning remodel w/AC, partial ocean view, steps to beach
Beautifully remodeled ground floor, ocean view condo by the great lawn at Kiahuna Plantation just steps away from the beach. Open concept with vaulted ceilings, corner unit that provides exceptional ventilation, 2 ceiling fans and A/C. Appointed with upscale,...
One of a kind private Luxury beachfront Estate with oceanfront pool & jacuzz
TVNC #4224This is truly a one of a kind Hawaiian dream home. Stroll down the sand beach and find Hawaiian Paradise set on over an acre of beautiful tropical beachfront landscaping. This approx 5000 sq ft gated home has all the comforts one could need from a gourmet...
Ocean View Luxury Rental at Waikiki Shore #303! Steps to Beach!
Waikiki Shore #303 – 2161 Kalia RdRelax in this breezy and spacious (692 sqft) condo overlooking beautiful Waikiki Beach! This luxury rental is outfitted with top-of-the-line furniture and appliances, including a comfy Stearns & Foster California King bed, 60" Sony...
Maui Resort Rentals: Honua Kai Konea 351, 3BR w/ Direct Oceanfront Views + B.B.Q. on Balcony!
Upon first entrance to Konea 351, your senses will acknowledge that you've chosen one of the finest three bedroom direct oceanfront residences that Honua Kai has to offer. This 3 bedroom oceanfront Ali'i (Hawaiian word for royalty) residence commands a prime vantage...
Highly upgraded, Ocean View Kolea Penthouse
Kolea 2F is fully furnished and decorated by local interior designer Mealani Morgan and is located on the only condominium development within the Waikoloa Beach Resort. Penthouse includes access to the Kolea Beach Club with infinity pool, hot tub, gym, and sandy beach...
Beautiful Views, Walk To Beaches And Restaurants
Poipu Vista Villa is a custom designed home in Poipu Kai Resort. Ocean and mountain views are just the beginning for this Hawaiian paradise. The incredible design of this home literally brings the outdoors in, creating a place to relax in peace and privacy with...
Hanalei Bay Resort 9305 (Hanalei Bay Hideaway) AC!
This separated one bedroom one bathroom condo with a loft including two twin beds, has full oceanfront views of Hanalei Bay with your own private lanai. Wake up in your king size bed with your clean crisp sheets and enjoy an amazing sunrise breakfast and a complimentary...
Steps to beach! Beautiful renovated 1 bedroom
Our renovated condo is located just steps away from one of the most beautiful beaches on Maui, Kamaole 2 beach. Our 1 bedroom, 1 bathroom condo is located at the Kihei Akahi in Building D which is at the back of the complex. It is on the 1st floor, one floor above the...
Ground floor, quiet, renovated 1 Bedroom 2 Bathroom condo
The condo has a large bedroom with king size bed and new mattress. There is also a new, queen size sofa bed in the living room. The two bathrooms are spacious and have been updated. There are showers only. The kitchen is equipped with stainless steel appliances. The...
Adventures in Paradise! Sandpiper229 condoA - Split AC, Nearest Assigned Parking
Aloha from the spectacular North Shore of Kauai, The Garden Island! Our multi-story tropical retreat features a light filled living room/dining and loft with vaulted ceiling, fully appointed kitchen, furnished lanai with outdoor dining, 2 king size beds and 2 en suite...
Sunset Pt. BEACH Cottage/ almost beachfront w yard, bikes for 2 guests only.
Adorable with yard , locking gates, and privacy, and next to the beach ! The Beach Cottage is almost beach front with lovely outside space, deck, bikes, AC, and more.Located in it's own yard on the tip of Sunset pt with private yard & parking. Please inquire w total #...
Hawaiian Family Paradise Retreat – Near Beach & Golf!
Escape to your paradise in this luxurious Hawaiian retreat! This exquisite home offers the perfect blend of relaxation and convenience. Just minutes from the Kohala Gold Coast’s finest beaches and resorts, a short walk to local shops, restaurants, a community pool,...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 1-Bedroom Condo with Amazing views! HKK-524
Luxury 1-bed, 1-bath villa at Honua Kai with seamless indoor/outdoor living, stunning views, a chef's kitchen, and spacious sleeping arrangements. Perfect for families or groups.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival...
Manualoha 801 by Destination Kauai
E komo mai, welcome to Manualoha 801!This recently remodeled (2024) multi-level 2bd-2ba condo with AC in the living room and both bedrooms is just steps from Poipu Beach. The ground level has a fully equipped kitchen, dining area, full bathroom, indoor laundry W/D, and...
KONA REEF OCEANFRONT NEWLY FURNISHED A-16
See dolphins, whales, turtles and surfers from our ocean front lanai, in a desirable one bedroom condo in Kona! Kona Reef Oceanfront Resort is the 1st choice in vacation rentals. Unit A-16 offers spectacular views of the Pacific Ocean and sunset. Newly furnished and...
Cozy & Contemporary Ground Floor South Kihei Condo
Aloha and welcome to your Maui getaway!Step into your home away from home — a beautifully updated ground-floor, garden-view condo featuring 2 bedrooms, 2 bathrooms, and a spacious open layout designed for comfort and relaxation.Inside Your Stay:The contemporary...
Modern Oceanfront Remodel ☀ Top Floor ☀ Amazing Ocean Views ☀ Luana Kai B309
Luana Kai B309 by KNOWLES MAUI is a modern 2-bedroom, 2-bath condo that sleeps up to six guests in a prime top-floor oceanfront location. Enjoy 1,100 square feet of luxury living space with huge vaulted ceilings throughout. Every floor and surface of this condo was...
2/2 BEACH FRONT RESORT-AC-Poipu Bch, Kiahuna-Garden View, Pool/Gym/Courts
This is the only condo resort in Poipu on a sandy beach! Other condos in Poipu are a long walk or drive to the beach or on a rocky shoreline. AC upstairs and downstairs in both bedrooms. This is a full service resort, not just a condo complex. Beautiful and spacious...
Oceanfront Unit, Lush Tropical Gardens And Amazing Views!!! Kuleana Resort #709
Whether you are looking for a "private" beach, a swim in a heated pool or just want to take a few steps out to a lanai that almost reaches the beach, you will find it in our condo. You can sit on the lanai and watch the whales frolick (during the season) or watch the...
Maui Resort Rentals: Honua Kai Konea 932 – Upgraded 9th Floor 2BR w/ Mountain & Partial Ocean Views
Konea 932 is a remarkable 2BR/2BA suite boasting an impressive 9th-floor corner location. It offers the best of both worlds with views of the tranquil blue Pacific Ocean as well as the majestic West Maui Mountains. Oversized picture windows bring the ocean views into...
Ilikai 739 Ocean / Sunset / Marina Views - K Bed / Q Sofabed - New Remodel
Panoramic OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Newly Remodeled,...
OCEAN VIEW Penthouse with Unobstructed views! Sleeps 6 - Papakea H404
Stunning Ocean and pool view Papakea 3 bedroom/2.5 bath2 beautiful swimming pools, 2 ocean side cabanas, jetted spaPool side BBQs3 tennis/pickle ball courts & 2 putting greensWalking distance to stores and restaurantsShuffle board New AC split units throughout!The...
Lalamilo Beach House – Oceanfront Estate at Beach 69 with Guest Cottage
The much loved and well appointed Lalamilo Beach House is ideally located on the north end of Waialea Bay (Beach 69) which is known for its beautiful white sand beach and turquoise blue water.Three bedrooms in the main house each have their own private bathroom and you...
Poipu Penthouse W/ 2 Beaches & Resort Amenities!
Summary:This stunning top floor penthouse, located in the Villas at Poipu Kai resort community, will make you wish you could stay forever. Spend your vacation immersed in Kauai’s lush, tropical beauty and leave with memories that will last a lifetime.The Space:The...
Waipouli Beach Resort C106 by Destination Kauai - A/C, Luxury Ground Level Condo
E Komo Mai, Welcome to Waipouli Resort C106!This lovely ground floor 1-bedroom/2-bathroom condo is resort living at it's finest with a pool, lazy river, onsite spa, fitness center, and best of all you are steps from a white sandy beach. Enjoy the upscale accommodation...
Exceptional reviews! SPECTACULAR! ground floor Oceanview from Lanai, 2 bedroom
Dine on the lanai while mesmerized by the waves and beautiful tropical setting. A perfect place to relax and unwind, this condo has a beautiful view of the ocean from the lanai. With tropical garden views and the sound of the waves in the background, relax and enjoy...
Luxury Oceanfront Mana Kai Resort Condo
Plan your ideal Hawaiian escape and book a stay at this 2-bedroom, 2-bath vacation rental located in Mana Kai Maui Resort. Nestled on the shores of Keawakapu Beach, this ocean-front condo provides luxury furnishings, panoramic ocean and pool views throughout it’s...
🏖️Oceanfront Corner Penthouse with Sunset Views, A/C and Wraparound Lanai | vrKCV
vrKCV - Surf and Racquet 2301, Professionally Managed by Kona Coast VacationsOceanfront Corner Penthouse with Sunset Views, A/C, and Wraparound Lanai | Surf and Racquet 2301Escape to this top-floor, oceanfront oasis with soaring 20-foot exposed wood vaulted ceilings and...
KOA RESORT1F-4, bdrm,3 BA Pool,A/C, across from beach,
WELCOME TO KOA RESORT UNIT 1FYOU PAY CLEANERS AT TIME OF ARRIVAL $525 (SAVING YOU ABOUT $90)IN TAXESONE OF A KIND, no other units like this townhome, decorated in colorful island style decor, is located only one block from Sugar Beach, the longest white sand beach on...
Maui Escape - Oceanview 70 Yds to Beach, GND Flr, Bldg10 - Everything You Need!
Aloha! Welcome to your Hawaiian home-away-from-home just 1-min walk to Kamaole Beach III, one of Maui's best beaches. Live like a local in the coveted Building 10 that is closest to the beach, and enjoy breathtaking sunsets from your private lanai.This beautifully...
Walking Distance to Hanalei bay with A/C, Hot Tub and Sauna
Location, Location, Location! This recently updated spacious 3,000 sq ft home located less than a 5 minute walk to the spectacular Hanalei Bay has 5 bedrooms and 4.5 bathrooms. This home offers air conditioning in the upstairs King suites, with ceiling fans in every...
Maui True Paradise. Beautiful Tropical Gardens-Kihei Resort 221
Experience the relaxed Maui lifestyle in comfort and style at this beautifully two-bedroom, two-bath condo, located just 126 steps from the golden sands of Kalepolepo Beach.This condo has all the elements of a perfect vacation retreat. The private loft-style master...
SPECIAL Rates - Mauna Kea Fairways South 14: Incredible Ocean Views
Hawaiian Charm Mauna Kea Fairways South 14 - Incredible Ocean Views.This comfortable Mauna Kea home offers vast indoor/outdoor space and is the perfect home for your next Hawaiian vacation. The ample lanai overlooks gorgeous ocean views over the famous Mauna Kea Golf...
Beachy Hawaiian Cottage on the Famous North Shore. 2 bed, 1 bath. Sleeps 4
Aloha! Charming beachy 2 bedroom, one bathroom cottage on Oahus famous North Shore. All new stainless steel appliances, fresh fluffy towels and amazing sheets. WiFi, internet, cable, and AC in bedrooms. -The Master has ice cold AC, bedroom fan, a super comfortable king...
Superior Retreat W/Lanai and Kitchen–Poipu Shores
Castle Po'ipū Shores 301A: Live like you own Kauai’s sunny Poipu Coast! Pure nirvana at the ocean’s edge, this 913 sq ft Superior Ocean Front suite wows with waves crashing against lava rocks just feet beyond your private lanai. Why leave your “home away from...
AC Oceanview Condo at Kona Bali Kai
Aloha! Come enjoy our expansive, nearly 180-degree, west-facing oceanfront condo located along a charming 2-lane road with plentiful coffee shops, restaurants, and art galleries nearby. We are friendly to all, and look forward to you enjoying our family-owned place as...
(HH9B) Classic Hawaiian Hale Honu 2br 2ba
This hidden gem sits on the ridge above the Hanalei Valley on Kauai's tropical North Shore. Enjoy amazing mountain, waterfall, rainbow and valley views from every window. Situated to take advantage of the island's trade winds this beautifully furnished classic Hawaiian...
Ocean Front Pool fully furnished condo
Welcome to our newly remodeled one bedroom condo that is fully furnished in beautiful Kailua Kona. We just purchased new furniture and new flooring . We have a full size kitchen that is stocked for your use with microwave, a gas stove and a full size refrigerator. In...
Newly Renovated 6th floor Panoramic Beachfront Condo Fully Air Conditioned
The moment you enter the front door of our condo, #606, you can't miss the beauty of Maui. The view is breathtaking and the sound of the waves and the smell of the ocean is inviting. The Mana Kai Resort is located right on Keawakapu Beach, one of the most beautiful...
Spacious 2 Bd/2ba Kamaole Sands Condo In South Maui
Our well appointed two-bedroom condo has everything you need to live out your dream Maui vacation. Relax in comfort in this rare single level 1,036 square feet open floor plan. Take advantage of the great walking location. Stroll to the best beaches in South Maui, and...
Ainamalu at Waikoloa Beach Resort, Private Luxury Home views of Mauna Kea!
Come and enjoy a luxurious laid-back island living in our new home located in the beautiful new neighborhood in Waikoloa Beach Resort – Ainamalu. This gated community Ainamalu "Protected, Peaceful Land" is the newest resort community in the beautiful Waikoloa Beach...
Enjoy paradise living at the THERE Maui House!
Permit #STKM 2018/0006Located on the south side of the island in a quiet neighborhood close to Mai Poina Beach Park, delicious restaurants and the best shave ice on the island, this cozy, two bedroom house with recently added split AC system is ready to be your home...