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.
Hulili Tropical Fruit Farm- With over 200 five star reviews!
*If your dates aren't available, please check out our new listing #1355789 or our new Treehouse listing #4108089*Opened for guests in 2010, the original HULILI FARM COTTAGE (pronounced who-lee-lee) has welcomed so many wonderful guests that it became time to enable more...
Hale Leilani: Kukui'ula Plantation Villa with Ocean View & Pool
Luxuriously appointed, supremely spacious, and overflowing with tropical charm, this stunning new plantation-inspired home in Kukui'ula is superlative in every way. The entire property—poetically christened Hale Leilani—embodies the most appealing aspects of a...
Ground floor Ocean and pool view at Maalaea Bay
Hono Kai A5 is a ground-floor, 1-bedroom, 1-bathroom condo featuring ocean and pool views, easy access to the property from your lanai, and 1 window A/C unit in the bedroom. Unit A5 can accommodate up to 4 guests. The bedroom is furnished with a king-size bed in the...
Admired Poipu beach house in a perfect location, now a vacation home!
Stay in this beautifully designed vintage Hawaiian style home 350 feet from the Brennecke's Beach side of Poipu Beach park, in the heart of Poipu. Spacious lanais and outdoor living gives everything Kauai has to offer, as well having your private gate leading to the...
Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503
Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503Enjoy relaxing lanai Ocean, Diamond Head & Tropical views Peaking above the Waikiki Skyline. Clean completely remodeled & newly furnished air conditioned studio suite...
"Happy Daze" at Kapa'a Sands 24 – Unwind on the Stunning Coconut Coast!
Tranquil Shores – Oceanview Escape at Kapaa Sands 24Welcome to Tranquil Shores, a charming 2-bedroom, 1-bath oceanview condo at Kapaa Sands, where peaceful island vibes meet the rhythm of the sea. Nestled along Kauai's Coconut Coast, this multi-level retreat is just...
This Tropical Bungalow features Air Conditioning and Tempurpedic King Bed
Our Home is available and away from the current Kilauea eruption zone. Enjoy your stay here.Between the Scenic Route and the ocean. Good ocean views in an agricultural setting. All NEW furniture and incidentals. Terrific landscaping. Gated with a 2 car enclosed garage....
OCEANFRONT CONDO with STYLE, COMFORT, & AMAZING VIEWS of OCEAN & HALEAKALA
Ocean Views from the Lanai, are so awesome, you may never want to leave the condo! Everyday brings a one-of -a kind Sunrise over Haleakala. Everyday, turtles feed among the gentle waves of our private beach, which is steps away. During whale season watch the Humpback...
ALOHA - Poipu Beach Vacation Condo
Aloha! This charming, cottage-style condo is located at the 35-acre Kiahuna Resort next to Poipu Beach, Kauai's beautiful South Shore. The Resort is beautifully landscaped with rolling lawns, Koi ponds, the famous Moir Gardens, and has its very own world class sandy...
Oceanfront Villa - 3 bedroom with amazing views! APRIL 18-25, 2025
-AMAZING VIEWS from the OCEANFRONT balcony!-Master bedroom with king-sized Westin Heavenly® Bed and HDTV-Master Westin Heavenly® Bath with large shower, vessel tub and double vanity-Guest bedrooms with king-sized Westin Heavenly® Bed and HDTV-Guest Westin Heavenly®...
Paulele Beach House - Charming "Old Hawaii" Home in Hanalei
Paulele is a beautiful Hawaiian-style home right on the closest beach road (Weke Rd.) on breathtaking Hanalei Bay! This tasteful and comfortable home has four bedrooms, five baths, a fully-equipped kitchen, and it comes with everything you’ll need for a wonderful...
MRR Presents Kaanapali Ali'i 474 - Gorgeously Remodeled 3BR w/ Stunning 7th-Floor Direct Ocean Views!
This gorgeously remodeled 3BR residence boasts a spacious floor plan and direct ocean views from a stunning 7th-floor interior courtyard location. Enjoy over 1800 sq ft of interior living area, an expansive private balcony, and elegant upgrades throughout, including...
Stunning Oceanfront Sunset-Bali Hai Views with A/C + Hideaways Beach below
Welcome to Hale Honu Aloha ("Home of Turtle Love") at Puu Poa, an updated spacious two-bedroom, two-bath condo on the ocean bluff of Princeville that accommodates up to 4 people. Overlooking the Pacific Ocean and directly adjacent to 1-Hotel Hanalei Resort (formerly St...
April Cancellation Reserve ASAP ONLY 179/nt ! 135 Exceptional Reviews!
BEAUTIFUL Unit A308 is an oceanfront condo just steps to the beach! Ocean view offering large and clean accommodations. Enjoy the garden view and all the amenities of the highly acclaimed Maui Sunset resort, including 60 foot freshwater swimming pool beachside and l hot...
Spacious 4 bedroom Home, steps to Hukilau Beach, A/C, 30 Day
This beautiful 4 bedroom home is an easy 3 minute walk to Hukilau Beach.It's in a great location- one block from the beach, close to the LDS Temple , a 3 min drive to the Polynesian Cultural Center and BYU-H. The home has a fully equipped kitchen if you decide to cook...
Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!
Aloha and welcome, We invite you to come and relax in our cottage with a tropical garden and private entrance, as well as a view of Haleakala Mountain. This is a beautiful, resort quality environmentally green built, private cottage. We are a legally licensed with the...
Luxury Zen Polynesian Penthouse & Gold Member Golf Privileges Option
Prepared to be Zenned, Aloha style!!! Penthouse accommodations starting at $260/night (with extended stay discounts available) and on Island coincerge available. State of Hawaii STVR ID #19-375711; and, GE/TA # 069-450-8032-01.Located just 20 minutes north from Kona...
Oceanfront, Top Floor, Two-Bedroom / Updated including split system AC!
Imagine - warm tropical climate, the sounds of the ocean waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - Is there any other way to experience Hawaii?!This two bedroom, two-bath condominium gives you all of that...
Remodeled Oceanfront Studio with Incredible View
NEW KING SIZE BED and FULL REMODEL: New flooring, new appliances, new kitchen with granite counter tops, new bathroom with walk in shower, new bedding, and new couch. This sixth floor, spacious Condo is located only feet away from the famous white sands beach of...
Dlx Oceanview Maui Studio...Updated. AC!nSteps to Beaches! Sleeps 4.
Aloha: Welcome to you own Deluxe Oceanview West Maui Studio ...featuring stunning Oceanviews! We are ideally located in West Maui, just north of Kaanapali resort. Our Deluxe Maui Condo rental features Central A/C to stay cool, In-suite Washer/Dryers, Color Cable TV and...
Newly Renovated, Modern Beach 70’s Surfer Vibes
Welcome to the beautiful Kahakai Cliffside - Located on the stunning North Shore of Kauai. Completely renovated in 2023 with dual-zone air conditioning, Kahakai Cliffside sets a new bar for modern-beach 70’s surfer vibes with high-end flourishes throughout. This...
OCEANFRONT RESORT in Koloa-Poipu with AMENITIES INCLUDING WIFI, walk to beach
ALOHA! This 2 bedroom, 2 bathroom condo is located in the beautiful resort called "The Point at Poipu", a family friendly resort.Gorgeous 2 BEDROOM, 2 BATHROOM (King in master and 2 Twins or we can request a Queen for the 2nd bedroom), OCEANFRONT RESORT, short walk to...
Pacific View: 5-Acre Gated West Maui Estate with Pool, Pickleball & Basketball
Pacific View is nestled in the majestic West Maui Mountains, a vast area of lush valleys and cliffs. This lovely 5-acre estate is uniquely situated to capture all of that beautiful West Maui offers.Pacific View is a gated villa offering a generous 4000+ square feet of...
Tropical designer retreat right on the water with ocean view, pool & AC
Puu Poa 101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend your vacation enjoying the salty sea air and ocean views from the spacious lanai and nearly every room inside this...
NEW!! Charming 1-bedroom bungalow in amazing Kona
NEW! NEW! NEW!*professional photos coming soon**Our dream home! Ready to share with you. We have been waiting years to be in this complex! It’s the secret gem in Kona. We put our vision and dreams into a complete remodel September 2024. The kitchen with all new...
Brand New 2 Bedroom House
Experience local-style living in the cool, quiet, and tranquil Pupukea. This brand new house is a perfect place to relax.Enjoy a private entrance and free parking. 5 minutes from Waimea Bay and other famous surf spots.Family-friendly, ideal for 4 people with the option...
Spacious Oceanfront Penthouse w/ 180 Degree Views in Kailua-Kona!
Forget your worries in this spacious and serene space. Enjoy being on the ocean in this beautiful remodeled top floor condo unit . Superb coastline and 180 degree ocean views. Recently remodeled, air conditioned, 1,200 sq. ft. 2 bedroom/2 bath condo with bamboo floors....
Cozy Treasure Nestled on a Lush Oceanfront Property - Wailea Elua 1508
Wailea Elua #1508 – Partial Ocean Views & Comfort Near PoolSet within the prestigious Wailea Elua Village, Wailea Elua #1508 offers an ideal balance of peaceful luxury and island convenience. This spacious 2-bedroom, 2-bathroom condo features partial ocean views, a...
Chic Beachy Studio in Waikiki
Beachy style, chic studio renovated to 5-star standard with partial ocean view. Centrally located at Marine Surf Waikiki on 21st floor. Just steps from the beach, world-class shopping, restaurants, and attractions. One block from Royal Hawaiian. Enjoy a sleek place to...
Ultimate Oceanfront Condo with Stunning Views & AC
Unobstructed knockout views! Imagine yourself in this gorgeous location with amazing front row seats, 30 feet to the Pacific Ocean. Whales, turtles and dolphins swim by right out your door! See the stunning sunsets and views of the volcanic Poipu coast all year from...
Makaha Ocean View - 2 bedroom, 1 bath - family friendly
Hawaii License # 031-420-0064-01This property may not be rented for fewer than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.ABOUT THIS CONDO: Meticulously clean! This is a...
Great Sunset, Ocean and Mountain Views
TA# 124-991-6928-01 - "Ruler of the Sea"Alii Kai is a spacious 2 bedroom, 2 bath private ground floor end unit, situated on a vast tropical bluff with views of rainbows, waterfalls and famous Bali Hai sunsets. Relax on the peaceful lanai as frigate birds gracefully ride...
Spectacular Ocean Views! Nohonani 102
Amazing ocean front location just steps to sandy beach! Escape to this perfectly located ocean front ground floor 2 bedroom/2 bath that offers spacious accommodations with room for six. Primary bedroom boasts King bed and sliding glass doors that lead out to your...
Family-Friendly Condo w/Balconies, Shared Pool, Hot Tub, Garden View, Central AC
Nihilani 25BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy the close proximity and easy access to the beautiful walkways of Princeville that offers this incredibly...
Waikoloa Beach Golf Discounts! Waikoloa Beach Villas I2
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas I2.Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Two Twin BedsAmenities:Beach Equipment: All of our vacation rentals include...
Newly renovated guest house with lush landscaping & gazebo
Honolulu HideawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the heart of Honolulu, this charming guest house offers a tranquil retreat surrounded by lush landscaping...
Mauna View by AvantStay | 10min to Beach, Backyard
Kick back in the heart of Makaha Valley at Mauna View, a 3BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard, this modern Hawaiian escape blends style, space, and a beautiful location to give you...
❤️PiH❤️ Mauna Kea Palms ★Ocean Views★ Stunning Mauna Kea Resort ★ Best Beaches
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Mauna Kea Palms, a part of our Hawaiian Luxury Collection. Mauna Kea Palms at the Mauna Kea Resort Kumulani complex has majestic views of golf, mountains and sea. You will be mesmerized looking at the ocean...
Surfer's Paradise: Waialua Condo Steps to Beach!
Experience the beauty of Hawaii at this cozy 1-bedroom, 1-bath vacation rental in Waialua. Relax with a book on the patio or walk to ʻĀweoweo Beach Park for world-class big wave surfing. This cozy condo also includes a flat-screen TV, a community coin laundry area,...
Experience Aloha & Amazing Sunsets At Our 1bed 2bath Front Row Ocean View Condo
Under new ownership New furnishings, New LG Picture frame A/C units with whisper quiet fans, New sofa bed with regular mattress, New Bedroom set, Watch the whales from the private lanai, new refrigerator w/ ice maker, washer drier, computer and printer for your...
Tropical oceanfront escape, steps from Sugar Beach
Discover tropical relaxation at Sugar Beach 233, a 1-bedroom, 1-bathroom, 2nd-floor oceanfront condo that offers breathtaking views of the Pacific from your private lanai and central A/C. This resort has elevators for easy access. Unit 233 can accommodate up to 4...
New Luxury Tropical Condo with AC on Kauai's Prestigeous South Shore
A new, beautiful island-style luxury condo in Poipu's Pili Mai air-conditioned condominiums on Kauai's South Shore. Enjoy an amazing Kauai vacation in your tropical home away from home at Hale Honu.Offering extensive amenities on site and just minutes away from Poipu...
Melelina Hale Large four bedroom with pool, ocean views, and AC!
Perfect for families! This house has four bedrooms and four bathrooms, two living areas, two dining areas, and TWO covered lanais. Enough room for everyone to have some space! Check out the new kitchen! New cabinets, granite counter tops, and stainless steel...
Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly
The fabulous Sunset Beach House is located on a sandy beach in the sunniest part of Maui. This 3 bedroom home will be the perfect location for your group of friends or family. Enjoy your own gated luxury home right on the beach for about the same price as accommodating...
Spacious Hanalei Home, Steps to Hanalei Beach & Short Walk to Town !
Wake up in a Hanalei postcard setting at this extraordinary 3-bedroom, 2-bathroom beach home. You may think you’re dreaming when you open your eyes to picture-perfect views of Hanalei’s lush greenery and vivid blue skies outside your bedroom windows. Located in a...
Hana's Heaven - a charming 2 bedroom cottage with spectacular ocean views
Hana's Heaven - a charming 2 bedroom cottage complete with full kitchen, living room and 3 lanais. Wake every day to the sunrise and ocean expanse. Off the beaten track, this home away from home is quiet and serene, the perfect place to relax and enjoy nature. Nearby...
Kihei Hidden Gem:Prime Location, New Pool, Walk to Beach!!
Experience the sunny charm of Kihei at our cozy Maui retreat! Perfect for families, friends, and couples, our getaway is just a short walk from beautiful beaches, shops, and restaurants. With two bedrooms, a spacious bathroom, a fully equipped kitchen, washer & dryer,...
Luxury Townhome on Kauai’s Beautiful North Shore
Welcome to Nihilani on Kauai's Lush North Shore. As a guest in this charming townhome, you will enjoy the privacy of two lovely lanais, two separate living areas (with a coffee bar/kitchenette in the downstairs living space), two bedrooms, two and a half baths, a two...
The Ohana Cottage is perfectly situated in Hilo town close to all amenities.
Embark on your dream vacation at this enchanting two-bedroom, one-bathroom cottage nestled in the tranquil Hilo District of Hawaii. Perfectly blending authentic island charm with modern comfort, this cozy retreat invites travelers to experience the unparalleled spirit...
Stunning Ocean Views! Plan your Summertime getaway today!
If you're looking for the perfect place to spend your next (or first!) Hawaiian vacation, then you need look no further!Considered to be one of the best locations in the ONLY oceanfront condominium community in Mauna Lani, you quickly appreciate the view before you; as...