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 partial Ocean View in the Heart of Waikiki! FREE Parking & Wi-Fi!
Regency on Beachwalk #81 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 8th-floor end unit condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and...
Spacious1bed Ocean View Pool Beach Access Tennis Pickle Ball Air Conditioning!!
Our spacious 1bed, 1 bath condo is the perfect place to unwind after a long day of adventuring around this beautiful island. Relax on the lanai with a tropical drink in your hand while watching the beautiful sunset.*3 min walk to swimmable beaches & restaurants*10 min...
Ocean View! Lagoon Tower! Family Friendly Resort! Beautiful Hilton Condo On Waikiki Beach!
Set along the breezy coastline of Honolulu, and with all the comforts of home. You will have access to four swimming pools, one with multiple waterslides, a saltwater recreation lagoon, daily planned family activities, Waikiki Beach access, water sports, spa...
Makanui Estate - AC, Sleeps 17
MAKANUI ESTATE AT KOLOA KAI VACATION RENTALSA Private Paradise for Your Kauai EscapeWelcome to Makanui Estate, a luxurious retreat in the heart of Poipu offering breathtaking ocean views, serene mountain backdrops, and spacious accommodations for your family or group....
Lei Ohana - Private Pool, Separate Guest House
LEI OHANA AT KOLOA KAI VACATION RENTALSA Private Island Retreat in PoipuEscape to Lei Ohana, a luxurious ranch-style home offering over 3,000 square feet of spacious living on Kauai’s sunny south shore. Nestled in a tranquil residential neighborhood in Poipu, this...
Hale Ono Loa 104 Relaxing Poolside Ground Floor Condo
Hale Ono Loa 104 Poolside Ground Floor 1Bedroom Condo at Oceanfront Property in West Maui. Updated, Spacious and Clean for a Fun Quick Getaway or Much Needed Vacation FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
Ohana Retreat: 10 BR Poipu Estate with Private Pool, Sleeps 28
OHANA RETREAT AT KOLOA KAI VACATION RENTALSYour Ultimate Group Getaway in PoipuWelcome to Ohana Retreat, a one-of-a-kind vacation rental in Poipu that can accommodate up to 28 guests, making it the perfect haven for large family reunions, retreats, or multi-family...
Luxurious Ocean View Condo - Steps from the beach! nsleeps 6- 3 bedroom- 2 bath
Awaiting you in this tropical paradise is a luxurious 3 bedroom 2 bathroom condo that has everything you need to relax and enjoy your time in Hawaii. Nothing was spared in this fully equipped and fabulously appointed condo, whether it be to read a book in comfort and...
Molokai HideAway Hut: Snooze by seals + Wake to songbirds ~200 yds to the Ocean!
If you're looking for a secluded spot surrounded by lush, tropical foliage and only steps to untouched beaches, Molokai HideAway Hut is the place to be!LOCATION: Inside of the top resort on Molokai's West-End, called: Paniolo Hale, which means "Cowboy House" in...
Beautiful Oceanfront Condo with Stunning Views in the Heart of Maui!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to your perfect slice of paradise in this stunning oceanfront condo in the heart of Maui. This condo is located on the top floor of the complex, offering breathtaking panoramic views of South...
South Kihei Condo; Steps to Beach!!
Aloha!Enjoy this awesome 2nd floor unit, steps to the beach, shopping and dining, with a partial ocean view from the living room and lanai.The property has 1 pool, barbecue grills located directly outside the unit just downstairs, and beautiful landscaping throughout....
White Sands Village#206: Beachfront, Ocean Views, Elevator, No Stairs!
White Sands Village#206 is a spectacular addition to Knutson & Associates Vacation Rental Inventory. Welcome to the best location you can rent that's this close to the only major white sands beach in Kona! This premium unit is located on the 2nd floor & faces towards...
Renovated High Rise Views In The Heart of Town
Enjoy breathtaking ocean views in this recently completely remodeled hotel condo, perfectly located next to Ala Moana Mall and across from Ala Moana Beach Park. Ideal for up to 4 guests, the condo features two double beds, a functional kitchenette, and a private lanai....
Top Floor 1 BR Ocean, Kaanapali Golf Front A206 Maui Eldorado
E Komo Mai “welcome” to Maui Eldorado A206! This modern condo is located in the heart of Kaanapali, one of the world's most well-known destination resorts with spectacular ocean, Molokai and western exposure towards the island of Lanai. When relaxing in the spacious...
Center of Waikiki - 1 Bedroom 3 Queen Size Beds
THOUGHTFULLY CURATED BY OWNER/ARCHITECT TO CREATE A STRONG SENSE OF BELONGING.YOUR ULTIMATE HAWAIIAN RETREAT IN THE HEART OF WAIKIKI31st-floor corner unit in the Island Colony Aqua hotel building. You are in the CENTER of Waikiki, surrounded by shops and shopping...
MARRIOTT WAIKOLOA OCEAN CLUB, Top Rated Resort On The Big Island!
Please choose a Friday, Saturday, or Sunday check-in and enjoy a seven or night stay. If you need larger accommodations, ask our agent about our two bedroom option. Thank you for your interest in booking with DashWeek/ Dash Realty Group, Windermere Florida. Dash Realty...
Spectacular home with ocean views across the whole of the north shore.
Oceanview Paradise at Sunset BeachLocated on the majestic North Shore of Hawaii, this 3-bedroom, 3-bathroom retreat offers a slice of paradise with panoramic ocean views. Just a short stroll away from the world famous Sunset Beach, this home provides the quintessential...
Oceanfront Rocky Point Hale
The Rocky Point Hale is a quintessential North Shore custom built luxury home located at the peak of the famous Rocky Point surf break. The home is situated in a private setting on the point out of view of ocean goers and public beach accesses, yet its location allows...
Valley Isle Resort #1202 - Vacation West Maui
Free Parking, Free Wi-fi, No Resort Fees★Powerful AC Unit will keep you cool!★Unit 1202 at Valley Isle offers a comfortable and functional living space ideal for a small family or a couple seeking a beautiful retreat on the Maui coast. This 1-bedroom, 1-bathroom unit is...
The Secret Manor - artFULL living in Kona Coffee Country
Live like a local on this 5 acre secret estate that can sleep 20 with hot tub in Kona on the Orchid Isle of Hawaii. Designed by architect Skip Goodell. Great for creative retreats & family groups : be close but not TOO close to town or travel companions. Original...
Alii Cove#Q3 Beautiful ground floor spacious 2 bedroom with Ac
Alii Cove#Q-3 is an excellent beautifully furnished option for your Vacation. This spacious 2 bedroom, 2 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people. ~No stairs! Beautiful Tile and new Laminate Flooring throughout the...
Top Rated Turtle Bay Ocean Villa. Stunning Ocean Views & Just Steps to the Sand
paradisesandshawaiirentals.com8083828016E komo mai — welcome to our Turtle Bay Ocean Villa! Nestled within the iconic Turtle Bay Resort, this newly updated and beautifully redecorated 1,700 sq. ft. villa is designed to make your Hawaii vacation dreams come true. Located...
Pau Hana Hale - Private Mini-Resort with Pool
Pau Hana Hale, Princeville Pau Hana Hale is a tranquil and secluded residence nestled at the end of a peaceful cul-de-sac on a spacious lot, surrounded by verdant valleys in your own private mini-resort. Offering sweeping views, you can relax under the shade of the...
Maui Eldorado ~ J-106 ~ Walk-Out Ocean Views
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances. Breathtaking Ocean Views, Spacious Lanai, and Exclusive Beach Cabana at Maui EldoradoE Kō Mo Mai (Welcome) to your perfect Hawaiian retreat at Maui Eldorado, where the...
OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BED
OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BEDExperience true oceanfront at low welcome back pricing!Recent Cal KING bed and appliances!MK806 is an oceanfront studio condo apartment with a perfect ocean view that has been completely...
Dog-friendly condo with furnished lanai & washer/dryer plus pool & tennis
Hale Kamaole 249Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This second-floor retreat is a bright and open oasis located just steps from the ocean! Enjoy evenings watching...
❤️PiH❤️ Hawaiian Elegance ★ Short walk to best beaches ★ Heated Lap Pool & Spa
Welcome to Hawaiian Elegance! From sunrise to sunset, beautiful views surround this exquisite five en-suite bedroom estate in the prestigious Kauna'oa gated community in the heart of the Mauna Kea resort. Hawaiian Elegance is a brand new home just completed in March...
Sans Souci 1104 🏵 King Bedroom Beachfront 1 Bedroom 30+Nights
You'll find bicycles, golfing, and more on site at this beach apartment. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Waikiki Beach and Kaimana Beach, just a short walk away. Relax on the porch or lanai (enjoy the...
Keauhou Punahele B-308 Top Floor, Ocean Views, 3 bedrooms, 3 Bathroom!
A True Beauty at Keauhou Punahele: New Rental in 2024! Keauhou Punahele#B-308 is a gorgeous top floor rarely available 3 bedroom, 3 bathroom condo with approximately 1594 interior sq. feet with an additional 234 square foot lanai! It sits right on Keauhou Country Club...
International Colony Club 18 Remodeled Cottage w Heated Pool AC Beach
International Colony Club 18 Beautifully Remodeled Air Conditioned Hawaiian Plantation Style Cottage Across the Street from the Beach FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch...
Direct oceanfront Studio in Kaanapali, Maui
Welcome to Maui Kai – a unique boutique complex boasting a pool, spa, and BBQ area, nestled as a hidden gem along the renowned Kaanapali Beach. Our penthouse is on the 9th floor and offers uninterrupted panoramic views of Lanai and Molokai islands, seasonal whale...
Free parking marinesurf Comfort central Waikiki
Aloha our unit have free reserve parking ,5-10 minutes walk to the beach , heart of Waikiki, International market, DFS , Royal Hawaiian shopping center. You stay in a very convenient and comfortable place .
Ocean Escape
Routine Spray Pest Control 2025 Dates : 5/2, 8/1 & 11/7 between 8am-8:30 am for 15 to 30 minutesGreetings from Maui, and a warm welcome to your very own Maui condominium nestled within a sought-after complex in the vibrant heart of sunny Kihei. We're thrilled to share...
Ocean View Villa, Sunset, Pool, King's Luxury experience
Summary:Tucked away on a quiet cul-de-sac, this villa offers expansive ocean and sunset views. Nested on a 1/2 acre lot, refreshing pool, central A/C. Features: Vaulted ceilings, 10ft ceilings, TV & high end cotton linen in each bedroom. Open floor plan with large,...
🏖️Renovated Ocean Front | Concierge Included
vrkcv - Alii Villas 134, Professionally Managed by Kona Coast VacationsAlii Villas Unit 134 – Oceanfront Serenity in KonaExperience true oceanfront living at Alii Villas Unit 134, a beautifully renovated 2-bedroom, 2-bathroom retreat designed to accommodate up to 4...
Honolulu Condo w/ Private Lanai: Walk to the Beach
Experience the perfect blend of beachside relaxation, outdoor adventure, and city exploration when you stay at this 1-bedroom, 1-bath vacation rental. Complete with modern amenities, a private lanai with sweeping mountain views, and a central walkable location, this...
Sky Ala Moana 43rd fl PENTHOUSE Ocean & Diamond head view 1 Parking
-Luxurious Penthouse Retreat in the Heart of HonoluluIndulge in the ultimate urban oasis with our luxurious 43rd-floor penthouse condo, perfectly situated in the vibrant Ala Moana Center area between Waikiki and Kaka'ako. This prime location offers unparalleled...
Gorgeous Ocean & Park Views! Full Kitchen! Steps to Beach!
Waikiki Shore #605 – 2161 Kalia Rd.NEW TO OUR INVENTORY! Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This 6th-floor beachfront studio is a favorite with return guests! You'll feel right at...
The Westin Kāanapali Ocean Resort Villas- Studio
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour operators on...
Hawaii Life Rentals Presents Puu Poa 309
Welcome to your dream retreat at Puu Poa 309! This impeccably renovated (completed - 3/1/24) two-bed, two-bath condo has AC throughout and two oversized lanais that have one of the greatest views on Kauai's north shore. The condo combines a harmonious blend of modern...
Stunning Ocean View Gem with AC: Kamaole Nalu 504 - Your Island Getaway!
Kamaole Nalu #504 – Direct Oceanfront Luxury in KiheiKamaole Nalu #504 places you just steps from the golden sands of Kamaole Beach Parks I and II with unobstructed oceanfront views. This two-bedroom, two-bathroom fifth-floor condo has been designed for both comfort and...
Lae Nani 531-Oceanfront View Top Floor with AC
Welcome to Lae Nani Oceanfront Penthouse Unit 531, where paradise awaits! This exquisite two-bedroom, two-bathroom condo promises an unforgettable vacation experience in the heart of Kauai's Coconut Coast. As you step into this Royal Hawaiian-inspired penthouse, you'll...
KP9-Beachfront-AC-W/D-Ocean view-Pool-Open Concept
This is the perfect tropical resort in Kauai nestled among the palm trees on 35 acres of lush lawns and fragrant flowers. The unit is ocean front on the beach which has beautiful view of the beach/ ocean and sunsets from the upstairs deck (rare). It has a new...
Hawaiian Serene Paradise Oasis at the Pool
Indulge in the serene ambiance of Maui Kamaole C-106, a sparkling clean condo conveniently located right next to the pool and just steps away from the stunning Kamaole III Beach. Featuring two tranquil garden patio lanais, including a completely private one, this ground...
11th Floor 2 Bedroom Sans Souci condo w/ incredible bay views
Luxurious Monthly Rental Property:Relax in the comfort of this high floor Sans Souci condo with stunning ocean and bay views.Condo Features:2 King Size Beds, Full Kitchen, Free Wifi, Ocean Front, Ocean View, One complimentary dedicated Parking Stall is...
Maui Vista 1312
Welcome to Maui Vista 1312. This eclectic updated partial oceanview 1 bedroom condo is located in the heart of South Kihei. This condo can accommodate 4 people & has everything needed to feel at home. Cross the street & end up at Charley Young beach which connects to...
New Listing! Aloha Pearl Private Home with Ocean Views, Private Pool and Hot Tub
Discover the ultimate retreat for relaxation and rejuvenation in our stunning private home, discreetly located just off the iconic Alii Drive in Kailua-Kona, Hawaii. This exceptional property, designed with an eye for luxury and a touch of island charm, promises an...
Large Luxury Home with private Pool and Panoramic Ocean Views
This magnificent architectural masterpiece - a luxury home that captures an unobstructed 180-degree vistas of the Pacific Ocean, stretching from the iconic Diamond Head to Koko Kai awaits you. Enjoy ever-changing views, from sunrise to sunset, a daily spectacle. Nestled...
Kona Penthouse 2 Bedroom: Relax and Unwind Aloha Style
Top-floor Kona retreat with stunning ocean views!This 2,000 sq. ft. unit features one king-size and one queen-size bed, hosting up to 4 guests. Perfectly located near downtown Kona's restaurants, shops, and farmers market, tucked in a family-friendly neighborhood. Fully...
Maui Resort Rentals: The Whaler 707 - Luxuriously Remodeled 7th Floor 1BR/2BA w/ Stunning Ocean and Mountain Views!
Situated in the first column of suites directly back from the oceanfront, Whaler 707 delivers spectacular ocean views that extend to Maui's neighboring island, Lanai, in addition to gorgeous vistas of the lush West Maui Mountains. This luxurious 1BR/2BA 7th-floor suite...