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.
Temple Tree Retreat - An Adventurer's Oceanfront Paradise!
Overlooking ancient lava ocean cliffs, Temple Tree Retreat is designed to see and feel nature all around you. Our home has three main living spaces - you get the entire property to yourselves. The main area hosts the kitchen, two bedrooms, bathroom and laundry room....
❤️PiH❤️ House of Light ★ Closest to KaMilo Rec Center ★ Hilton Waterslide & Pool Passes
Brought to you by Paradise in Hawaii Luxury Homes.House of Light is a wonderful, new 3 bedroom/3 bathroom home that offers everything that you would ever desire on your Big Island vacation in Mauna Lani. House of Light is a single-story, free-standing home (no stairs...
Breathtaking Panoramic Ocean Views, Crystal Blue Pool, Hot Tub, BBQ Grill!
The vacation home you have been looking for! You will love this private, permitted vacation home (located on Big Island of Hawaii in Kailua-Kona) with a large crystal blue pool, beautiful 180 ocean views, hot tub, 4 large bedrooms (King beds) each has a full bath...
Relaxing, oceanview getaway w/shared pool & hot tub, lanai, private washer/dryer
Pali Ke Kua 144Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This recently redecorated unit is what a dream vacation on Kauai is all about! A new nautical-beach theme moves this...
Nate's Place - Your Volcanoes National Park Getaway
Nate's Place is a cozy, comfortable two bedroom, two bathroom vacation home in the Volcano Golf and Country Club neighborhood, Volcano, Hawaii on Hawaii Island (The Big Island). Our house sits on the quiet end of a cul-de-sac on a double lot. You'll have the entire home...
Kauhale Makai 106 - 1BR, Remodeled, AC, Oceanfront Property!
This 1 bedroom, 1 bathroom condo was just completely remodeled. The Beach is right in front of the oceanfront property. Incredible sunset views year round and just minutes away from shopping, grocery stores, restaurants and golfing.The unit is situated on the north side...
Spacious resort home with pool & hot tub - near beach & golf courses
Waikoloa Colony Villas 1306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you need a home base for your next family vacation or want to enjoy Hawaii with your special...
6 Bedroom Beachfront Home with Easy Beach Access!
Enjoy ample space for any occasion at this luxury 6 bedroom private home at Kolea at Waikoloa Beach Resort. Situated in an ideal location this home offers easy access to the beach, Kolea Beach Club, as well as amenities at the Waikoloa Beach Marriott.Located on one of...
Steps to the beach. Minutes from shops. Top floor/ocean side 2 bed 1+1/2 bath
Top floor unit in one of the most convenient locations on Kauai. Easy access to north shore and Poipu. Walking distance to restaurants, lava rock enclosed ocean swimming pond, safe beach for swimming, 9 mile, oceanfront, walking path, popular kayaking river and hiking...
Aloha Condos, Kanaloa at Kona, Condo 1803, Oceanfront, AC
Kanaloa at Kona Condo 1803 is an exceptional oceanfront getaway with breathtaking views and luxurious amenities. Guests rave about the spacious, well-appointed interior, fully equipped kitchen, and ample beach gear. The lanai is perfect for relaxing, offering incredible...
Modern Suite W/Kitchen and Lanai – Waikīkī Shore #310
Castle Waikīkī Shore #310: Take in the tropical breeze when you open the sliding glass doors and use the fans to circulate the breeze. Here you can sip on coffee as you look out over Fort DeRussy Park and to the left Waikiki Beach as you plan your day of adventure in...
Luxury ground floor condo with peaceful lanai
Maui Ka'anapali Villa unit 108 is a 2-bedroom, 2-bathroom condo located on the ground floor in the Aloha Tower and offers central A/C, lush garden views, and convenient ground-floor access. This unit can accommodate up to 6 guests.The master bedroom is furnished with a...
Kaanapali Royal J102 - Modern accommodations with all the comforts of home!
Enjoy these luxury accommodations and travel in style. Why not stay in an unforgettable, updated condo with all the conveniences of home? You won't want to leave this little piece of paradise, which features a state-of-the-art kitchen with granite countertops and...
The BEST oceanfront view from updated romantic Hawaiian gem
Enhanced COVID cleaning and disinfecting procedures for every check-in.Sealodge A6 is a corner unit that offers guests breathtaking, unobstructed second floor oceanfront views from the living areas, lanai and bedroom. Wake up in a romantic ocean view bedroom that has...
Beautiful Gem ~ Views of Paradise
Paradise Awaits! Experience the ultimate getaway in this upgraded, spacious top-floor condo. Nestled in the heart of Princeville on Kauai's North Shore and surrounded by beautifully landscaped gardens. This gem features breathtaking mountain and ocean views, lush...
Maui Resort Rentals: Honua Kai Hokulani 838 - Top Floor 1BR w/ Partial Ocean & Mountain Views!
Hokulani 838 is an incredible top floor "penthouse" one-bedroom suite boasting some of the best ocean views available among the one-bedroom inventory class at Honua Kai. In addition, this vantage point also offers views of the West Maui Mountains. You will have plenty...
Ocean views at Kealia Resort on Sugar Beach!
Located on Sugar Beach, Maui's longest white-sand beach. With gorgeous views, this beautifully decorated, fourth floor, condo at the Kealia Resort beachfront complex is waiting for you! The six-mile stretch of beach, calm waters, and close proximity to town, make it the...
Waikoloa Kings Club Golf Discounts.Waikoloa Fairway Villas F22
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Fairway Villas F22Please scroll down for detailed informationWaikoloa Beach Resort Gold Membership Golf benefits (discounted tee fees at the Waikoloa Beach Resort Courses). Fees are $90.00 per...
New! Lae Nani 212, AC, Ocean View, Tropical Oasis, Steps to Beach and Town
Lae Nani Resort Kauai #212, Beautiful Ocean View Unit on a Tropical Beachfront Oasis. This Kauai Vacation Rental is conveniently located in Kapaa Town within walking distance to shops, restaurants, and just steps to beautiful white sandy beaches. Accommodates up to 6...
Hale Moana - Best Value Beachfront Home Steps from Beach!
Poipu Kauai’s perfect beachfront vacation home with the perfect price! Every room opens onto the huge covered lanai and has stunning ocean and sunset views. Spacious grounds at the waters edge. Queen and 2 Twin beds. A/C in bedrooms and living room as of May 2023!“A...
Relax and Enjoy Spectacular Oceanfront Views!
Aloha and welcome to the beachfront condominium at Maui Kai Unit 408! This spectacular, north end, corner unit is conveniently located halfway between historic Lahaina Town and the prestigious Kapalua Golf Resort. Enjoy panoramic, unobstructed views of the neighboring...
Hilton Waikoloa Pool Pass Included for 2025. Waikoloa Beach Villa E1
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas E1Please 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...
Makahuena 4205 by Destination Kauai - Partial Ocean View End Unit
E Komo Mai, Welcome to The Makahuena 4205!“The Makahuena” is located on the southernmost point of Kauai. This unique oceanside resort is situated on the edge of a bluff providing spectacular coastal views. This 2-bd/2-ba is a single-level condo on the second story...
Hale Mar - Gorgeous Oceanfront Home with Private Pool & Hot Tub
Hale Mar - Welcome to our Oceanfront vacation home - E komo mai!Panoramic ocean views and the sound of crashing surf from every room, and your own private 38' pool & hot tub! Spaciousness, luxury and privacy located on the Big Island near Hilo and the famous Volcano...
Beautiful Lanai Views, Oceanfront Complex W/ Large Lawn Perfect For Sunset!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Beautiful completely remodeled oceanfront condo at Maui Sunset. This tropical oceanfront complex has long been revered for the immaculate and beautifully landscaped grounds that spread over 5 acres. Ocean...
KA 402 Spacious West Maui Studio Steps to Ocean w AC Pool
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Stone House - Beachfront Home with 180 Degree Coastline Views!
The Stonehouse is built on a point of land that has a 180 degree white water ocean view. The home sleeps up to eight people and includes three bedrooms, two bathrooms and is adjacent to a white sand beach. The kitchen has a large picture window and comes equipped with a...
Ma'alaea Surf #G-7 – Coastal Comfort with Modern Amenities
Maalaea Surf Resort is an exceptional beachfront property located in North Kihei offering spectacular ocean views. This property consists of eight two story buildings spread out over five acres of immaculate tropical landscaping. It lies on the shores of Sugar Beach,...
Sprawling Pacific Views Ultimate Coastal Retreat!
Nohonani 300 has recently completed a brand new renovation. Improvements include new carpeting and beautiful furnishings. This is an end unit on the third floor giving added privacy and a spectacular crows nest view of the outer islands and golden sunsets. Guest...
Exquisitely Beautiful High Floor Rental At The Colony Surf -30 Nights Minimum
Beautifully studio on the waterfront of the spectacular Gold Coast. Short walk to Waikiki yet quiet and private-like location. The exclusive, 20-story, (the unit is on the 18th, unit 1806.) Colony Surf is near the base of Diamond Head and across the street from the huge...
Spacious Ilikai Studio with one FREE parking/Wi-Fi and Marina/Ocean Views!
Ilikai #341 – 1777 Ala Moana Blvd.For those who prefer a lower floor and still enjoy great marina and Pacific Ocean views, you'll love this inviting 3rd floor studio at the Ilikai, the Waikiki landmark made world-famous by Hawaii Five-O! Enjoy your morning coffee or a...
Ocean and fairway views in this spacious, top-floor, 3-BR Grand Champion Villa!
Experience gorgeous ocean and fairway views from this spacious top floor, tastefully decorated, family-friendly, three-bedroom unit. This beautiful condo boasts the largest floor plan available at Grand Champion Villas. Enjoy the views of the islands of Lanai and West...
Turtle Bay Oceanview Beachfront 3 Bedroom Villa #314
TMK #: 570010130053, GE-124-431-5648-01, TA-124-431-5648-01, Permit#: 2301-CCH-1025See other host fees compared to ours3 Bedroom Top Floor Ocean Villa at Turtle Bay Resort with Ocean and Pool ViewsPrime beach front and ocean front location. Excellent natural cross...
Charming studio with relaxing ocean views
Noelani 212 is a beautiful, spacious and tastefully decorated studio condo that offers all the luxuries and comforts of home. The studio bedroom features a comfortable Queen size bed and a large flat screen TV. Enjoy cooking in this fully equipped kitchen with...
Kanai A Nalu Unit 302 Direct Oceanfront View
"Don't Miss Maui This August & September - Exclusive Last-Minute Vacation Offers.".Oceanfront ocean view third floor! Gorgeous upgraded condo. Quiet home listen to the sounds of the sea.Please review the property description and pictures carefully prior to booking, and...
Oceanview condo with shared pool, tennis & beach across the street
Kihei Ali'i Kai B301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Start your Valley Isle experience right with this oceanview condo in the heart of Kihei Town. Nicely appointed...
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
“Puhele” (Unit 206) is a premium oceanview studio located on the upper floor of the Mauka building. There is a king bed in the loft and a queen hide-a-bed on the main floor. Sliding glass doors open onto a spacious lanai with an amazing view of Hana Bay. This unit...
Amazing Ocean Views, AC in every room, remodeled, #504
The Palms at Wailea 504 the most sought after complex in Wailea. Newly Remodeled, New AC in every room, Walk to Beach, AmazingOcean Views5 Star reviews. One of our latest reviews "Absolutely amazing and beautiful. The condo, the property and getting about was simply...
Romantic Cottage, Private Acre of Paradise, View! Pool!
Kauai License# TVR-1065Tucked away on over an acre of lush paradise along the Wainiha Stream in an ancient grove of 100 ft. tall mango trees lies the Hale Wainiha. Offering privacy, rest and refreshment, this charming home sits on a bluff overlooking an expansive view...
Elegant 1bd/2ba with Private Lanai & Beach Access in Kihei - Kamaole Sands 8-206
Your Hawaiian getaway starts here. Welcome to one of the best locations in Kihei, Kamaole Sands 8-206. This 1bd/2bath unit is the perfect spot for your Maui vacation!As you enter you will be pleasantly welcomed by this elegant and spacious condo. The living area is open...
Oceanfront home with amazing sunsets!
Escape to our oceanfront home featuring a saltwater tide pool, offering some of the best sunsets along the Kona coast with over 200 ft of oceanfront property. Watch dolphins, surfers, paddlers, and boats while sipping morning coffee or evening cocktails from the...
Home Away From Home* Pool* Golf* Close To Beaches, Shopping & Restaurants
Aloha I'm Mike, a native of western Montana, who enjoys the Hawaiian lifestyle and welcome to my home away from home.Waikoloa Hills is a great condominium community with pool, hot tub, discounted golf and across from Highlands Shopping Center and 10-20 minutes away from...
MRR Presents Kaanapali Ali'i 495 - Expansive 2BR Corner Remodel w/ Gorgeous West Mountain Views
Beautifully remodeled, suite 495 boasts views of the majestic West Maui Mountains and the Kaanapali Royal Golf Course from its 9th-floor vantage point. A highly sought after corner location provides abundant natural light and invites in the gorgeous Maui outdoors.While...
Aunty Lydia's Local 3B/1.5BA by Hanalei Bay, walk 2 Northshore Oceanfront
If you want a taste of old Hanalei when days were slower and a good catch fishing and the best vegetables were the talk of the town, this home will fill the order. This property has been lovingly maintained since it was built. It is our family's privilege to share Aunty...
HONU KAI HIDEAWAY
Honu Kai Hideaway is like a treehouse with views of ocean, golf course and mountains. We are nestled among the trees and lush landscaping of the spectacular Turtle Bay Resort, an 880 acre tropical paradise. Our Hideaway is the perfect blend of tropical seclusion amidst...
OCEANFRONT RESORT - WE ARE ON THE WATER! - Kihei Sands Beachfront Condos - B4
Aloha! Are you still looking to book that perfect summer vacation? Airline prices are dropping and it's the perfect time to come to sunny Maui - these prices won't last! Take advantage of these incredibly discounted nightly rates during Shoulder Season on travel...
Newly remodeled Ground Floor! Steps to Pool and Ocean ! WOW! #119
ALOHA AND WELCOME TO HALE KAI # 119YOUR OCEAN HOUSEThis remodeled ground floor condo has a very modern kitchen with black granite counter tops and a microwave/convection oven.It has a very comfortable king size bed and a lovely bamboo etched glass shower enclosure. The...
Vista Waikoloa A104 - Newly Renovated Ground Floor Condo, Close to beach!!
Newly Renovated Vacation Rental 2 Bedroom 2 1/2 Bath. Beautifully decorated inside and out. Large open lanai for meals and watching the sunset. Large living room for relaxing with the family and also has a large flat screen tv. Dining area has seating for 6 and you can...
Sugar Beach Resort Condo w/ Private W/D, Free WiFi-Snorkel, Surf, Swim
Sugar Beach Resort 214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Ground-floor, oceanfront condo with amazing views & pool - walk to dining
Kapa'a Sands 14Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This boutique establishment is right on the ocean, enveloped in lush tropical gardens with everything you need for your...