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.
Comfortable Hawaiian Style Home
This cozy and comfortable Hawaiian style redwood home is just a short walk to miles of sandy beach. The house is surrounded by lush, tropical gardens. Two lanais let you enjoy paradise in comfort and privacy. A wonderful place to get away and relax in quiet and comfort....
A317 Best Maui Sunset unit beautifully remodeled. 2 BR w/ Ocean Views
Spectacular Ocean View Condo w/ Balcony, Pool/Hot Tub/Tennis, Free WiFi!E Komo Mai! (Welcome) to the luxurious Maui Sunset A317. Come stay in the sunniest part of Maui in this recently-updated two bedroom, two bathroom Kihei condo that is located right at the beach....
GREAT RATE! ($199 ea for 7 nights) this APRIL, ~ Platinum Maui Vacations ~ TROPICAL OASIS
Welcome to one of a few exclusive Ohana members of Platinum Maui Vacations. We call this Kapalua Golf Villa, Hale O Maluhia. A Hawaiian phrase which translates to English to 'Home of Serenity'.The few villas in the program not only meet certain design and amenity...
Ko'olina Beach Villa. Steps to the pool and beach!
Amazing beachfront condo in the Ko'Olina resort overlooking swimming pool with beautiful pool and sunset views! Pristine residence features spacious living area and lanai with pocket sliding doors. Enjoy home cooked meals in your gourmet kitchen with island granite...
Oceanfront-Paradise on the North Shore
If you are looking for a private, romantic location this is it!Our oceanfront unit is the premier unit in the Mokuleia Beach Colony and is 20 feet from the water. This 900 sq ft home has been in our family for decades and we are now offering it for rent on a limited...
GREAT VALUE! Huge Upgraded 765 Sqft 1 Bed TOP FLOOR Penthouse! 5 star AVG RATING
WHY RENT MY CONDO? - View from the lanai looks to the beautiful West Maui mountains- SIGNIFICANT savings versus booking directly with the resort- Superior customer service with a long track record of happy guests! Over 80 reviews (4.9 star average) and many repeat...
nSee & Hear Ocean! Stroll to the beach! Secluded yet conveniently located!
See and hear waves come ashore on the beach from this lovely, spacious, 2 bedroom condo. Breathtaking ocean views completely fill the living room, dining alcove and kitchen through wall to wall glass sliders. It’s spectacular!Conveniently located on East Shore for...
Includes Hilton Pool Pass thru 2025. Waikoloa Colony Villas 304
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 304Please scroll down for detailed informationHilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons per pass (children under the age of 5 are not counted...
Single family home on KoOlina Golf course!
Luxury living at Ko'olina Golf Estates #6. This single level, single family home has a beautiful open floor plan located on the 10th hole of world famous Ko'olina Golf course. This home is highly upgraded with french doors, crown molding, wolf and sub- zero appliances...
Ultimate Luxury Resort Vacation- Island Oasis Villa has a lap pool and minature golf course
Welcome to our new ISLAND OASIS VILLA! Experience the ultimate Hawaiian resort vacation where luxury meets comfort. Our villa is thoughtfully designed to provide you with every imaginable convenience. From a private putt-putt course and a lush edible garden featuring...
Hawaiian paradise at Kona Isle
Newly remodeled, easily accessible and desirable ground floor condo in the beautiful Kona Isle property. Located just steps away from a solar heated pool, ocean front lounge and BBQ area along the rocky shore. Where you can spend the day relaxing in the sun or shade...
Hale Kamaole 174 Ground floor condo, easy access to best beach on Maui!
This Fabulous, Maui Vacation Rental unit #174, has it all. The owners of this condo also owns unit 176, both of which have been completely remodeled from top to bottom recently. Occupancy of these units is limited to only 2 adults. Ocean & garden views from the well...
Ocean-View Studio, Steps from Beaches In Sunny Poipu
HAWAII SAFE TRAVELS: Please check with any and all Hawaii government websites for any updates on health and safety requirements for travel to Hawaii.IMPORTANT: LOOK INTO OBTAINING TRAVEL INSURANCE! My cancellation policy is FIRM and there will be no refunds outside of...
36TH FLOOR SPECTACULAR OCEAN VIEW! LARGE CORNER UNIT
Located only 1 block from world famous Waikiki Beach, this ocean facing, large corner unit with lanai and extra windows on the 36th floor, has panoramic views of the ocean, beach, pool, and Diamond Head, not to mention the sunrise and sunset views. Breathtaking! Our...
❤️PiH❤️ HAWAIIAN DREAM ★Free Hilton Pool & Waterslide Passes ★ Private Beach Club
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaiian Dream Villa, part of our Hawaiian Luxury Collection. Hawaiian Dream Villa at KaMilo is a wonderful 3 bedroom home.We know our Guests look forward to an exceptional experience from the moment you start...
❤️PiH❤️ HARMONY VILLA ★ Hilton Pool & Waterslide Passes ★ 3 Full Bathrooms ★ Bikes
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Harmony Villa, part of our Hawaiian Luxury Collection. Harmony Villa at KaMilo is a wonderful 3 bedroom, single-level home.We know our Guests look forward to an exceptional experience from the moment you start...
Beautiful 2 Bdrm Oceanfront Kihei Condo! Great December rates!!
Beautifully remodeled and freshly painted building exterior, this luxurious unit (2nd floor, #203) features natural stone flooring throughout. Tastefully decorated in casually elegant island style, you will enjoy cooking in our well-appointed kitchen with granite...
nOcean View ! Steps to beach, shops , restaurants !
Bright, clean and comfortable, contemporary and uncluttered with a great view of the ocean and the lush tropical gardens below.This is a very well renovated one bed/one bath unit in KA building C, nicely furnished and well outfitted. Being up higher on the fifth floor,...
405 – Lovely Oceanfront Unit With Amazing Views!
This fourth floor, remodeled oceanfront condo at the Kihei Surfside Resort is located on the sought after ocean side of the elevator. It has a great ocean view from the kitchen, living room, dining area and lanai. It is a one bedroom, one and one half bath unit (680 sq...
Golf course views, 1bd with luxurious finishes
Kapalua Golf Villa 12V1 is a newly renovated 1-bedroom, 1.5-bathroom condo with world-class golf course views. The kitchen and dining area feature new cabinetry, stainless steel appliances, and granite countertops. The bedroom offers a comfortable king-size bed, a TV,...
Ocean & mountain view home in amazing setting with pool - walk to Anini Beach
View House TowerOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With incredible views that reach the ocean, pool, and Kauai's famous green mountains - on all four sides, this home is...
Waterfall House - Private House Overlooking the Ocean!
Located in Haiku, this private luxury vacation residence is perched on the edge of a three-hundred-foot cliff with a breathtaking views of the Maui north shore coast. A welcomed refuge for couples on vacation or newlyweds on honeymoon, guests have access to a private...
🏖️Beautiful Oceanfront Condo | Steps from Beach | Small 6-Unit Complex | vrKCV
vrKCV - Hale Pohaku 1, Professionally Managed by Kona Coast VacationsWelcome to Hale Pohaku 1 – Your Oceanfront Paradise!Step into your perfect island retreat at Hale Pohaku, a luxurious 2-bedroom, 2-bathroom oceanfront condo on the beautiful Kona Coast. With 1,161...
SWIM WITH MANY TURTLES! #109 CORNER UNIT
Oceanfront Honokeana Cove 2 Br / 2 Ba Ground Floor End Unit. You are just a few steps to the ocean for awesome snorkeling with an abundance of green sea turtles, or swimming in the heated pool, cooking on the oceanfront gas BBQs, watching seasonal whales from your...
Spacious, Waterfront Condo in the Kanaloa at Kona Resort. 3 Pools, Central A/C.
(To watch a virtual photo tour; please go to the photo tour and look for the video start arrow on one of the photos.)Overview of LocationWe would love to have you stay in our remodeled and redecorated condo at the beautiful 18 acre, Four-Star Kanaloa at Kona Resort. Our...
Family Condo with Queen Beds & Ocean Views from 3 Lanais!
Centrally-located and recently renovated 2 bedroom, 2 bathroom condo minutes from the airport and walking distance to restaurants and bars. With two queen beds and two twin cots your whole family will enjoy watching cruise ships from any of the three lanais. Grab the...
Villas By The Cove, Villa 8 · 1 Bedroom Villa with Ocean Views, Steps to Beach
Villa 8 at Villas By The Cove is a 1 bedroom villa just steps from beautiful white sand beaches. Charming, convenient, and clean, this 700 sq. ft. unit offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. Villa 8 sleeps 2...
Great Princeville location across from Queen's Bath
Experience your North Shore adventure from this 3-bedroom, 2-bathroom Princeville home. Just steps from Queen’s Bath trailhead (summer months only) or a short drive to stunning beaches such as HANALEI BAY. This home is the perfect base. It's located less than a mile...
THREE BEDROOM UNIT AT KAMAOLE SANDS-BRING THE GRANDPARENTS!
Imagine being steps away from your morning beach walk...Imagine sunsets and people-watching from your lanai...(blah, blah, blah...)Seriously, while it is easy to hype up our location, we are equally committed to provide you the best lodging experience possible. Kamaole...
Lovely Private Home 5 minutes to Hawaii Volcanoes National Park
Mauna Ua is a very quiet, secluded home located in the lush Hawaiian rainforests of Volcano, surrounded by native hapu'us and Ohia trees. A 3 bed 2 bath vacation house that truly feels like home. From the tranquil garden, to the orchids and bananas, this is a great...
Oceanfront MAK-A6 - Maui 1st floor Condo With Double Lanai—Epic View; 2BR/2BA
Escape to a beach-front vacation state of mind with special rates for summer stays from May to June 2023! Book now and experience an unforgettable vacation at Makani A Kai #A-6. This ground-floor condo is only a few steps away from the white sand beach, providing the...
Remodelled 3 Bdrm Grand Champions Villa with Full Ocean View and New Central A/C
We're very excited to offer our returning and our new guests our Maui home, which includes full remodels to the kitchen and both baths. Not pictured: We have replaced all of our noisy inefficient window box A/C units with a quiet and efficient A/C system throughout the...
Manoa Valley A 2BR with ocean and mountain views
Permit 90/BB-0065Located on a hill overlooking Honolulu and the majestic Diamond Head crater, this two bedroom, two and half bath plus bonus sleeping space in Manoa Valley features gorgeous custom touches and a large lanai that’s perfect for a barbecue. The home is...
Kahela - Paradise for Rent
Located just steps from the best part of Kailua Beach. The beach is a short walk through Kailua Beach Park where the waves are the most gentle, the sand is wide, and there are plenty of trees for shade, so you and the kids can play and relax at the beach all day. This...
Plantation Hale D11, AC, Walk to Beach, Shops, Restaurants, Pool View
Plantation Hale Suites D11, Royal Coconut Coast Kaua`i, Wailua, Kauai Vacation Rental. Accommodates up to 2 guests, including children and infants*One-bedroom, one-bath condo, 2nd floor end-unit wit a King bed.*633 square feet of living space*Private lanai and balcony...
106 - Oceanfront - Ground Floor - One Bed/One Bath with A/C!
Oceanfront remodeled condo unit with full ocean view, newly renovated heated pool and and deluxe barbecue facilities for guest use. This ground floor unit sits on 2 acres immaculately kept oceanfront lawn with the property overlookingthe lava rock tide pools where many...
AMAZING OCEANFRONT CONDO, STUNNING VIEWS, FREE PARKING, NO RESORT FEES, 1 BDRM
Welcome to "The Seashore Hideaway", a beautiful 2nd floor direct oceanfront condo with stunning and expansive close-up views of the ocean. We are located at Wailua Bay View, in unit #208. You will hear the mesmerizing sounds of the ocean from the minute you open the...
New Round House With Pool 180 Degree Ocean View 13% discount for 7 nights
Make this home your base camp for all of your Big Island adventures. This unique round house with spectacular ocean views is located one hour from Hawaii Volcano National Park and one hour to Kona, a midpoint location for your sightseeing delights. Hike from here to...
Beachfront condo with amazing pool, grill, large lanai, & children's items
Tutu House - Lanikai 222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you've been looking for paradise, you've found it! Nestled right on the beach and boasting spacious living...
***SPRING SPECIAL***Mauna Lani Resort: Two Large Suites, Shop Nearby, Beach Club access.
Experience Outdoor Living at Its Finest – Welcome to Palm Leaf at Kulalani, Mauna Lani ResortPalm Leaf is a beautifully appointed 2-bedroom, 2.5-bath townhome nestled in the lush Kulalani community within the prestigious Mauna Lani Resort. Designed for comfort and...
Mana Kai 410 - The Ultimate Maui Beach Condo Experience - Renovated - Split AC
Mana Kai Maui is Kihei's most exclusive vacation rental resort, with its location on the sand on Keawakapu Beach - and this unit features a prime location in the building, with sweeping views down the south Maui shoreline, to the Wailea resorts. Fabulous snorkeling...
Wailea Beach Villas | B101
You will feel like a rock star in this oceanfront villa that even has a vinyl record Juke box with complimentary play! Villa B101 sits oceanfront within a secluded garden area surrounding a private plunge pool. A short stroll leads you to the oceanfront infinity pool...
NEW! Breezy Poipu Condo with Great Lawn Views + Peek-a-boo Ocean View, A/C
Central Location | Walk to Kiahuna Beach | Beach Gear ProvidedEnjoy the charm and tranquility of this lovely 1-bedroom condo with A/C at Kiahuna Plantation Resort. Your own private lanai (balcony) opens up to a beautiful view of the lush grounds of Kiahuna Plantation,...
Relax on our extra large Lanai in Beautiful Kauai , 3 Bedroom Condo w/ View!
Our condo home is lovingly appointed with everything you need to feel like you’ve arrived in your own tropical home away from home. New, stylish, and comfortable furnishings & original artwork. Plenty of plush towels & high thread count, 100% cotton bedding. A gourmet...
Maui Resort Rentals: Honua Kai Hokulani 816 - Upgraded 1BR Penthouse w/ Partial Ocean & Mountain Views!
This beautifully upgraded top-floor "penthouse" suite boasts one of the best one-bedroom locations available at Honua Kai. Enjoy gorgeous partial ocean views from the balcony and primary bedroom as well as beautiful views of the lush West Maui Mountains. The suite has...
Rare BEACH FRONT Home at Kona Surf and Racquet Club
Our "Hale Honu" (turtle house) is a rare find in Kona. There are many ocean view homes in Kona but very few beach front properties. You can walk out the back door to your own semi-private beach and drop yourself in the sand. Watch the whales, dolphins and manta rays....
🏖️Gorgeous | Infinity Pool | Gated | Magnificant Views | vrKCV
vrKCV - IO Way, Professionally Managed by Kona Coast VacationsSpend your well-earned vacation in our luxurious ocean view Kona Vacation House located in the hills above Kailua-Kona on the Big Island of Hawaii. This private half-acre home-site is just minutes away from...
Oceanfront 1BR Condo with Spectacular views + Pool.
Spectacular ocean & sunset views at the one-of-a-kind ocean front Maui Kai Resort. The only way to be closer to the ocean is taking a cruise. Located on the 9th floor, the condo offers privacy & 180 degree panoramic view of the islands of Lanai & Molokai. This...
Mahana 718 Last Minute May & June Special at OceanFront Tropical Island Escape
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Mahana 718 “Alohilani,” a seventh-floor 1-bedroom, 1-bath ocean-front sanctuary that sleeps up to 4 guests and earns its...
Shores at Waikoloa Unit 101: Ground floor 1 br in the Sandalwood Tower
Located in the Sandalwood Tower, this ground-floor corner unit Hawaii Island vacation rental offers plenty of natural light to brighten up your Big Island vacation. Between the open-concept living area or open-air lanai you are sure to find your perfect piece of...