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.
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
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Baby Beach Hale - Amazing Views and Steps to Baby Beach!
YouTube Video Presentation Link: https://youtu.be/rOjPmeJvCtAWith 4,000 square feet and a two story floor plan, Baby Beach Hale is the perfect Kauai vacation rental for a large group or family get together. This spacious and well appointed two-story Kauai vacation home...
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
IMPORTANT: FEB/MAr 26 Balcony unavailable-bldg Mait. 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...
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...
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...
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...
(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...
Penthouse Oceanfront Renovated Condo - PH28. 180 Degree Direct Ocean Views!
Welcome to Sugar Beach Resort Penthouse 28. Our condo was completely remodeled in September, 2019 including a new kitchen and bathroom, new flooring, and newly smooth textured and painted walls throughout. We installed new cabinets, new quartz countertops, new stainless...
Completely remodeled! Walk to the beach! King bed!
This super clean property has an enviable upper floor location in a quiet building across from Kamaole Beach Park 1, one of the best swimming beaches in Hawaii! It features a bright floorplan and is completely equipped with new air-conditioning in the living room and...
Secluded ~ Centrally Located ~ Huge Lanai ~ Onsite Owner
A private studio cottage situated at the back of a one acre property. Surrounded by thick vegetation, you feel like you're in the jungle! Vaulted wood ceilings with exposed beams and optional dim mood lighting are two wonderful features.Garden views surround from the...
Kapalua Golf Villa #16 P1&2 - Upgraded - Fantastic Summer and Fall Deals
Kapalua Golf Villa #16 P 1 & 2 This pristine ground floor two bedroom, two bathroom air-conditioned Golf Villa is in a perfect location within the Kapalua Resort community. Great golf and ocean views are yours while you relax on the lanai over-looking the 10th fairway...
Spectacular! Full A/C Penthouse Level Ocean Front 1 Bedroom - # 608
Simply sublime!This fully air-conditioned penthouse level unit is sure to make your stay in Paradise a romantic and memorable one! Remodeled in 2016 and expertly finished by the best tradesmen, it boasts travertine marble flooring throughout, solid Oak wood kitchen...
Luxury by the Waves:Royal Mauian 218-Your Premium Oceanfront Sanctuary!-With A/C
Royal Mauian #218 – Rare Oceanfront Corner Three-Bedroom CondoRoyal Mauian #218 is a rare find – a spacious three-bedroom, two-bathroom corner unit that combines luxury, comfort, and panoramic oceanfront views. Recently remodeled with exquisite attention to detail,...
Oceanfront, Second Floor, 2 Bedroom | 2 Bathroom with Incredible Oceanfront Views
Lanikai 122 – Luxury Oceanfront Living on Kauai's Coconut CoastWelcome to Lanikai 122, a serene second-floor oceanfront condo offering panoramic views of Wailua Bay and upscale island living. With two spacious bedrooms, each featuring king beds, ensuite baths, and air...
Kauhale Makai: 1 Bedroom with Ocean Views, Fully Remodeled and Redecorated
Aloha! Welcome to this beautifully renovated 1-bedroom condo, where you'll find all the comforts of home in the stunning paradise of Maui. Completely remodeled in 2021, this condo features a bathroom with a stylish tiled walk-in shower and all-new furnishings. Fresh...
2 BR/2 BA End Unit/all on 1 Level/2 Lanais/Prem Location/Awesome/Bld6-310
Maui is open and welcomes you with open arms. Welcome to our paradise home away from home. 6-310 Building 6 (3rd) Floor (10) Corner of bldg 😊🌺We have a gorgeous RARE 2 BEDRM 2 BATH all on one level, END UNIT in Building 6 on the 3rd floor overlooking the pool with...
LAST MINUTE DEALS FOR MAY - PARTIAL OCEAN VIEW
Honua Kai is one of Maui's most luxurious five star resorts. Situated on North Kaanapali Beach, this oceanfront property is located just north of the Westin Kaanapali Villas and Nanea. If you are looking for quality accommodations on a beautiful sandy beach with a...
Oceanfront Private Home on Kahalu'u Bay with Pool
Private comfortable rustic bungalow home where your backyard is the ocean. Beautiful oceanfront setting where the waves splash against your lanai. The master bedroom located about 35 feet from the ocean. Relax in your own pool touched by ocean spray. Yellow tangs...
Spacious Koa Resort Condo, Across Street From Beach, Huge Pool
In this beautiful 1100SF 2nd floor 2BD/2BA condo all the amenities of a luxury home will be at your disposal. Extensively remodeled in 2015 with name brand appliances and new furniture this property features gorgeous native Hawaiian Koa wood vaulted ceilings, granite...
Hale Kamaole 326 Third floor condo, easy access to best beach on Maui!
Beautifully updated condo with partial Ocean View! Upstairs master bedroom has island style King bed and furniture. Remodeled master bath has walk-in tiled shower, new vanity and granite top. Downstairs bedroom has island style furniture with two Twin beds. Downstairs...
Kiahuna Lani at Poipu: Brand New Pool! Tropical Luxury on the Golf Course w/ A/C
Welcome to Kiahuna Lani at Poipu by Gather, a luxurious retreat nestled within the exclusive Wainani community on Kauai's sunny South Shore. This 3-bedroom, 3-bathroom home spans 1,942 square feet and boasts a new pool, creating a private oasis of comfort and elegance....
Relax In The Heart of Lana'i
The Jasmine House is a traditional Hawaiian style home built in 2000 by Castle and Cooke Ltd and upgraded in 2010. Casper beds were purchased in 2018. Red mahogany floors run through the entire home. Both baths have tile flooring, granite counter tops, one has a tub the...
Ohana House - a 3br/2ba home near the beach in Hanalei
TVNCU - 1336 TA#030-651-8528-01 - "The Family House"Ohana means family and this house is a great space to spend time with your family! Relax throughout this two bedrooms plus a loft, and two baths home. Recently updated with AC throughout the house, new furnishings and...
Luxury Kolea Golf & Hilton Pass, Partial Ocean View, 2 Min to Beach & Clubhouse
Villa Makai at Kolea, an ocean and beach front resort located on Anaeho’omalu Bay (A Bay), is the perfect spot for a refreshing get-away or the ultimate location for your home-away-from-home! Just a few minutes' walk from A-Bay, the only white sandy beach at Waikoloa...
NEW LISTING: Stunning 3 Bedroom Sleeps 8! Incredible North Shore Views!
Welcome to Pretty Ville, Princeville’s Hidden GemNestled in one of Princeville’s most sought-after enclaves, the Liho Liho cul-de-sac, Pretty Ville is a timeless island home surrounded by lush, curated landscapes and sweeping views. This classic residence stands as...
One Bedroom Oceanfront Condo at Papakea Resort
This beautiful one bedroom oceanfront unit is located on the third floor of the 'A' Building at Papakea Resort and is approximately 50 feet from the ocean. Papakea is a beautifully landscaped, low rise complex (4-story) that includes 2 swimming pools, 12 gas operated...
Beach House on Spectacular North Shore Beach - Sunset/Ke Iki
LOCATION, LOCATION, LOCATION. This charming beachfront house is located on one of the largest and most beautiful beaches the North Shore of Oahu has to offer. Relax and enjoy the sun, surf and sand that is right under your toes. Whether you are ready to surf, snorkel,...