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.
Gorgeous 180 degree COASTAL VIEW Home! New SUMMER RATES!
20% off SPECIAL for upcoming season! We also have discounts with EARLY BIRD and LAST MINUTE too! Our home has been voted "TOP Vacation Rental" by TripAdvisor. (Also, Enjoy discounts with several excursions vendors: Fair Wind Charters, Hawaii Forest and Trail, zipline...
Large family home along the ocean and bike path in Kauai. Sleeps 7! TVNC #4247
Live like a local at Oceanfront Harmony, a professionally managed and operated vacation rental located -- as the name says -- on the oceanfront. This 4- bedroom, 3-bathroom classic Hawaiian historic home, is fully equipped with large kitchen, bar area, living room,...
Tropical Paradise #7 at HBR, King Bed Studio with beach access, AC & kitchenette
REGISTRATION/RESORT/PARKING FEES DUE TO THE RESORT AT THE ARRIVAL. Elegant, newly renovated, and a very private condo. Nestled in the trees, featuring a short jungle walk to a quiet, private beach, it looks out to a view of sparkling Hanalei Bay, lush gardens, soaring...
Oceanfront Hawaiian-style Beach House
Throw a pebble into the Pacific Ocean from your lanai. Hale Aloha is an oceanfront private retreat located in the magical neighborhood of Puako, next to Mauna Lani Resort on the Big Island of Hawaii. Puako is one of the sunniest destinations in Hawaii with a unique...
Kalo Homes - Ocean View Escape
Experience a true taste of Hawaiian paradise on the west side of Oahu at this new and stylish home with a relaxing coastal design. Enjoy the breathtaking sunsets of the Pacific Ocean and beautiful Makaha Valley on the raised lanai in a stunning tropical backyard with an...
Studio Kohala Big Island Ocean View
Nice studio with two lap around lanai, with ocean and North Kohala coastline view for miles. 5 mins from Kawaihae harbor and Mauna Kea beach & Hotel.Clean and quiet. Microwave. Toaster oven, small fridge. Coffee maker. High speed WiFi. Internet excellent connection,...
Top-floor beach corner unit - sweeping oceanfront views - beachside pool/hot tub
Islander on the Beach 354Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
💎Luxury Home Away From Home!🏝Beach🌞Sunshine🏌️♂️Golfing
Step into this tropically furnished 2 bedroom 2 bathroom unit number 701 located midpoint in the complex. The end unit provides ample green space, privacy and minimal contact with adjacent unit. Colony Villas is the only all townhome (no one above or below) complex in...
Kamaole Sands 4-401, Superior Comfort and Ocean Views
Your island paradise awaits you and your family at this 3-bedroom, 3-bathroom condo located in beautiful sunny South Maui in Kihei at the KAMAOLE SANDS resort. Situated on the top floor of the satellite 4 building, unit 4-401 offers guests tantalizing views of the...
❤️PiH❤️ HAWAIIAN DESTINY ★ Private heated pool/spa★ Beach Club ★ Views ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaiian Destiny, part of our Hawaiian Luxury Collection. Hawaiian Destiny at KaMilo is a wonderful home that sleeps 12 with a stunning backyard oasis including private pool and spa with stunning views of the...
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
Paki Maui 424 Beautifully-Designed Condo With Breathtaking Ocean Views Sleeps Up To 7 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...
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...
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...
Great condo within short walk to excellent beaches, shopping and dining.
This cute and cozy condo is in a small complex with a beautiful pool that is surrounded by gardens and a BBQ area. Kamaoloe Beach I is a four minute walk from your door. The place to go for restaurants and shops is known to locals as the Triangle, which is a 5 minute...
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, and...
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...
New! Upgraded Kiahuna 425 Plus Athletic Club
Rare Find with A/C at Kiahuna Plantation – Newly Upgraded & Steps from the BeachKiahuna Plantation #425 | 2nd Floor Corner Unit | Building 41Looking for cool comfort in paradise? This beautifully updated condo at Kiahuna Plantation now features brand-new A/C — a rare...
Newly Remodeled 2BR/2BA Steps from Poipu Beach – Pools, Lanai & AC
E komo mai – Welcome to Manualoha 801!This beautifully remodeled (2024) 2-bedroom, 2-bath, multi-level condo is just steps from Poipu Beach. AC keeps the living room and both bedrooms comfortable. The ground level features a fully equipped kitchen, dining area, guest...
KONA REEF OCEANFRONT NEWLY FURNISHED A-16
IMPORTANT: FEB/MAr 26 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....
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 kitchen...
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...
Luxury Ground-Floor Condo C106 at Waipouli Resort – AC, Pools, Steps to the Beach
E Komo Mai—Welcome to Waipouli Resort C106!Experience resort-style living at its finest in this beautiful ground-floor 1-bedroom, 2-bath condo at the highly sought-after Waipouli Beach Resort. Enjoy top-tier amenities including a resort pool, lazy river, fitness center,...
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...
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 home” when...
(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...