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.
North shore Kauai w/AC & pool, near beaches
Whether you are coming to Kauai to golf, surf, snorkel, the beaches, Hawai'iana, or just relaxing, you'll not find a better place at this price (Standard Occupancy is 2*). Perfect for two, Hoku Lani, is located close to the entrance of Princeville giving you easy access...
Dazzling Waikiki Studio+KIng Bed
See reviews at airbnb.com/h/ms2011.This amazing studio has been fully renovated and tastefully decorated for a bright and airy atmosphere. Features a king-size bed, full kitchen, large shower, and the essentials for a comfortable getaway.Enjoy great views of the ocean...
Wailua Hideaway - One Bedroom Stream-Side Apartment
NOTE: For Kauai travel requirements due to Covid-10, please visit: https://Kauai.Gov/Covid-19The Wailua Hideaway vacation home borders the Opaekaa Stream just behind Sleeping Giant mountain on Kauai's East side, in the Wailua Homesteads just minutes from Kapaa town....
Ocean Front Estate, *Private Pool*, Exclusive Beach Frontage
Live the dream at this oceanfront gem, with wide beach frontage and an inviting courtyard pool that beckons you to experience the ultimate Hawaiian retreat in style. Kick off your shoes and step barefoot off your expansive covered lanai onto a sprawling oceanfront lawn,...
Farm House with Ocean Views! #BBPH 2021/001
Our two bedroom farm house has a very unique feel with detailed craftsmanship (built by the owner). The home is 1000 square fee. It has an open concept with a 500 sq. ft. deck and views of the ocean, mountains, and our farm. We have goats and plenty of fruit trees. We...
Prime Beachfront location at Lae Nani ~ Best of the Best !!
Please know we are awaiting your arrival at Lae Nani and have taken extra precautions in our cleaning methods with Covid infection in mind. Are you ready to relax?! Come to Kauai and stay at Lae Nani 513! Whether you want to lay on the beach all day, or explore the...
K L V R Welcomes you to 4 Luana Garden Villas Building 11 in Oceanfront Resort
Kaanapali Luxury Vacation Rentals welcomes you to our beautiful Luana Garden Villas at the Honua Kai Resort.This listing is for “four” separate neighboring villas in one building, which is perfect for a multi-family vacation. Luana Garden Villas is the final phase...
Mokihana House Kauai - 5-bedroom House with Mountain Views, Pool, Tennis and AC
It's the perfect time to discover the beautiful Island of Kauai where you can surf, snorkel or paddleboard at the world-famous Hanalei Bay (always ranked top 3 beaches in the world) and hike along the Napali Coast! The Mokihana House has everything: air-conditioning,...
Experience the Magic of Maui at Ekahi 13C
Our remodeled and continually updated South Maui condo sleeps up to four guests and has a lovely greenbelt & ocean view in a very private setting close to one of Ekahi Village's 4 pools. Ours is the perfect place to find the peace and tranquility that is Maui.This...
Marriott KoOlina Beach Club, Beautifully appointed studio with kitchenette.
Please choose a Friday through Sunday check-in for a seven night stay. Quotes are based on resort/Island views. Please ask you agent if you are requesting an alternate view. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty...
MAY SALE - Top Floor Oceanfront 2 Bed/Bath En Suite Style
This beautiful top floor condo is located in the 80 unit complex of Kanai A Nalu (Unit #419) and features all the comforts of home overlooking Maalaea Bay, Haleakala, Kihei, and all of the South Shore with Maalaea Beach just steps away! Miles of unbuilt sandy beaches...
EXCLUSIVE 2BR +3rd room at Kaanapali Beach G206
A reconfigured residence with spacious wrap-around covered lanai. First bedroom with King bed and ensuite private bathroom, second bedroom with Queen bed with full bathroom. 3rd room has a comfortable Queen bed and half bath. Enjoy ocean and Kaanapali golf course front...
Hale Kai Malia – Ocean & Mountain View Luxury in Kukui‘ula
Superbly stylish in every way, this 4BR/4.5BA South Shore showplace offers all the luxuries you’d expect in a glamorous Kukui'ula villa—tropical charm, abundant space, elegant furnishings, expansive ocean-and-mountain views—and many delightful surprises as well....
FULLY RENOVATED UNIT. 3 BDRM, 3 BATH SLEEPS 8. PERFECT FOR GRANDPARENTS
Beautiful 3 bedroom 3 full bath in Keauhou's newest complex. Na Hale O Keauhou is the most sought after rental because you get resort style living right in the heart of Keauhou. H6 is located in the most private location with no pool or traffic noise from this unit. You...
Relax and Enjoy! Five Star Accommodations at Affordable Rates!
If you are adventurous and free spirited, but still require all the amenities a luxury rental home has to offer then Pu`uhonua ('Place of Refuge') is the place for you. Experience tropical Hawaii at it’s finest in this unique pole house nestled just above Kealakekua...
🏖️One of the best locations at Waikoloa Colony Villas | Includes Concerige | vrKCV
vrkcv-Waikoloa Colony Villas 1702. Professionally Managed by Kona Coast Vacations.Luxurious 3 Bedroom Villa with Stunning ViewsWelcome to your dream getaway at Waikoloa Colony Villas! This freshly renovated 3-bedroom, 2.5-bath villa offers a perfect blend of modern...
Wavecrest Molokai - Oceanfront and Private
The 2nd floor A building location is by far the best in all of Wavecrest. Closest to the water, less noise / more private than first floor, below the palm fronds for the best views. Also, you can see the pool from the lanai to decide when to go.We have our own dedicated...
Maui Sunset B112 Ground floor one bedroom
Ground floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck and renovated interior. New Flooring throughout 2023. Doesn't get any better. Large private condominium apartment at the resort condominium complex...
Maui Sunset Oasis- Top Unit w/AC
A stunning oceanfront sunset condo in Kihei! This updated top unit 2-bdr, 2-bath with AC offers stunning sunsets from manicured grounds. Step onto the private lanai to unwind and enjoy panoramic ocean views! Take a dip in the pool or stroll to two beautiful beaches....
Ocean Breeze Haven – Kaha Lani #211
Beachfront Resort | Ocean Views | Gentle Breezes on the Coconut Coast________________________________________Location, Location, Location | VIDEOHere is a new video of the inside and out NEW VIDEO INSIDE• Centrally located on the Coconut Coast with direct beach...
Little Grass Shack, A/C in bedrooms
Classic island cottage with tropical gardens all around. Comfortable home near the ocean on sunny South Shore just steps away from Baby Beach, a wonderful seasonal swimming/snorkeling beach. There is Air conditioning in both bedrooms. The yard is lushly landscaped with...
North shore Maui ocean view B and B room 2
Holomakai B and B is a vacation rental with three bedrooms for rent individually on Maui’s north shore. Each room has a private bathroom, ac, tv and WiFi. The rest of the house, the entrance, fully equipped kitchen, living room and spacious ocean view lanai, are all...
Beautiful Ocean View - - 2BR/2BA Unit 353
You will have the ultimate vacation when you stay in this spacious two bedroom condominium. Unit 353. Beautiful ocean view and completely renovated! All granite counter tops and stainless steel appliances. Luxurious baths with granite, ceramic tile, a bathtub, and walk...
Oceanview + Beautiful Gardens + Oceanfront Kona Makai
Hawaii STVR License: TA-146-953-6768-01 & GE-146-953-6768-01Crashing waves lull you to sleep in our OCEANVIEW Very spacious 670 sq. ft. 1 bedroom condo! Steps to the waterfront at the tropical OceanFront Kona Makai. Our light and bright 2nd flr. condo is perfect for...
Top Floor Beautiful Ocean View Studio
Aloha and welcome to our tropical paradise in beautiful Kauai, Hawaii!Indulge in an extraordinary couples' getaway at our top-floor ocean view studio condo in Kapa'a. Just 160 steps from our condo's front door, the beach awaits! Offering breathtaking views of the...
Papakea Resorts BEST Location - Water views, steps to ocean, BBQ & Pool!
PROFESSIONALLY RENOVATED AND DESIGNED January 2025! SAY HELLO to Papakea B109! This functional 1 bedroom is in the most ideal location. Steps to everything and has a beautiful ocean view! Living area is spacious and enjoy views of the ocean while sitting or preparing...
5D - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!n
Hawaii Tax ID: W66713090-01 Oceanfront complex, one-bedroom, two-bath, 2nd floor corner unit. This unit was offered as a rental beginning in 2016. SEE OUR MANY REVIEWSQuiet location. NO TRAFFIC NOISE (you are in paradise there should be none), very close to beach and...
Private cottage above Kona surrounded by coffee farms.
Experience living in Hawaii lush garden property. Very private fully remodeled 1bed/1bath cottage on 2 acre property in Holualoa, just above Kailua Kona. Cooler elevation, surrounded by coffee farms. Hike to a famous Kona Coffee farms like : Heavenly Hawaiian and...
Charming 2-bedroom near the beach with AC, WiFi, Yoga, Surf, Golf
Consider this unique stay your home away from home while you visit Ewa Beach. Our unit is located upstairs with a private entrance. This cool property features 2 bedrooms with a queen bed and a full bed, along with a cozy living room with a sofa bed for extra guests....
Seaside Serenity in Hawaii
About this spaceDiscover our island oasis in Koloa!, Hawaii Nestled in a tranquil and tropical paradise, our upgraded unit at Kiahuna Plantation Resort (Unit 434) offers modern comforts like a new AC, plush mattress, and cozy couch. A short stroll through lush grounds...
Kona Condo at Magic Sands Beach-Ocean Views-Top Floor-Quiet
Aloha and welcome to our condo at White Sands Village. Brand new to the rental market, this wonderfully appointed 2-bedroom, 2-bathroom top floor condo offers everything you’ll need to enjoy your stay in Kailua-Kona and the Big Island Of Hawaii. This newly upgraded...
❤️PiH❤️ Sunset Villa ♥ Families ★ 3 Master Ensuites ★ Luxury Home with Bikes ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Sunset Villa, a part of our Hawaiian Luxury Collection. Sunset Villa at Mauna Lani Villages is a wonderful 3 bedroom home with luxurious high end finishes in a premier resort community. This is one of a very...
Maui Sunset A415: 1 BR, 2 BA Condominium in Kihei, Sleeps 5
Condo rental on the beach in sunny Maui, Hawaii. Condo A415 has one of the best locations for views of the ocean and Maui vistas.Great location, one bedroom two bath ocean view. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot...
Ho’okipa Hideaway - North Shore, Walk to Cafe
This North Shore Maui Hideaway has its own private entrance, a charming private garden, cozy queen bed and off-street parking for one car. An attached covered and enclosed screened porch with two overstuffed lounge chairs looks out onto the beautiful private and gated...
Modern and Relaxing Oceanfront Vistas
Summary:Bright, modern, and spacious. Complete remodel in May 2022! Thoughtfully designed to elevate your experience with us. This one-bedroom, one-bathroom condo features luxurious touches throughout paired with beautiful ocean views. Located in the sunny and vibrant...
Beautiful BeachFront condo Oceanview
Welcome to our luxurious Maalaea, Ocean & Beachfront newly remodeled 2 bedroom, 2 bathroom Condo. Kanai A Nalu is one of 8 complexes on our quite street. This lovely unit is situated on famous “Sugar Beach”, a beautiful and quiet white sands beach that stretches for...
New Bathrooms! Modern Spacious Penthouse Oceanview
Indulge in the allure of a stunning ocean-view penthouse nestled within the renowned Kamaole Sands Resort, accommodating up to eight guests comfortably. Ideal for families or travel parties. Enjoy enticing amenities like the spacious pool, hot tub, let the little ones...
'Best Vacation Ever' Say Our Guests! Special May Rates
You will love this luxurious, air conditioned, two bedroom, two bath, 1300 square foot Villa! Fully furnished, with its own spacious, private dining lanai, this unit was completely remodeled in 2020. It is immaculate, impeccably maintained and cleaned to the highest...
Luxury at its Best with Big Ocean Views!!
Aloha & welcome to the Wailea Diamond Suite at Ekolu Village #305!The moment you step through the door you’ll know you’ve come home to luxury in this elegant 2 bedroom, 2 bath condo. Each bedroom features its own unique bath, private lanai sanctuary, ambient...
Turtle Bay Hideaway - Kuilima Estates East
Our Turtle Bay Hideaway is the perfect place for your Hawaiian getaway! Enjoy 5 miles+ of secluded beaches, 2 private swimming pools, 2 private tennis courts, 2 PGA golf courses, horseback riding, surfing, snorkeling, diving, fishing, activity rentals and fine dining...
Sun, Sand And Surf …….. A Romantic Couple’s Getaway…… Hale Ono Loa 306 --
Our unit has an incredible 3rd floor oceanfront view of our neighboring island, Lana’i. Enjoy the sounds of the surf while watching turtles and whales from the shoreline or your private lanai. The complex provides a relaxing sundeck and pool with beautiful floral...
ON THE SAND! Chuns Reef Beach House - Oceanfront Main House - A/C - Beach Toys
****Please note this property may not be rented for less 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. Please inquire regarding availability for stays from 5 to 30 days.Chuns...
Beautiful Lae Nani Unit 112 Oceanfront One Bedroom Condo Coconut Coast Wailua.
You will enjoy a completely remodeled (AC included) condo with all new appliances, fresh paint, floors, cabinets, and countertops when you book your stay with us!! Aloha & welcome. Thank you for considering our condo. The current price is your win and don't miss out on...
Breathtaking Ocean Front Views. Incredible Reviews.
Unit 516 is a stunning fifth-floor penthouse with unobstructed ocean views of Molokini, Kahoʻolawe, Lānaʻi, and the West Maui Mountains. Perched above the palms with a spacious ocean-facing lanai, this is your ideal base for sunsets, turtle-watching, whale season, or...
Tropical Retreat in Paradise-steps from the Ocean! Newly remodeled with A/C.
Beautifully remodeled ground floor corner unit in Building 20, with Pacific Ocean views! From the front Lanai, there is a broad green lawn, lined with palm trees that take you to one of the most beautiful swimming and surfing beaches in the world. Our one bedroom, first...
STUNNING OCEANFRONT * Poipu's Best View * New Air Conditioning throughout
Words cannot describe the incredible view from this penthouse condo. It's mesmerizing!! You'll hear the waves crash below you along the coastline and marvel at the Pacific Ocean stretching out as far as you can see. Turtles, spinner dolphins, and whales are often...
Two-story ocean view home with a furnished patio & deck, washer/dryer, & AC
Ka Hale me Ka ike 30 Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the amazing view from both inside and out at this four-bedroom, family-friendly retreat here...
Our Place of Joy: An Ocean Retreat
Length of stay: MINIMUM 30 NIGHTS. Monthly rental. Property damage insurance required.Kai Lani is a quiet gated community located in Ko Olina, a 640 acre oceanfront resort on West Oahu, the dry leeward side of the island. Ko Olina means 'Place of Joy,’ where the aloha...
NEW - THE OUTRIGGER 3BR 2Bath - Hilo cold AC
Welcome to The Outrigger!! You will love our 3BR 2Bathroom Home super central located in Downtown Hilo. Our home is well equipped and ready to be discovered by you your family and friends! We have ceiling fans in every room and AC`s in each Bedroom. Total of two...
Air Conditioned 2 Bedrooms 1 Bath Apartment, fine decorated, Free Laundry in HPP
Built in 2022!This is a 2-bed, 1-bath apartment with a separate kitchen and dining area, has air conditioners in both bedrooms, located on a one-acre land harboring the most unique feature of Hawaii Paradise Park in Keaau, offering a real retreat from the busy world....