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.
Maui Kaanapali Villas #A102: At the heart of the Maui Ka’anapali Villas Resort,
Maui Kaanapali Villas #A102: At the heart of the Maui Ka’anapali Villas Resort, a tropical retreat awaits. This ground-floor condo has two bedrooms with en-suites and a half bathroom. The primary bedroom is just off the living area and features a king bed. The second...
Kihei Beach Retreat: Ocean Views and Sandy Feet!
Experience Maui's charm in our 2-bed, 2-bath condo, directly managed by us for a personal touch. Just steps from top beaches and snorkeling, with stunning ocean and West Maui Mountain views. Enjoy our resort-style amenities including a pool, hot tubs, game room, and...
Perfect location in Kihei! 5 minutes to the beach!
If you want to be close to it all - best beaches, best snorkeling, only surf spot in Kihei, SUP, kayaking, snorkel tours, dinner cruises, shopping, restaurants, nightlife - our recently updated, owner-managed (no dealing with unresponsive property managers) condo is the...
Updated! Steps to Kamaole Beach #1 Great Rates! Great Location MV2107 AC King BD
Welcome to your ultimate Maui getaway at Honu Kihei -- Maui Vista 2107! Building 2 Minimal Road Noise✅ Fully air-conditioned for your comfort (mini-split/living room and air conditioner/bedroom)✅ King Bed ✅ Free Fast WiFi and Flat-screen TV for streaming and limited...
Pali Nui – Gorgeous New Kukui'ula Villa
Jaw-dropping, breathtaking, spectacular: sometimes even the highest superlatives can seem like low-key understatement. Pali Nui—this uniquely gorgeous new Kukui'ula villa—is distinctively designed and stylishly curated, with artful décor, tropical allure, and delightful...
Serene atmosphere with lush garden views
Welcome to Maui Kamaole K104, a tranquil oasis nestled within the heart of paradise. This ground floor unit, boasting 1 bedroom and 2 bathrooms, offers a haven of comfort for up to 4 guests, surrounded by lush garden views that inspire serenity and relaxation. From the...
NEW! "Aloha Kai": Oceanfront at Lae Nani's Newest Renovation + AC + Free Laundry
Welcome to "Aloha Kai" -- the newest-renovated condo in Lae Nani. Here, modern design meets jaw-dropping, unobstructed ocean views. Inside: AC; a fully-equipped kitchen; stone countertops; all-new, comfortable bedding and furniture; and a spa-like standing shower await....
4Br 4.5 Ba Punahele House with Ocean and Mountain Views, Beach Gear, Near Queens Pond
Welcome to the Punahele bluff! The treehouse style upstairs vibe of this house with oversized deck, entertainment kitchen, and extremely large spaces makes you feel like you are part of the Hanalei mountain range. It's so close you can touch it! You have ocean views,...
Maui Resort Rentals: Honua Kai Hokulani 645 - Stunning 6th Floor 2BR w/ Fantastic Ocean Views!
Set in the serenity of the Hokulani Tower interior, Hokulani 645 boasts impressive ocean views from its prime 6th-floor location high above the palm trees that often obstruct the view of lower floors. The suite's expansive 200+ sq ft lanai also overlooks the lush...
🏖️Concierge Included| No Stairs | Ocean View | vrKCV
vrKCV - Country Club Villas 230, Professionally Managed by Kona Coast VacationsDiscover the essence of island living at Unit 230 of the Country Club Villas in Kona, Hawaii. This charming 2-bedroom, 2-bathroom retreat offers an idyllic getaway in the desirable Keauhou...
Uluhala Place – 6BR Ultra Luxurious New Home at Hualalai
Welcome to your ultimate vacation retreat at the Four Seasons Hualalai Resort! Step into luxury and relaxation with this brand-new, meticulously crafted 6,000 square foot, 6-bedroom home boasting the finest finishes and unparalleled comfort. THE SPACE:As you enter,...
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...
Prime oceanfront 2 bedroom condo w/huge wrap around lanai
Welcome to Royal Kahana 210. This 1400 sqft, 2 bedroom, 2.5 bath condo features a massive wrap around lanai with unobstructed oceanfront views of the encompassing islands of Molokai & Lanai. Admire seasonal whale watching, sailboats, sea turtles, and sunsets from this...
❤️PiH❤️ONE OCEAN OHANA★ Expansive Views★ Exclusive Oceanfront Grotto pool plus private pool & spa
Welcome to One Ocean Ohana!This spacious home is set in the One Ocean private luxury community. It features a private back yard overlooking the ocean, Kohala Mountain, Mauna Lani South golf course and Maui in the distance. The home features a private pool and spa but...
Puna Rainforest Hot Spring Retreat - Green Bamboo Cottage
Studio with oceanview, full kitchen and bathroom, queen size bed, plus small couch for one child or small adult. Perfect for couples. The property offers 1 mile private rainforest trail, pool, steam vents, two steam vent hot springs and private retreat setting...
Includes Mauna Lani Beach Club Pass. 1702 Kulalani
Kulalani 1702. Includes Mauna Lani Beach Club Pass This vacation rental is professionally managed by ResorticaHawaiiPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedGuest Bedroom: Queen BedMauna Lani Beach...
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...
Hilton Pool Pass included - Lux Penthouse w/ Views
Experience the ultimate Hawaii getaway in our beautiful condo, meticulously designed to provide unparalleled comfort and luxury. Step into the welcoming open-concept living area that blends modern amenities with gorgeous furnishings, bathed in natural light that...
Cozy jungle boat hideaway with stunning ocean view TA-154-746-2656-01
The Jungle Queen is a perfect getaway for 2 or a rejuvenating hideaway for the independent traveler. You’re staying on a landlocked boat in the middle of a jungle with coqui frogs singing you to sleep each night. Relax on the deck and treat yourself to ocean views just...
Rainbow Shack:: Kauai
NEW ~ Beautiful condo nestled in the heart of Princeville. Private garage fits one mid-size car. Located on a magnificent bluff between the mountains & the sea. A 10-minute drive to world-famous Hanalei Bay, & a 10-minute walk to Hideaways beach. The condo has all the...
🏖️Stunning Ocean Views | Discount of Golf | Complete Remodel | vrKCV
vrKCV - Halii Kai 11D, Professionally Managed by Kona Coast VacationsWelcome to Your Island Retreat at Hali'i Kai 11DDiscover the perfect combination of modern elegance and Hawaiian charm at Hali'i Kai 11D. Nestled in an unbeatable location overlooking the Kings Golf...
Remodeled prime oceanfront 1 bedroom Kihei gem
Welcome to Nani Kai Hale 209. This is a completely remodeled oceanfront 1 bedroom, 2 bathroom condo stunner. Enjoy ocean views throughout this unit and from your private lanai. Feel right at home with split AC, a fully equipped kitchen, and beach gear & luxury bath...
Aloha Waikiki Condo 2Beds, 2Baths, Free Parking.
Aloha, thanks for checking in our listing. A Newly remodeled penthouse 2 bedrooms and 2 full baths. There are 4 queen beds and 1 single beds, full kitchen with kitchenette. It's spacious 1,000 sq. ft. with 2 patio and 3 Air-Con. It’s on 17 top floor with beautiful view,...
Fairway Villas @ Waikoloa Beach Resort Ground Floor Central A/C Golf Course View
You’ve landed in the most desirable location on the island. Fairway Villas is the best complex within Waikoloa Beach Resort due to its amazing views and perfect location near everything you'll want or need!Only an 18 min walk to one of the best white-SAND beaches on the...
Beautiful Hawaii! Panoramic Ocean View, a Private Pool!
30 Days Rental!**Rates are subject to change during peak seasons, holiday and summers. Please communicate with Host for renting!Panoramic Ocean & Mountain View from Entire House.Located in central area that is close to everywhere, 5 to 10 minutes to World famous Waikiki...
Beautiful suite with ocean view and sleeping 6 surrounded by lush gardens
Our newly renovated 2-story Manta Suite occupies two upper floors in a unique 3-story building that used to be a processing site for a macadamia nut farm, now converted into fun, spacious living quarters. A large shared outdoor kitchen and barbecue are just steps away....
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
Summary:Makanui Estate – Spacious home + two-story guesthouse with mountain and ocean-peek views. Sleeps 16 with A/C in all bedrooms and the upstairs guesthouse. Walk to Poipu and Brennecke’s Beaches. Includes PBAC membership for up to 11 guests.The Space:MAKANUI ESTATE...
Lei Ohana - Private Pool, Separate Guest House
Summary:Lei Ohana is a spacious Poipu retreat with a private pool, 3 bedrooms + den, and a separate guesthouse studio. Perfect for families and groups, it offers full kitchens, lush outdoor spaces, and an ideal location near Poipu Beach. Can be combined with Makanui...
HOL 104 Poolside Condo at OceanFront Resort
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
Summary:Ohana Retreat brings together Lei Ohana, Makanui Estate, with their two guest houses to create a private Poipu haven with a pool, four kitchens, and sleeping for up to 28 guests. Perfect for reunions and large groups, this expansive retreat offers flexible...
Luxurious Ocean View Condo - Steps from the beach! sleeps 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...
Zero bedroom apartment in United States of America, Honolulu
Enjoy breathtaking ocean, city, and mountain views from this newly upgraded penthouse studio in Waikiki. Perfect for up to 4 guests, this modern space features two queen beds, split AC, WiFi, a well-equipped kitchenette, and a private balcony for sunset and Friday...
Incredible Highrise Views! | 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...
Rocky Point Hale Luxury Oceanfront Vacation Home in Haleiwa
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...
Beachfront Paradise/Ocean Views & 5 Star Reviews/ Shared pool. Steps to the Sea!
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...