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.
🏖️Easy Walk to Village | Air-Conditioning | Ocean View | WIFI | vrKCV
vrKCV - Kona Pacific D622, Professionally Managed by Kona Coast VacationsWelcome to Our Home on the Big IslandAloha and welcome to our home on the Big Island, a place of wonder, diversity, friendship, and beauty. As our guests, please relax and enjoy everything that our...
Wailea Elua Village 910 - 1 Bedroom Garden View Condo
Wailea Elua Village 910 is a stunning one-bedroom, one-bathroom vacation rental located in the exclusive Wailea community on Maui. This beautifully remodeled condo offers a luxurious retreat a short stroll to one of the best snorkeling beaches on Maui. Located on the...
Stunning Kona home with salt water pool will take your breath away
Floor to ceiling window walls retract completely to let you take in the view of the serene Pacific, and enjoy true indoor-outdoor living. Relax by the salt-water pool surrounded by tropical plants and flowers. Pick fresh papayas, citrus and passionfruit (lilikoi) from...
🏖️Luxury Island Oasis | Spectacular Ocean Views & Pool | vrKCV
vrKCV - Aloha Place, Professionally Managed by Kona Coast VacationsAloha Place – Luxurious 3-Bedroom, 3-Bathroom Home with Spectacular Ocean ViewsExperience the ultimate in luxury and tranquility at Aloha Place, a Bali-inspired retreat perched in the serene upper Kona...
Marriott's Ko Olina Beach Club 2 BR Oceanview Villa
Just half an hour from Honolulu, Ko Olina Beach Club is nestled among the lush grounds of Ko Olina Resort & Marina, a picturesque 640-acre community built along a pristine stretch of the Oahu coastline. Situated in the stunning southwest region of Kapolei with...
Beautiful "Beachfront" House on the Beach at Sunset Beach Paradise on the Beach
A Truly Luxury Beachfront House Located on World Famous Sunset Beach on Oahu's North Shore. Named 'Paradise on the Beach' at Sunset Beach by many guests this premier Direct Beachfront two-story, two large bedrooms, three full baths, executive style house affords the...
Ko Olina Beach Villas B901: Luxe 3BR Penthouse w/ Beachfront Views
Ko Olina Beach Villas B901 by Gather is a luxurious ninth-floor penthouse overlooking the calm blue waters of Ko Olina Lagoon. With 1,491 square feet of indoor living space and a generous lanai framing panoramic ocean and pool views, this three-bedroom, three-bathroom...
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
The Hamoa Bay Bungalow is HANA MAU'Is most charming vacation hide-away. Balinese inspired, private, with partial ocean views, secluded and romantic. Just beyond sleepy Hana Town... this property is tucked in amongst lush ferns, banana trees, bamboo, colorful heliconias,...
Ocean Front/Beach Front Condo in Beautiful Makaha
Discover the breathtaking oceanfront condo with one bedroom in Makaha. Let the mesmerizing vistas and soothing waves of the Pacific Ocean enchant you. Imagine waking up to the gentle lapping of waves and the warm Hawaiian sun, then stepping out onto your private balcony...
Direct Ocean Front Property Wailea Ekahi 16A 2 Bed 2 Full Bath Ocean Views 5star
Wailea Ekahi Villas Unit 16A: 2 Bed, 2 Full Bath, Sleeps 6 (We have over 50 five-star reviews!)Book our unit with confidence! Wailea Ekahi 16A is the perfect getaway for young families or couples seeking a quiet, luxurious escape on an ocean front property in the heart...
Makahuena 1202. Partial Ocean View, 2 bed, 2 bath with AC. Poipu.
Located on the southern most point of Kauai, right between Poipu Beach State Park and Shipwreck Beach. Partial ocean view. Nicely remodeled 2 bedroom, 2 bath condo with Lanai. Master bedroom has a king bed, 2nd bedroom has 2 twin beds that can be moved together for a...
Beach-AC-Pool-Gym-Oceanview-Garden-two lanais-212, Spectacular View w/ W/D and AC
Relax! Condo on Kiahuna Beach! Updated Stone Countertops, cabinets, and open concept! This amazing oceanview Kiahuna condo with AC overlooking the garden/lagoon on the most beautiful resort grounds on the south shore has plenty of space for the whole family! The pool...
Hawaiian*Elegance*FULLY REMODELED OCEANVIEW 2 Bdrm
Indulge in the epitome of Hawaiian luxury within this impeccably renovated condominium. Immerse yourself in the tasteful Hawaiian decor that effortlessly transports you to paradise. The well-appointed interior boasts high-end furnishings and comprehensive amenities for...
Maui Resort Rentals: Honua Kai Hokulani 546 - Spacious 2BR w/ Partial Ocean & Mountain Views!
Perfectly positioned to provide guests with the ideal combination of Maui scenery, Hokulani 546 showcases gorgeous views of both the blue Pacific Ocean and the lush West Maui Mountains. With over 1100 sq ft of luxurious living interior, this spacious two-bedroom suite...
❤️PiH❤️ BIG ISLAND OASIS ★ Family Oasis★Free Hilton Passes ★ Bikes & Ping Pong★
Big Island Oasis brought to you by Paradise in Hawaii Luxury HomesWelcome to our Big Island Oasis at KaMilo, a spacious and beautifully appointed four-bedroom retreat on the Big Island of Hawaii. With room for up to ten guests, this home provides the perfect setting for...
99 Steps to the Sand - Ground Floor 3 Bedroom - Hokulani 104
This condo is zoned hotel and is in legal compliance with all Maui County ordinancesGround-Floor Oceanfront Suite and Wraparound Lanai at Honua KaiE komo mai (welcome) to Kai Hele Ku ("The Quickest Way to the Ocean"), where the warm embrace of Maui's kai (sea) and the...
Sugar Beach Resort. Beautiful Front And Center Beachfront Condo! A/C Wifi
Aloha and Welcome to Sugar Beach 517This is a terrific BEACHFRONT vacation condo. Sugar Beach Resort is a centrally located complex with a beautiful oceanfront pool and spa. The ocean views are amazing and, due to the fact that it is on the 5th floor..... privacy and...
Beautiful Pacific Shores Condo 2BR, 2BA Full A/C & ready for your Maui visit!
This VRBO listing is a fully renovated and very well furnished and equipped condo located in the Pacific Shores complex in the heart of South Kihei, Maui. It is just steps away from wonderful beaches, restaurants, and shopping.The unit includes two bedrooms (each with...
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...
Ilikai 824
Top-of-the-line modern, high-end designer remodel. The direct ocean view will greet you as soon as you open the door! This studio unit boasts a unique feature of separation doors that create a one bedroom atmosphere. The open floor plan sweeps from the full size...
Ilikai 30-Day Rental in Waikiki
This rental is on the 19th floor of the Ilikai Hotel with direct lagoon and ocean views. This 1 bedroom apartment has been remodeled into a large 500 sq ft studio and is gorgeous! High-end materials were used throughout the apartment. We used beautiful flooring in the...
Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D
Luxurious Tropical Retreat - Unit 31D is truly "one-of-kind"!Ideally located overlooking the lower Ekahi Village, Unit 31D provides our guests with the best of everything Maui has to offer: spectacular views, privacy and a short stroll to the beach and main pool.With...
Exquisite on Paradise*Fully Upgraded with Ocean Views!
This freshly renovated condo offers stunning ocean views and a large, airy lanai with comfortable outdoor seating. Pack up the cooler and head to the beach or lounge by the pool and soak up the serenity that is Kauhale Makai.This roomy condo is just steps from the...
Villa Moana - Beachfront Perfection
Spacious Luxury Beachfront Private Villa - 8 BR - 3,850 Sq. Ft. - Newly Built. Right on the beach in Kihei. Hosted with aloha and professionalism. Locally owned and operated. If you need more or fewer bedrooms, please send us a note and we can offer a customized rate....
Wailea Ekahi 33c Ocean View Condo - 500 Feet from the Beach!
Welcome to this Wailea Ekahi Condo (Unit 33C -LINKS TO OUR PERSONAL WEBSITE ARE LOCATED BELOW). Our one bedroom, one bath ocean view unit is located within Wailea Ekahi Village, one of South Maui's premiere oceanfront resort developments. Situated on the central...
Magic Skies B&B Main Floor Living 2300 sq ft, 3 bed, 3 bath Panoramic Ocean View
Enjoy the entire 2,300 sq ft level to yourselves, with panoramic views, wrap around lanai, full chefs kitchen, laundry, open concept living, dining, 3 bedrooms, 4 beds, 3 full bathrooms, with access to hot tub, game room. With specialty wood work throughout hand crafted...
Hale Hina ~ Private, Peaceful, Perfection!
Welcome to Hale Hina - The Home of the Hawaiian Goddess of Sunrises, Sunsets, Coral Reefs, and the Moon! Our home is very special, and has many fabulous features and amenities, including the most important and maybe the most intangible one: Hale Hina is our vacation...
New! Maui Eldorado J121, Amazing Ocean View, #1 Kaanapali Beach, Prime Location
Amazing ocean view! Our beautifully remodeled studio suite is located right in the heart of Kaanapali and is center to an incredible ocean view surrounded by lush tropical grounds. Feel the Aloha of the island as you gaze at the ocean and watch yet another stunning...
Mauna Lani - Luxury 4 Bedroom Home - Sleeps 10
★ LUXURY KA MILO HOME – MAUNA LANI RESORT – SLEEPS 10Welcome to your Big Island getaway! This spacious 4-BEDROOM, 3.5-BATH HOME (2,100 sq. ft.) is located in the exclusive KA MILO COMMUNITY within the world-class MAUNA LANI RESORT on the beautiful Kohala Coast....
Waipio's Enchanted and Private Hideaway Pool, Slide, Hot tub & Spectacular Views
Waipio Heaven – Cliffside Luxury Estate with Ocean Views, Pool, & OrchardLocation: Hamakua Coast, Big Island, Hawaii Bedrooms: 4 | Bathrooms: 4.5 | Sleeps:** 10 Minimum Stay: 5 nightsProperty Overview:Discover Waipio Heaven, a private, luxury 4-bedroom estate nestled...
Whitewater and Anini Reef Ocean Views fully airconditioned
This recently and completely remodeled, sun-lit and spacious 2-bedroom, 2-bath condo at The Point at Alii Kai (Unit 5-302) welcomes your group to an unforgettable vacation in Princeville, where you'll face jaw-dropping, direct Pacific Ocean views on Kauai’s North Shore....
NEWLY REMODELED! Beautiful & Spacious- Two Story Wailea Ocean View 2BR/2.5BA
Aloha! We are back on the rental market after a lengthy remodel! Enjoy beautiful ocean views while relaxing in our very spacious 2 story, 2 bedroom/2.5 bath Condo/Townhouse! Our end unit, #1702, has 1500 sq ft of living area, plus 400 sq ft of lanai/patio area. Great...
Kamaole Sands 1-307 - Prime Location, Stunning Renovation, Large Lanai, New AC
Experience elevated comfort and modern luxury at Kamaole Sands 1-307. This fully remodeled, one-bedroom, two-bathroom condo blends thoughtful design with premium amenities to deliver the ultimate Maui retreat.Enjoy cooking in the spacious, chef-inspired kitchen,...
❤️PiH❤️ Wahi Malu ★ Near Pools ★Fantastic Lani ★ 3 Full Bath ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Wahi Malu, a part of our Hawaiian Luxury Collection. Wahi Malu at KaMilo is a gorgeous 3 bedroom/ 3 bath home.This beautiful home is one of the newest KaMilo homes and is only a short stroll to the pools,...
Stay & Save Plenty this April & May! ~ Spacious, Comfortable & Clean ~ Platinum Maui Vacations
Aloha! Welcome to another exclusive member of the Platinum Maui Vacation Ohana! All villas in our program are given Hawaiian names. This Kapalua Golf Villa is named Hale O Ohana, in Hawaiian translates to: "Home of Family".We include, extras like:~ Secured wifi /...
Gorgeous Beachfront KoOlina Club Resort+Amenities, 2BR
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Oʻahu’s most sought-after 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭𝐬 — 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅...
Lovely Private Kailua Cottage
Welcome to our newly renovated 1-bedroom spacious and private cottage that is super centrally located in the heart of Kailua. Our cottage is situated on a beautifully landscaped property which will lead you to a lusciously landscaped garden with outdoor dining & BBQ....
Mystic Mermaid Island Retreat! Entire Home
This home is not your typical VRBO, this home is designed for guests who appreciates CLEANLINESS, COMFORT, CARE, SAFETY AND QUALITY! Escape to Your Mystic Mermaid Island Retreat, your private, spacious oasis near Oʻahu’s majestic mountains! NO neighbors behind the home...
Spectacular Ocean Views
Napili Point, Unit A-5, is located on Maui's western shore. This fully-equipped one-bedroom ground-floor condo offers beautiful views of the Pacific Ocean from the lanai and living room, with the islands of Molokai and Lanai in the distance. Located just a few yards...
Luxury + Privacy ✨ Sleeps 8 🛌 Beach Club Access 🏖️
Summary:Kulalani in the Mauna Lani Resort • Just across from the pools and gym!Kulalani 503 is a luxurious townhome located in the highly desirable Mauna Lani Resort. Boasting a lavish master suite featuring a spacious tile shower and an indulgent soaking tub. With a...
Hale Ka Pua Ola – Private Luxury Retreat in Kukui'ula
Welcome to Hale Ka Pua Ola at Kukui‘ula, an elegant 4-bedroom, 4.5-bath luxury retreat set within Kaua‘i’s prestigious Kukui‘ula community. Offering over 3,048 sq ft of refined indoor–outdoor living, this single-level sanctuary blends contemporary design with the...
Stunning Ocean View Beach Front Villa at Kahaluu
Enjoy this resort quality 2 bed 2 bath Penthouse condo with exceptional ocean views across the street from Kona's famous Kahalu'u Beach. Relax in the sand, learn to surf, snorkel with the turtles and tropical fish. All this is just steps away from your door.- Beautiful...
Gorgeous remodeled condo Oceanfront! SUNSET! <br>
Elegance on a budget! This quiet third floor end unit has spectacular ocean views from throughout the condo. Our air-conditioned condo overlooks the beautifully manicured grounds with unobstructed ocean views. The kitchen has concrete countertops and top-end appliances....
Dancing Volcano Estate - sleeps 8 Near Hawaii Volcanoes National Park
Dancing Volcano Estate in Volcano, Hawaii is a fantastic place to stay and visit Hawaii Volcanoes National Park just a few minutes drive from our property. Our main house has 3 bedrooms and 2 bathrooms, full kitchen, large dining area, large living area with SMART TV,...
KAANAPALI COTTAGE 2 bedroom cottage within walking distance of Kaanapali Beach
International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres....
Pristine 3br Ocean and Mountain View Home in Kukuiula
Tropical elegance with a modern touch and ocean and mountain views are what make Kukuiula Vacation Rental #39 a prime vacation rental. Located in the exclusive Kukuiula community in Poipu, this two-story vacation rental sleeps up to eight people with three bedrooms and...
Just Listed! Top Notch Rental Experience Awaits!
Experience breathtaking sunsets every evening from your private lanai and immerse yourself in the fresh ocean air at Kaleialoha 213. This West Maui vacation condo is perched right on the water's edge, offering unparalleled proximity to the ocean. The property boasts a...
Makaha Ocean Lullaby... The famous Makaha surf beach!
Remodeled fourth floor unit in Makaha's ONLY Beachfront Condo! The other condos you will find are located about 2 miles to the South. Our studio has been completely remodeled, and is located on the cool side of the building, with Ocean and Sandy beach views. We look...
The Crown Jewel of Kawela Bay! 30 day stay
Hale Keo Keo – Historic Beachfront Home on Kawela Bay, Oahu’s North Shore30 day rentals onlyWelcome to Hale Keo Keo, the only home built directly on the sand in Kawela Bay — a calm, crescent-shaped cove on Oahu’s iconic North Shore. With room for up to 17 guests, this...
Romantic Ambiance of 'OLD Hawaii'. Ground Floor, Clean, Beach Gear Included
*About the Property*Welcome to your Maui home away from home! Our family-owned and operated condos have been lovingly cared for by our ohana for over 50 years. We personally live on island and treat each unit with the same attention, care, and aloha we give our own...